⏱️ This Week on MVacay

The Dining Guide is updated for 2026 (I hope you don’t look too closely, I swapped some out) You’ll never hear me give a bad review, but lots of positive personal experiences. More recent faves behind the paywall below today too.

🗺️ What To Do This Weekend

Friday, July 24, 2026

• 🛍️ Roller Rabbit Pop-Up at The Shop by WHEAT, 9a-5p thru Sun / More Info
  Shop Roller Rabbit’s limited-edition Monkey on the Vineyard collection and new summer arrivals. Friday and Sunday include beverages from Wheat Store Cafe and treats from The Sweetish Fish, while Saturday features Mad Martha’s ice cream.

• 📚 Library Friends of Oak Bluffs Book Sale at Oak Bluffs Public Library, 10a-4p / More Info / (Sat too)

• 🦪 Chilmark Community Trust: Shellfish, Science & Shucking at The Yard, 1-3p / More Info

• 🎬 An Evening with Dawn Porter at MV Museum, 5p / More Info

• 🎶 Sunset Concert Series: Alwyn Robinson at Trinity Park Tabernacle, 6-7:30p / More Info / Free-will offering

• 🎭 An Evening of Magic, Illusion and Mind-Blowing Juggling at MV Film Center, 7p / More Info / $35 front section, $30 main section

• ⚾ Chilmark Resident Appreciation Night: MV Sharks vs. Ocean State Waves at MVRHS Shark Tank, 7:05p / More Info

• 🐉 The Hobbit at Katharine Cornell Theater, 7:30-9p / More Info / $20

Saturday, July 25, 2026

• 🎾 MV Open Tennis Tournament at Farm Neck Tennis and Vineyard Family Tennis, Fri 12-7p, Sat 8a-7:30p, Sun 8a-5p / More Info

• 🏃 Flutie 5K with Island Autism at West Tisbury School, 8:30-11a / More Info

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🛍️ Chilmark Flea Market at Flea Market Field, Chilmark, 9a-2p / More Info

• 📚 Vineyard Haven Library Grand Opening at Vineyard Haven Library, 10a-12p+
  Celebrate the library's newly renovated Main Street building with a ribbon cutting at 10a, a family concert by musician Tom Sieling at 11a, and cake and refreshments beginning at 12p.

• 🎪 Children’s Festival at Trinity Park Tabernacle, 10-11:30a / More Info
  Families can enjoy games, crafts, treats and activities designed especially for children. Game tickets may be purchased and exchanged for reward tickets and prizes.

• 🎠 Flying Horses Carousel 150th Birthday Party at Flying Horses Carousel and Union Chapel, 10a-5p / More Info
  The day includes an airbrush artist, scavenger hunt, DJ entertainment, lawn games, tie-dye demonstration, cornhole challenge, limbo contest and dance party, followed by a 4p birthday singalong. Prize giveaways take place every half hour at the carousel beginning at 10:30a.

• 🎨 Chappy Art Show and Artisan Fair at Chappaquiddick Community Center, 12-4p / More Info
  Meet Chappaquiddick artists and Island artisans during an afternoon fair on the center’s front porch.

• 🎤 Della Hardman Day at Ocean Park, 4-6p / More Info / Free
  Mara Brock Akil joins Dr. Farah Jasmine Griffin for a conversation centered on “Our Stories, Our Legacy,” the free community gathering honors artist, educator and civic leader Dr. Della Hardman.

• 🐾 Celebration of Pets at MV Agricultural Hall, 1-3p / More Info
  Community members are invited to bring pets from both farm and home.

• 📚 Author Talk: Washashores Review, Vol. 2 at Edgartown Public Library, 6-7p / More Info

• 🎶 Vineyard Sound Mid-Summer Show at Old Whaling Church, 7-9p / More Info

• ⚾ MV Sharks vs. North Shore Navigators at MVRHS Shark Tank, 7:05p

• ✨ Light Up the Lagoon at Lagoon Pond, 8:30-9:15p / More Info
  Watch illuminated boats travel from opposite ends of the pond while residents light the shoreline with lanterns and flashlights. Public viewing areas are available on both sides of the lagoon; the rain date is Sunday.

Sunday, July 26, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 🥁 Weekly Museum Open House and Family Samba at Milokan Cultural Center and Drum Museum, 3-6p / More Info / $15 individual, $50 family of four or more
  Explore a collection of drums from around the world from 3-5p, followed by a participatory samba session at 5p. All ages and experience levels are welcome, and drums are provided.

• 🧘 Sound Bath with Anna Marden at Stillpoint, 4-5p / More Info / $20-$40 sliding scale

• 🎪 Chilmark Preschool Annual Family Festival at Beetlebung Campus Green, 4-6p / More Info / Free
  Enjoy live music by Wolftrap, Stoney Hill soft serve, glitter tattoos, games, bubbles and make-your-own oyster ornaments. The free community celebration is open to everyone, with an all-day dine-and-shop-to-donate fundraiser at the Chilmark General Store.

• 🎨 RISD Emerging: Recent Alums from Rhode Island School of Design Opening Reception at Featherstone Center for the Arts, 4-6p / Free

• 🎶 Emi Ferguson, Flute & Voice, with Pianist Jacob Rhodebeck at Old Whaling Church, 4-5:30p / More Info / $40

• 🎤 Community Sing at Tisbury Amphitheater, 5-6p / More Info / Free

• 📚 Freedom of Speech: Lee Bollinger and Jelani Cobb at MV Performing Arts Center, 7p / More Info

• 🎶 Potluck Jam 72 at Chilmark Community Center, 7-10p / More Info
  Bring a dish to share and your best energy for an evening of live music and community. The announced lineup includes Ben Taylor, Ryan Montbleau, Isaac Taylor, Lydia Fischer, the Woods School Singers and more.

• 🎶 Sundays in the Park Concert at Ocean Park, 5:30-7:30p / Free

• 🎓 HBCU Legacy Week Begins / More Info

Read more

⏱️ This Week on MVacay

A reminder that if you’re looking for weekday fun, these are a great place to look:

🗺️ What To Do This Weekend

Thursday, July 16, 2026

• [AD] 🏡 The Cottagers, Inc. 39th Annual House Tour at Cottagers’ Corner, 57 Pequot Avenue, Oak Bluffs, 10a-3p / More Info / $85 day of event

  Tour several distinctive Oak Bluffs homes while supporting The Cottagers’ community programs and scholarships.

Friday, July 17, 2026

• 🛍️ Shopbop MV Pop-Up Shop at The Sydney Hotel, 22 Winter Street, Edgartown, 10a-6p daily (Fri-Sun) / More Info

  • Shop brands including PARKE, Flabelus, Hunza G, Hill House Home, FARM Rio, and STAUD in Shopbop’s first MV pop-up.

  • Friday features complimentary PARKE embroidery, Saturday offers Flabelus shoe charm customization, and Sunday includes Hill House Home monogramming.

  • Spend $25+ at any local business during the pop-up and show your receipt to receive a free Shopbop tote, while supplies last. Partnerships with locally owned businesses throughout the weekend.

• 📚 Chilmark Community Trust: Hidden History of MV with Thomas Dresser at The Yard, 1-3p / More Info

• 🎨 Away to See Book Celebration and Summer Raised II Art Exhibition at Eisenhauer Gallery, 5-8p / More Info

• 🌿 Manuel F. Correllus State Forest Bioblitz at Manuel F. Correllus State Forest Headquarters, 5p Friday-5p Saturday (Sat too) / More Info / Free - Register

• 🎶 Sunset Concert Series featuring Phil DaRosa at Trinity Park Tabernacle, 6-7:30p / More Info / Free-will offering

• ⚾ Bollin Trucking and Excavation Night: MV Sharks vs. Ocean State Waves at Shark Tank, MV Regional High School, 7:05p / More Info

Saturday, July 18, 2026

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🛍️ Chilmark Flea Market at Flea Market Field, Chilmark, 9a-2p / More Info / Free

• 🏊 Swim Across America — MV Open Water Swim at Menemsha Beach, 8a / More Info / Register to swim

  Swimmers, volunteers, spectators, and supporters will gather to raise funds for cancer programs at Mass General Brigham Cancer Institute at MV Hospital.

• ⛵ Catboats: Sail Sculpin Edgartown 2026 at Old Sculpin Gallery, 10a (Sun too) / More Info

  This multi-day celebration highlights catboats, local artists, maritime history, and special programming at the gallery.

  • 10a: Catboats, Captains, and Coffee

  • 1p: Parade of Sail with entertainment by Outermost Bateria

  • 2p: Mad Martha’s Ice Cream Social

  • 4-6p: Sail Sculpin 2026 Public Reception

• 🪶 19th Annual Native Artisan Market and Festival at Aquinnah Circle, 11a-4p (rain date Sun) / More Info / Free

  Native artists and craftspeople showcase their work alongside live music, food, and dancing. Registration is not required.

• 📷 Simon Gallery in Chilmark off Tabor House Road (follow sign), Chilmark, 11a-3p (Sun too) / More Info / Registration is not required

• 🫐 Berry Festival at First Congregational Church of West Tisbury, 12-4p / More Info

  Berry shortcakes, smoothies, parfaits, pies, lemonade, and raffle items will be available rain or shine.

• 🏺 Pottery and Oysters at Merry Farm Pottery, 2-5p / More Info

• 🌱 Building a Local Food Movement: Organic and Regenerative Ideas in Practice at MV Agricultural Hall, 5-6:30p / More Info / Free, registration helpful

  The conversation explores practical organic and regenerative approaches to strengthening local agriculture and food systems.

• 🇵🇹 Portuguese American Feast at Portuguese American Club, 5-10:30p / More Info

  Traditional food, music, dancing, and community festivities continue across both days, all are welcome.

• 😂 Laughing Matters 2nd Annual Comedy Fundraiser for Stillpoint at MV Performing Arts Center, 7-8p / More Info / $25-$65

  Bluebird Improv creates a fully unscripted show inspired by conversations with the audience, with proceeds supporting Stillpoint’s programs. Ticket purchase is required.

Buy Tickets for Laughing Matters #ad

Sunday, July 19, 2026

• 🙏 Womanists at the Inkwell 2026 at Union Chapel, 8a / More Info / Register

  The gathering includes worship, Bible study, keynote speakers, workshops, and fellowship centered on womanist theology.

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 🇵🇹 Portuguese American Feast Parade in Downtown Oak Bluffs, 11:30a / More Info

• 🎶 Sundays in the Park Concert featuring Pat Law and ESP at Ocean Park, 5:30-7:30p / Free

• 📖 Author Talk: Christin Geall — Flora Culture at Chilmark Community Center, 7-8:30p / More Info / $65 / Registration Required

Read more

⏱️ This Week on MVacay

I updated this guide for 2026 with all kinds of new information throughout:

I added a new Activity Category to my site, including this new experience (discount code inside!):

🗺️ What To Do This Weekend

The Thursday Events today and next week look PACKED. MVacay Weekend Updates are Fri-Sun, but you can find Mon-Thurs events all behind the paywall for the coming week.

Friday, July 10, 2026

• Vineyard Cup Regatta and Fluke for Luke Tournament Weekend Begin

• 🪶 Chilmark Community Trust: Wampanoag Traditions with Brad Lopes at The Yard, 1:30-3:30p / More Info
  Create pinch pots and corn dolls while learning about Wampanoag traditions; open to all ages, bring your own picnic.

• 🎩 Magic Show with Daniel Jay at Katharine Cornell Theater, 5:30p / free
  A free, family-friendly magic show presented by Vineyard Haven Public Library; no tickets or reservations required.

• 🎶 Sunset Concert Series: Mike Benjamin at Trinity Park Tabernacle, 6-7:30p / More Info / free-will offering

• 💃 Cirio Collective: Open Ground — Showing and Discussion at MV Performing Arts Center, 7-8:30p / More Info / donations accepted

• 🎬 Drive-In Movie: The Breakfast Club at The Vineyard’s Drive-In at the YMCA, 8:30p / More Info / pay-what-you-can ticketing, suggested $40 per car

Buy House Tour Tickets Here #ad

Saturday, July 11, 2026

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🛍️ Chilmark Flea Market at Flea Market Field, Chilmark, 9a-2p / More Info / Free

• 🛍️ Camp Ground Flea Market at Trinity Park Tabernacle, 9a-1p / More Info
  Browse antiques, furniture, pottery, books, jewelry, household goods and more.

• 🐓 Barnyard Buddies (age 2-5) at The FARM Institute, 9:30-10:30a / More Info / $25/non-member pair

• 🐟 Annual Seine Net Event at State Beach, Little Bridge, 10-11:30a / More Info / free
  Join Great Pond Foundation scientists to help discover and identify marine life caught in a beach seine.

• 🪧 Seawall Stand at Vineyard Haven Seawall (with CONNECT to End Violence), 10a-12p / More Info

• 🎵 Kids Music Time at West Tisbury Town Hall Playground, 10-10:30a / donation-based (Tuesdays too)

• 🐴 Misty Meadows Saturday Pony Rides at Misty Meadows Equine Learning Center, 10a-12p / More Info / $30 registration required

• 🎭 The Fabulists at Tisbury Amphitheater, 10a / More Info / suggested $10 for adults, $5 for kids

• 🐐 Goat Yoga MV at Native Earth Teaching Farm, 11a-12p / More Info / $30 registration required

• 🇺🇸 Presidents for Kids at The Carnegie: Exploring Leadership & History at The Carnegie, 12-4p / More Info / free

• 🪶 An Introduction to Nôepe History – What is the Wampanoag history of MV? at Oak Bluffs Public Library, Downstairs Meeting Room, 12-2p / More Info

• 📚 One Book, One Island: Discussion of David McCullough’s 1776 at West Tisbury Public Library, 3-4p / More Info / free

• 🎶 The Variety Show for Island Elderly Housing at Featherstone Center for the Arts, 6-8p / More Info / $125

Buy Tickets for Laughing Matters #ad

Sunday, July 12, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 🎭 Merrily We Roll Along with James Lapine at MV Film Center, 4p / More Info / $18 general admission, $12 child
  Screening of the Broadway musical production followed by a Q&A with playwright/director James Lapine.

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free + Vineyard Haven Band Concert At Ocean Park at 7:30

• 📚 Author Talk: Tayari Jones at MVPAC, 7-8:30p / More Info / $75
  Tayari Jones discusses her novel Kin in conversation with journalist Michele Norris.

• ⚾ Edgartown Resident Appreciation Night + Hat Giveaway at MV Sharks at Shark Tank: MVRHS, 7:05p / More Info
  Cheer on the MV Sharks as they take on the Danbury Westerners, with a hat giveaway for Edgartown Resident Appreciation Night.

Read more

🗺️ What To Do This Weekend

Friday, July 3, 2026

• 🎣 Family Fishing at OB Fishing Pier, 9:30-11:30a / More Info

• 🫧 Bubble Fest at Oak Bluffs Public Library, 10-11a / More Info

• 🎨 First Friday Vineyard Haven at Downtown Vineyard Haven & Owen Park Beach, 10a-10:30p / More Info

  • 10a-2p: Daytime Art Market on Beach Street Extension, plus Art Hang at Althea Designs.

  • 12-4p: Live music and street performances around Beach Street Extension, Main Street, and Linden Tree Park.

  • 5-9p: Food trucks open at Owen Park. Live music at Owen Park Beach, including LooseFit, The Cut, Luke Dunlap, and Red Night Delight.

  • 9-10:30p: Silent DJ Party at Owen Park Beach with PathwaysARTS.

  • Downtown shops and galleries stay open late with gallery strolls, specials, and pop-ins throughout Vineyard Haven.

• 📚 Book Signing: A Weekend at Gramps ‘97 by Dave Mercaldo at Edgartown Books, 11a-1p / More Info
  Meet author and MVRHS alum Dave Mercaldo as he signs his nostalgic New England-set novel for middle grades.

• 🛍️ LoveShackFancy Pop-Up at The Charlotte Inn, 11a-4p / More Info (Sat too)

• 🎭 Seven Spools of Thread the Musical at The Strand Theatre, 2-4p / More Info

• 🎶 Joint Show: Vineyard Sound & Cape Harmony at United Methodist Church, 5p / More Info

• 🎶 Sunset Concert Series - Sean McMahon at Tabernacle, 6-7:30p / More Info

Saturday, July 4, 2026

• 🏊 Polar Bears of MV Celebrate 80th Anniversary at Inkwell Beach, 7:30-8:30a / More Info / free

• 🏃 Mike’s Run the Chop Challenge at Tisbury School, 8:45a / More Info

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🛍️ Chilmark Flea Market at Flea Market Field, Chilmark, 9a-2p / More Info / Free

• 🎉 Children’s Fourth of July Parade at MVCMA, 9-11a / More Info

• 🇺🇸 25th Annual Aquinnah 4th of July Parade at Moshup Trail and Aquinnah Circle, 10a-3p / More Info
  Decorate your vehicle, join the parade, and stick around for kids’ games, awards, music, and BBQ at the Vanderhoop Homestead.

• 🧵 Embroidery with Havenly at Erica Wilson, 10a-4p / More Info (Sun too)

• 🎺 Polar Bears Present Community Concert at Ocean Park, 3-5p / More Info / free

• 🎉 Fourth of July Parade at Downtown Edgartown, 5p / More Info

  • Parade steps off from Edgartown School at 5p sharp. Route begins at West Tisbury Road and Robinson Road, then continues through Main Street, Pease’s Point Way, Morse Street, Fuller Street, Thayer Street, North Water Street, and back up Main Street to finish at Edgartown School.

  • All downtown roads close at 4:15p; traffic is prohibited from accessing Lower Main Street and the north side of town.Parade-route traffic is prohibited from 4:30-7p, so plan for delays and arrive early. No public parking at Edgartown School or the Library; both are for parade staging only. Handicap parking is available on Pine Street.

  • Taking the VTA? During parade road closures, use the temporary Edgartown stops at Great Harbor Market/Curtis Lane, Edgartown Hardware, or South Water & High, depending on your route.

  • Chappy Ferry vehicle traffic is prohibited starting at 4:15p, though service continues for vehicles already in line on Simpson Lane and Daggett Street.

• 🎶 Fourth of July Patriotic Sing-Along at St. Andrew’s Episcopal Church, 6:30p / More Info
  Join Vineyard Sound directly after the parade for the Star-Spangled Banner and a community sing-along.

• 🎵 Island Community Chorus Concert at Trinity Park Tabernacle, 7p / More Info

• 🎆 Fourth of July Fireworks at Edgartown Harbor, after dark / More Info

  • Fireworks begin after sunset, once it is completely dark. Best viewing is around Edgartown Harbor; the fireworks barge is moored north of the lighthouse, though it may be farther out depending on shorebird nesting.

  • North Water Street closes after the parade, with all vehicle access to North Water prohibited at 7:45p. Handicap parking is available in the EYC/Dock Street parking lot.

  • Taking the VTA for fireworks? Use Route 11 at Rockfish on North Water Street for pick-up/drop-off instead of Mayhew Lane; it’s the key downtown bus stop for getting out of Edgartown after the fireworks.

Sunday, July 5, 2026

• 🧹 Community Beach Cleanup & Trash Tally at State Beach in Oak Bluffs & Edgartown, 8-11a / More Info

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 🏛️ Maintaining Our Sovereignty at Aquinnah Cultural Center, 11a-4p / More Info
  Visit the Wampanoag History Museum’s rotating exhibition centering contemporary Aquinnah Wampanoag sovereignty, history, and survivance (Fri+Sat too)

• 🧘 Restorative Sound Journey at Peaked Hill Studio, 4-5:15p / More Info / $30-$45
  Relax with a restorative sound bath using Himalayan and crystal singing bowls, monochords, chimes, and other instruments.

• 🎨 Art in the Park | Vineyard Cottages Reception at PA Club, 5-7p / More Info /
  Don’t miss the Auction After Party featuring art, community, and summer celebration at the PA Club.

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

Read more

🗺️ What To Do This Weekend

Friday, June 26, 2026

• 🐚 Seashore Discovery at Felix Neck Wildlife Sanctuary, Edgartown, 10-11:30a / More Info

• 🚜 1st Annual Farm Day at farms across MV, 10a-5p / More Info / Free
  Explore farms across the island through a full day of guided tours, including Edible and Medicinal Weed Walk, North Tabor Farm Tour, Whippoorwill Farm Tour, IGI Regenerative Farm Tour, Morning Glory Livestock Tour, Morning Glory Vegetable Tour, and Beetlebung Farm Tour.

• 🌺 Birthday Party at Nomans, Oak Bluffs, 11a-10p / More Info

• 🎨 Botanical Eco Printing with Katama Murray at Featherstone Center for the Arts, Oak Bluffs, 2-5p / More Info / $80

• 🖼️ Artists’ Premiere: Nancy Aronie, Cindy Kane, Marthe Rowen, Whitney Cleary at Granary Gallery, West Tisbury, 4-6p / More Info / Free

• 🦋 Fifth Annual Long Point Wildlife Refuge BioBlitz at Long Point Wildlife Refuge, West Tisbury, 5-10:30p (Sat too) / More Info / Free
  Join a 24-hour community science event with iNaturalist training, a family-friendly Moth Ball, nighttime moth surveying, and Saturday wildlife walks.

• 🎭 Little Women Play at Katharine Cornell Theater, Vineyard Haven, 7-9p / More Info / $20

Saturday, June 27, 2026

• 🧘 Morning Brews and Yoga at Island Autism Group, Hub House Porch, West Tisbury, 8:30-10a / More Info / $40

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🌿 The Art and Science of Pressing Plants with Emily Ellingson at Polly Hill Arboretum, 9a-12p / More Info / $40

• 🛍️ Chilmark Flea Market at Flea Market Field, Chilmark, 9a-2p / More Info / Free
  Shop the island’s oldest outdoor flea market for antiques, vintage finds, imports, jewelry, art, pottery, clothing, and handmade goods. Wednesdays too.

• 🧁 10 Years of Conrado at Conrado, 2 Union St., Vineyard Haven, 10a-6p / More Info / Free

• 🐴 Misty Meadows Saturday Pony Rides at Misty Meadows Equine Learning Center, West Tisbury, 10a-12p / More Info / $30

• 🎲 Summer Saturdays at the Library at Aquinnah Public Library, 12-3p / More Info / Free
  Drop in for outdoor games, activities, popsicles, and refreshments for kids and families.

• 🎉 MV Library Association Summer Reading Kick Off Party at MV Regional High School, Oak Bluffs, 3-5p / More Info / Free
  Celebrate the start of summer reading with bounce houses, face painting, fabric crafts, lawn games, hair tinsel, and DJ Dern of Vineyard Spin.

• 🖼️ Artist’s Premiere: Rachael Cassiani, Susie White, James Carter and Kenneth Pillsworth at Field Gallery, West Tisbury, 4-6p / More Info /

• 🎭 5th Annual MV Diversity Coalition Truth & Joy Celebration at MV Performing Arts Center, Oak Bluffs, 5-7p / More Info / Free
  Celebrate the island’s diversity with presentations, performances, awards, film premieres, and light refreshments from the MV Diversity Coalition.

• 👗 Clothes to Go’s Third Annual Fashion Show at Trinity Park Tabernacle, Oak Bluffs, 7p / More Info / Free
  Local models showcase creative second-hand styles in a family-friendly fashion show celebrating Clothes to Go’s community impact.

• 🎶 One Night Stand with Brazilian Vocalist Gabi Silveira at The Strand Theatre, Oak Bluffs, 7:30-9p / More Info / $25

Sunday, June 28, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 📸 15th Anniversary Photo Salon Show with Guest Curator Michael Johnson at Featherstone Center for the Arts, Oak Bluffs, 12-4p / More Info

• 🎨 Featherstone’s 30th Anniversary Open House at Featherstone Center for the Arts, Oak Bluffs, 1-4p / More Info
  Explore Featherstone’s campus, studios, and creative spaces with demonstrations, hands-on opportunities, and a Silent DJ with PathwaysArts on the lawn.

• 🧘 Sound Bath with Anna Marden at Stillpoint, West Tisbury, 4-5p / More Info / $20-$40

• 🎶 Sundays In The Park Concerts at Ocean Park, Oak Bluffs, 5:30-7:30p / / Free
  Bring a chair or picnic and enjoy live music by the sea during this weekly Sunday evening concert series.

• 🎬 The Airwaves Belonged to the People: WBCN and the American Revolution at MV Film Center, Vineyard Haven, 7:30-10p / More Info

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

• 🎺 Vineyard Haven Town Band Concert at Oak Bluffs Gazebo, 7:30-8:30p / More Info

Read more

🧳 Announcing MVacay’s Guest Travel Guide

I created an editable ~30-page guest travel guide for anyone hosting wedding guests, Airbnb guests, rental home visitors, friends, or family on MV. Purchase it as a ready-made welcome guide, then customize it with your own recommendations and host tips before sharing it privately with guests attending your wedding, event, rental stay, or hosted visit.

It is designed to help guests feel prepared before they arrive with travel logistics, town cheat sheets, food ideas, activities, beaches, rainy day options, and more. It combines about 15+ MVacay guides into one doc for easier sharing. Use the code MVACAY for 10% off.

Buy MVacay's Host+Guest PDF on Etsy Here

In the new post, I also shared a few of the actual messages I send guests before their visits so you can help your guests feel prepared:

⏱️ This Week on MVacay

I’m always updating what’s new in this guide below! ⬇️

A reminder you can always use code MVACAY15 for an Insect Shield discount. This guide is always free to use as a resource:

🗺️ What To Do This Weekend

Friday, June 19, 2026 - Juneteenth

• 🛍️ Bee Blunt Flagship Store Opening at 16 Union St. Suite A, Vineyard Haven, 10a-6p (all weekend, Sun 12-5).

• 🌸 Blooming Art at The Old Mill, 10a-3p / More Info / $20
  View floral arrangements inspired by artwork from Island artists during this MV Garden Club fundraiser.

• 🌊 Juneteenth At The Inkwell at Inkwell Beach, 3-6p / More Info / free
  Celebrate Juneteenth at historic Inkwell Beach with music, games, water sports, refreshments, and community fun.

• 🎤 Vineyard Gazette Presents: Juneteenth on MV Panel Discussion at Union Chapel, 3:30-4:30p / More Info / free
  A Juneteenth panel explores the meaning of freedom from the Revolutionary era through emancipation and today.

• 🎬 Toy Story 5 at Strand Theatre, 4:30p & 6:30p

Saturday, June 20, 2026

• 🖼️ Galaxy Arts Art in the Park at Sunset Lake in Oak Bluffs, begins today (online auction bidding thru July 4)

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🐚 Family Shellfish Day at Lagoon Pond Family Area, 9-11a / More Info

• 📸 Free Father’s Day Photos at West Tisbury Library, 9:30-11:30a / More Info / free

• ⚓ Harbor Fest 2026 at Oak Bluffs Harbor, 10a-6p
  Celebrate Oak Bluffs with live music all day, more than 50 vendors, local artisans, merchants, food, and entertainment.

• 🍓 Strawberry Festival at Morning Glory Farm, 11a-3p / More Info
  Celebrate strawberry season with shortcakes, donuts, burgers, hot dogs, cheese fries, live music, hay rides, crafts, and games for kids.

• 🦈 Jeffrey Kramer: On Jaws, Life and the Island at MV Museum, 1-2p / More Info / $30
  Actor Jeffrey Kramer shares stories from filming Jaws, his career, and his personal connection to the Island.

• 🎶 Juneteenth Concert at Edgartown Public Library, 1-2p / More Info / free

• 🎉 Juneteenth Jubilee Freedom & Joy Cultural Festival ’26 at Union Chapel, 1p / More Info / free

• 🦈 The Shark Is Still Working: A Jaws Documentary at MV Museum, 3-5p / More Info / $25

• 📚 Washashore Writers Volume Two Reading at Featherstone Center for the Arts, 4p / More Info / free

• ☀️ Aquinnah Solstice Celebration at Aquinnah Circle, 4-7p / More Info / free

• 🦈 Return to Amity: A JAWS Regatta & Amity After Dark Celebration at Wharf Pub, 5p-1a / More Info / $135
  Meet Jaws cast, crew, authors, and fellow fans for book signings, cosplay and impersonation contests, a live band, memorabilia, food, and an Amity After Dark party.

• 🎻 The Arborio Duo at Slough Farm, 5-6:30p / More Info / $35

• 🎟️ Friends of the Up-Island Council on Aging Fundraiser at Portuguese-American Club, 5-8p

• ⚾ Sharks Night: Jaws Night + MV Bank at MV Sharks, time TBD / More Info

Sunday, June 21, 2026 - Father’s Day

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• ⛪ Union Chapel Juneteenth Church Service at Union Chapel, 10a + Walk to Water Ceremony following / More Info

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info

• 🍳 Father’s Day Luncheons at both Alchemy and 11 Circuit

• 🎶 Vineyard Gazette Presents: Juneteenth Gospel Brunch 2026 at Edgartown Yacht Club, 12p / More Info / $130

• 🧴 Rona’s Self Care Products Pop-Up at Peaked Hill Studio, 2-4p / More Info / free

• 🍽️ Taste of Juneteenth at Portuguese-American Club, 2-5p / More Info / $75

• 🎵 Community Sing at Tisbury Amphitheater, 5-6p / More Info / free

• ⚾ Sharks Night: Woman in Sports Night with Lululemon at MV Sharks, 7p / More Info

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

Read more

⏱️ This Week on MVacay

Five years of PRIDE in OB! I’m grateful to be working with the Oak Bluffs Association again this year to create their Pride Guide, and hope to see you there! Additions I’m excited for this year: a glitter bar, a photo booth, and their first ever online auction starting tomorrow:

When a visitor asks me “What should I DO?” this is my most comprehensive guide to share. It simply lists and links all my ideas in categories, and is in free access to everyone:

🗺️ What To Do This Weekend

Friday, June 12, 2026

• 🏳️‍🌈 Pride Kick Off Party at lululemon Edgartown, 5:30-7p / More Info
  Set the Pride vibes with a playlist, disco balls, glitter freckles, friendship bracelet making, an NA spritz bar and lululemon Pride products available.

• 🎟️ Concert: Emily King at The Strand Theatre, 8p / More Info / $45

• 🏳️‍🌈 Drag Queen Party at The Ritz Café, 10p
  Meet queens Larissa Montes and Missy Steak at the door, then kick off Pride Weekend with music from Dukes of Circuit Ave.

Saturday, June 13, 2026

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info

• 🏳️‍🌈 Drag King Storytime with Benjamin Clover at West Tisbury Public Library, 9:30a

• 🎪 Chilmark Church Children’s Fair at Chilmark Church, 10a-12p / free
  Kids can enjoy pony rides, face painting, cupcake frosting, games, a bounce house, bubbles and more.

• 🎨 Children’s Crafting: Father’s Day (Ages 6+) at Featherstone, 11a-1p (June 20 too) / More Info / $35

• 🏳️‍🌈 Parade Pre-Game + Face Painting/Glitter Bar at The Ritz Café, 12p

• 🧺 West Tisbury Town Picnic at Grange Hall, 12-2p

• 🏳️‍🌈 Pride Parade Lineup at Island Queen Ferry Terminal, 2p

• 🏳️‍🌈 Pride Parade begins from Island Queen Ferry Terminal, 3p
  March through downtown Oak Bluffs from the harbor to Ocean Park.

• 🏳️‍🌈 Live Music + Community Organizations at Ocean Park, 4-6p
  Enjoy performances, community booths (organized by QueerHubMV and MV Community Services) and a festive gathering in Ocean Park after the parade. Live music by The Femmes Band and Lexastential Crisis at the Ocean Park Gazebo and a Vineyard Social Booth photo op.

• 🏳️‍🌈 Pride Happy Hour and Food Specials at The Ritz Café, 4-6p

• 🏳️‍🌈 Black Eyed Susans + DJ SKRRRRT at The Ritz Café, 8p + 10p

• 🎭 Bloomsday at Katharine Cornell Theater, 8p / More Info / $25

Sunday, June 14, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🎨 Vineyard Artisans Festival at Historic Grange Hall, 10a-2p / More Info / free
  Shop directly from Island artisans at this weekly juried art show featuring handmade work and demonstrations.

• 🏳️‍🌈 A Drag Revue Royale at Red Cat Kitchen, 11a + 2p / More Info
  Celebrate Pride with live cabaret, drag kings and queens, comedy, choreography and an audience lip-sync battle.

• 🏳️‍🌈 Black Joy Kitchen Drag Brunch at Black Joy Kitchen, 11a + 2p / More Info
  Celebrate Pride at a queer-owned restaurant with food rooted in the Black Diaspora, drag performances, laughter, community and chosen-family joy benefitting the Oak Bluffs Association.

• 🎉 II June Festival of Joy at Saint Augustine Church Parking Lot, 12:30-6p
  Bring the family for traditional food, fun games, square dancing and more, hosted by Good Shepherd Parish MV.

• 🧘 Super Sound Bath with Priscilla Warner and Alison Leipzig at Stillpoint, 4-5p / More Info / $30-$60

• ⛪ Between the Oaks Outdoor Church at First Congregational Church of West Tisbury, 4:30-5:30p / More Info

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

Read more

⏱️ This Week on MVacay

My Rainy Day guide is now updated with current 2026 hours, prices, and several new additions as well. Just in time for a rainy Sunday. Stay dry 🫡

I’m so excited to celebrate Pride this year! More details here on how you can support:

Juneteenth, Father’s Day and Jaws events are all listed in the Save the Dates behind the paywall.

🗺️ What To Do This Weekend

Friday, June 5, 2026

• 🎨 First Friday Vineyard Haven at Vineyard Haven Harbor Cultural District, all day / More Info / free
  Celebrate Pride Month with a full day of community events, art, food, shopping, tie-dye, live music, a Pride flag raising, and a silent disco.

  • 10a-2p: Daytime Art Market on Beach St. Ext. feat Alex Elvin and Janet Newton

  • 4-5p: Mark Alan Lovewell & Molly Conole on Main Street

  • 4:45p: Pride Flag Raising

  • 5p: Sarah Shaw Dawson & Friends at Owen Park (5p), Jaywalkers at Owen Park (6:30p) Bella Bossa Nova & Samba at Owen Park (7:30p), Os Naftalinas at Owen Park (8p)

  • 9-10:30p: PathwaysARTS Silent Disco at Owen Park

• 🎵 Moss Henry in Edgartown at The Port Hunter, 10p-12a / More Info / free

Saturday, June 6, 2026

• 🥕 West Tisbury Farmers Market at MV Agricultural Hall, 9a-12p / More Info / free
  MV’s oldest open-air market returns with local farm goods, food, artisans, and community vendors. Wednesdays begin June 10th.

• 🌻 Sunflower Spirals: Kids Gardening at Slough Farm, 10-11:30a / More Info / free
  Kids ages 5-10 can help plant a sunflower spiral in the Friendship Garden and take home a seedling to care for.

• 🎨 Linocut Pet Portrait with Ann Meleney at Featherstone Center for the Arts, 10a-1p / More Info / $70

• 🌿 Wonderful Weeds at Native Earth Teaching Farm, 12-3p / More Info / free

• 🎶 Simply Schumann Concert at Stillpoint, 3p / More Info / $20
  Baritone David Behnke and pianist David Rhoderick perform Schumann lieder in support of MVCMS education programming.

• 🎬 Project Hail Mary at MV Film Center, 4p / More Info

Sunday, June 7, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p

• 🫖 Tea and Poetry in the Rose Styron Garden at MV Museum, 11a / More Info /
  Enjoy poetry, tea, and conversation in the garden with Rose Styron and members of the Cleaveland House Poets.

• 💐 Brunch & Bouquets at The Pawnee House, 12-2p / More Info / Register first
  Build your own bouquet with Fire Cat Farm while enjoying a four-course brunch, wine pairings, and a special guest from Top Shell Oyster Farm.

• 🎓 MVRHS 2026 Graduation Ceremony at the Tabernacle, 1p

• 🍽️ The Island Table with North Tabor Farm at North Tabor Farm, 4p / More Info / $190
  A multi-course, family-style farm dinner celebrating Island farms, fishers, seasonal ingredients, and community.

• 💃 Local Off-Season Contra Dance with Live Music by The Flying Elbows at Unitarian Universalist Society of MV, Stevens Chapel, 4p / More Info / free

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

Read more

⏱️ This Week on MVacay

One commitment I’ve made to readers is to continuously go back and update old posts to reflect new information, closures, and the evolving landscape of MV. As we ramp up for the summer I’ve been focused on updating my full archive post-by-post.

I updated the Sunset/Sunrise guide with the annual Menemsha shuttle schedule:

I also updated our Oak Bluffs itinerary for 2026:

🗺️ What To Do This Weekend

Friday, May 29, 2026

• 🎶 Group Therapy Concert: Peter Halperin, Jim Orr and Hudson Bausman at West Tisbury Public Library, 3-4p / More Info / free

• 🎤 Christian Finnegan — Live Stand-Up Comedy at MV Film Center, 7:30-9:30p / More Info / $25

• 🎧 DJ Dextreme at Eleven Circuit, 9p-12:30a

Saturday, May 30, 2026

• 🐦 Birding 101 with Robert Culbert and Luanne Johnson at Manuel F. Correllus State Forest Headquarters, 8-10a / More Info

• 🏷️ Tag Sale with Rainy Day, The Green Room & Island Vintage at parking lot behind Rainy Day, Vineyard Haven, 10a-4p (Sun too)
  Shop discounts and sale finds from three Vineyard Haven shops; cash only and BYO bag.

• 🌿 Wonderful Weeds at Native Earth Teaching Farm, 12-3p / More Info / free

• 🎶 The Great American Songbook: Concert with David Mintz at Edgartown Public Library, 3-4p / More Info

• 🧘 Sound Bath with Anna Marden at Stillpoint, 4-5p / More Info / $20-$40

• 🎣 Fly Rod Striped Bass Catch and Release Tournament at MV Rod & Gun Club, 7p-12a / More Info / $45

Sunday, May 31, 2026

• 🛍️ Oak Bluffs Open Market at Washington Park, 10a-2p
  Browse local produce, specialty foods, flowers, artisans, vintage finds and live music by Beach Plum Jam.

• 💃 RISE Presents 19th Annual Recital: Road Trip at MVPAC, 10a

• 🎨 The Vineyard Landscape Opening Reception at Featherstone Center for the Arts, 4-6p / More Info / free

• 🎶 Sundays In The Park Concerts at Ocean Park, 5:30-7:30p / free

• 📸 Seen/Unseen: Photo Walk at Lucy Vincent Beach, 7:15-8:15p / More Info / $10 contribution appreciated
  Join photographer Melissa Blythe Knowles for a dusk photo walk exploring fading light along the shoreline.

Read more

⏱️ This Week on MVacay

ALLLL the recurring live music for this summer is in this ONE handy guide:

I wanted to get this list started with the knowledge that I will add to it over time. If you think of someone who should be on the list, please comment or let me know:

I also wrote this story for BlueDot about CSAs this season on MV!

🗺️ What To Do This Weekend

Friday, May 22, 2026

• 🛍️ TGIF Super Clearance Day at Chicken Alley Thrift Shop, 10a-6p / More Info

• 🎨 MV Glassworks Studio Sale at Martha’s Vineyard Glassworks, 10a-4p (Sat-Sun too)

• 🌊 Tisbury School’s March to the Sea at Owen Park, 12:15-1p

• 🎶 Live Music with John O’Toole at Bad Martha, Edgartown, 4-6p

• 🎬 Star Wars: The Mandalorian and Grogu at The Strand Theatre, Oak Bluffs, 5:30-7:30p (+ 4 dates) / More Info / $10

• 🎭 Play: Woodcutters at MV Playhouse, 7p (Sat + Sun too) / More Info

• 🎭 Weekend of Women: One Act Play Festival at Katharine Cornell Theater, Vineyard Haven, 7:30p (Sat+Sun too) / More Info

• 🎶 Dock Street Fight Club at The Ritz MV, Oak Bluffs, 10p

Saturday, May 23, 2026

• 🌱 MV Garden Club Annual Plant Sale at The Old Mill, West Tisbury, 10a-2p / More Info (SUN too)
  Browse perennials, herbs, and garden favorites grown and selected by MV Garden Club members.

• 🛍️ The Great Annual Edgartown Sidewalk Sale at Edgartown Village Green, Edgartown, 10a-4p / More Info / Free

• 🎨 Vineyard Artisans Memorial Day Weekend Festival at The Grange Hall, West Tisbury, 10a-4p (Sun too) / More Info / Free

• 🛍️ Estate Sale at 651 State Rd, West Tisbury, 10a-2p (Sun too) / More Info

• 🎨 Memorial Day Weekend Craft Show at Portuguese-American Club, Oak Bluffs, 11a-4p / More Info /
  Several island makers gather at Mo’s Lunch with handmade crafts and local goods.

• 🐦 MVEFF: Short Films About Birds at MV Film Society, 1p / More Info

• 📚 Book Signing: The Summer of Second Chances by K.L. Walther at Edgartown Books, Edgartown, 2-4p / More Info

Sunday, May 24, 2026

• ⛵ Chilmark Church Blessing of the Fleet at Menemsha Harbor, 9-10a / More Info

• 🏃 32nd Annual MV Memorial Road Race at Summercamp Hotel, Oak Bluffs, 10a-12p / More Info / $30

• 🛍️ Oak Bluffs Open Market at Washington Park, Oak Bluffs, 10a-2p / More Info

• 💄 Time to Celebrate Pop-Up at Shades and Textures Salon (2 Pheasant Lane), Oak Bluffs, 2-5p / More Info
  Celebrate the new salon with beauty, shopping, sips, snacks, and local pop-ups from Shades and Textures Salon, Cinnamon White Beauty, and Andrea’s Brew MV.

• 🎶 Gordon Sunday Blues at VFW 9261, Oak Bluffs, 4:30-6:30p / More Info

• 🎶 Sundays In The Park Concerts at Ocean Park, Oak Bluffs, 5:30-7:30p / More Info

• 🎬 MVEFF: Time and Water at MV Film Society, 7:30p / More Info

Monday, May 25, 2026 - Memorial Day

• 🇺🇸 Memorial Day Picnic at Tashmoo Spring Park, Vineyard Haven, 12-4p / More Info / Free
  Celebrate Memorial Day with boating, music, children’s games, grilling, chalk art, and community fun at Tashmoo Spring Park.

  We remember, with gratitude, those who served and sacrificed for our country.

Read more

⏱️ This Week on MVacay

I updated the Farmers Market Guide with 2026 dates! The season starts MDW:

I wrote my personal bucket list for the summer, and made a big list of what I need to do to prepare:

🗺️ What To Do This Weekend

Friday, May 15, 2026

• 💪 EFF’n Move Series with Tuni at Stillpoint, 9-10a / More Info / Free
  Free introductory mindful movement class blending yoga, barre, resistance bands, and functional fitness; all levels welcome.

• 🎸 Johnny Hoy and the Bluefish at the PA Club, 8p / $10 cover

Saturday, May 16, 2026

• 🌿 Annual MV Woody Plant Pest and Disease Update at Polly Hill Arboretum, 10a-12:30p / More Info / $75

• 🧹 Spring Clean Up Day at Agricultural Hall, 10a-1p / More Info / Free

• 🚶 Walk for Dementia and Caregiver Services at Nomans, 10a-1:30p (Rain date Sun) / More Info / $30 suggested donation
  Walk to Jaws Bridge and back or cheer from the sidelines, followed by live music and discounted food for registered walkers.

• 🧵 Craft Supplies Giveaway at Oak Bluffs Public Library, 11a-3p / More Info /
  Free fabric and craft supply swap with donations optional; bring your own bags.

• 🎶 Porchfest Edgartown throughout Edgartown, 1-6p (Rain date Sun) / More Info / Free
  Community-wide live music festival featuring bands performing on porches and patios around downtown Edgartown.

  • 1p — Phil & Moe at 19 Raw, DJ Smooth B at MV Boys & Girls Club, Red Night Delight at Edgartown Library, Offshore Blues at Eisenhauer Gallery, Rachel Elion Baird at Sea Spa Salon, Jim & Larry at Hob Knob, Agreeable Men at Town Bar & Grill

  • 2p — Darby & Sam at Bad Martha’s and Donaroma’s, Mike Benjamin & Jodie Treloar Sampson at Edgartown Inn, Beacon of Hope at Federated Church, Paul Thurlow’s Sparkestra at Vintage W&S

  • 3p — Zea May & Friends at Edgartown Books, Sarah Shaw Dawson & Friends at Eisenhauer Gallery, Coven at Hob Knob, The Ostinato Duo at Rosewater Market, Rose Guerin at Kenworthy, Phil & Moe at Kismet, Blue Yonder at Salte

  • 4p — Jim & Larry at Bad Martha’s/Donaroma’s, Sean McMahon & Agreeable Men at Rainy Day, Michael Haydn at Sea Spa Salon

  • 5p — Dave Willis and the Down Island Band at Edgartown Books, Phil DaRosa Band at Eisenhauer Gallery

  • 6p — Dock Dance at Memorial Wharf

• 🎻 Mike Block Trio at The Strand Theatre, 7-8:30p / More Info / $20

Sunday, May 17, 2026

• 🌱 Plant Sale at Milkweed Farm (with Merry Farm), 9a-4p (Sat & Sun)

• 🛍️ Spring Tag Sale at the parking lot behind Lani Beach Club, 11a-4p / More Info
  Shop spring fashion and lifestyle finds from Lani Beach Club, Trust the Shop, and Conrado during this pop-up outdoor tag sale.

• 🌿 The Giving Garden: Spring Tour, Taste, and Take-Home with Roxanne Kapitan at MV Public Charter School, 1-2:30p / More Info / Free

• 🏺 Ceramic Flower Vase Workshop at Featherstone Center for the Arts, 2-4p / More Info / $50

Read more

⏱️ This Week on MVacay

One of my favorite things to ask for Mother’s Day is family photos! We just scheduled ours, and it reminded me of this wonderful guide:

I also found myself referencing this inclusive list of wellness providers, which is a great place to go to find a gift card for mom:

🗺️ What To Do This Weekend

Friday, May 8, 2026

• 🎨 A Season of Flowers Opening Reception at Miner Family Gallery, 5-8p / More Info
  A floral-inspired collaborative art show by Taylor Stone and her mother Lori Stone opens Mother’s Day weekend.

• 🎉 Vineyard Montessori School’s Big Night Out at Portuguese-American Club, 7-10p / More Info / Free
  A lively annual fundraiser with music, dancing, food, and an online auction supporting local education.

• 😂 An Evening of Comedy with Susan Rice at The Strand Theatre, 7:30p / More Info / $45

Saturday, May 9, 2026

• 🌱 Community Greenhouse Annual Sale at Community Greenhouse of Martha’s Vineyard, 10a-3p / More Info

• 🌿 Tyke Hikes at Felix Neck Wildlife Sanctuary, 9:30-10:30a / More Info

• 🛍️ Mother’s Day Market & Brunch Specials at Town Bar & Grill MV, Sat 12-3p / More Info
  Enjoy Mother’s Day specials while shopping a pop-up market featuring 14 local artists and makers. Specials available Sunday for Brunch too.

• 🌱 Seedlings By The Sea at West Tisbury Free Public Library, 2-3:30p / More Info
  Kids in grades K–8 can decorate pots, plant sprouts, and enjoy snacks at this hands-on community event.

• 🥣 Empty Bowls Fundraiser Supper & Silent Auction at The Grange Hall, 5-9:30p / More Info / $35-$60 suggested donation
  An evening of dinner, music, dancing, and a silent auction benefiting children and families in Gaza.

• 🎭 No Bones Variety Show at Martha’s Vineyard Playhouse, 6p + 8:15p / More Info / Pay-what-you-can
  An eclectic comedy showcase featuring improv, sketch, and experimental performances.

• 🎶 Minnesingers Spring Concert at MV PAC, 7-8:30p / More Info / $5–$15

Sunday, May 10, 2026

• 🌸 Mother’s Day Brunches & Specials

  • Brunch & Mini Family Portraits at Harbor View Hotel, 11a-3p

  • Open for Brunch at Lambert’s Cove Inn, Red Cat Kitchen, Maker Cafe, Rockfish, Pawnee House and 19 Raw Oyster. Sweet Life is sold out.

  • High Tea at S&S Kitchenette, 1-4p

  • Portrait Pop-Up at Morrice Florist, starts around 11a

• 🎬 The Devil Wears Prada 2 at Edgartown Cinemas, 1p & 6:30p

• 😂 An Evening of Comedy with Ophira Eisenberg at The Strand Theatre, 7p / More Info / $45

Read more

⏱️ This Week on MVacay

For annual visitors, this checklist is helpful to plan your trip. It rounds up all the links you need in one place:

And for those looking for Mother’s Day and Father’s Day gifts, this is a wonderful resource:

🗺️ What To Do This Weekend

Friday, May 1, 2026

• 🎨 May Day: Plant, Paint, Play Workshop at MV Museum, 3–4:30p / More Info / $25

• 🎶 Trio Eris Concert at Edgartown Public Library, 3–4p / More Info

• 🎉 Dine to Donate Fundraiser at Vineyard Grill (5 Corners, VH), 6–9p / More Info
  Enjoy live music, raffles, and food while supporting Visit VH and local arts initiatives.

• 🎭 Locals: A Two-Night Festival of Vineyard Talent at MV Playhouse, 7p (Sat too) / More Info / pay-what-you-can
  This two-night community festival showcases local performers across music, theater, dance, and spoken word.

• 🎶 Meredith Sheldon + Wolftrap at S&S Kitchenette, 7p

• 🎸 Paleface and Mo Live in Oak Bluffs at PA Club, 7–9p / More Info / $10

• 🎧 Weekend Vibes with DJ Smooth B at Indigo Restaurant (Sat too), 10p

Saturday, May 2, 2026

• 🚴 Bike MS: Ride the Vineyard 2026 at MVRHS, 7:30a–3:30p / More Info

• 🌿 Tyke Hikes at Felix Neck Wildlife Sanctuary, 9:30–10:30a

• 🌸 Maypole Celebration at West Tisbury Public Library, 11a / More Info

• 🏇 Kentucky Derby Day at Town MV at Town (Edgartown), all day

• 💼 Career Navigation Office Hours with AceMV at WT Library, 3–4p / free

• 🛋️ Grand Opening at Summer Street Upholstery, 5–7p (Sun too) / More Info

• 🎵 Blues Duo at The Pawnee House Restaurant, 6–8p

Sunday, May 3, 2026

• 🚶 Land Bank Natural History Walk at Tea Lane Farm, 9–10:30a / More Info / free

• 🐐 4-H Farm Animal Meet and Greet at Ag Hall, 10a–12p / More Info / $5

• 🌱 Gardening 101 at West Tisbury Public Library, 1–2:30p / More Info / free

• 📸 Mother’s Day Portraits at West Tisbury Public Library, 1–3p / More Info / free

• 📰 Publisher’s Forum: World Press Freedom Day at MV Times Office, 4–6p

• 🌸 The Art of Flowers: Creativity in Bloom Opening Reception at Featherstone Center for the Arts, 4–6p / More Info / free

Read more

⏱️ This Week on MVacay

🗺️ What To Do This Weekend

Friday, April 24, 2026

• 🌳 Arbor Day Celebration at Polly Hill Arboretum, 1-2p / More Info / Free
  Guided tour of notable trees followed by a live tree planting demo; meet at the Visitor Center and no registration required.

Saturday, April 25, 2026

• 🌿 Seasonal Staff-Led Tours at Polly Hill Arboretum, 10-11a / More Info / $5

• 🐴 Spring Vacation Pony Rides at Misty Meadows Equine Learning Center, 10a-12p / More Info / $30
  15-minute pony rides for kids on a scenic farm; advance booking required.

• 🧘 Sound Bath with Trish Ginter at Edgartown Public Library, 11:30a-12:30p / More Info

• 🎨 Shibori Dyeing with Indigo Workshop at Featherstone Center for the Arts, 1-4p / More Info / $80

• 📚 Book Signing: Into The Blue by Emma Brodie at Edgartown Books, 2-4p / More Info / Free
  Meet the author and celebrate Independent Bookstore Day with a signing of her latest novel.

• 🗣️ Weaving Generations: A Multi-Generational Forum on Conflicts in Workplaces at Oak Bluffs Public Library, 2-4p / More Info / Free

Sunday, April 26, 2026

• 🏃 MV Spring Classic Marathon & Half Marathon at Martha’s Vineyard Regional High School, 8a-2p / More Info / $120

• 🦙 2026 Annual Shearing Day Celebration at Island Alpaca, 10a-4p / More Info / $8
  Family-friendly day watching alpacas being sheared, with demos, raffles, and food available on-site.

• 🎬 The Princess Bride — Free, Interactive Film at Martha’s Vineyard Film Center, 11a / More Info / Free
  Family-friendly interactive screening of the classic film; reserve tickets in advance and arrive 30 minutes early.

• ☕ Cup of Karma Cafe at Stillpoint, 2-3:30p / More Info / $10

• 🎶 Rose Coloured Glasses Concert at West Tisbury Public Library, 2p / More Info

Read more

⏱️ This Week on MVacay

With Spring Break coming up this week it reminded me of some of my favorite family-friendly guides!

Buy the Family Guide PDF on Etsy for $10

🗺️ What To Do This Weekend

Friday, April 17, 2026

• 🦪 The Bivalve Ball - Tickets SOLD OUT

• 🎬 Best of the Fest Film Series at the Grange Hall, starting 5p / Tickets

  • Everybody to Kenmure Street, 5p Fri

  • When a Witness Recants, 7:30p Fri

  • Nuisance Bear, 5p (Sat)

  • The Christophers, 7:30p (Sat)

Saturday, April 18, 2026

• 🏠 Estate Sale – Second Treasures MV at 24 Beetleswamp Rd, Edgartown, 10a-2p (Sun too) / More Info
  A multi-day estate sale with a broad mix of household goods, vintage finds, and assorted treasures.

• 🌱 34th Annual Earth Day Beach Cleanup and Conservation Festival at Martha’s Vineyard Museum, 10a-3p / More Info / Free
  A community-wide Earth Day tradition that pairs a large Island beach cleanup with an afternoon conservation festival.

• 👕 Clothing Swap at Oak Bluffs Public Library, 11a-3p / More Info / Free
  This free community swap welcomes all ages and sizes for an afternoon of sharing gently used clothing.

• 🌸 Orchid Class with Mariko and Grace at Donaroma’s Nursery, 1-3p / More Info / $95
  An orchid-focused workshop covers care, styling, and re-blooming, and each participant takes home a plant.

• 🎨 Significant Objects Memory Collages Workshops at Featherstone Center for the Arts, 1-3p / More Info / $50
  Personal memories take shape in this guided mixed-media workshop led by two local artists.

Sunday, April 19, 2026

• 🎬 National Theatre Live – The Audience at MV Film Center, 1p / More Info

• 🎶 Music Series: Mike Benjamin and Friends at PathwaysARTS, 3-4:30p / More Info / Free
  A relaxed Sunday matinee brings together four songwriters for an acoustic in-the-round performance.

Spring Break Weekday Highlights

• 4/21-24 - Free Soup & Bread Lunch @ West Tisbury Library, Tues-Fri (11:30a-1p)

• 4/21 - Make Your Own Charm Bracelet @ OB Library, 3:30p

• 4/22 - The Wild World of Animals Show @ Tisbury School, 3:30p

• 4/23 - Pancakes and Cartoons @ West Tisbury Library, 9:30a

Read more

🗓️ Daily Schedule

All Weekend

• Bid on donated auction items NOW to support the MV Pride Committee! Auction closes 6/30/26.

Wednesday, June 10, 2026

• 🍿 LGBTQ Movie Night @ The Pawnee House, 7:30p / Tickets
  Watch Pride, Reservation required, 4 courses + snacks, $75 per person

Friday, June 12, 2026

• 🎟️ Emily King @ The Strand Theatre, 8p / Tickets

  Grab tickets to see her live in concert with Circuit Arts

• 🎉 Pride Party Kickoff @ The Ritz Café, 8p
  Start the weekend with a high-energy celebration including drag queens, swag, a glitter bar and everything you need to know about Pride!

Saturday, June 13, 2026

• 📕 9:30 AM - Drag King Storytime @ West Tisbury Public Library

  Join for books that celebrate difference + embrace diversity with Benjamin Clover

• 🎉 1 PM - Pride Parade Pregame @ The Ritz Café

• 🛳️ 2 PM – Parade Lineup Begins @ Island Queen Ferry Terminal

  • Marchers and floats should arrive at the Oak Bluffs Harbor by 2 PM to line up. The parade will step off from this location at 3 PM sharp.

• 🎉 3 PM – Parade Begins @ Island Queen Ferry Terminal

  • March from the ferry along Seaview Ave, Circuit Ave, Narragansett Ave, and Niantic Ave, ending in Ocean Park.

• 🎶 4–6 PM – Music + Community Organizations @ Ocean Park

  • Tent is sponsored by QueerHubMV and MV Community Services.

  • The Femmes Band and Lexastential Crisis at the Ocean Park Gazebo.

  • Vineyard Social Booth photo op

• 🍹 4-6 PM – Pride Happy Hour @ The Ritz

  • Half off Burgers + other food specials, with music too! Pocket Dogs

• 🕺 9 PM – Late Night Dancing @ The Ritz

  • Celebrate with DJs, dancing, games, swag, and more.

  • DJ SKKRRT at 10pm

Sunday, June 14, 2026

• 🍳 Drag Brunch @ Black Joy Kitchen, 11a + 2p seatings / Tickets

  • With returning Queen Mizery and friends

🌈 Pride Weekend Essentials

🥇 Silent Auction

Support Pride - our 2026 silent online auction is coming Friday!

📍 Parade Route

The parade kicks off at the Island Queen Ferry terminal and winds through downtown Oak Bluffs via Seaview Ave, Oak Bluffs Ave, Circuit Ave, Narragansett Ave, Niantic Ave and ending in Ocean Park.

🛠️ Community Resources

Stop by the MV Community Services tent to connect with island nonprofits offering support, information, and giveaways.

🚗 Parking Info

First come, first served. Best options include: Washington Park, East Chop Beach Club overflow lot, Niantic Park area side streets. Parking fills fast—carpool, bike, or bus if possible!

🚻 Restrooms

Public bathrooms available at: Kennebec Ave (across from Aalia’s), Harbor area (by Winston’s), Steamship Authority Ferry Terminal (brick building near vehicle exit), Oak Bluffs Public Library (limited hours).

🛳️ Day-Tripper Tips

Coming just for the day? Make sure your ferry destination is Oak Bluffs, not Vineyard Haven, for the most convenient access to the parade and Ocean Park events. Go to the Visitors Booth for information, and ride the VTA bus free from Vineyard Haven if you need. Need help with planning your trip? Email us at marthasvineyardpride@gmail.com and we can help!

🤝 Sponsors!

Thank you to our sponsors and donors:

Become a Pride Sponsor!

⏱️ This Week on MVacay

This week I’ve been hard at work on the New Businesses for 2026 Guide! Got a hot tip on anything new or changing? My DMs and inbox are OPEN! For now, during my little research hiatus, here are two wonderfully relevant guides:

🗺️ What To Do This Weekend

Friday, April 10, 2026

• 🎲 Friday Game Time at the Museum at MV Museum, 1-4p More Info / free entry

• 🎭 Once Upon A Starry Night Play at Katharine Cornell Theater, 7p More Info / $5

• 🎶 The Big Kids / Outskirts at PathwaysARTS, 7p / More Info

Saturday, April 11, 2026

• 🏥 Martha’s Vineyard Hospital Community Health Fair at Martha’s Vineyard Hospital, 8a-12p More Info / free
  A community wellness event offering free screenings, health resources, and expert talks on topics like tick-borne illness.

• ⚓ Boatyard Shop Talk at Gannon & Benjamin Marine Railway, 9:30a More Info
  A behind-the-scenes look at winter boatyard projects with coffee, muffins, and conversation about wooden boatbuilding.

• 🌾 Beach Grass Planting at Lobsterville Beach, 9a-12p More Info

• 🚶 Annual Sexual Assault Awareness Month Walk at Ocean Park gazebo, 9:45a registration, 10a walk (rain date: Sun) More Info

• 🎧 Living Soundtrack Workshop at Slough Farm, 10a More Info

• 🌿 Guided Walk at Mumcheag Creek Preserve(new on Chappy), 10a More Info
  A guided nature walk through a NEW scenic coastal preserve highlighting local ecology and conservation efforts.

• 🍞 Homemade English Muffins with Vineyard Baker at FARM Institute, 10a-12p More Info / $50, only a few tickets left

• 🍪 Spring Cookie Decorating at Oak Bluffs Public Library, 2:30-3:30p More Info / free, kid-friendly

• 🎉 Harmony and Heritage: a Night of Togetherness at PA Club, 6-9p / More Info / free entry, silent auction to support Island Children’s School

• 🎵 Island Community Chorus Spring Concert at Old Whaling Church, 7:30-8:30p (Sun too) More Info / $20 suggested donation

Sunday, April 12, 2026

• 🌸 Flower Workshop at S&S Kitchenette, 2p More Info / $38, with Morrice Florist

• 🎥 The Hand That Holds The Line at MV Film Center, 4p More Info / $15
  A documentary on Cape Cod fishermen, followed by a panel with filmmakers and local fisheries experts.

• 🎬 Project Hail Mary at Edgartown Cinemas, 6:30p More Info
  A high-stakes space survival story blending science, humor, and discovery.

Read more

⏱️ This Week on MVacay

I added about 50+ save the dates to my year-long list!

🗺️ What To Do This Weekend

Friday, April 3, 2026

• 🎉 Carnegie Heritage Center Opening Weekend at The Carnegie, 10a-4p (Sat too) / More Info / $5

• 🏀 Final Four Watch Party at Strand Theatre, 7-11p
  A big-screen doubleheader at the Strand turns Friday night into a full women’s semifinal watch party. 7p is South Carolina vs UConn and 9:30p is Texas vs UCLA. 6-10:30p on Saturday too.

• 🎤 5th Annual Lip Sync Contest at PA Club, 7-10p (Sat too) / $25
  A two-night event with doors opening at 6p, limited capacity (125 people), and tickets available in advance or at the door if space allows.

Saturday, April 4, 2026

• 🥚 Egg Hunts Today:

  • 🥚 Vineyard Confections Annual Spring Egg Hunt at Island-wide, 8a-12p

  • 🥚 Easter Egg Hunt and Egg Coloring at Village Green - St. Andrew’s Church, 9-10:30a / More Info

  • 🥚 Annual Farm Institute Egg Hunt at The FARM Institute, 9:45-10:30a / More Info / $10

  • 🥚 Misty Meadows Spring Egg Hunt at Misty Meadows Equine Learning Center, 10a-12p / $5

  • 🥚 Spring Party & Egg Hunt at Aquinnah Public Library, 12-3p

• 🌸 Spring Flower Class at Morrice Florist, 11a-4p / More Info / $100
  A reservation-based floral workshop runs in two Saturday time slots with mocktails and spring arrangements.

• 📚 Book Tasting Event — Read-A-Latte Cafe at Oak Bluffs Public Library, 11a-2p / More Info
  A drop-in library event features genre tables, light refreshments, and easy checkout for anyone with a card.

• 🎨 Block Printing Workshop at Featherstone Center for the Arts, 12-3p / More Info / $65
  A hands-on printmaking class in Oak Bluffs is best for anyone planning to stay for the full studio session.

Sunday, April 5, 2026

• ⛪ Easter Services at Menemsha Beach, Inkwell Beach, and Agricultural Hall, Menemsha Beach 6a, Inkwell Beach 6:15-6:45a, Agricultural Hall 10-11a

• 🥂 Easter Brunch Options at Maker Café, Alchemy, The Ocean Club, Black Joy Kitchen, Sweet Life Café, Harbor View Hotel 11a-3p

• 🥚 Chilmark Easter Egg Hunt at Chilmark Community Center, 10:30a

Read more

⏱️ This Week on MVacay

Every March I talk about planning bachelor and bachelorette parties! This year, I split my guides up into a specific guide for Edgartown and Oak Bluffs. I think they are the two best destinations for large groups, and there’s plenty to do without a car. Share with a friend who’s recently engaged! 💍

🗺️ What To Do This Weekend

Friday, March 27, 2026

• 🎬 26th Annual MV Film Festival @ The Grange Hall & MV Playhouse, Times vary (Fri–Sun) / More Info / pay-what-you-can
  A multi-day festival of screenings, Q&As, food, music, and community events split between Vineyard Haven and West Tisbury.

  • 🎥 Featured weekend titles include Mary Oliver: Saved by the Beauty of the World, Cookie Queens, Following Harry, The Christophers, Vineyard Shorts, and When a Witness Recants

  • 🎟️ All screenings are pay-what-you-can; box offices open one hour before the first screening each day

  • 🍽️ Grange Hall meals from Chef Nina Levin run $22–$27, with beer, wine, and concessions also available at both venues. Ticket and pass holders can get restaurant discounts around town, including 10–20% off at select spots during the festival weekend

  • 🎶 Festival meals and receptions include live sets from local musicians, with Playhouse and Grange Hall performances woven into the weekend schedule.

• 🌸 The Woman Among the Orchids @ MV Museum, 5-6p / More Info / $25
  A museum talk featuring Mariko Kawaguchi on her life, artistic path, and years cultivating beauty on MV.

• 🎶 Hoops and Music — College Basketball On The Big Screen @ The Strand Theatre, 7-10p / More Info
  Watch NCAA college basketball on the big screen in a theater setting with music, community energy, and a nightlife vibe.

Saturday, March 28, 2026

• 🛍️ Second Chapter: Home Goods and Appliance Swap @ Oak Bluffs Public Library, 10:30a-3:30p / More Info
  Bring clean, working household items to swap or simply browse for useful secondhand finds.

• 🥚 Spring Egg Hunt @ West Tisbury Public Library, 10:30-11a / More Info / free
  A free annual egg hunt outside the library followed by family crafts in the Children’s Room.

• 💇‍♀️ Daddy and Daughter Styling Class @ Sea Spa Salon, 12-2p / More Info / free

• 📣 No Kings Rally 3 @ Five Corners, 1:30-3p / free
  A community rally in Vineyard Haven inviting Islanders to gather in support of democracy and civic participation.

• 🎥 The Genius of Marian @ MV Film Center, 4p / free
  A free screening presented with the MV Center for Living, followed by a Q&A with filmmaker Banker White and a panel on dementia, caregiving, and aging.

• 🧘 Sound Bath with Anna Marden @ Stillpoint, 4-5p / More Info / $20–$40

• 🍲 Aquinnah Library Community Dinner @ Aquinnah Town Hall, 5:30-8p / More Info
  A potluck-style community dinner with soups and sandwiches provided plus live music from Rose Guerin, Buck Shank, and Lydia Fischer.

• 🎶 Gig for the Gigs (with Delanie Pickering & Friends, supporting Sail MV) @ P.A. Club, 7-10p / $20

• 🎸 BlueSwitch Blues Band and Composer Tony Tobia @ PathwaysARTS, 7-9p

Sunday, March 29, 2026

• 🎬 MVFF Screening: Vineyard Shorts @ MV Playhouse, 3:45p / More Info / pay-what-you-can
  A showcase of short films connected to MV, followed by a conversation with the directors.

• 🏀 Waylon Madison Sauer Memorial Basketball Tournament @ MVRHS, 10a
  A community tournament honoring Waylon Sauer with players, volunteers, and supporters gathering to benefit his scholarship fund and the Class of ’27.

Read more

⏱️ This Week on MVacay

🗺️ What To Do This Weekend

Friday, March 20, 2026

• 🎉 Edgartown Public Library’s 10th Anniversary Celebration at Edgartown Public Library, 3-4p / More Info
  Cake, conversation, and a chance to celebrate ten years of the town’s modern library with the staff, volunteers, donors, and community members who helped make it possible.

• 🎷 Sparkestra: Instrumental World Jazz at PathwaysARTS (Chilmark Tavern), 7-9p / More Info / Free

Saturday, March 21, 2026

• 🐦 Club Birding (Beginner Session) at Featherstone Center for the Arts, 8-10a / More Info

• 🌱 Growing a Healthy Lawn at Wakeman Conservation Center, 2-4p

• 🧠 Weaving Generations: A Multi-Generational Forum on Conflicts in Family Life at Edgartown Public Library, 2-4p / More Info

• 🎨 Guided Somatic Art Meditation: Blooming into Spring with Sally Smith at Stillpoint, 3:30-5p / More Info / $25

• 🎶 Music Street Concert at West Tisbury Public Library, 4p / More Info / Free

• 🍝 10th Annual Meat Ball at Agricultural Hall, 5:30-8:30p / More Info / $50
  Dinner, dancing, and Island-raised meat are all part of this family-friendly Ag Society fundraiser, with vegetarian and alpha-gal-friendly options available.

• 🎤 MVYRADIO’s Sixth Annual Night Out For Nonprofits at Portuguese-American Club, 6-9p / More Info / $20
  A 6p cocktail hour for nonprofit networking is followed by doors opening to the public at 7p and live music from Johnny Hoy and The Bluefish.

Sunday, March 22, 2026

• 🐑 Meet the Lambs – March at Slough Farm, 10a-12p (Sat–Sun) / More Info / Free
  Families can book a 30-minute time slot to meet newborn lambs in a small-group setting, with a maximum of five people per party.

• 🎬 EPiC: Elvis Presley in Concert at MV Film Center, 7:30p (Fri & Sat), 4p (Sun) / More Info
  Archival footage from Elvis’s early 1970s tours and Las Vegas residencies is woven into a hybrid documentary-concert experience highlighting his peak performance era.

Read more