🏳️‍🌈 MVacay’s Oak Bluffs Pride Guide 2025

everything you need to know about Pride on Island, hosted by Oak Bluffs Association

Pride Weekend returns to Martha’s Vineyard with a joyful, all-ages celebration centered in Oak Bluffs! With less than one week to go, downtown will soon be filled with live music, drag brunches, and a vibrant community celebration. This guide makes it easy to plan your Pride on Island weekend.

*Updated 6/11/25 – we will continue to update this post with new additions throughout the week.

🗓️ Daily Schedule

Wednesday, June 11, 2025

• 7:30 PM - Movie Night: The Rocky Horror Picture Show @ The Pawnee House

  • For reservations, email thepawneemv@gmail.com

Friday, June 13, 2025

• 🌈 10 AM–10 PM - Grand Opening: Tote-ally Yours In Healy Square (next to Island Outfitters),

  • Grab a tote and make it loud - patch it up and make us proud! Follow @sofiessummershop on Instagram for more details.

• 🎉 5 PM–Close - Pride Party Kickoff @ The Ritz Café
  Start the weekend with a high-energy celebration hosted by Missy Steak & Larissa Montes!

  • 🎶 Music by The Philly Project at 8 PM

  • 💃 Drag Show with DJ SKRT at 10 PM

  • 💵 Bring cash to tip the queens!

  • 🎟️ Cover: $5 after 9 PM / $10 after 10 PM

Saturday, June 14, 2025

• 🍽️ 12–2 PM – Parade Pre-Game @ Black Joy Kitchen

• 🎉 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. Featuring the Up-Island Marching Band!

• 🛍️ 4 PM – Retailers Rainbow Sip & Stroll Begins on Circuit Ave

  • Local shops offer drinks, snacks, giveaways, and special Pride programming (More details below)

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

  • Live music by Red Nite Delight featuring Marzell in the bandstand. Tent is sponsored by QueerHubMV and MV Community Services.

• 🍹 6 PM – Pride Happy Hour @ Black Joy Kitchen

• 🕺 9 PM – Late Night Dancing or Pre-Brunch Turn up @ Red Cat Kitchen

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

Sunday, June 15, 2025

• 🍳 11 AM + 2 PM – Drag Brunch @ The Red Cat Kitchen

  • Two seatings of fabulous brunch entertainment featuring RuPaul's Drag Race performers, local stars, and more. Tickets available here – includes brunch meal, raffle ticket, and Pride swag.

• 🔥 12–4 PM – Keep the Pride Party Rolling: BRUNCHBQ @ Black Joy Kitchen

• 💃 4–6 PM – Pride Tea Dance @ Quitsa Kitchen

  • Music by DJ Smooth B, BYOB, music, food, friends. $20 Suggested Donation to benefit QueerHubMV.

💡 This post will be updated as final times, performers, and ticket links are confirmed.

🌈 Pride Weekend Essentials

📍 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.

• Confirmed organizations: Martha's Vineyard Library Association, Martha's Vineyard High School GSA, PFLAG Cape Cod, Bisexual Resource Center

🚗 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.
The last ferry off the island that night is at 8:30p.

🛍️ Rainbow Sip & Stroll:

Here’s what local businesses are offering during the Saturday evening stroll, starting at 4 PM:

• Blush – Free self-care gift bag with purchases over $50. Super cute Pride accessories to spice your look up for parade day!

• Captains Club - Special MV/Reading Rainbow tees, discounts, and candy giveaways.

• Craftworks – Extended hours and festive retail vibes.

• Curio – Open late with curated finds for Pride weekend. Refreshments served starting after parade.

• Lazy Frog – Pride-themed games and accessories in stock, open late.

• M&R Stylz – 30% off storewide during the stroll.

• OSO – 4–9 PM “Sexy Sip & Shop” with 20% off sex toys and bubbly served by a lingerie-clad server.

• Stefanie Wolf Designs – Rainbow selfie wall, DIY charm bar, limited-edition Pride merch, and 50% of Progress Flag bracelet proceeds benefiting Youth Pride MV.

• Tote-Ally Yours Bag Bar (Healy Sq) – Custom boat bags with cheeky patches - each one as unique as you. Serving Pride Treats and Sweets with Island Outfitters Oak Bluffs

🤝 Sponsor Thank You!

• Silver Sponsors: Martha’s Vineyard Hospital & Windemere Nursing and Rehabilitation Center, Al Fresco Tails, Yoga Barn, Mass Cultural Council, The Ritz

• Bronze Sponsors: Stop & Shop, Horizon Beverage Company, Deep Eddy Vodka, SummerCamp, CB Stark Jewelers, Sheriff's Meadow Foundation, The Oak Bluffs Inn, Absolut Vodka, Ford's Gin, Verdi Productions, WH Russell, Offshore Ale

• Islander Ally Sponsors: Stefanie Wolf, OSO Boutique Clothing Store, Gray Malin, Dulce Vida Tequila, Uncle Nearest, Built on Stilts, OB Gals, Martignetti, PFLAG of Cape Cod, The Pawnee House, Pocket Dogs

This MVacay Event Guide is presented in collaboration with the Oak Bluffs Association.

📌 Reference Graphics: