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🌷Plan a Shoulder Season Girls Trip to Martha’s Vineyard

Tips for small groups traveling April–May & September–October, plus a sample weekend itinerary

Jan 12, 2026
∙ Paid

Martha’s Vineyard in peak summer is iconic, but shoulder season is when the Island becomes easy.

If you’re planning a girls weekend (friends, sisters, moms, milestone birthdays) and you want the scenery + charm without the crowds, long waits, and high-season pressure, April–May and September–October are the sweet spots.

This guide is designed for small gr…

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