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If you’re dreaming of a charming seaside escape, where clapboard cottages, fresh lobster rolls, and ocean breezes meet small-town charm, look no further than Martha’s Vineyard. I recently spent a weekend exploring this idyllic island off the coast of Massachusetts, and I can honestly say—it’s every bit as magical as they say.
From colorful gingerbread cottages to quiet beach strolls and delicious seafood, here’s a look at my unforgettable weekend on the Vineyard.
The adventure began with a ferry ride from Woods Hole to Martha’s Vineyard, a scenic 45-minute trip that feels like a mini cruise. As soon as you spot the island in the distance, you’ll feel yourself start to relax. There’s just something about arriving by boat that makes the whole experience feel special.
We stayed in Edgartown, one of the island’s most picturesque towns. With white picket fences, historic captain’s homes, and cobblestone sidewalks, it looks like something out of a storybook. Our inn was charming and centrally located—just steps from boutique shops and harbor views.
If you’re looking for romance or a peaceful vibe, Edgartown is a great home base. For a more vibrant atmosphere, Oak Bluffs offers a livelier energy and colorful cottages straight from a postcard.
We spent one morning wandering through the Campground Cottages in Oak Bluffs, also known as the "Gingerbread Houses." Each one is painted in pastel hues with ornate trim and flower-filled porches—absolutely Instagram-worthy.
For a classic Vineyard beach day, we headed to South Beach in Katama. Wide sandy shores, rolling waves, and just enough seclusion made it the perfect spot to relax and soak up some sun.
Renting bikes is a must! We rode along scenic trails, past dunes and lighthouses, and stopped for lobster rolls at Nancy’s—a must-visit in Oak Bluffs for fresh seafood with a view.
From handmade jewelry to island-made soaps and coastal décor, the shops in Edgartown and Vineyard Haven offer unique souvenirs and artisan goods that reflect the island’s creative spirit.
Martha’s Vineyard is a foodie’s dream—especially if you love seafood.
Lobster rolls (both buttered and chilled) were a daily must.
We had an incredible dinner at Alchemy in Edgartown, where the cocktails were as impressive as the coastal cuisine.
For breakfast, Behind the Bookstore offered some of the best coffee and pastries on the island—plus a beautiful garden patio to enjoy them.
Martha’s Vineyard has a timeless charm that invites you to slow down, breathe deep, and enjoy the simple pleasures of island life. Whether you’re visiting with friends, family, or for a romantic weekend away, it offers a little something for everyone.
Between the beaches, the bike rides, and the seafood feasts, I left feeling refreshed, inspired, and already planning my next trip back.
Best time to visit: Late spring through early fall
Getting there: Ferry from Woods Hole or plane from Boston/NYC
Don’t miss: Sunset at Menemsha, lobster rolls from Larsen’s, and a lighthouse selfie!
Have you been to Martha’s Vineyard, or is it on your travel list? Let me know in the comments—and tag someone who’d love a coastal escape!