Best Ice Cream on Martha's Vineyard: Every Shop, Flavor & Late-Night Dessert (2026)
Mad Martha's, Ben & Bill's lobster ice cream, Back Door Donuts & 20+ more dessert spots. Flavors, prices, hours, and the only real late-night guide.

A beautiful summer evening in Oak Bluffs with waterfront dining at Lobsterville Bar and Grille, sunset harbor views, and a scenic ride to Vineyard Haven.
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When visiting Oak Bluffs, make sure to check out the delightful waterfront restaurants that offer stunning views and delectable cuisine. Among the top spots are Lobsterville Bar & Grille, Nancy's, and Sand Bar. These establishments provide a perfect setting for enjoying a meal by the water, each offering its own unique charm and culinary delights.
Lobsterville Bar & Grille is a favorite among locals and visitors alike, known for its relaxed atmosphere and prime location right on the water. Here, you can enjoy fresh seafood, refreshing drinks, and a breathtaking view of the sunset over the harbor. Whether you're savoring a lobster roll or sipping on a cocktail, the experience at Lobsterville Bar & Grille is sure to be memorable.
Nancy's is another popular choice, offering a diverse menu that includes everything from seafood to burgers. Its vibrant atmosphere and friendly service make it a great spot for families and groups. Plus, the upstairs bar provides an excellent vantage point for watching the sunset.
For those looking for a more laid-back setting, Sand Bar is the place to be. This casual beachside spot offers delicious food and drinks in a relaxed, open-air environment. It's the perfect place to unwind after a day of exploring Oak Bluffs.
After enjoying a delicious meal and taking in the beautiful sunset, consider taking a scenic ride back to Vineyard Haven. The journey offers stunning views of the island and the surrounding waters, making it a perfect way to end your day.
Oak Bluffs is known for its lively atmosphere and charming Victorian architecture. Take a stroll down Circuit Avenue, where you'll find an array of shops, cafes, and galleries. Don't miss the famous Flying Horses Carousel, the oldest operating carousel in the United States.
⛴️ Island Tip of the Day — Ferry
The Island Queen from Falmouth to Oak Bluffs is just $20 one-way (35 min). Reservations are now required — book at islandqueen.com. Passengers only, no cars.
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Mad Martha's, Ben & Bill's lobster ice cream, Back Door Donuts & 20+ more dessert spots. Flavors, prices, hours, and the only real late-night guide.
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Subscribe NowPlease note: Content on MV Vacation is compiled from publicly available sources and personal experience. Prices, hours, access rules, and business details change frequently — we do our best to keep information current but cannot guarantee it is accurate or complete at any given time. This site provides general travel guidance only, not professional advice. Always verify details directly with the business, official website, or local authorities, and use your own judgment and due diligence before acting on any information. See our full disclaimer for details.
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