Martha's Vineyard Schedules

Martha’s Vineyard Day Trip

Ready to get out and explore?!? We knew it! As we all navigate through some changes, here are some ideas for your Martha’s Vineyard day trip to look forward to!

Keeping in mind that we’re talking about a day trip, so we’re going to share what’s going on in Oak Bluffs. If you’re planning on staying for longer, check out our 5 Martha’s Vineyard Must-Dos!

Going for a Vineyard Stroll

Gingerbread Cottages

Gingerbread cottages in Martha's VineyardOur #1 choice for most Instagrammable spots in our onboard magazine! Built-in the 1800s, the cottages are within walking distance from our dock. You’ll find more than 300 colorful cottages that look like they were built using a cookie cutter and decorated with frosting. The color and intricate detail of each cottage are one-of-a-kind. At the center of the “campground” is The Tabernacle.  According to the Martha’s Vineyard Camp Meeting Association: “Architecturally, the Tabernacle is a unique structure, with wrought iron arches and supports, two clerestories with dozens of colored glass windows, and an octagonal cupola. In 1979, on the Centennial of the Tabernacle, the MVCMA was added to the National Register of Historic Places. In 2000, the Tabernacle was designated as an official project of ‘Save America’s Treasures.’” It’s easy to see why the Gingerbread Cottages in Oak Bluffs are on the “must-see” list.

Ocean Park

Our #2 choice for most Instagrammable spots in our onboard magazine! A stunning backdrop for any selfie, this beautiful park sits at the base of an Oak Bluffs neighborhood full of gorgeous Victorian mansions and gingerbread cottages, with ornate architecture from the 1800s. This is a lovely wide-open space with a wonderful central gazebo. Add in spectacular views of the Atlantic Ocean to top it off, and there’s not much more you could ask for! Bring a picnic lunch or just watch the world go by.

Circuit Avenue

Built for fun, this classic main street is ideal for daytrippers hopping off the ferry. This is the heart of Oak Bluffs! Its diversity of shops including restaurants, retail stores, ice cream and candy options, boutiques is perfect for a leisurely stroll and people watching. This summer, Circuit Avenue will close to vehicles from 10:00am until 10:00pm – the perfect strolling opportunity!


Martha’s Vineyard Beach Day

Inkwell Beach

Oak Bluffs Town Beach AKA Inkwell Beach
Within walking distance from our dock, relax in the calm Atlantic Ocean waters overlooking Nantucket Sound. Located in downtown Oak Bluffs, this beach is a favorite for visitors due to its accessibility and proximity to shops and restaurants. It’s perfect for part of your day trip adventure whether hanging out with family or friends.

Outdoor Adventure Day

Island Spirit Kayak

This kayak and SUP tour and rental choice is a 2-mile beachfront walk from where we dock in Oak Bluffs. An option for all skill levels, kayaking and paddleboarding are unique ways to enjoy the true natural beauty of the island. Both activities are fun and safe and sure to make this trip a memorable one!

Pedego Electric Bikes
Pedego Electric Bikes

It’s a super fun and memorable way to enjoy your day trip! Bike rentals are available, allowing you to explore and cover a lot of ground on the island because you can see more less time. Electric bikes are integrated with an electric motor and use rechargeable batteries. You have the option of pedaling the bike or just going zoom when you want to. One reviewer wrote “They really know their stuff and the island. And they go out of the way to be friendly and accommodating. They showed they cared about our safety more than just making a buck!” You can actually travel up to 15mph… feel the wind in your hair!

Martha’s Vineyard Foodie Trip

Lake Avenue, Oak Bluffs
Seafood, burgers, sushi, extensive Middle East menu, the famous Dirty Banana
Take out or outdoor waterfront dining on the harbor

Coop De Ville
Circuit Avenue Extension, Oak Bluffs
Seafood, chicken wings, famous Tuesday lobster fest, largest beer selection in OB
Take out or outdoor waterfront dining on the harbor

Lobsterville Bar & Grille
Circuit Avenue Extension, Oak Bluffs
Fresh, local seafood, full bar
Two deck outdoor waterfront dining on the harbor

Ben & Bill’s Chocolate Emporium
Circuit Avenue, Oak Bluffs
50 different flavors of homemade ice cream (including lobster, sugar-free and doggy friendly!), ice cream cakes, candies, chocolates, gummies, gelato, sorbet, frozen yogurt
Take out or order ahead

We encourage cooperation with guidelines in place
at all of these locations for the safety and well-being of everyone!


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