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Things To Do

Aquinnah Cliffs Overlook

31 Aquinnah Circle, Aquinnah, MA 02535

A dreamy must-see view! We have fond memories of visiting here on Victoria's first trip to the Vineyard.

Flying Horses Carousel a Vineyard Preservation Trust Property

15 Lake Avenue, Oak Bluffs, MA 02557

Visit the nation's oldest carousel and try your luck at winning the coveted gold ring!

Ice Cream and Candy Bazaar

11 Dock Street, Edgartown, MA 02539

One of Andrew's favorite places for a sweet treat.

West Chop Lighthouse

Tisbury, MA 02568

Jaws Bridge🦈🎬

267-125 Seaview Avenue, Edgartown, MA 02539

Lake Tashmoo Town Beach

Tisbury, MA 02568

A great place to go clamming with a quaint public beach.

Menemsha Public Beach

Chilmark, MA 02535

Visit Menemsha Beach for an unobstructed view of the sunset over ocean. Great paired with a lobster roll from Larsen's!

Larsen's Fish Market

56 Basin Road, Chilmark, MA 02535

Grab a lobster roll at Larsen's while sightseeing in Menemsha, a charming fishing village known for its working harbor, fresh-from-the-boat seafood, and one of the island’s most iconic sunset views. This is an essential Vineyard experience.

West Tisbury Farmer's Market

35 Panhandle Road, West Tisbury, MA 02575

Saturday Mornings are for the West Tisbury Farmer's Market. The market is open Saturday from 9am-Noon.

Mocha Mott's

10 Circuit Ave, Oak Bluffs, MA 02557

Our favorite place to grab a bagel and coffee in the morning. It's our favorite bagel sandwich, hands down!

Morning Glory Farm

120 Meshacket Road, Edgartown, MA 02539

Bettini Restaurant

131 North Water Street, Edgartown, MA 02539

The Homeport Restaurant & Oyster Bar

512 North Road, Chilmark, MA 02535

Alley's General Store

1045 State Road, West Tisbury, MA 02575

South Beach

Edgartown, MA 02539

The Cove - Golf & Grill

386 State Road, Tisbury, MA 02568

Best mini golf on the island (the only)

Beach Road

79 Beach Road, Tisbury, MA 02568

Great restaurant with a view

9 Craft Kitchen & Bar

9 Main Street, Tisbury, MA 02568

The Ocean Club Restaurant & Bar

75 Main Street, Tisbury, MA 02568
For all the days along the way
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