Things to do in Oak Bluffs

Activities, attractions and tours

colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A rocky shoreline at sunset with a calm sea reflecting the colors of the sky.
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.
A pier extending into the ocean with waves lapping at the base.

Things to do

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

P3,085
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
4 hours Hop-on Hop-off Jawsome Jaws Tour

4 hours Hop-on Hop-off Jawsome Jaws Tour

P9,876
per adult
4 hours Hop-on Hop-off Jawsome Jaws Tour
Cape Cod: Explorer Kayak Tour

Cape Cod: Explorer Kayak Tour

P4,780
per adult
Cape Cod: Explorer Kayak Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

P2,777
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
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What to do in Oak Bluffs

Popular places to visit

Inkwell beach in oak bluffs on martha's vineyard

Inkwell Beach

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Inkwell Beach
Oak Bluffs Harbor

Oak Bluffs Harbor

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Oak Bluffs Harbor
Oak Bluffs Town Beach

Oak Bluffs Town Beach

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Oak Bluffs Town Beach
Oak Bluffs skyline, well-preserved landmark houses, and dramatic winter sunset cloudscape over the Ocean Park on the island of Martha's Vineyard in Dukes County, Massachusetts, United States

Ocean Park

Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its wineries.

Ocean Park
Carousel in Boston Massachusetts

Flying Horses Carousel

Enjoy an outing to Flying Horses Carousel during your stay in Oak Bluffs. Wander the beautiful beaches and waterfront in the area.

Flying Horses Carousel
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.

East Chop Light

You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's waterfront, or simply savor its seafood restaurants.

East Chop Light

Circuit Avenue

During your trip to Oak Bluffs, you can search for that perfect souvenir at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.

Circuit Avenue

Trinity Park Tabernacle

Find out about the history of Oak Bluffs when you take a trip to Trinity Park Tabernacle. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

Trinity Park Tabernacle

Farm Neck Golf Club

Enjoy a round of golf in Oak Bluffs at Farm Neck Golf Club. Wander the area's waterfront or simply enjoy one of its wineries.

Farm Neck Golf Club
Edgartown Harbor Lighthouse

Vineyard Haven

Frequently asked questions

Is Oak Bluffs worth visiting?
Oak Bluffs has a unique blend of culture, local charm and attractions. Whether you're into history, nature or traditional food, there's plenty to enjoy here.
How do I spend a day in Oak Bluffs?
Kick your day off with a visit to Inkwell Beach and Falmouth Heights Beach. Then, tour different areas of Oak Bluffs for tasty eats and some shopping.
What is the top tourist attraction in Oak Bluffs?
The top tourist attraction in Oak Bluffs is Inkwell Beach, so make sure to add it to your itinerary.
Is three days enough to stay in Oak Bluffs?
Three days in Oak Bluffs is plenty of time to enjoy the city's key attractions. Many guests book for three days on average. Inkwell Beach, Edgartown Beach and Lighthouse Beach are among the top-rated sights. Like to see more? Hang around a little longer to check off nearby hotspots such as Hyannis.
Is Oak Bluffs a walkable city?
With vibrant neighborhoods and major attractions within walking distance of the city center, Oak Bluffs is a great place to discover on foot. Wander between Inkwell Beach and Edgartown Beach. Then take a stroll through Lagoon Heights, located 2 kilometers from downtown, and East Chop, which is roughly 2 kilometers away.
What are some activities to do in Oak Bluffs with kids?
Planning what to do in Oak Bluffs with kids has never been easier. Whether you're traveling with teenagers or toddlers, there's no shortage of family-friendly sights to keep everyone entertained here.

What to do in Oak Bluffs for adults?
Whether you're a culture enthusiast, food connoisseur or fan of nature, there are plenty of things to do in Oak Bluffs for adults including Main Street and Chappaquiddick Graveyard.
Are there free things to do in Oak Bluffs?
One of the easiest ways to discover free things to do in Oak Bluffs is to chat to a local tour guide. You'll get insider tips on cool neighborhoods, parks and other top attractions you can enjoy without getting your cash out. Inkwell Beach is one place that doesn't charge an admission fee.