Things to do in Oak Bluffs

Activities, attractions and tours

A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A row of colorful Victorian-style houses with blue and yellow trim, a tree with white blossoms, and a paved street.
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.

Things to do

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

S$19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

S$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

S$64
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
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What to do in Oak Bluffs

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A beach with a lifeguard tower, a rocky breakwater, and the ocean.

Inkwell Beach

9.0/10 (154 reviews)
Inkwell Beach: a historic summer haven for African American families since the late 1800s. Join the morning "Polar Bears" swim group or practice beachside yoga while enjoying the calm waters and cultural significance.
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A marina with numerous sailboats docked at the pier.

West Tisbury

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 neighbourhoods and major attractions within walking distance of the city centre, 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 kilometres from downtown, and East Chop, which is roughly 2 kilometres 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 travelling 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 neighbourhoods, 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.