Things to do in Oak Bluffs
Visit Oak Bluffs
Explore thousands of activities with free cancellation and no added fees.
Design your experience with airport transfers, excursions, day tours & more.
Get an insider's look in what to book before you travel.
What to do in Oak Bluffs
Popular places to visit
East Chop Light
You can find out about the history of East Chop with a stop at East Chop Light. Stroll along the area's seaside or simply savour its wineries.
Inkwell Beach
If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.
Circuit Avenue
During your trip to Oak Bluffs, you can find the perfect gifts to bring home at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
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 wineries.
Oak Bluffs Town Beach
If a restful holiday is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
Ocean Park
Explore the great outdoors at Ocean Park, a lovely green space in Oak Bluffs. Wander the waterfront and beautiful beaches in the area.
Oak Bluffs Ferry Terminal
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Ferry Terminal. Stroll along this relaxing area's beaches or simply enjoy its wineries.
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.
Martha's Vineyard Hospital
If Martha's Vineyard Hospital is what brings you to town, hopefully you'll have a chance to explore more of East Chop.
Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.