Best 155 things to do in Oak Bluffs, MA

Soar up to 600 feet over the sea on a parasailing flight

Rent a Yamaha WaveRunner and cruise Oak Bluffs for 1 hour

Explore Martha’s Vineyard waters aboard a private 38-foot Fountain charter

Ski, wakeboard, kneeboard, or tube with professional instruction

Ride from Oak Bluffs to Edgartown with island views and a beach stop

Ride a banana boat along State Beach with daily half-hour departures

Try four tow sports with professional instruction on the water

A fishing-ready center console with rod holders and a live well

Take the helm of a 19-foot center console with fishing-ready features

Explore Martha’s Vineyard waters with your group

Pick up a weekly bike rental and explore Martha’s Vineyard your way

Rent bikes for 1–6 days with delivery to your address

Pick up your bike steps from the ferry and ride Martha’s Vineyard for 1–6 days

Get bikes for a full week, with delivery to your address

Pick up a bike in Oak Bluffs and ride the island your way

Get a 7-day bike rental delivered to your address in Oak Bluffs

Pick up a 7-day bike rental in Oak Bluffs

Private sailing with scenic Vineyard Sound views

A private Vineyard Sound sail shaped around coves, lighthouses, and cockpit relaxation

Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.

Raise the sails or take the wheel on Martha's Vineyard waters

Raise the sails or take the wheel aboard a historic schooner

Reserve pedal or electric bikes with island-wide delivery

Pick up pedal or electric bikes for 1–6 days of island riding