Best 57 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

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

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

Reserve pedal or electric bikes with island-wide delivery

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

Learn stand-up paddleboarding with a guided, beginner-friendly tour

Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction

Rent a kayak or paddleboard and explore State Beach from the water

Paddle from State Beach with a quick lesson and gear included

Rent a kayak or paddle board and explore Oak Bluffs from the water

Schedule island-wide kayak delivery and pick up

Build paddling skills at any level with a private lesson

Rent a paddleboard for 24 hours at State Beach in Oak Bluffs

Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard

Paddle at sunrise with breakfast and coffee included

Start your day with a beginner-friendly paddle board fitness class

Rent a kayak or paddle board for 1–3 months with free delivery