Best 170 things to do in Oak Bluffs, MA

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

Tour Martha’s Vineyard’s 6 towns in 3 hours, with a stop at Aquinnah cliffs

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

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

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

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

Explore by bike with delivery, helmets, locks, and baskets

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

Customize a private 4-hour Martha’s Vineyard island tour with flexible stops

See all six towns and uncover Martha's Vineyard stories

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

Private 4-hour island tour with a Menemsha seafood picnic

Sail Martha's Vineyard aboard a historic 1926 schooner

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

Schedule island-wide kayak delivery and pick up

Reserve a performance road bike in advance for your Edgartown ride

Cruise the island on a pedal-assist Townie e-bike with 3 speed settings

Cruise to town or the beach on a comfy 7-speed Townie