things to do in Oak Bluffs, MA

Hear Nantucket’s Quaker and maritime stories at landmark stops

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

Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers

Rent a 52cm road bike with helmet and lock for 24 hours to 1 month

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

Bring approved breakables and smash them in your own private rage room

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

Meet rescued animals and enjoy playground time on the farm

Pedal the Cape Cod Canal waterfront toward Scusset Beach

Get messy and create art that's entirely your own

Cruise Buzzards Bay aboard a traditional New England picnic boat

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

Feel the power of sailing on Martha's Vineyard waters

Pick up a kayak or paddleboard at Lawrence Pond and explore at your own pace

Fish Nantucket's shallow flats from a purpose-built private skiff

E-bike rental for 24 hours to 1 week, with helmet and lock

Fish close to shore and follow what's biting best

Break stress your way with music, safety gear, and a room of breakables

Schedule island-wide kayak delivery and pick up

Explore rare coastal grasslands as daylight fades over Nantucket

Ride the waterfront trail to Scusset Beach

Taste local traditions and uncover the stories behind New Bedford's cobblestone streets

Target tautog with fishing gear and green crab bait provided