Best results for Tours And Adventures in Oak Bluffs MA

Explore Oak Bluffs with flexible 1–6 day bike rentals and many models to choose from

Customize your island tour with a Menemsha seafood picnic and complimentary wine

Explore the island on quality e-bikes and pedal bikes for 1 Day.

Explore Martha’s Vineyard for a week with a family-run rental since 1989

Enjoy bike delivery with 1 day rentals for all ages

Ride a Yamaha WaveRunner for an exhilarating hour on Martha's Vineyard waters.

Explore Martha's Vineyard at your pace with adult, youth, and e-bikes

Cruise Martha's Vineyard for a week with adult, youth, and e-bike options.

Paddle In A Clear Kayak Under the Stars!

Soar 600 feet above the water with a dry deck takeoff and landing

Customize a 4-hour private drive to historic towns, lighthouses, beaches, and scenic cliffs with a local guide

Explore Martha's Vineyard waterways for up to a week with fully equipped single or tandem kayaks.

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

Watch the sun set over Menemsha Beach aboard a comfy shuttle with dinner options and local commentary

Discover all six Martha's Vineyard towns in a small-group guided bus tour.

Get adult, youth, and e-bikes delivered across the island for 1 week to 1 month

Choose adult, youth, or e-bikes for 1–6 days and explore Martha’s Vineyard your way

Learn SUP basics with instruction and gear as you explore calm waters with a guide

Get island delivery and ride Martha's Vineyard for 3–6 days

Explore Martha’s Vineyard with 1 week to 1 month rentals and a range of adult, youth, and e-bikes

Enjoy a carefree day on the beach while we handle all setup, gear, and cleanup

Explore Sengekontacket Pond from State Beach with stable kayaks and a quick on-water intro