Best results for Aquinnah Massachusetts

Set sail on a private classic sloop tailored to your group

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

Raise the sails or take the wheel aboard a historic schooner

Feel the power of sailing on Martha's Vineyard waters

Sail Vineyard Sound with lighthouse views and secluded swim options

Relax on deck as the sun sets over the water

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

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

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

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

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

Cruise comfortably on a hybrid commuter bike with helmet and lock included

Cruise the island on a Specialized Como e-bike with pedal assist

Rent a premium dual sport bike for smooth riding on dirt roads and pavement

Ride Martha’s Vineyard trails on a Trek hardtail mountain bike

Rent a carbon fiber hybrid bike for smooth rides and fitness-focused comfort