Best results for Sandwich MA

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

Schedule island-wide kayak delivery and pick up

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

Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests

Sail a restored 1925 schooner at sunset with drinks and charcuterie

Charter a sailboat in Key West for up to 42 guests

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.

Discover feeding and nursing whales at Stellwagen Bank on an intimate boat tour

Rent top-tier carbon or aluminum road bikes to explore the island.

Cover more ground effortlessly with pedal-assist power on colorful cruisers.

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

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

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

Tour all 6 Martha’s Vineyard towns in 3 hours, with time for photos and a Menemsha stop

Explore interactive exhibits and learn about Great White Sharks during a self-guided visit.

Watch a Cape Cod sunset from the water with an ACA-certified guide

Track Cape Cod great whites with a captain and spotter pilot on a private 3-hour tour

Join the crew for a treasure hunt with sea chanteys, stories, and cannon action