things to do in Dennis, MA

Build kayak skills with guided games and exploration for kids

Paddle Sengekontacket Pond with a private guide tailored to your group

Paddle a Cape Cod inlet at your own pace

Ride Cape Cod’s coastal bike path with ocean views and local history

Paddle a Cape Cod inlet at your own pace

Build foundational paddling skills with an ACA-certified guide

Set your own pace with delivered gear for exploring Cape Cod by land or water

Get Cape Cod gear delivered for two days of self-guided exploring

Share a private motorboat charter as you watch for whales off Cape Cod

Take the helm of a forgiving catamaran for easy bay sailing

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

Set sail on a private classic sloop tailored to your group

Share an evening harbor sail as the light shifts over the water

Explore JAWS movie history with shark-themed drinks and trivia

Sail Vineyard Haven Harbor with brunch bites, mimosas, and live jazz

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

Tour an oyster farm by boat and enjoy freshly shucked oysters