Best 239 things to do in Hyannis, MA

Ride together for a captain-guided tubing adventure on the water

Get on the water with gear provided for a classic skiing session

Make waves together with coached wakeboarding, eFoiling, and tubing

Build wing-foiling skills with tailored instruction and boat support

Build kiteboarding skills with tailored instruction and boat support

A tailored on-water session for families and groups

Cruise Provincetown Bay at sunset with snacks and soft drinks

Private 3-hour beach cruise for up to six, with snacks and soft drinks included

Set your own course for a private outing on the water

Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival

Sail Boston during Sail Boston 2026 on the restored Schooner Hindu

Taste Truro Vineyards wines and spirits aboard a historic schooner

Enjoy a private evening cruise past Provincetown’s historic lighthouses

Private whale watch with a sunset cruise in Provincetown Harbor

Cast, jig, and troll for striped bass and bluefish with crew support

See Plymouth Harbor highlights with live narration from an expert crew

Cruise Plymouth Bay at sunset with a classic clambake dinner on board

Sail into the Plymouth sunset with live music, appetizers, and unlimited drinks

Celebrate with a private Plymouth Bay cruise tailored to your group

Celebrate on a private Plymouth Bay cruise with a flexible route and onboard comforts

Escape the wharf for a flexible beach day on Long Beach

Explore calm harbor waters with local guidance

Join a pirate crew mission with treasure maps and water cannons