Best results for Water Activities in Plymouth, MA

Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise

Sail Cape Cod Bay on the historic Schooner Hindu

Charter a private sail in Provincetown for up to 34 guests

Sail Provincetown at sunset on the historic Schooner Hindu

Charter a private sail for up to 42 people from MacMillan Pier

Rent a 2-person kayak for 24 hours to 1 month

Rent a canoe for 24 hours to 1 month and get on the water

Rent a stand-up paddleboard for 24 hours to 1 month

Explore the water your way in a single recreational kayak

Paddle Lake Massapoag at your own pace in a single kayak

Paddle Lake Massapoag at your own pace in a canoe

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

Paddle Scorton Creek, then make your own glass piece in Sandwich

Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard

Sail a restored 1925 schooner at sunset with drinks and charcuterie

Charter a sailboat in Key West for up to 42 guests

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 pours on a 2-hour schooner sail in Provincetown