Best results for Water Activities in Plymouth, MA

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

See Plymouth Harbor highlights with live narration from an expert crew

2-hour Plymouth Harbor party cruise with DJ, onboard bar, and landmark views

Join a pirate crew mission with treasure maps and water cannons

Haul lobster traps and meet Plymouth Harbor sea life in 1 hour 15 minutes

Build your own ice cream sundae on a 75-minute Plymouth harbor cruise

Celebrate with a private Plymouth Bay cruise tailored to your group

Explore calm harbor waters with local guidance

Paddle Popponesset Bay at sunset and into the full moonlight

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

Enjoy a private evening cruise past Provincetown’s historic lighthouses

Private whale watch with a sunset cruise in Provincetown Harbor

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

Paddle through a clue-filled pirate quest with a water cannon showdown

Paddle Lake Massapoag together in a stable sit-on-top kayak

Paddle Lake Massapoag at your own pace