Water Activities in Provincetown, MA

Enjoy a private evening cruise past Provincetown’s historic lighthouses

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

Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival

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

Explore Stellwagen Bank’s whale feeding and nursing grounds by private boat

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

Private whale watch with a sunset cruise in Provincetown Harbor

Join a pirate crew mission with treasure maps and water cannons

Cruise Chatham Harbor privately and watch for seals with your group

Private family kayak lesson with ACA (American Canoe Association) certified guides

Share a private motorboat cruise as evening settles over the harbor

Explore calm harbor waters with local guidance

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

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

Private boat charter for up to six people

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

Fish Cape Cod Bay on a private 3-hour charter for up to 6

Paddle Scorton Creek and create your own blown-glass piece

Private charter to fish for striped bass and bluefish and look for whales

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

Learn sailing fundamentals with private on-water instruction

Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

A private evening sail with room for your own refreshments

Set your own course for a private outing on the water