Water Activities in Orleans, MA

Private whale watch with a sunset cruise in Provincetown Harbor

Learn sailing fundamentals with private on-water instruction

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

Paddle Cape Cod’s barrier beaches with an ACA-certified guide

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

End the day with a guided paddle as Cape Cod’s evening sky changes

Explore Shark Alley by private motorboat with expert guidance and aerial spotting

Paddle into a Cape Cod sunset with an ACA-certified guide

A relaxed guided paddle with a midway ice cream boat stop

Set your own course for a private outing on the water

Learn paddleboarding basics with an ACA certified guide

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

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

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

Choose your beach and use the boat as your home base for swimming and relaxing

Scan the water for sharks with a naturalist guide and aerial spotting support

Watch Provincetown’s shoreline glow from a classic Victorian yacht

Try fishing in Cape Cod Bay on a 2-hour kids-friendly private charter

Share a sunset motorboat ride through the harbor

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

Paddle Popponesset Bay at your own pace with included gear

Cast a line on a private inshore trip with a captain and gear included

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

Charter a private sail in Provincetown for up to 34 guests