Best results for Water Activities in Chatham, MA

Pick up at Popponesset Bay and paddle at your own pace—off the water by 5:30 PM

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

Beginner stand-up paddleboard tour with ACA-certified guidance

Paddle Popponesset Bay at sunset and into the full moonlight

Explore Falmouth waters at your own pace

Explore Cape Cod waters at your own pace

Build foundational paddling skills with an ACA-certified guide

7–8 hour white shark and whale expedition with onboard experts

Charter a private boat for Pleasant Bay’s Fourth of July fireworks

A private evening sail with room for your own refreshments

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

Learn to sail with a private instructor at Jetties Beach

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