Water Activities in Gloucester, MA

Ride a tiki boat for skyline views and a full-service bar on Boston Harbor

Sunset skyline views and harbor landmarks aboard a classic-style power yacht

Soak at your temperature with Boston skyline views and plane watching

Reel in haddock and bring home your eligible catch

Cruise Boston Harbor and enjoy a fall brunch buffet aboard Northern Lights

Take the helm or relax aboard a historic wooden schooner

Make the day your own with island hopping, lighthouse views and a swim

Charter a private yacht and cruise Boston’s waterfront with your group

Target bluefin with live-bait tactics that cover the depths

Look for whales on a cruise to Stellwagen Bank

Cruise to Stellwagen Bank on a narrated 3–4 hour whale watch

Trade downtown scenery for undeveloped riverbanks

Book a private tiki boat cruise for your group in Boston Harbor

Chase giant bluefin with Captain Bob Cook aboard a 46-foot fishing vessel

A marathon outing designed for dedicated anglers

Chase giant bluefin tuna on a hands-on offshore fishing trip

Cruise Boston Harbor on Northern Lights with skyline views and captain commentary

Sail Salem’s North Shore aboard a storied 1939 wooden schooner

Shape your own sailing adventure, with the option to swim

Charter a 50-foot yacht for your private Boston Harbor cruise

Take to the harbor with just your own group

Pair spooky shoreline stories with tarot readings on Salem's harbor

Cruise Salem Harbor quietly with your own group and a licensed captain

Private Boston Harbor yacht cruise for celebrations and relaxed time on the water