Tours And Adventures in Boston, MA

Sunset sailing aboard John Alden's racing yacht

Take the helm or relax aboard a historic wooden schooner

A private classic-yacht sail along the North Shore

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

Raise the sails and sip mimosas aboard a classic yacht on Salem Sound

Sail Salem Sound with Sunday Bloody Mary specials and hands-on sailing options

Paddle Lake Cochituate with a single kayak rental in Natick

Pedal across Lake Cochituate with 1–4 hour rental options

Rent a stand-up paddleboard for a calm paddle on Lake Cochituate

Explore Lake Cochituate with a sailboat rental for family-oriented time on the water

Paddle Lake Cochituate in a stable canoe built for easy exploration

Paddle Lake Cochituate together in a sit-on-top tandem kayak

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

Battle New England sharks on light tackle

Private schooner sailing with captain and crew included

Sail into the sunset with live Celtic tunes and sea shanties

Pet, brush, and feed treats to baby fainting goats

Walk wooded farm trails alongside adult fainting goats

Hand-feed alpacas, learn about the herd, and capture farm photos

Look for whales on a cruise to Stellwagen Bank

Fish beyond the usual day-trip range with 30% fewer people on board

Fish Gloucester’s banks with a seasoned captain and crew

Private Boston and Salem history tour with Revolutionary and witch-hunt stories

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