things to do in East Boston, MA

Take the helm and discover sailing aboard a traditional cutter ketch

Step ashore on quiet harbor islands while your captain waits

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

Target a giant bluefin and keep 100% of qualifying tuna sale proceeds

Feel the roar of Patriots football from your own stadium seat

Gather on a working farm with your own tented space and room to play

Weekend brunch sail on Boston Harbor with pastries, coffee, and tea

Watch the Boston skyline at twilight on a 2-hour tall ship sail

Sail Boston Harbor on the Liberty Star tall ship in 1.5 hours

Sail Boston Harbor at sunset on a classic schooner

Sail Boston Harbor with stories, skyline views, and complimentary pastries

Cruise Boston Harbor for views of the tall ships on a classic schooner

Sail Boston Harbor at sunset for views of the tall ships and skyline lights

Ride Boston’s Emerald Necklace on a 15+ mile guided bike tour

Ride Boston’s waterfront and neighborhoods with a Harpoon Brewery stop

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

Discover five historic lighthouses with fall colors along the shore

Give your birthday celebration a creative, hands-on twist

Pedal across Lake Cochituate with 1–4 hour rental options

Paddle Lake Cochituate in a stable canoe built for easy exploration

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

Build sailing skills with a private instructor-led session

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

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