Sailing in Arlington, MA

Sail Boston Harbor at sunset on an 80-foot schooner

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Sunset sailing aboard John Alden's racing yacht

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

A private sunset outing aboard a historic schooner

Sail into the sunset with live Celtic tunes and sea shanties

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

Sail Boston Harbor at sunset on a classic schooner

Charter a classic yacht for a relaxed Salem sunset sail

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

See visiting schooners up close during Gloucester's Heritage Day celebration

Photograph visiting schooners as they arrive for Gloucester’s festival weekend

Sail in company with visiting schooners during Gloucester Schooner Festival Weekend

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

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

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