Water Activities in Weymouth, MA

See Boston’s skyline light up from a lively tiki boat cruise

Private Boston Harbor outings with a captain, cooler, and bathroom

More room at the rail on a fishing-first charter

Host large celebrations with a ballroom, two bars, and crew service

Private tiki cruise for celebrations on Boston Harbor

Private 4-hour sail from Marblehead Harbor for up to 6 guests

Private sailing with coastal views along Boston's North Shore

Celebrate on a private tiki boat cruise through Boston Harbor

Cruise the harbor for Sail Boston tall-ship views with narration

Paddle Salem’s historic coast with guided stories and coastal views

Cruise Boston Harbor with a gourmet brunch buffet and captain commentary

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

A private sunset outing aboard a historic schooner

Build practical night-navigation skills aboard a 36-foot cruising sailboat

Learn to design, build, and repair sails in a hands-on two-day class

See Plymouth Harbor highlights with live narration from an expert crew

Pedal the Charles River and explore Nahanton Park from the water

Celebrate with a private Plymouth Bay cruise tailored to your group

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

Paddle Salem Harbor your way with flexible kayak rentals

Private yacht cruise for front-row Tall Ships views, up to 22 guests

Build sailing skills with a private instructor-led session

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views