things to do in Harwich Port, MA

Charter a private boat for Pleasant Bay’s Fourth of July fireworks

Build sailing skills with a private youth lesson for up to 3 sailors

Cruise Oak Bluffs waters on a Yamaha WaveRunner with professional instruction

Pick up a kayak or paddleboard at Lawrence Pond and explore at your own pace

Paddle Cape Cod’s quiet marshes with guidance for every experience level

Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time

Fish Cape Cod waters on a private 8-hour charter for up to 6 people

Enjoy a private evening cruise past Provincetown’s historic lighthouses

Trace Nantucket’s Quaker and maritime past on a private narrated ride

Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride

Learn to fly above the water by eFoil, kite, wing, or boat

Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival

Learn sailing fundamentals with private on-water instruction

Seasonal tastings and local tales on a relaxed walk through Chatham

Ski, wakeboard, kneeboard, or tube with professional instruction

Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide

Paddle Cape Cod waters with gear delivered to your launch area

Cruise Wellfleet Harbor at sunset on a private charter for up to 6

See Nantucket's harbor from the water with ice cream for everyone

Private whale watch with a sunset cruise in Provincetown Harbor

Explore a harbor within a harbor, shaped by nature and centuries of island life

Fish Nantucket's shallow flats from a purpose-built private skiff

Ride together for a captain-guided tubing adventure on the water

Cover more of Martha's Vineyard with pedal-assist power