Artemis 3 or 4 Hour Sailing Charters
Set sail aboard Artemis, a 64-foot yacht offering custom 3–4 hour charters along Cape Ann. Enjoy ocean views, fresh food, and unforgettable moments with family and friends.
Tuna Hunter Fishing Charters
Head offshore with Tuna Hunter for an unforgettable Gloucester fishing charter — targeting giant bluefin tuna, striped bass, sharks, and more with everything you need on board.
Schooner Thomas E. Lannon
Sail aboard Schooner Lannon and explore Gloucester’s harbor and coastline on a classic schooner, with daily tours, sunset sails, and hands-on opportunities to help raise sails or simply relax.
Schooner Adventure
Step aboard Schooner Adventure, a restored 1926 National Historic Landmark, and experience Gloucester’s maritime heritage through community sails, charters, dockside tours, and educational programs on this iconic vessel.
North Shore Adventures
Get outside with North Shore Adventures and Outdoor Center, offering kayaking, paddleboarding, biking, and more with rentals, guided tours, and gear to explore Gloucester’s scenic coastline and natural beauty.
Maritime Heritage Charters
Experience Gloucester’s maritime heritage from the water with Maritime Heritage Charters, offering unforgettable sailing adventures aboard two traditional schooners along the scenic coastline of Cape Ann.
Essex River Cruises
Essex River Cruises offer narrated sightseeing cruises, private charters, and clambakes, along scenic salt marshes and historic Essex.
Cape Ann Whale Watch
Head out to sea with Cape Ann Whale Watch for unforgettable trips to Stellwagen Bank aboard the Hurricane II, spotting whales in their natural habitat just off Gloucester.
Cape Ann Harbor Tours
See Gloucester from the water with Cape Ann Harbor Tours, offering narrated lighthouse cruises, harbor tours with lobstering demos, and convenient water shuttle service around the inner harbor.
Cape Ann Cruises
Host an unforgettable event on the water with Cape Ann Cruises, offering private charters, customizable catering, and bar service aboard comfortable vessels with experienced local captains and crew.