Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay.
"We thought we knew Boston, but seeing it from the water with Captain Riccardo and Rachel was an entirely different experience!" — Victoria,
Casey IV Charters invites you to experience the water in comfort and style aboard a 2012 Monterey 280 SCR Cruiser, departing from Quincy.
"We took a short 3 hour trip with Captain Larry and it was a great experience." — Charles,
Boston Slainte Charters is a 2005 Albin Tournament Cuddy based in Chelsea, offering an intimate and comfortable boating experience for up to 6 guests.
"Captain Daniel and First Mate Christine were lovely. Friendly, helpful, and informative!" — Sue,
Step aboard Legit Fish, a rugged and reliable 2008 Parker 2820XL Pilothouse, departing from scenic Scituate, MA.
Boston Fish Charters invites you on an unforgettable adventure in Boston Harbor! Our 1988 Wellcraft V20 Steplift Cuddy Cabin, beautifully restored in 2023, offers an intimate and thrilling experience for up to three guests—but come mid-June 2025, ou
Summers on Cape Cod and in Plymouth, MA, are made for unforgettable days on the water with family and friends. Join Fishy Business Sportfishing for a fully customizable private boating experience designed around your ideal day at sea.
"My friends and I had a great time celebrating my birthday. The Cap." — Savanna,
Experience Boston Harbor from the water aboard a classic 1999 Mainship Pilot Downeast Trawler, a comfortable vessel perfectly suited for sightseeing, historic harbor tours, lighthouse adventures, and unforgettable sunsets.
"We had the best time on our harbor cruise with Captain Paul and Alex!" — Brittany,
Set sail on a memorable adventure with Jimmy Rig Charters aboard the sleek and powerful 2021 Cobia 262 CC Center Console, docked in vibrant Boston. Perfect for up to 4 guests, this boat is designed for comfort, speed, and versatility.
"We had an amazing evening on the Boston Harbor with Captain Eric." — Erica,
Solitude Fishing Charters is a beautifully restored 1982 BHM 31 Downeast vessel (refitted in 2020), offering the perfect blend of classic New England charm and modern comfort.
Discover why Weymouth Boating Charters are a favorite for exploring the quiet side of Greater Boston’s coastline. Nestled where the Fore River meets Hingham Bay, Weymouth offers sheltered waterways ideal for relaxed cruising, family outings, and smooth rides even when the open ocean kicks up. Skippers love its blend of scenic river bends, expansive bay views, and easy access to the Boston Harbor Islands for a true New England day on the water.
Set off along the Weymouth Back River to glide past salt marshes alive with ospreys and herons, then open the throttles across Hingham Bay toward island-dotted horizons. Nearby destinations like Peddocks, Grape, and Bumpkin Islands invite beach picnics, short hikes, and lighthouse views, while harbor channels deliver photogenic passes of classic New England shorelines and working waterfronts. Anglers can mix in inshore action around rips and structure, and sightseers can time a golden-hour cruise for unforgettable sunset colors over the bay.
With a variety of boats and local captains who know the tides and currents cold, Weymouth boating charters make it simple to tailor your day—whether you want a laid-back tour, island-hopping adventure, or a quick escape into nature close to the city. Calm, convenient, and packed with coastal character, Weymouth is your launchpad to the best of Boston Harbor by boat.
