Captain Paul's Harbor Charters
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. Accommodating up to six guests, the boat is powered by a reliable 320 HP Yanmar diesel engine with a cruising speed of up to 14 knots.
USCG-certified Captain Paul Regan specializes in Harbor Tours with historic narration upon request, Lighthouse Tours, Sunset Cruises, and Valet Services, creating a relaxed and personalized experience for every group.
Enjoy plenty of space to take in the scenery from the aft and bow sundecks, along with a cabin, head (toilet), refrigerator, ice box, audio system, and indoor and outdoor speakers. Optional drinks, lunch, and snacks are available to make your day on the water even more convenient.
Safety is a top priority, with GPS, chart plotter, radar, depth finder, VHF radio, anchor, and life jackets onboard. Children are welcome, and alcohol is permitted; children 12 and under must wear a life jacket at all times.
Whether you're discovering Boston's maritime history, visiting iconic lighthouses, or watching the sun set over the harbor, Captain Paul's Harbor Charters offers a memorable way to experience the city from the water.
Book your Boston Harbor adventure today!
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. Accommodating up to six guests, the boat is powered by a reliable 320 HP Yanmar diesel engine with a cruising speed of up to 14 knots.
USCG-certified Captain Paul Regan specializes in Harbor Tours with historic narration upon request, Lighthouse Tours, Sunset Cruises, and Valet Services, creating a relaxed and personalized experience for every group.
Enjoy plenty of space to take in the scenery from the aft and bow sundecks, along with a cabin, head (toilet), refrigerator, ice box, audio system, and indoor and outdoor speakers. Optional drinks, lunch, and snacks are available to make your day on the water even more convenient.
Safety is a top priority, with GPS, chart plotter, radar, depth finder, VHF radio, anchor, and life jackets onboard. Children are welcome, and alcohol is permitted; children 12 and under must wear a life jacket at all times.
Whether you're discovering Boston's maritime history, visiting iconic lighthouses, or watching the sun set over the harbor, Captain Paul's Harbor Charters offers a memorable way to experience the city from the water.
Book your Boston Harbor adventure today!

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We had the best time on our harbor cruise with Captain Paul and Alex! They were friendly, fun and very accommodating. They shared some fun facts along the ride but also let us do our thing, including control the music. Would 100% recommend them to anyone and look forward to the next occassion I have to book a trip.
Captain Paul Regan is a USCG-certified captain with a passion for sharing the beauty, history, and character of Boston Harbor from the water. Specializing in harbor tours with historic narration, lighthouse tours, sunset cruises, and valet services, Captain Paul creates relaxed, personalized experiences for guests of all ages. Step aboard and let Captain Paul show you Boston from a whole new perspective!
Captain Paul Regan is a USCG-certified captain with a passion for sharing the beauty, history, and character of Boston Harbor from the water. Specializing in harbor tours with historic narration, lighthouse tours, sunset cruises, and valet services, Captain Paul creates relaxed, personalized experiences for guests of all ages. Step aboard and let Captain Paul show you Boston from a whole new perspective!
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Reserve with a 10% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
PayPal
