Cape Ann Cruises
Step aboard Cape Ann Cruises—a beautifully restored 1967 Royal Lowell-designed Phil Fessenden Custom Headboat, now modernized in 2023 for comfort, charm, and performance. Departing from Gloucester, this spacious vessel welcomes up to 46 guests, making it perfect for unforgettable group outings, celebrations, or relaxed coastal explorations.
Powered by twin 318 HP GM diesel inboards, she cruises smoothly at 14 knots. Onboard, you’ll find all the essentials for an enjoyable experience: an audio system, fishfinder, inside/outside speakers, refrigerator, and ice box.
Led by seasoned local Captain Jeff Brown, you can choose from a variety of experiences—island hopping, dolphin watching, sightseeing, or lively booze cruises. With comfortable amenities like a flybridge, kitchen, sundecks (bow and aft), and an onboard restroom, you're set for a relaxing and memorable time.
Optional add-ons include drinks, lunch, and snacks, and the vibe onboard is welcoming and flexible: alcohol, red wine, smoking, swimming, and children are all allowed.
Safety is a top priority. The vessel is equipped with life jackets, GPS, sonar, radar, VHF radio, autopilot, depth finder, chart plotter, and more.
Whether you're planning a fun-filled party cruise or a scenic coastal day with friends and family, book your adventure today and cruise Cape Ann in classic New England style!
Step aboard Cape Ann Cruises—a beautifully restored 1967 Royal Lowell-designed Phil Fessenden Custom Headboat, now modernized in 2023 for comfort, charm, and performance. Departing from Gloucester, this spacious vessel welcomes up to 46 guests, making it perfect for unforgettable group outings, celebrations, or relaxed coastal explorations.
Powered by twin 318 HP GM diesel inboards, she cruises smoothly at 14 knots. Onboard, you’ll find all the essentials for an enjoyable experience: an audio system, fishfinder, inside/outside speakers, refrigerator, and ice box.
Led by seasoned local Captain Jeff Brown, you can choose from a variety of experiences—island hopping, dolphin watching, sightseeing, or lively booze cruises. With comfortable amenities like a flybridge, kitchen, sundecks (bow and aft), and an onboard restroom, you're set for a relaxing and memorable time.
Optional add-ons include drinks, lunch, and snacks, and the vibe onboard is welcoming and flexible: alcohol, red wine, smoking, swimming, and children are all allowed.
Safety is a top priority. The vessel is equipped with life jackets, GPS, sonar, radar, VHF radio, autopilot, depth finder, chart plotter, and more.
Whether you're planning a fun-filled party cruise or a scenic coastal day with friends and family, book your adventure today and cruise Cape Ann in classic New England style!

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Meet Capt. Jeff Brown, a seasoned mariner based in Gloucester, MA, who runs unforgettable adventures aboard a classic Royal Lowell-designed Phil Fessenden Custom Headboat. With years of local experience, Capt. Jeff specializes in scenic boat tours, lively booze cruises, island hopping, and dolphin watching along the beautiful New England coast. His passion for the water and deep knowledge of the area ensure every trip is both relaxing and memorable.
Meet Capt. Jeff Brown, a seasoned mariner based in Gloucester, MA, who runs unforgettable adventures aboard a classic Royal Lowell-designed Phil Fessenden Custom Headboat. With years of local experience, Capt. Jeff specializes in scenic boat tours, lively booze cruises, island hopping, and dolphin watching along the beautiful New England coast. His passion for the water and deep knowledge of the area ensure every trip is both relaxing and memorable.
Security deposit of US $500 per tour is required
A refundable deposit of US $500 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.
Fuel is included
Fuel is included in the price of the rental.
Free cancellation up to 30 days prior to trip
You can cancel or modify your booking up to 30 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
When paying the remaining balance with a credit card, an additional 2% charge will apply.
