Cape Ann Cruises 

 63 Rogers Street, Gloucester, MA, 01930, United States
map-thumbnail
63 Rogers Street
Gloucester, MA, United States

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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Trip availability and prices

Trip Date:
Days:
Group Size:
Trip Date:
Days:
Group Size:
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2 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
2 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $1,400 
2 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
2 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $1,800 
2 Hour – Weekend Cruise (11AM)
FREE Cancellation 30 days notice
2 Hour Trip, starts at 11:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $1,800 
2 Hour – Weekend Cruise (3PM)
FREE Cancellation 30 days notice
2 Hour Trip, starts at 3:00 PM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $1,800 
3 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
3 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $2,100 
3 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
3 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $2,700 
4 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
4 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $2,800 
4 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
4 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $3,200 
5 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
5 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $3,700 
6 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
6 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $4,200 
6 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
6 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $4,200 
8 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
8 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $5,000 
8 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
8 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $5,600 
10 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
10 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $5,800 
12 Hour – Weekend Cruise (7AM)
FREE Cancellation 30 days notice
12 Hour Trip, starts at 7:00 AM
Seasonal trip (Fri, Sat, Sun)
Price for up to 46 people
US $6,600 
10 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
10 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $7,000 
12 Hour – Weekday Experience (8AM)
FREE Cancellation 30 days notice
12 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu)
Price for up to 46 people
US $8,400 

Customer reviews

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FAQs about Cape Ann Cruises

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What the boat is like

Boat category
Headboats
Boat type
Headboat
Boat manufacturer
Royal Lowell Designed Phil Fessenden
Boat Model
Custom
Year built
1967
Restored in
2023
Boat length
53 ft
Capacity
46 persons
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