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Private Annapolis Sailing Experience on a Classic Ketch
,
37 ft
Boat length
Up to 6
Passengers
Captained
This boat is rented with a captain
N/A
Owner’s response rate
The boat
Step aboard a classic Nauticat 331 for a private sailing experience in Annapolis. This comfortable pilothouse sailboat is ideal for a relaxed harbor cruise, sightseeing around Spa Creek and the Severn River, sailing the Chesapeake Bay, or a quiet time on the water with friends or family.
This is not a crowded party boat. It is a private, slower-paced experience focused on enjoying the boat, the views, and the Chesapeake Bay atmosphere. Depending on weather and conditions, we can sail, motor, anchor, swim, pull up to waterfront restaurants, or simply cruise and enjoy the waterfront.
The boat has a protected air conditioned pilothouse, cabin and galley, comfortable cockpit, classic teak character, and plenty of charm. Guests are welcome to bring food and drinks. I can provide basic plates, cups, utensils, cooler with ice and 12" BBQ grill.
Great for couples, small groups, birthdays, visiting guests, relaxed celebrations, sunset cruises, or anyone who wants a private Annapolis boat experience without the crowds.
Capacity: up to 6 guests.
Location: Annapolis, Maryland.
Captain: USCG Master credentialed captain.
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Owned by
Stephen
NEW OWNER
Amenities
Bathroom
Stereo
Stereo Aux Input
Bluetooth audio
Inflatable toys
Floating island
Cooler / Ice chest
Air conditioning
Swim ladder
Paddleboards
Fishing gear
Shower
Deck shower
Refrigerator
Anchor
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Specifications
Year
2000
Length
37 ft.
Make
Nauticat
Model
331
Capacity
6
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Add-ons
Explore optional add-ons to tailor your booking at checkout.
Bring a pet
$50
/ booking
Drone video
$100
/ booking
Floating island
$200
/ booking
Ice
$1
/ booking
Paddleboard
$80
/ booking
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/ (excl. fees)
Terms
- Fuel is included.
- Security deposit: $0.
- Cancellation policy:
- Charter type: Bareboat
Ratings & reviews
Boat location
Exact location information is provided after a booking is confirmed.
Your crew
Boat owner

Stephen
NEW OWNER
I’m a USCG Master credentialed captain based in Annapolis. I operate a classic Nauticat 331, a comfortable pilothouse ketch, and enjoy sharing relaxed, private experiences on the water.
My goal is to provide a safe, comfortable, and memorable time aboard, whether you want to sail, cruise the harbor, anchor, swim, enjoy the views, arrive at a restaurant by boat, or spend a quiet afternoon with friends and family.
I keep the experience low-key and personal, not crowded or rushed. Guests are welcome to bring food and drinks, and we will tailor the outing based on your interests, the weather, and the conditions on the water.
See profile- Response rate: N/A
- Avg. response time: N/A
Things to know
Allowed on boat
pets
swimming
smoking
alcohol
kids under 12
fishing
glass bottles
shoes
liveaboard
red wine
Cancellation policy moderate
- Free cancellations until 5 days before the booking start time.
- 50% refund for cancellations between 3-5 days before the booking start time.
- Cancellations within 2 days of the booking start time are non-refundable.
Security deposit
A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.
Learn more about security deposits