Looks Good
This date is available.
Cookies & Agreements
By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
With Captain
Classic pilothouse ketch with sheltered space and plenty of character, offering a relaxed, comfortable platform for cruising local Annapolis and Chesapeake waters.
Trip is run with a dedicated captain included, so guests can relax while an experienced skipper handles the sailing and guides the route around Annapolis waters.
Was this useful?
AI Overview
Owner's Description
Enjoy a private Annapolis sailing experience aboard a classic Nauticat 331 pilothouse ketch. This comfortable, character-filled sailboat is ideal for a relaxed cruise around the Annapolis waterfront, Spa Creek, the Severn River, and nearby Chesapeake Bay waters. Depending on weather and conditions, we can sail, cruise the harbor, anchor, enjoy the views, swim (when conditions allow), or arrive at a waterfront restaurant by boat. Longer outings and overnight trips may also be available. This is not a crowded party boat. It is best for couples, families, visiting guests, small groups, celebrations, sunset cruises, or anyone looking for a private, comfortable time on the water. Guests are welcome to bring food and drinks. The boat is equipped with a small fridge, cooler with ice, small BBQ grill, and oven. I’m happy to customize the outing based on your group, the weather, and the conditions on the water. Captained by a USCG Master credentialed captain based in Annapolis. Capacity: up to 6 guests. Listed pricing is based on up to 4 guests. Please include your group size when requesting a booking. Pricing may vary for smaller groups, larger groups up to 6 guests, longer trips, custom itineraries, or special requests. I’ll confirm the final details and price before accepting the booking.
Stephen
Owner- Capacity
- 6 guests
- Sailing
Stephen
OwnerI’m a USCG Master credentialed captain based in Annapolis. I operate a classic Nauticat 331 pilothouse ketch and offer relaxed, private boating and sailing experiences around the Annapolis waterfront, Spa Creek, the Severn River, and nearby Chesapeake Bay waters. My focus is safety, comfort, and a low-key personal experience. Depending on weather and conditions, we can sail, cruise the harbor, anchor, enjoy the views, swim when appropriate, or arrive at a waterfront restaurant by boat. Longer outings and overnight trips to places like St. Michaels, Rock Hall, Baltimore Inner Harbor, or a quiet anchorage may also be available by request. This is not a crowded party boat. It is best for couples, families, visiting guests, small groups, birthdays, sunset cruises, or anyone who wants a private and comfortable time on the water. Guests are welcome to bring food and drinks, and I’m happy to customize the outing with you based on your interests, the weather, and the conditions.
Features & Details
- Nauticat
- 331
- Capacity: 6 people max
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Near 25 Market Space
Annapolis, Maryland, 21401
United States
Departure Location
38.9774765,-76.4867649
Annapolis, Maryland, 21401
United States
Cancellation Policy
Free cancellation up to 7 days before your trip.
Additional Terms & Information
Safety comes first! Weather cancellations or rescheduling are at the captain’s discretion. Light rain or clouds do not typically require cancellation, but thunderstorms, high winds, poor visibility, or unsafe marine conditions may require rescheduling or cancellation. Guests should arrive on time and ready to board. Late arrivals may shorten the trip. No-shows are handled under the platform cancellation policy. Guests may bring food and drinks. Unsafe intoxication, drugs, disruptive behavior, or failure to follow captain instructions may result in refusal of boarding or early return. Swimming is only allowed with captain approval and only when conditions are safe. Children must be supervised by an adult at all times and wear life jackets when required. While life vests are available on board, vests for children should be discussed prior to arrival to ensure a vest with a good fit is on board.
Similar Listings
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
