We depart right from downtown Annapolis, putting you immediately in the heart of the waterfront, Spa Creek, Ego Alley, and the harbor scene without needing to travel to an outlying marina.
Enjoy a customized experience tailored to your group with a USCG-licensed captain. Whether you want to cruise Spa Creek, sail the Bay, anchor for a swim, stop at a waterfront restaurant, or enjoy a sunset picnic, the classic teak-appointed Nauticat offers a refined and relaxed way to enjoy the water. Bring your own food and drinks or opt for catering to make your outing extra special.
Enjoy a private boat experience with just your group and no crowds. Depart from downtown Annapolis, right in the heart of the waterfront. Choose from two vessels: the classic Nauticat 331 or the nimble AB Oceanus RIB. Suitable for family outings, casual celebrations, or intimate getaways. Flexible trip lengths and itineraries to match your preferences.
1 Dock St, Annapolis Town Dock, Annapolis, United States
Cruise through Annapolis’ famous Ego Alley, the lively heart of City Dock, lined with boats, restaurants, bars, shops, and historic waterfront views. It’s one of the best places to experience Annapolis from the water.
ats and yachts from around the Chesapeake and beyond. We often weave through the moorings at a relaxed pace, giving guests a close view of the boats and one of Annapolis’ most distinctive waterfront scenes.
Annapolis, United States
Cruise through the Spa Creek drawbridge and into the quieter waters of Spa Creek, passing beautiful waterfront homes in the Eastport and Murray Hill neighborhoods. It’s a peaceful contrast to busy downtown Annapolis and a great way to see the city’s residential waterfront from the water.
Pickup details will be confirmed before your trip, and we are happy to be flexible when possible. Depending on the day, guests may board directly from a dock or take a short dinghy ride to the sailboat.
Boarding may require stepping down into a small boat and then transferring onto the sailboat. If anyone in your group has limited mobility, balance concerns, or may need extra assistance boarding, please let us know in advance so we can discuss the best pickup option.
Please arrive on time and contact the captain if you have any difficulty locating the pickup point.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Browse Annapolis by category - skip-the-line tickets, walking tours, day trips, food experiences & more