Experience Chesapeake Bay sunsets, morning sails, and private charters from Annapolis aboard a Catalina 42
Private sailing experiences on the Licentia — choose a sunset, morning, or full-day option
boat-charters · Annapolis
Glide through Chesapeake Bay’s tidal rivers on a private yacht with Classic Sail Charters’ Sunset Sail - Licentia. Enjoy wildlife, snacks, and scenic sunsets on this 2.5-hour cruise from Annapolis.
Classic Sail Charters is an Annapolis, Maryland-based operator offering private sailing experiences on the Licentia, a 2008 Catalina 42 MKII. The company lists three distinct trips: the Sunset Sail - Licentia, the Morning Sail - Licentia, and the Full Day Sail - Licentia. Each trip departs from Annapolis and explores the waters of the Chesapeake Bay and its navigable rivers.
The Sunset Sail - Licentia is a private 2.5-hour cruise that includes complimentary beverages and snacks and highlights wildlife and scenic bay views. The Morning Sail - Licentia is a private three-hour sailing adventure for up to six guests aboard the 2008 Catalina 42 MKII and includes refreshments. A Full Day Sail - Licentia is offered as part of the operator's trip lineup; no trip summary was provided for this listing.
Classic Sail Charters is presented for bookings originating in Annapolis and emphasizes private, small-group sailing on a well-maintained Catalina 42. Trip listings specify vessel details when available and make clear which amenities are provided for individual sail options. Prospective guests are encouraged to review trip summaries and third-party booking platforms for scheduling, availability, and verified guest feedback.
All information in this profile is based on trip summaries and business details supplied for Classic Sail Charters and describes the vessel, listed itineraries, and available trip features as provided.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Sunset, Morning, Full Day listed
Sunset and morning sail lengths
Morning sail accommodates six
Private sailing yacht listed
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Classic Sail Charters listing.
Classic Sail Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Select a Sunset Sail, Morning Sail, or Full Day Sail in Annapolis and view availability or booking details online.
boat-charters · Annapolis
Set sail on the Chesapeake Bay with Classic Sail Charters' Full Day Sail aboard the Licentia. This private 6.5-hour adventure blends serene waters, abundant wildlife, and local history into a unique maritime experience near Annapolis.
boat-charters · Annapolis
Set sail on Chesapeake Bay aboard the luxurious Licentia, a Catalina 42 MKII. This private morning sail from Annapolis offers unforgettable views, refreshing breezes, and a relaxed escape on one of America's premier sailing waters.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.