Classic Sail Charters
Classic Sail Charters offers Chesapeake Bay sailing adventures on our thoroughly refined sailing yacht: Licentia. She is exquisitely appointed, safe, and ready for you to call home while you enjoy the mystique and allure of some of the best sailing grounds in the world.
Charter Features
Family Adventures
Milestone Events
Sunset Cruises
Full-Day Excursions
Marriage Proposals
Team Building
1 – 6 People | 3-Hour (AM/PM) – 2.5-Hour (Sunset) Sailing Yacht Cruise | 50% Deposit
Minimum Age: 7 years
Sunset
Sunset Experience – Come join us for an unforgettable cruise and enjoy a glass of wine and the beautiful sunsets in Chesapeake bay!
Afternoon
Afternoon Adventure – Come sail with us on the Chesapeake Bay! The Chesapeake Bay is stunningly beautiful!
Morning
Morning Cruise – Classic Sail Charters offers Chesapeake Bay sailing adventures on a Licentia, a 2008 Catalina 42 MKII.
Full Day
Full Day Sail – Experience a full day on the Chesapeake Bay. Bring your own lunch, or choose from various waterfront restaurants withing striking distance.
Ready to embark on your next adventure?
Contact our team, share your vision, and let us curate an unforgettable itinerary.
Need to make changes to your travel dates?
Absolutely! As long as you give us a 7-day notice, you can reschedule your adventure.
Unsafe Weather Conditions?
Should the captain determine the weather is unsafe or just miserable, we will contact you to try to reschedule your sailing experience.