easy
3 hours
Suitable for all fitness levels; minimal physical exertion required except optional sail handling.
Experience authentic sailing aboard Liberte, The Schooner in Annapolis. Enjoy peaceful cruises, stunning Chesapeake Bay views, and hands-on sailing with expert crew.
Located in the charming waterfront city of Annapolis, Maryland, Liberte, The Schooner offers a private sailing experience that stands out in the Chesapeake Bay region. Annapolis, often called "America's Sailing Capital," combines historic charm with vibrant maritime culture, making it an ideal departure point for unforgettable schooner sails aboard the Liberte. This beautifully crafted vessel, with much of its interior built by Captain Chris himself, provides a quiet and relaxing alternative to motorized boats, allowing guests to glide across the water in peaceful style.
The three-hour cruises chart a course past iconic landmarks like Falmouth Heights, Vineyard Haven, and Oak Bluffs, offering scenic vistas unique to this part of the Chesapeake Bay. The schooner’s design focuses on both comfort and authenticity, creating a warm, inviting atmosphere for families, groups, or couples seeking a memorable day on the water. Guests often comment on the crew’s attentive service, with opportunities for children to assist in handling the sails, bringing a hands-on element to the experience.
What makes Liberte especially special is its connection to the local sailing culture, combined with excellent hospitality. From easy booking with helpful directions and parking guidance to refreshments served onboard, every detail caters to a stress-free outing. Captain Chris and his crew embody a deep passion for sailing and the region’s natural beauty, creating an ambiance that feels both exclusive and welcoming.
Annapolis itself is steeped in nautical history, with the Chesapeake Bay’s tidal waters supporting a rich ecosystem including blue crabs, ospreys, and various migratory waterfowl. The schooner’s quiet glide encourages guests to appreciate the bay’s serene environment and distinctive waterways. Whether you’re celebrating a special occasion like a wedding or simply seeking a relaxing sunset cruise, Liberte delivers an authentic Maryland sailing adventure that leaves lasting memories.
Plan to arrive at least 30 minutes early to find parking and get acquainted with the dock area.
Weather on the water can change quickly; bring layers to stay comfortable during the cruise.
Apply sunscreen and bring a hat as much of the cruise is spent on exposed decks.
You'll want photos of the picturesque bay views and historic Annapolis waterfront.
Annapolis has a strong maritime heritage dating back to colonial times, known as America's Sailing Capital.
Efforts to protect the Chesapeake Bay's water quality and habitats help maintain its rich biodiversity and sailing appeal.
Protect your eyes from glare off the water during sunny sailing days.
summer specific
Keeps you comfortable with light wind and spray protection on the deck.
spring specific
Essential for safe footing aboard the schooner.
Capture scenic views and special moments during your cruise.