Step aboard the America 2.0 for Key West’s unique Civil War Heritage Day Sea Battle, where reenactors fire cannons in a thrilling maritime spectacle. Experience two hours of sailing, history, and wildlife on Florida’s iconic turquoise waters.
Step aboard the America 2.0 for Key West’s unique Civil War Heritage Day Sea Battle, where reenactors fire cannons in a thrilling maritime spectacle. Experience two hours of sailing, history, and wildlife on Florida’s iconic turquoise waters.
Book with Classic Harbor Line - Key West
Verified experiences and guided adventures in the surrounding area.
Operated by Classic Harbor Line - Key West · Key West, Florida
easy.
2 hours.
Suitable for all physical fitness levels; minimal exertion required while on board.
Complimentary soda, juice, and water are provided; alcoholic beverages are available for purchase onboard. Food is not served, but guests are encouraged to bring their own picnic.
No, the America 2.0 is not wheelchair accessible due to its historic design and deck layout.
The schooner offers a steady and gentle ride; however, if you are prone to motion sickness, light preventative medication is recommended.
The sail departs from The Key West Bight at 202R William Street, Key West, Florida.
Yes, private charters aboard the America 2.0 can be arranged by contacting the operator directly.
You may spot dolphins, sea turtles, and coastal waterbirds throughout the route.
Fort Zachary Taylor was built in the mid-1800s and played a defensive role during the Civil War, guarding Key West's important naval base.
Operators focus on sustainable sailing practices and encourage guests to respect local wildlife and habitats to minimize impact in sensitive marine environments.
Classic Harbor Line - Key West operates signature sailing experiences aboard the historic Schooner America 2.0, departing from Key West, Florida. The company offers a curated calendar of public and ticketed events including holiday brunches, sunset sails, live-music cruises, themed speakeasy nights, maritime ghost-story evenings, special viewing parties, and seasonal celebrations. Guests can choose from experiences such as Christmas Day Brunch, Mother's Day Mimosa sail, Cocoa and Carols, Haunted Seas narrated by an expert from Haunted Key West, Blue Angels air show viewing, Live Jazz Night, Valentine's Day Champagne sunset, and an intimate New Year’s Eve Dockside Bash limited to forty tickets. Voyages combine scenic cruising through turquoise waters with onboard hospitality: buffet brunches with mimosas, gourmet lunches, complimentary drinks, hors d'oeuvres, and curated desserts. The Schooner America 2.0 features teak and mahogany finishes and provides panoramic views of Key West landmarks, marine wildlife, and sunset phenomena like the “Green Flash.” Special events include VIP dockside access to local traditions and exclusive catering or open-bar options. Safety and guest experience are prioritized through experienced crew members familiar with local waters. Partnerships with local performers and specialists—such as Haunted Key West for ghost storytelling—add authentic, regionally rooted programming. Whether booking a family-friendly holiday cruise, a romantic sunset sail, or a seasonal themed event, Classic Harbor Line - Key West presents reliably produced, limited-capacity sailing experiences that showcase Key West maritime scenery and festive atmosphere. Bookings are available online and through local ticket outlets during peak season, special events, and year-round daily.
Book with Classic Harbor Line - Key West