Do sails sell out frequently?

Yes, especially on Valentine's Day. It's best to book as early as possible to secure your spot.

What happens if the sail is canceled due to weather?

You can reschedule, receive credit for a future event, or get a full refund if the operator cancels for severe weather.

Is there parking available near the departure point?

Parking is limited near Schooner Wharf, but several municipal lots are within walking distance. Details are provided after booking.

Are there age restrictions for the Valentine's Day sail?

Guests must be at least 13 years old to participate in this sail.

Is the schooner wheelchair accessible?

No, America 2.0 is not wheelchair accessible, and guests should plan accordingly.

Is there a bathroom on board?

Yes, the schooner has two private marine heads (bathrooms) accessible during the sail.

Celebrate Romance on a Key West Valentine's Day Champagne Sunset Sail

Experience an unforgettable Valentine's Day celebration unlike any other aboard the Schooner America 2.0, a sleek 105-foot schooner gracefully cutting through the turquoise waters of Key West, Florida. This seasonal sail, offered from November through April, invites couples to share a 2-hour sunset journey against the backdrop of Key West’s iconic waterfront while savoring a bottle of Buena Vista Champagne Brut La Victoire. As the schooner glides under blazing skies, guests are treated to panoramic views of downtown landmarks such as Mallory Square, Sunset Pier, Fort Zachary Taylor, and the distant Sand Key Lighthouse. With the ocean breeze, glimpses of dolphins, sea turtles, and vibrant waterfowl add life to the scenic voyage.

Key West’s unique location at the southernmost tip of the continental United States offers a subtropical charm and vibrant waters rich in marine life. The Schooner America 2.0, crafted by Scarano Boat Building in 2011 and operated by Classic Harbor Line, carries forward the tradition of elegant sailing vessels in this harbor town with modern hospitality. The onboard experience features not only the sparkling champagne but also locally sourced desserts, complimentary beer, wine, soft drinks, and passed hors d’oeuvres, ensuring a gourmet touch to your romantic excursion.

This sunset sail stands out as a premier way to witness the famed Key West “Green Flash,” a rare and beautiful optical phenomenon during sunset. Whether you’re celebrating a special occasion or simply seeking a memorable evening on the water, this trip blends intimate romance with the natural splendor of the Florida Keys. The vessel’s steady motion and attentive crew ensure comfort and safety, making it an accessible experience for most guests aged 13 and older.

Launching from Schooner Wharf in the historic Key West Bight, the sail offers access to local parking options though space is limited, and early booking is encouraged due to high demand, especially on Valentine’s Day. The America 2.0 is not wheelchair accessible, so visitors should plan accordingly.

With its combination of iconic Key West maritime scenery, expert crew hospitality, and a curated champagne experience, the Valentine’s Day Champagne Sunset Sail aboard Schooner America 2.0 promises a unique and cherished memory in one of the country’s most picturesque coastal towns. Whether you’re seeking romance or simply a breathtaking sunset at sea, this sailing adventure is a standout highlight in Key West’s outdoor recreation offerings.

About Classic Harbor Line - Key West

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.