Do sails often sell out?

Yes, especially around holidays like Mother's Day. It's best to book early to ensure availability.

Is there parking available nearby?

Limited municipal parking is available near Caroline and Margaret Streets close to the departure dock.

Are children allowed to join?

Children over age 2 must purchase a ticket; infants under 2 ride free but still require a ticket reservation.

Are outside drinks allowed on board?

No, outside alcoholic beverages are not permitted. Two complimentary drinks per adult are included in the ticket price.

Is the schooner wheelchair accessible?

Unfortunately, the Schooner America 2.0 is not wheelchair accessible.

Is there a bathroom on the boat?

Yes, the vessel has private marine heads accessible throughout the sail.

Experience Key West's Iconic Mother's Day Brunch Sail on Schooner America 2.0 | Sailing | Boat Tour

Set sail on the shimmering turquoise waters of Key West, Florida, aboard the elegant Schooner America 2.0 for a memorable Mother's Day brunch experience that captures the spirit of this lively island city. Docked at 202 William Street, this 105-foot, 1851 revival schooner offers an unparalleled way to explore the vibrant harbor and coastline while indulging in gourmet delights and panoramic ocean views. Classic Harbor Line, renowned for their impeccable vessels and warm hospitality, operate this carefully crafted sailing adventure from November through April, making it a quintessential seasonal escape in the southernmost city of the continental U.S. Schooner America 2.0 is more than a sailboat — it’s a floating tribute to maritime heritage, with teak decks and mahogany trimmings that evoke the craftsmanship of the 19th century. As she glides through the warm emerald waters, guests are welcomed by attentive crew members who serve a thoughtfully curated brunch including bagels, pastries, cured meats, smoked salmon, quiche, and freshly cut vegetables. The two-hour sailing trip also includes two complimentary alcoholic beverages for adults and a selection of soft drinks, setting a luxurious yet relaxed atmosphere. Beyond the sumptuous meal, the sail unveils the natural beauty and intriguing sights of Key West harbor. Guests often spot playful dolphins cutting through the waves, along with other native marine life. Landmarks like Fort Zachary Taylor and the colorful spires of Mallory Square unfold against the horizon, providing stunning backdrops. The route flexes with the breeze, promising glimpses of coral reefs and passing schooners that pepper the area’s historic fleet. Key West’s unique charm lies in its blend of lively culture and laid-back coastal living, and this sailing adventure taps directly into that energy. Whether celebrating with family or treating yourself to a serene escape, the Mother’s Day Brunch aboard America 2.0 combines fine dining, unspoiled nature, and the romance of classic sailing in a way only Key West can provide. It’s a standout destination for travelers seeking both relaxation and a touch of nautical adventure. Classic Harbor Line’s dedication to guests’ comfort is evident throughout the journey, with private marine heads and cozy seating areas ensuring ease and pleasure amid the open sea breezes. This sail is one of the few opportunities to experience a historic-style schooner in Key West’s cherished waters — a truly special outing to mark a special day. Reserve your spot promptly, as sails are popular and fill quickly. Arrive early to enjoy the quaint downtown area or explore local eateries before boarding. The Mother’s Day Brunch Sail on Schooner America 2.0 promises to be an unforgettable highlight of your Key West vacation, blending tradition, nature, and celebration into a perfect springtime adventure.

Difficulty

easy.

Duration

2 hours.

Fitness level

Minimal physical exertion required; suitable for all fitness levels.

Wildlife

Bottlenose dolphins
Brown pelicans

History

The Schooner America 2.0 is a modern reproduction of the 1851 America, connecting guests with American maritime heritage.

Conservation

Classic Harbor Line promotes sustainable sailing practices to protect Key West's fragile marine ecosystems.

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.

Base locationKey West, Florida

Tours offered24+

Specialtyboat-charters

StewardshipLeave No Trace