THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Board America 2.0 for a two-hour sunset sail from Key West Bight Marina — enjoy complimentary beer, wine, Champagne and plated hors d’oeuvres while cruising past Mallory Square, Fort Zachary and Sand Key Light Tower. Ideal for photographers and casual sailors alike.
Board America 2.0 for a two-hour sunset sail from Key West Bight Marina — enjoy complimentary beer, wine, Champagne and plated hors d’oeuvres while cruising past Mallory Square, Fort Zachary and Sand Key Light Tower. Ideal for photographers and casual sailors alike.
Book with Classic Harbor Line
Book directly with Classic Harbor Line for the best rates and real-time scheduling.
Reserve NowVerified experiences and guided adventures in the surrounding area.
Operated by Classic Harbor Line · Key West, Florida
The schooner slips away from Key West Bight as the harbor exhales; rigging hums, and the city’s last light lingers on weathered docks. Onboard America 2.0, teak and brass frame a waterfront stage where the horizon pulls the sun into the sea and the wind nudges the bow westward.
easy.
2 hours.
Suitable for most fitness levels; you should be able to step onto a dock and stand for parts of the cruise.
Yes—complimentary beer, wine, Champagne and soda are provided; guests must be 21+ to consume alcohol and should bring valid ID.
Arrive 20–30 minutes before departure to check in at the Key West Bight Marina ticket booth and board comfortably.
Yes—this sail is family-friendly and accessible to most ages, though alcohol service is limited to guests 21 and older.
The operator may cancel for weather or insufficient travelers; cancellations more than 24 hours in advance are fully refundable per policy.
Key West’s harbor long served as a strategic naval and commercial port; Fort Zachary Taylor guarded the channel in the 19th century and the island’s maritime craft heritage remains visible in its schooners and fishing boats.
The waters around Key West lie atop sensitive reef and seagrass habitats—avoid littering, and follow crew guidance to minimize wake near shallow areas and wildlife.
Classic Harbor Line operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Classic Harbor Line
Book directly with Classic Harbor Line for the best rates and real-time scheduling.
Reserve Now