Glide beneath a full moon aboard Schooner America 2.0 and watch Key West’s harbor turn silver. This 1.5-hour nighttime sail blends easygoing maritime history with starry views and two included drinks for 21+ guests.
Glide beneath a full moon aboard Schooner America 2.0 and watch Key West’s harbor turn silver. This 1.5-hour nighttime sail blends easygoing maritime history with starry views and two included drinks for 21+ guests.
Book with Classic Harbor Line
Book directly with Classic Harbor Line for the best rates and real-time scheduling.
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Operated by Classic Harbor Line · Key West, Florida
The schooner slips away from the dock as the moon lifts over Key West, painting the water silver and pushing a cool night breeze across the deck. On a 1.5-hour full-moon sail aboard Schooner America 2.0, passengers trade street lights for constellations, while the boat cuts a steady wake that hushes the harbor and draws your focus to the horizon.
easy.
1.5 hours (90 minutes).
Suitable for most fitness levels; ability to climb a short gangway and stand on deck recommended
Most nighttime sails board from Key West harbor near the historic downtown docks; check your booking confirmation for the exact pier and arrive early.
Soda and water are included; the cruise includes two alcoholic beverages for guests 21 and older, with additional drinks available for purchase by card.
The trip is rated easy and suitable for most ages; there is a short gangway to board and some standing on deck—contact the operator about specific mobility needs.
For a full refund cancel at least 24 hours before departure; bookings canceled within 24 hours are typically non-refundable.
Key West’s identity grew from shipping, wrecking and schooner trade; small sailboats and schooners remain part of that maritime legacy.
Keep lights and noise low to avoid disturbing nesting sea turtles and coastal wildlife; dispose of trash responsibly to protect fragile reef ecosystems.
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