THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Board Schooner America 2.0 for a 90-minute coastal sail from Key West — pass Fort Zachary Taylor, Mallory Square and Sand Key Light Tower while enjoying two included drinks. Practical check-in and packing tips help you make the most of the trip.
Board Schooner America 2.0 for a 90-minute coastal sail from Key West — pass Fort Zachary Taylor, Mallory Square and Sand Key Light Tower while enjoying two included drinks. Practical check-in and packing tips help you make the most of the trip.
Verified experiences and guided adventures in the surrounding area.
Operated by Classic Harbor Line · Key West, Florida
Step off William Street and onto teak boards as America 2.0 slips free of the dock. The harbor smells of salt and warmed varnish; the rigging hums as wind finds the sails and the water begins to push you forward. In 90 minutes the schooner hugs the coastline, passing Fort Zachary Taylor’s stone face, the bustle of Mallory Square, Sunset Pier’s pier-side traffic and the distant silhouette of Sand Key Light Tower.
easy.
1.5 hours.
Suitable for all fitness levels; primarily standing and light walking during boarding
The cruise runs approximately 90 minutes, with boarding beginning 10–15 minutes before departure.
Yes — soda and water are complimentary; two alcoholic drinks are included for guests 21 and older. Additional beverages can be purchased on board.
Check in at the Classic Harbor Line ticket booth at 202 William Street (dockside in front of Schooner Wharf Bar); municipal parking is nearby on Caroline St but space is limited, so allow extra time.
The cruise is physically easy and suitable for children (kids sail free on some afternoon departures); infants can use strollers and service animals are allowed, but contact the operator for specific mobility accommodations.
America 2.0 echoes the 1851 schooner America that won the first America’s Cup; Key West’s harbor has long been a hub for shipping, fishing and naval activity.
The Florida Keys reef tract is fragile — opt for reef-safe sunscreen, avoid feeding wildlife and follow crew instructions to minimize disturbance.
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.
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