Get your discount tickets for the Key West Historic Schooner When And If Sunset Cruise, save up to 10% !
Overview
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champagne glass as the sun dips below the horizon, while your experienced crew handles the sails — or try your hand at steering this classic wooden schooner yourself. Glide along turquoise waters, spot playful dolphins and local wildlife, and enjoy an unforgettable evening that blends history, luxury, and adventure. Highlights: Historic schooner experience aboard the When And If, commissioned by General George Patton in 1939. Champagne sunset toast included Elegant and exclusive cruise - Avoid the crowds Hands-on sailing opportunity: take the wheel under guidance from your experienced crew. Spot dolphins, sea birds, and local marine wildlife. Perfect for romantic evenings, family adventures, or history enthusiasts — children sail at a discounted fare.
Meeting and Pickup
We are docked at the end of "E" dock. E dock is on the waterfront boardwalk in front of the Waterfront Brewery. Check in happens at the vessel. Please arrive 15-30 minutes before the start of the sail to ensure plenty of time to find the boat.
Itinerary
1. Sunset Sail Key West
2. Florida Keys National Marine Sanctuary
3. Mallory Square
4. Opal Spa - Sunset Key Cottages
Inclusion
Carbonated beverages
Bottled water
Alcoholic beverages
Experienced Captain and Crew
On-board restrooms
Opportunity to Take the Wheel and Help Raise Sail
Exclusion
Gratuities
Private transportation
Ships Souvenirs Available for Purchase Onboard
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled 1+ days before the start date
- 0% refund if cancelled less than 1 day(s) before the start date
Additional Info
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Children must be accompanied by an adult
Reviews
4.8
Total reviews and rating from Viator & Tripadvisor
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