• Sunset Sail Key West - The vessel is moored at Perry Marina, specifically at slip # H16. Locate Bad Boys Taqueria, and you’ll spot the Schooner with its polished wooden masts. Check-in and boarding occur directly on the boat, starting 15 minutes before departure.
• Florida Keys National Marine Sanctuary - Sailing within the National Marine Sanctuary provides a special chance to observe marine wildlife, including sea turtles, bottlenose dolphins, and marine birds.

• Carbonated beverages
• Bottled water
• Alcoholic beverages
• Experienced Captain and Crew
• On-board restrooms
• Opportunity to Take the Wheel and Help Raise Sail

• Gratuities
• Private transportation
• Ships Souvenirs Available for Purchase Onboard

Step onto the historic schooner, When And If, commissioned by General George Patton in the late 1930s, and embark on a stunning Key West sunset cruise. Toast with champagne as the sun sets on the horizon, while the skilled crew manages the sails — or take the opportunity to steer this classic wooden schooner yourself. Sail through turquoise waters, observe playful dolphins and local wildlife, and enjoy an unforgettable evening that combines history, luxury, and adventure.

Highlights:

• Experience a historic schooner journey aboard the When And If, commissioned by General George Patton in 1939.

• Includes a champagne sunset toast

• Elegant and exclusive cruise - Avoid the crowds

• Hands-on sailing experience: steer the ship under the guidance of your experienced crew.

• Spot dolphins, sea birds, and local marine wildlife.

• Ideal for romantic evenings, family adventures, or history enthusiasts — children sail at a discounted rate.

• Children must be accompanied by an adult

For a full refund, cancel at least 24 hours before the scheduled departure time.