Key West Historic Schooner When And If Sunset Cruise
- 2 hours
- Free cancellation up to 24h before
- Instant confirmation
- Mobile ticket
Highlights
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.
Inclusions
What's included
- Soda/Pop
- Bottled water
- Select Beer and Wine Included. Sunset Champagne Toast and Bottle Service Upgrade Available
- Experienced Captain and Crew
- Restroom on board
- Opportunity to Take the Wheel and Help Raise Sail
What's not
- Gratuities
- Transportation to and From Vessel
- Ships Souvenirs Available for Purchase Onboard
Itinerary
Vessel is docked at the Key West Historic Seaport at the end of E dock which is in front of the Waterfront Brewery. Look for the E sign on the dock piling and walk down to the end of that long pier. The schooner has varnished wooden masts with flags at the top of each mast. Check in and boarding happens directly at the boat and begins 15 minutes prior to departure.
Sailing through the National Marine Sanctuary offers the unique opportunity to view marine wildlife. Sea turtles, bottle nose dolphin and marine birds.
We sail past the famous sunset celebration at Mallory Square
Sail past the offshore Key West Island of the rich and famous from the comfort of your seat aboard our majestic classic yacht
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Reviews
4.8
- 5134
- 45
- 31
- 21
- 13
Ratings come from 144 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.
Know before you go
- Meeting point
- 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.
- Pickup
- Everyone meets at the starting point; there is no pickup.
- Ticket type
- Mobile or paper ticket accepted
- Group size
- Up to 28 travellers
- Operated by
- Sunset Sail Key West
- 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
How it compares in Key West
- Its from-price is close to the median of the 349 experiences we list in Key West.
- It is shorter than most of them.
- By number of reviews it ranks 76 of 349.
- The operator lists free cancellation on it.
About Key West
Key West is the southernmost city in the continental United States, a small Florida Keys island of wooden conch houses, coral reefs and sunset crowds.
Key West lies at the end of the Overseas Highway, the road that hops from island to island for about 180 kilometres from the mainland, and is about 150 kilometres from Cuba. The old town is a grid of narrow streets lined with wooden conch houses trimmed with white fretwork and shaded by palms. Free-roaming chickens wander the pavements.
Top-ranked sights in Key West: Florida Keys National Marine Sanctuary, Mallory Square, Fort Zachary Taylor.
Special offers in Key West
Was/now prices come from the operator, never from us.
