Key West Historic Schooner When And If Sunset Cruise Discount Tickets

4.8
★★★★★ ★★★★★
Based on 135 reviews |

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

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.

Itinerary

1. Sunset Sail Key West
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.
Duration: 120 mins
2. Florida Keys National Marine Sanctuary
Sailing through the National Marine Sanctuary offers the unique opportunity to view marine wildlife. Sea turtles, bottle nose dolphin and marine birds.
3. Mallory Square
We sail past the famous sunset celebration at Mallory Square
4. Opal Spa - Sunset Key Cottages
Sail past the offshore Key West Island of the rich and famous from the comfort of your seat aboard our majestic classic yacht

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

Check mark icon Refundable tickets

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

Supplied by Sunset Sail Key West

Reviews

4.8

★★★★★ ★★★★★
Based on 135 reviews

Total reviews and rating from Viator & Tripadvisor

5 stars
125
4 stars
5
3 stars
1
2 stars
1
1 stars
3

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