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Key West Historic Schooner When And If Sunset Cruise

4.8

Key West Historic Schooner When And If Sunset Cruise

4.8
Next available dates
Sat
24 Oct
Sun
25 Oct
Mon
26 Oct
Tue
27 Oct
Wed
28 Oct
Thu
29 Oct
Fri
30 Oct
Bestseller

Key West Historic Schooner When And If Sunset Cruise

Duration: 2 hours
Instant confirmation
Free cancellation
From
INR 11,738

For KrisFlyer members only

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.

Itinerary

  • Sunset Sail Key West

    2 hoursAdmission Ticket Included
    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.
  • Florida Keys National Marine Sanctuary(Pass by)

    Admission Ticket Free
    Sailing through the National Marine Sanctuary offers the unique opportunity to view marine wildlife. Sea turtles, bottle nose dolphin and marine birds.
  • Mallory Square(Pass by)

    Admission Ticket Free
    We sail past the famous sunset celebration at Mallory Square
  • Opal Spa - Sunset Key Cottages(Pass by)

    Admission Ticket Free
    Sail past the offshore Key West Island of the rich and famous from the comfort of your seat aboard our majestic classic yacht

What's included

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

NOT INCLUDED

Gratuities
Transportation to and From Vessel
Ships Souvenirs Available for Purchase Onboard

Customer reviews

4.8

144 verified reviews
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Additional information

Must Know
Mobile or paper ticket accepted
Good To Know
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

Location

Provider

Sunset Sail Key West

Earn or redeem miles on your bookings

From

INR 11,738

or use 15,518 KrisFlyer miles
Why Pelago?
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© 2026 Encounters Pte. Ltd. All rights reserved. Travel agent license: TA03351support@pelago.co
Currency
  • SGDSingapore Dollar
  • AUDAustralian Dollar
  • EUREuro
  • GBPPound Sterling
  • INRIndian Rupees
  • IDRIndonesian Rupiah
  • JPYJapanese Yen
  • HKDHong Kong Dollar
  • MYRMalaysian Ringgit
  • TWDNew Taiwan Dollar
  • THBThai Baht
  • PHPPhilippine Peso
  • USDU.S Dollar
  • NZDNew Zealand Dollar
  • VNDVietnamese Dong
  • KRWKorean Won
  • AEDEmirati Dirham
  • CNYChinese Yuan
  • CADCanadian Dollar
  • CHFSwiss Franc
Language
  • 한국어
  • 日本語
  • English
  • Bahasa Indonesia
  • Tiếng Việt
  • ไทย
  • 简体中文