Key West Traditional Sailing Adventure
from
$65
Key West
FL
1-15
people
price for
1 participant
2
hours
  • • Sail on Key West's Most Photographed Ship, Jolly II Rover
  • • Enjoy A 2-Hour Traditional Sailing Experience with a Pirate Theme
  • • Experience the Only Square Rigged Schooner in Key West's Historic Seaport

Why We Love This Unique Experience

Embark on a magical journey with a Key West Sunset Sail aboard a traditional schooner. Experience the beauty of the Gulf of Mexico as the warm hues of the setting sun paint the sky in vibrant colors. This unforgettable adventure is the perfect way to unwind and soak in the stunning views, creating memories that will last a lifetime.

As the schooner sets sail from the Historic Seaport, feel the gentle breeze fill the sails as the ship glides effortlessly over the water. Take in the sights as you pass iconic landmarks, such as the historic Fort Zachary Taylor and the famous Sunset Pier. Guests can even participate in raising the sails and steering the ship, or simply kick back and relax while sipping a favorite beverage. A cooler is provided for those wishing to bring snacks and drinks on board, making this experience truly personalized and enjoyable for all.

This enchanting sunset sail is not only a treat for oneself but also makes an excellent gift for loved ones. Whether for a special occasion or to simply create unforgettable memories together, a Key West Sunset Sail on a traditional schooner promises a delightful experience that is both romantic and adventurous. Don't miss the chance to give the gift of an incredible sailing adventure!

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Experience Overview:

Key West Sunset Sail On Traditional Schooner

The Tall Ship Schooner Jolly II Rover offers an exciting, traditional sailing experience - with a hint of Piracy! Yes - there are cannons! You will actually be sailing on the most photographed ship in Key West! The Rover is a replica of an early 1800's American Coastal Schooner. It is the only square rigged, topsail, gaff rigged schooner in the Historic Seaport of Key West. It will actually take you back in time! Key Wests famous "Red Sails in the Sunset" schooner has plenty of room to move around and let you walk the decks! You can even help raise the sails and steer the ship! Or just simply sit back and relax. The Rover is the first legally sanctioned U.S, sailing vessel allowed to enter Havana Harbor in over 50 years!

Meeting Point

613-631 Greene St

613-631 Greene St, Key West, FL 33040, USA

Located in the Historic Seaport of Key West alongside Conch Republic Seafood Restaurant.

What's included:

  • Cooler of ice and cups for whatever food and drink you might wish to bring.

Not included:

  • Alcoholic beverages not included.
  • Gratuities not included

What to expect:

Duration: 2 hours

Mallory Square

400 Wall St, , 33040-6633, Florida

Sail by famous Mallory Square with its artisans and performers. Wave to all of the tourists gathered to watch the sailing ships and the sunset!

Pass by without stopping

Fort Zachary Taylor Historic State Park

601 Howard England Way, , 33040-8395, Florida

Sail by Key West's Historic Civil War Fort and its adjacent State Park.

Pass by without stopping

U.S. Coast Guard Cutter Ingham Maritime Museum

West End Southard St, Truman Waterfront Park, 33041, Florida

Sail by Key West's old submarine base and the most decorated U.S. Coast Guard ship the Cutter Ingham

Pass by without stopping

Sunset Pier

0 Duval St, Ocean Key Resort & Spa, 33040, Florida

Travel with us as we sail by Sunset Pier and listen to the local musicians and see the crowds of tourists waving and hollering as we pass.

Pass by without stopping

Sunset Key

Sunset Key, Florida 33040, USA

We will sail around the famous Sunset Key. Home of the wealthy and famous! See the tiki torches at the exclusive beachside restaurant and the private ferry boat that takes people back and forth to the mainland.

Pass by without stopping

Details & Important Info

Additional Experience Details & Important Information

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels

Cancellations & Refunds

Reservation Changes, Cancellations & Refunds

Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.

Organized by

Schooner Jolly II Rover

Product SKU: US-3223-0002
Google Business Profile: Schooner Jolly II Rover

Key West Traditional Sailing Experience Adventure

Key West
FL
1-15
people
price for
1 participant
2
hours
  • • Sail on Key West's Most Photographed Ship, Jolly II Rover
  • • Enjoy A 2-Hour Traditional Sailing Experience with a Pirate Theme
  • • Experience the Only Square Rigged Schooner in Key West's Historic Seaport

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