Key West Pirate Sailing Adventure Experience
from
$91.38
Key West
FL
1-15
people
price for
1 participant
2
hours
  • • Sail the Schooner Jolly II Rover in Key West
  • • Join a 2-Hour Sailing Adventure
  • • Enjoy Unique Cannon Shooting Experience
or

Why We Love This Unique Experience

Experience the excitement of a Sunset Sail Cruise in Key West! Step aboard the Schooner Jolly II Rover, Key West's most famous "Red Sails in the Sunset" Tall Ship for a traditional sailing adventure with a Hint of Piracy. This unique sailing experience allows you to immerse yourself in the beauty of the open waters and take in the stunning Key West sunset views.During the 2-hour cruise, you will have the opportunity to get involved in the sailing experience. Help raise the sails, steer the ship, and even shoot the cannons! Or if you prefer, simply relax on deck, mingle with other guests, and enjoy the peaceful atmosphere as you sail past Key West's iconic sights. The schooner offers plenty of space for guests to move around and take in the sights from different vantage points.This Sunset Sail Cruise is the perfect experience gift for anyone looking to enjoy a memorable and picturesque sailing experience in Key West. Whether it's a special occasion or just a desire to explore the sea and witness a breathtaking sunset, this cruise aboard the Schooner Jolly II Rover promises an unforgettable adventure on the waters of Key West.

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What People Are Saying

(97 reviews)

The Jolly Rover II offers a uniquely charming and tranquil sailing experience that stands out among sunset cruises in Key West. Customers rave about the friendly, accommodating crew and the intimate atmosphere on board, allowing for a more personalized adventure as the boat avoids the overcrowded party boat vibe. Many enjoyed the opportunity to actively participate in sailing, including steering the vessel and even firing the cannon, adding an authentic touch to the cruise. With breathtaking sunset views and a welcoming environment, guests of all ages are made to feel at home, making this excursion an unforgettable highlight of their trip. If you're looking for a relaxing and memorable evening on the water, the Jolly Rover II comes highly recommended!


Experience Highlights

Friendly Crew... Relaxing Experience... Beautiful Views... Great for Families... Educational and Informative... Not a Party Boat... BYOB Allowed... Personalized Service... Authentic Sailing... Affordable Adventure... Must-Do in Key West... Amazing Sunset... Accommodating for All... Fun for Everyone... Memorable Trip...

Experience Overview:

Sunset Sail Cruise In Key West

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or loud music. We go sailing! Plenty of room to get up and mingle with other guests. Help raise the sails! Steer the ship! Shoot the cannons! Or just sit back and relax!

Meeting Point

631 Greene St

631 Greene St, Key West, FL 33040, USA

15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets.
At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.

What's included:

  • Coolers of ice with cups and bottled water
  • Sunset Sail

What to expect:

Duration: 2 hours

Schooner Jolly II Rover

631 Greene St, Key West, FL 33040, USA

You will take in a memorable sail of Key West's most famous sights - the Historic Seaport of Key West - cruise into Man O War Harbor - sail by Christmas Tree Island - the mansions on Sunset Key - see Mallory Square from the water - the Navy Mole and the Civl War Fort Zachary Taylor - cruise by the State Park and sail out into the open Atlantic to observe each days unique sunset!

2 hours

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
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.

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-3223-0001
Google Business Profile: Schooner Jolly II Rover

Key West Pirate Ship Sailing Adventure

(97 reviews)
Key West
FL
1-15
people
price for
1 participant
2
hours
  • • Sail the Schooner Jolly II Rover in Key West
  • • Join a 2-Hour Sailing Adventure
  • • Enjoy Unique Cannon Shooting Experience
or

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