Sunset Sail Cruise in Key West
Key West, US
91% of travellers recommend this
Highlights
- Sailing on the Rover, a traditional sailing experience
- Most photographed ship in Key West
- Opportunity to raise the sails and steer the ship
- Shoot the cannons for a hint of piracy
- Relax and enjoy the sunset cruise
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Duration 2 hours
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Sunset Sail included
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Snacks provided
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Ice water available
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Guided in English
Experience the thrill of sailing on the Schooner Jolly II Rover, Key West's famous "Red Sails in the Sunset" Tall Ship! This traditional sailing adventure offers a Hint of Piracy with cannons on board for an authentic experience. Get up close and personal with the stunning sights of Key West, including the Historic Seaport, Man O War Harbor, Christmas Tree Island, and the mansions of Sunset Key. Sail by Mallory Square, Fort Zachary Taylor, and the State Park, before venturing out into the open Atlantic to witness the breathtaking sunset. Whether you want to help raise the sails, steer the ship, or simply relax and enjoy the scenery, there is plenty of room to mingle with fellow guests. Don't miss out on this unique and memorable sunset sail cruise in Key West!
At a Glance
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Free cancellation
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2 hours
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Instant Confirmation
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Available in English
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Mobile voucher
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Small Group tour
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Self-guided
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Family friendly
Featured Reviews
Experience a magical sunset sail in Key West on the iconic Jolly II Rover, complete with snacks and stunning views of the coastline.
Included
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OtherCoolers of ice with cups and bottled water -
SnacksSnacks
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OtherSunset Sail
Excluded
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Alcoholic beveragesAlcoholic Beverages -
Carbonated beveragesSoda/Pop
Meeting Point
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.
631 Greene St, Key West, FL 33040 , United States
End Point
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.
631 Greene St, Key West, FL 33040 , United States
What to expect
Schooner Jolly II Rover
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!
120 minutes
The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.
Additional Information
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Infants and small children can ride in a pram or stroller -
Infants are required to sit on an adult’s lap
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Public transportation options are available nearby
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Service animals allowed
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Suitable for all physical fitness levels
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There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.
What our experts say
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Arrive early for the best seats. -
Bring a light jacket for cooler breezes.
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Don't miss the sunset view at Mallory Square.
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Consider dining at Conch Republic Seafood.
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Capture photos of the famous Jolly II Rover.
More About this Experience
Introduction
Sailing on the Rover is an exciting and unforgettable experience that combines tradition with a hint of piracy. Step aboard Key West's most iconic ship, the Schooner Jolly II Rover, and embark on a journey unlike any other. This beautifully crafted squared-rigged topsail schooner stands tall in the Historic Seaport and is the epitome of Key West's famous "Red Sails in the Sunset" Tall Ship. Leave the hustle and bustle behind as you set sail on this unique adventure.What to expect?
During your 120-minute sailing excursion, you can anticipate breathtaking views and an itinerary filled with Key West's most famous sights. From the Historic Seaport to cruising into Man O War Harbor and passing by Christmas Tree Island, each moment on this cruise is destined to be memorable. Feast your eyes on the mansions of Sunset Key, catch a glimpse of Mallory Square from the water, and discover the Navy Mole and Civil War Fort Zachary Taylor. As you sail out into the open Atlantic, prepare to witness the captivating colors of the sunset, a sight that changes every day.Who is this for?
This remarkable experience is perfect for individuals of all ages seeking a unique and adventurous escape. Whether you are a couple looking for a romantic sunset cruise, a group of friends wanting to explore Key West's maritime history, or a family seeking a fun-filled outing, the Sunset Sail Cruise on the Rover offers something for everyone.Why book this?
Immerse yourself in the magic of sailing as you participate in raising the sails, steer the ship, or even fire the cannons—yes, there are cannons on board! Unlike typical tourist cruises, there is no loud music or band playing. Instead, guests have plenty of room to mingle with other like-minded adventurers and enjoy the serene ambiance and the beauty of the open water. Aboard the Rover, you will experience the thrill of sailing firsthand, making memories that will last a lifetime.Good to know
When booking the Sunset Sail Cruise on the Rover, be sure to arrive 15 minutes before the sailing time at the Historic Seaport, located at the corner of Elizabeth and Greene streets. The meeting point is the ticket booth on the dock beside the Conch Republic Seafood Company Restaurant. The total duration of the cruise is 120 minutes, allowing ample time to soak in the sights and enjoy the sunset. Please note that the package includes various inclusions, with specific exclusions mentioned in the itinerary.Reviews
Customers who have sailed on the Sunset Sail Cruise aboard the Rover rave about the authenticity of the experience. They highlight the friendly crew, the opportunity to actively participate in sailing the ship, and the breathtaking views throughout the journey. Guests also express their delight in the absence of loud music and appreciate the chance to relax and enjoy the natural beauty surrounding them. Overall, the feedback emphasizes the Sunset Sail Cruise on the Rover as a must-do activity when visiting Key West.
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