Florida Keys Sunset Sail

Enjoy Sailing Florida's Keys at Sunset During a Two Hour Key West Sail For Two on the Schooner Jolly II Rover

5 stars 7 Reviews
participants participants Price for 2 participants

Step aboard the beautiful Schooner Jolly II Rover, the only square rigged, topsail schooner sailing out of the Historic Seaport of Key West, for a beautiful two-hour Sunset Sail.

Departing from the Conch Republic Seafood Company, you and your guest will enjoy views of Key West Bight, the Island's gorgeous historic harbor and all it has to offer. Once famous for its shrimp boats, today it is a beautiful harbor, rich with history and a charming waterfront culture. Highlights of this Florida Sailing Trip include:

·         The renowned Key West Sunset   

·         Ocean wildlife, including schools of dolphins

·         Mallory Square, home of the historical sculpture garden

·         The Key West Naval Air Station

·         Fort Zachary Taylor

·         Truman Annex, President Truman's "Winter Whitehouse"

·         Christmas Tree Island, and

·         Sunset Key, known for its multi-million dollar celebrity homes

This Schooner Sailing in Florida is the perfect way to spend time out on the water and enjoy a unique tour of historic Key West. Whether you are a Florida native, or this is your first visit to Key West, this sightseeing sunset sail is one of the best things to do in Florida and makes an excellent gift for any occasion.

The Florida Keys Sunset Sail Xperience Certificate« is for two participants. There will be additional participants on the sail.

This experience is not suitable for non-paying guests.

Florida, Key West

The Florida Keys Sunset Sail Experience is offered seven days a week from September thru May, subject to availability. June thru August this experience will be offered on Saturdays and Sundays, subject to availability. Trips typically depart an hour prior to sunset.

The Florida Keys Sunset Sail Experience has a sail time of approximately 2 hours and a total duration of approximately 2╝ hours.

The Florida Keys Sunset Sail Experience may be cancelled by the Captain due to high winds, heavy rain, fog or other inclement weather.

What to wear
Dress comfortably, flat, non-marking rubber-soled shoes and layers are recommended for this sailing adventure.

Additional Information
This sail takes place on the Jolly II Rover, a magnificent tall ship which is a replica of an 18th century coastal schooner. 80' in overall length, the Schooner has tanbark colored sails and carries several cannons.

Food and beverages other than bottled water are not included on the sail. You may bring your own picnics and alcoholic or non-alcoholic beverages aboard in a small picnic basket sized cooler. Ice chests are available for use onboard to store your snacks and drinks.

Gratuity for the Captain & Crew is not included and may be extended following the sail.


Cancellation Policy
All changes to reservations for the Florida Keys Sunset Sail Experience require seven (7) days advance notice.

Xperience Certificates« cannot be exchanged once a reservation for the experience has been made.

Sunset Sail 

5 stars

The trip was very enjoyable and so were the crew on board. They very pleasant and very informative. Really enjoyed it 

- - Miami, Florida, Friday, December 06, 2013

Sunset Sail on Jolly II Rover 

5 stars

This was a wonderful experience. The crew were friendly and helpful. My husband and I enjoyed the romantic sunset and peaceful ocean sail while the kids had fun hoisting the sails and steering the ship. We will definitely do this again the next time we visit Key West! 

- - Key West, FL, Thursday, April 11, 2013

Sunset Cruise 

5 stars

We both enjoyed it very much. It was both very nice to be able to just sit back and enjoy a beautiful sunset. At the same time we were able to watch the full moon rise. Although we know it happens every day...how many times do we just sit and enjoy it?? It was very nice and the crew were both educational and also did everything to make us comfortable, etc. 

- - Key West, Saturday, June 09, 2012

Sailing Review 

4 stars

It was a pleasant cruise and the crew was knowledgable and pleasant as well. 

- - Miami Beach, Tuesday, September 27, 2011

Sunset Sail 

5 stars

We had a great time on the sunset sail. The crew were very friendly and helpful. 

- - Massachusetts, Wednesday, July 27, 2011

Sunset Cruise 

5 stars

It was a very nice experience with a good ship and a good crew. They made sure we were properly positioned for the sunset, and answered all questions about the ship and its operation. We were glad we took a bottle of wine with us for toasts!! 

- - Florida, Friday, February 18, 2011

Key West Schooner Cruise 

5 stars

The cruise was fantastic! Not only is this a chance to see a beautiful Key West sunset from the water, it's also a wonderful sailing experience. We were lucky enough that there was a brisk wind and choppy seas so it was an adventurous sail. The crew was extremely profession handling the sails in the winds and they were also very friendly and courteous. Without a doubt, a very memorable experience and a very special gift from our son and daughter-in-law! 

- - Key West, Thursday, December 31, 2009

Florida Keys Sunset Sail Unique Gift

Additional Participants (Optional):

More Info

Please use Add to Cart to purchase a Gift Certificate For this experience. More Info How Experience Gifts Work To make a reservation at the time of purchase call 866-973-7436

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