Sunset Sail Cruise in Key West
Description
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!
Tour Options
Itinerary
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!
Highlights
What's included
Traveller Ratings
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.
Reviews(294)
Great experience. Sunset was awesome and boat was great. Crew was absolutely top notch! Highly recommend this excursion.
We truly enjoyed our sunset sail. It was calm, quiet, and incredibly relaxing — exactly what we were hoping for. The crew was kind, polite, and made the experience feel welcoming from start to finish. While I personally wasn’t a fan of the comments about the captain’s adult personal life, everything else about the trip was wonderful. The views were breathtaking, and the atmosphere was perfect. We still had an amazing time and would happily recommend this experience.
This cruise was fantastic! It was a relaxing, non party atmosphere but not at all boring! Great crew!
Amazing experience! Very interactive, we hoisted the sails and steered the ship! They even fired a cannon. Highly recommend this experience, so much fun and an amazing sunset.
This is the fourth time we have booked this tour. We love it! The ship is magnificent! The crew are helpful and friendly. There is something magical about being on an actual sailing ship. The sails, the waves, the views. The view of the sunset over the water is amazing! And then the canon! So fun! I highly recommend this trip!
The Experience was amazing! The crew was very friendly and informative. We made some wonderful memories.
Wonderful experience! The kids loved the boat, crew and the big cannon blast at the end. It was a smaller group of people and the staff were very friendly and informative. There was no loud music or drunkards, just a beautiful sunset and soft sounds of the boat’s sails. Very calming and beautiful experience!
The Jolly River crew were great and made sure everyone had a fun sunset cruise. The sunset was amazing and cruising around Key West gave you a different view than being at Mallory Square.
Amazing, down-to-earth crew, captain, and owner of the ship! Seems they really care about what they do: giving people an authentic sailing experience. What we loved most about this tour is it let nature speak for itself. We witnessed an unforgettable sunset, saw some dolphins, and shot a cannon. Not a party boat. Great for the whole family or a memorable moment with a loved one.
Crew members were very engaging. They got younger passengers to participate in the raising of sails and steering the boat. Assisting everyone as needed getting aboard without calling attention to the effort necessary due to passenger’s health or fitness level. Provided water and snacks. Made the entire experience very pleasant. Great trip for a quiet sunset for couples and family without the rowdiness of a booze cruise. No loud music or party atmosphere.
