Schooner Jolly II Rover
Schooner Jolly II Rover
5
12:00 AM - 11:59 PM
Monday
12:00 AM - 11:59 PM
Tuesday
12:00 AM - 11:59 PM
Wednesday
12:00 AM - 11:59 PM
Thursday
12:00 AM - 11:59 PM
Friday
12:00 AM - 11:59 PM
Saturday
12:00 AM - 11:59 PM
Sunday
12:00 AM - 11:59 PM
About
The Tall Ship Schooner Jolly II Rover is the most photographed ship in Key West! A top Key West attraction is the Rover's famous "Red Sails in the Sunset" two hour sail. With its distinctive red sails and being the only square rigged tall ship in the Historic Seaport, the Jolly II Rover is the focal point as it sails past Mallory Square every evening. The voyage takes you back in time on a classic 80' topsail schooner to an era of pirates, rum runners and privateers seeking freedom and adventure. Their spirit lives on the Jolly II Rover. Come join in on this experience, help raise the sails, fire the cannons and take your turn steering this magnificent ship! The Tall Ship Schooner Jolly II Rover is an exciting, traditional sailing experience with a hint of Piracy! - - - YES, WE HAVE CANNONS!
Key West, Florida

Awards
Travelers' Choice
2022

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Tours and Tickets by Schooner Jolly II Rover
Sunset Cruises
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
$91.38
per adult
Travelers talk about
(58 reviews)
(155 reviews)
(94 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
1,196 reviews
Excellent
1,139
Very good
44
Average
7
Poor
3
Terrible
3

Kara K
Key West, FL58 contributions
Captain Rohndi is the best! The deck hands were friendly. We saw the green flash!there was even an opportunity to steer the boat.
Written March 16, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

lynne
Stockton-on-Tees, UK82 contributions
The crew are fabulous, Informative about the local area they allowed us to help hoist the sails ( great fun). We had a lovely breeze and the boat sailed beautifully. The firing of the cannons is a great touch. Cold iced bottled water and snack is provided. Jolly Rover is a great boat lovingly maintained. I'd recommend this cruise to anyone without hesitation. Jolly Rover isn't a booze cruise she's a true memory maker.
Written March 11, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

GuybrushThreepwood84
Virginia Beach, VA32 contributions
Mar 2023 • Couples
The crew on Jolly Rover 2 was entertaining and informative, and really put on a show for us throughout our day sail. Having the beautiful red sails hoisted and riding through the Key West breeze was just what we needed to truly relax. Thanks!!!!!!

Wish this trip was a Never-ender!
Written March 10, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

ludkem
Tallahassee, FL21 contributions
We had a blast on the Jolly II River for their sunset sail! We were visiting Key West on our honeymoon and the boat trip was relaxing and very calm. We loved it. The crew was wonderful and very friendly, and told various interesting facts about the keys. We also saw some dolphins on the way out! The sunset was gorgeous too. It is BYOB, so we brought some beers with us and it was the perfect amount. They provide snacks and water bottles, as well as coolers. It was definitely a highlight on our trip!
Written March 9, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Ambiofair
Bethlehem, PA2 contributions
Mar 2023
Nice and professional crew. BYOB and picnic made for a comfortable and happy voyage. Great scenery. Good price. And there was a cannon.
Written March 8, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

savage22021
Edwardsburg, MI4 contributions
This cruise was AMAZING! The wind was just right, the sunset was magnificent and all the fun with passing boats made this a perfect evening activity. I recommend everyone take this cruise. The crew was fun and very knowledgeable. It was a great time!
Written March 3, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Regina D
7 contributions
Feb 2023 • Friends
The friendliest of the staff, the other guests and the beautiful sunset. Shooting the cannon was a cool experience too.
Written February 26, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Jen
Glendale Heights, IL15 contributions
Feb 2023 • Couples
This was a beautiful experience, the boat had a perfect amount of people and the crew were all so friendly and knowledgeable, I highly recommend this sail.
Written February 25, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

BostonTricky
Boston, MA185 contributions
We were looking for a sunset cruise but not interested in a big party. This was a perfect solution.
B. Y. O. B. The boat supplies cups and ice and a snack.
The crew was awesome. We even fired canons at other boats. We had a great time.
Written February 22, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
JollyIIRover
Very glad you chose to sail with us! Thank you very much for taking the time for this 5 star review! Our BYOB option does work pretty well. Gives you the choice to bring your favorite beverages! We are a fun boat with a great crew but definitely not a party boat. Traditional sailing with a hint of Piracy! Yes - we have cannons! Glad you had a great time. We hope to see you onboard with us again. Sincerely, Bill Malone - Proud owner of the Tall Ship Schooner Jolly II Rover.
Written February 23, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Darrin G
3 contributions
Feb 2023
Beautiful sunset cruise. We tried to get on one of the ships with live entertainment but they were booked. We ended up booking the Rover and we were so happy we did. It was such a perfect way to watch a sunset. We brought our own cooler, the sail was peaceful and the crew were super friendly and knowledgeable. Overall, great cruise.
Written February 22, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
JollyIIRover
Thanks a lot for this review - much appreciated! Key West offers a lot of choices for sunset cruises. Thank you for choosing the Rover! We like to think of ourselves as "Serenity on the Sea" with an occasional cannon blast! And yes - a perfect way to watch a Key West sunset. We hope to see you all again. Thanks again. Sincerely, Bill Malone - Proud owner of the Tall Ship Schooner Jolly II Rover.
Written February 23, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Schooner Jolly II Rover (Key West) - All You Need to Know BEFORE You Go