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Review Highlights
Sunset Sail a Stellar Event

Ahoy, mates! We thoroughly enjoyed our voyage aboard the Jolly Rover II. The vessel’s owner was on... read more

Reviewed 6 days ago
Louise P
via mobile
Great Choice!

A great choice of a Sunset Cruise! Owner of the ship was on board, small professional and fun... read more

Reviewed 1 week ago
Palm City
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  • Excellent93%
  • Very good4%
  • Average1%
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“captain rio”(114 reviews)
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Greene and Elizabeth Streets, Conch Republic Seafood Company Docks, Key West, FL 33041
+1 305-304-2235
Reviews (889)
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All reviewscaptain riored sailscaptain and crewsunset sailgreat sunsetbeautiful shipsailing experiencekey west sunsetgreen flashhour cruisecrackerstwo hoursa lot of funmallory squaregreat triphighlight of our triplaid back
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1 - 10 of 879 reviews
Reviewed 6 days ago via mobile

Ahoy, mates! We thoroughly enjoyed our voyage aboard the Jolly Rover II. The vessel’s owner was on hand to provide knowledge of the craft and the waters she sails. The crew were also informative and entertaining. It’s an experience you’ll treasure!

Thank Louise P
Reviewed 1 week ago

A great choice of a Sunset Cruise! Owner of the ship was on board, small professional and fun staff! Along with a small group of customers to enjoy a most beautiful and peaceful evening. Met some wonderful people on board and really one of the...More

Thank fitchicksinc
Reviewed 1 week ago via mobile

This is an amazing way to see the sunset in KW! The staff - Ro, Petra and Elijah were so welcoming and attentive. Had interesting information to share and gave us a great cruise. I highly recommend this schooner.

Thank KaMu88
Reviewed 2 weeks ago via mobile

We like to sail and love sunsets and had never been on a big schooner. Capt. Chris (and Capt. Chris) and crew treated us to a terrific time giving us everything we hoped for. We lived in the Virgin Islands and have had a few...More

1  Thank Terry G
Reviewed 3 weeks ago

We love this sail boat. Unlike so many others this is a real sail boat that rocks and a crew that cares about customers. Been on it last 2 nights and going back again tonight. 3 rd trip in 30 days is free. Tonight will...More

Thank 2KWlovers
Reviewed August 20, 2018 via mobile

Sailing on the jolly io rover is fantastic. Captain Rio and the crew make it a great experience. The engines are shut down and we are actually sailing unlike some of the other sunset cruises. Also like some of the other posts mentioned, this is...More

Thank bill555555
Reviewed August 17, 2018

This was one of the best sunset sails for me. We had great crew, beautiful weather and company. Petra was very knowledgeable. I wish I could remember everone's name, but well... They were all great. Thank You

Thank Dagmar J
Reviewed August 9, 2018 via mobile

What an amazing evening on the water. Capt. & Crew were great and very attentive to all guests. This is not a packed ship. So if you’re looking for comfort and relaxation look no further. Beautiful Sunset & smooth sailing. Highly recommend!

Thank Rosemary T
Reviewed August 8, 2018 via mobile

Brilliant, excellent, fantastic. I cannot recommend this trip and the boat crew enough. Proper sailing, experience the spray of the sea in a real sailing boat. Be entertained by the stories and jokes about pirates. Steer the boat, help pull up the sails or sit...More

Thank Brett E
Reviewed August 6, 2018 via mobile

Such a great crew. The prettiest boat on the water. Sleek lines. A clever craft. Perfect day on the water.

Thank John P
View more reviews
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Questions & Answers
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Celia R
June 26, 2017|
AnswerShow all 2 answers
Response from Bobby B | Property representative |
The Jolly II Rover lets the Boy Scouts use the ship 5 days a week during the months of June, July, and August. We offer Sunset sails on Friday and Saturday nights only, up till the last week of August.
Rachel S
March 26, 2017|
AnswerShow all 3 answers
Response from Bobby B | Property representative |
We provide a lite snack of assorted crackers and cheese, fruit and veggies, and bottled water. You are free to bring anything you want to eat or drink. BYOB. We supply the cups, ice, coolers, and corkscrews.
February 18, 2017|
Response from Fred111 | Reviewed this property |
We got there about an hour early and sat at the bar next to the dock.