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Schooner Jolly II Rover

#5 of 274 Tours in Key West
Certificate of Excellence
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Address: Greene and Elizabeth Streets, Conch Republic Seafood Company Docks, Key West, FL 33041
Phone Number:
+1 305-304-2235

TripAdvisor Reviewer Highlights

Read all 726 reviews
Visitor rating
  • 679
  • 34
    Very good
  • 5
  • 1
  • 1
Really Great experience!

The only downside to this trip was that it rained about half the tour. Not a problem for the Crew! We did see a beautiful sunset despite the rain. Crew was very professional... read more

5 of 5 bubblesReviewed yesterday
Villa Park, Illinois
via mobile

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726 Reviews from our TripAdvisor Community

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Showing 720: English reviews
Villa Park, Illinois
Level Contributor
117 reviews
44 attraction reviews
common_n_attraction_reviews_1bd8 39 helpful votes
5 of 5 bubbles Reviewed yesterday NEW via mobile

The only downside to this trip was that it rained about half the tour. Not a problem for the Crew! We did see a beautiful sunset despite the rain. Crew was very professional throughout the trip. I would definitely take this cruise!

Thank Echoman62
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 5 days ago NEW

BYOB, Great staff, awesome sunrise, pretty boat - can't miss! about two hours long, peaceful and relaxing. Was with friends not a date, but would have been nice and romantic if it was a date.

Thank Kateb1008
Macon, Georgia
2 reviews
5 of 5 bubbles Reviewed 6 days ago NEW via mobile

My husband and I have been coming to the Keys at Christmas for the last 10 years or so. New friends invited us to go on a sail with them...and I am SO GLAD they did! This was the hi light of our trip and will now be an annual event from now on! The crew was awesome! I loved... More 

Thank maconmusicgirl
Level Contributor
27 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
5 of 5 bubbles Reviewed 1 week ago NEW

We're locals in Key West and have gone out on other sunset sails, but we keep coming back to the Jolly Rover. Last night we took two visitors out with us and they marveled at the trip -- we sailed into the sunset and around the Key West harbor. There are other sunset cruises that are wild and noisy; this... More 

Thank alanjmont
Spring Lake, Michigan
Level Contributor
38 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 14 helpful votes
5 of 5 bubbles Reviewed 1 week ago NEW

We spent three days in KW but this two hour sunset cruise was the best thing that we did by far. Beautiful views and great information from the Captain and crew......really great.

Thank Joe S
Philadelphia, Pennsylvania
1 review
5 of 5 bubbles Reviewed 1 week ago

Excellent cruise on a great ship, run by great people. Laid back atmosphere and wonderful stories/history told by the crew. If I could recommend one thing to do in Key West this would be it. Great value and BYOB policy is great to have in an expensive town.

Thank DKW108
1 review
5 of 5 bubbles Reviewed 1 week ago via mobile

Sunset sail on the Jolly II Rover = amazing! We had a very calm night and a beautiful sunset. The crew is very welcoming and helpful- you can even help hoist the sails of this gorgeous sail boat if you missed the gym that morning! Captain Rio with his crew of Margot and Chris made the evening- fun battles with... More 

Thank Jessie P
Key Largo, Florida
Level Contributor
12 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

Had the pleasure of going for a sunset sail with Captain Rio, Chris and Margot. What a great crew. From start to finish the experience was exciting, hilarious and informative. I am a local who had a friend in town running from a blizzard up north and the Jolly 2 Rover was the perfect choice for a sunset cruise to... More 

Thank Sioux M
Fredericksburg, Virginia
Level Contributor
16 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 1 week ago

I have been going to Key west for 11 years now and have travelled on the Jolly Rover EVERY TIME. The crew is ALWAYS GREAT, very accommodating, helpful and friendly. I would say that this is definitely a MUST DO if you are visiting Key West.

Thank Roger B
Rochester Hills, Michigan
Level Contributor
17 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

This is the best crew anyone could go out with! Such a great day!! This is the 3rd time we have sailed with them & look forward to next year! They do afternoon, sunset & full moon cruises!!!!

Thank Maggiethebeachbum

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Schooner Jolly II Rover and other visitors
3 questions
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Coon Rapids, Mn
State College, Pennsylvania
over a year ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?