Florida Keys Sunset Sail on the Jolly II Rover

Cruise was great fun. Staff very friendly. Much better than a catamaran dinner cruise.

Everyone should enjoy a sunset cruise while in Key West. If you want loud music, lots of drunks, and poor conversation try one of the party boats. If you want to have an intimate cruise on a real schooner, talk to the captain, take the wheel, work the sails, have great conversation with other guests than you NEED to take the Jolly Rover sunset cruise. The crew is fabulous, tho owner wonderful and my wife and I had the time of our life. They only run on weekends in the summer because the boat is used by the Boy Scouts during the week. You can bring your own beverages or snacks and they will put them on ice for you like we did but the cruise was so fun we forgot all about our drinks. They load around 6:15 and take off at 6:30. Nice ride out past with great guidance on what we were looking at and some of the history of Key West. They positioned the boat perfectly for the sunset and then had a nice ride back to shore by 8:30.

Delightful, knowledgable, fun crew with a fabulous old time style ship. Allowing the guests to help raise the sails and steer the ship was awesome. Cannons blazing with gorgeous sunset views. If you're gonna include a sunset cruise on your vacation, this is the one!

We loved the sail.....left right on time with small group.....captain and crew were wonderful: informative, responsive to questions, gracious, and fun. Able to bring aboard and enjoy a bottle of wine (cooler available to keep all drinks cold). Crew able to actually cut the engine and sail! Thankfully no canned music playing so could really enjoy the experience. A great option to the noisy "party boats". The sunset was simply spectacular, the captain positioned the ship for best views. This is the sunset sail to take!

Views were great. Crew was great. Lots of fun and a beautiful sunset!

Cool ride, great crew and captain! They made it fun, took pics of the guests, and nice time length.

Our sunset cruise on the Jolly II Rover was terrific! The captain and crew were fabulous and the ship is absolutely beautiful. We had a wonderful time will definitely return when we are in Key West again.

We did the sunset cruise. This is a relatively small boat. There were probably five couples on the cruise along with the crew of three. This is NOT a party barge, but a quiet intimate sail in a beautiful setting. If you want to help raise the sails, or steer you can under the tutelage and careful eye of the crew.. Sunset turned into a no show, but I don't think anyone on board was overly disappointed, the experience was that enjoyable. They supply cold water, but you are free to bring libations or food on board. The boat leaves the crowded harbor under engine power. Once clear the sails are raised. Ideally there is adequate wind to power the boat, if not then the engine is used to supplement. The peace and quiet with the sound of creaking rigging, and flapping sails helps to set the mood.

Amazing sunset and a great crew made this a sailing to remember.

Great time. Scheduled reservations online. Everything was wonderful. Beautiful sunset. Had done this years ago as a couple. This time we brought 6 friends and they were very happy and impressed also.