Sunset Sail Cruise in Key West

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based on 176 reviews
  • Duration: 2 hours (approx.)
  • Location: Key West, United States
  • Product code: 103151P2
From USD $91.38
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Adult (Age : 19 to 59)
Senior (Age : 60 to 100)
Child (Age : 4 to 12)
Infant (Age : 0 to 3)
  • PRODUCT DETAILS
  • TRAVELER REVIEWS
  • TRAVELER PHOTOS

Itinerary
This is a typical itinerary for this product

Stop At: Schooner Jolly II Rover, 631 Greene St, Key West, FL 33040, USA

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!

Duration: 2 hours


Inclusions

  • Sunset Sail
  • Snacks
  • Coolers of ice with cups and bottled water

Exclusions

  • Alcoholic Beverages
  • Soda/Pop

Schedule Details

Departure Dates:

See Availability.

Departure Point:

631 Greene St, Key West, FL 33040, USA

Duration

2 hours(approx.)

Return details

Returns to original departure point

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Additional Information

Not wheelchair accessible

Stroller accessible

Service animals allowed

Near public transportation

Infants must sit on laps

Most travelers can participate

There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.

This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund

This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund

This tour/activity will have a maximum of 41 travelers

Confirmation will be received at time of booking

Posted By : LINDA_N
Wonderful crew, sailing ship and exciting experience! They made us feel comfortable and at home at sea and made my granddaughter's birthday celebration a precious memory. We wanted to stay longer than two hours! What a beautiful experience! We will certainly come back every year.This will be part of our family tradition!
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Posted On : 2024-05-15


Posted By : deborahfM4471CM
Absolutely wonderful! The crew was courteous and informative. They had someone in training, so it was fun listening to their instructions. We brought a bottle of wine to celebrate our anniversary, and enjoyed a peaceful evening with warm winds, a stunning sunset, and great conversation. We sat next to the ship’s owner who shared the history of the ship, and another couple also celebrating their anniversary. This was our second time sailing on the Jolly II Rover, and we’ll back again next time we’re in Key West!
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Posted On : 2024-05-14


Posted By : Kathyjb1011
The Jolly River is always a MUST DO during our stays in Key West! We have tried others over our 40+ years of visiting and settled on this incredible experience. The captain and crew make the Sunset Cruise relaxing, fun, and interactive. You will get the opportunity to hoist a sail and do a photo op at the helm with pirate hat and sword to boot! They encourage ranting to other sunset cruises with cannon shots back and forth. Yet when the sunset is the star, and the engines are quiet it is a surreal experience. Crew is always available to take those memorable photos of you and your group and serving you water and your drinks you brought on board. There is not a bad seat on this cruise (saw some cattle boats where most passengers had to stand). This is an incredible way to highlight a day in the beautiful waters of Key West!
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Posted On : 2024-05-13


Posted By : deborahb77
BEST SUNSET CRUISE in KEY WEST!! It was easy to find the marina and fast check in !! Capt Rachel was warm and welcoming and had a very nice commentary!! The crew had us out of the slip and sailing under wind quickly and comfortably and the VIEWS WERE SPECTACULAR!! We packed a bottle of champagne and charcuterie and soaked in the views and are still enjoying the memories! We will be sailing on Jolly II Rover again!!
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Posted On : 2024-05-12


Posted By : carlosnpatti
Great views, tons of pics. The crew was awesome and fellow passengers were fun too. The sunset was beautiful, and, at the end, the cannon actually did thunder, lol. Don’t miss this one.
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Posted On : 2024-05-12


Posted By : Andrew_F
I’ve always wanted to sail, it was an amazing experience to be out there to watch the sun go down. The crew were super friendly and attentive, the captain was great! Really chill and really knowledgeable, pointing out facts about various boats and islands and answering any other questions anyone had. The boat wasn’t super full so it made for an even better experience as you could move around easily. It was fun to watch them shoot off the canon at other passing ships. Choose this over a loud party catamaran you won’t regret it.
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Posted On : 2024-05-12


Posted By : bradleydmb
Perfect for a romantic evening trip to watch the sunset. My wife and I thoroughly enjoyed it. This was a much more relaxing experience than the party tours that go out. And the crew (and owner) are all extremely professional and kind. I would definitely do this again.
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Posted On : 2024-05-11


Posted By : Tracy S
The perfect ending of our trip to the Keys. The captain, crew & owner Bill were fantastic. The most glorious sunset ever.
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Posted On : 2024-05-11


Posted By : Kim_E
The sunset cruise was our favorite thing we did in Key West. Captain Rachel and crew were amazing, fun and knowledgeable. We would highly recommend.
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Posted On : 2024-05-11


Posted By : LaurieV398
My husband booked us on this sunset cruise. We wanted a lower keyed experience and it was perfect. This tall ship does not serve alcohol or food only water and snacks. The positive side is you get to bring your own alcohol and food if you want. We chose to eat dinner at the Conch Republic seafood house before we boarded. And of course I brought my wine on board. We boarded at 6:15 pm and were greeted by a crew of three. Captain and two mates. They were all awesome full of knowledge answering all our questions while tending to the boat. They are known for their cannon which is fired at other ships veering too close lol. We had a quiet group of 18 souls on board but it was my first time on an actual sail boat so I totally enjoyed it. I highly recommend this as your option if want to avoid the huge boats.
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Posted On : 2024-05-10