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Key West Cocktail Cruise

4.6 (46 reviews)
Open 8:00 am - 9:00 pm

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Great and relaxing fun! Enjoyed the ride and the sunset.
Emily O.

Captain Steve and Chris the bartender was great! I was so much fun yet still so relaxing! Highly recommend!

Sunsetting
Faith K.

We had a fabulous time! Kudos to Chris and Justin for making my mom laugh and for an overall fun time. While the weather was perfect, the "entertainment" provided by the crew was excellent. I would certainly recommend to a friend. Thanks for a great night in Key West

Captain Steve and Sky were amazing and very knowledgeable about the area. They were very friendly. The trip was amazing with beautiful views, we even got to see some dolphins. They cocktails were made to perfection. I would 100% recommend this to anyone considering a cocktail sunset cruise.

Heather T.

We had a really wonderful sunset cocktail cruise with Captain Tony's company! Are we were recommended this by friends and family and we are really glad we did it!

The boat
Don T.

My wife and I took the Key West Cocktail Cruise last evening at sunset. This trip included cruising around Mallory Square, the private island off of Mallory Square with all the million dollar homes and of course sailing into of the sunset. The crew for this cruise was Ted, Lisa and Mattie and let me say they each did an exceptional job which made this cruise even more special. The drinks were abundant, the music had the Key West vibe and basically everyone on the cruise got to know each other before it was over. I really can't say enough good things about this venture and would certainly highly recommend it to anyone considering a sunset cruise. Also, the same folks also do snorkeling cruises during the day.

Only view I got of the ocean after this cruise cancelled on me twice & then kept my money. Don't do it.  Book elsewhere.
Stacia N.

What cruise? I purchased a cruise through Groupon once I saw the Cruise was available during my stay at the keys. I booked the cruise on the cruises lines direct web page, was charged $9 extra dollars form the Groupon price by the cruise line & then got a call at noon the day of the cruise that they didn't have any running that day but I could schedule any other day that week. I rearranged leaving so I could still use my already purchased cruise as I was not able to get a refund from either Groupon or the cruise. The next day I again got a call from the cruise that said the weather wouldn't allow for the cruise. I understand you can't control the weather. HOWEVER, you clearly made a deal with the Groupon to allow them to sell your cruises. Groupon won't refund my $90 and says it's just their policy & you won't refund my money because you claim no affiliation with Groupon as Groupon is their own company even though you had to have some kind of agreement with them for them to sell your product. I didn't even get my $9 back I paid directly to this company, not Groupon. SO, I'm out $99 dollars all together and live no where near you to "use it another time." It doesn't expire; great, I'll just plan another trip just to use this credit. Or I'll tell everyone I know, everywhere I can, not to purchase this cruise or Groupon because they value $99 more than their customer service/satisfaction & reoccurring customers. $99 is a lot of money to some people. If you understood that, you'd handle situations like this much differently.

Had such a great time on an absolutely beautiful sunset cruise out with Steve and Chris!! Highly recommend booking with them for a fun evening.

2/15/18
Scott F.

We purchased a Groupon for this and upgraded to the unlimited cocktails. It was probable a bad deal for us, as we don't drink as much as we did when we were younger. The drinks were very good and we really enjoyed cruising out to watch he sunset. It is quite spectacular to watch from the water. They music was kept low enough that we could talk in normal tones, although I think that the selection was for a younger crowd. We hadn't been away from he dock for more than 10 mins. and the the song playing said f*ck three times. Maybe later in the cruise it would have gone un-noticed, but the very first song wasn't the time in my opinion. We most certainly will go out with them again,given the opportunity.

Laramie R.

Such a great time. We LOVED this experience. The staff was amazing and the ride was much longer than expected. The wine and beer package was fabulous and our captain was witty and cleaver. The bartender was a girl who also works at the animal shelter so I immediately loved her too. Highly recommend. You won't be disappointed

The captain and crew were great!
Ronald S.

We had a great time on the sunset cocktail cruise ! The captain was very friendly and funny and the bartender was great - highly recommend paying a little extra for the unlimited cocktails. The sunset was beautiful and the boat was a lot of fun. We would do this again in a heartbeat! During the cruise there was fun music and drinks and the people we were sailing with were very friendly. This is one cruise you will not regret!

Cool keepsake bracelets
Mary P.

Bought the tour form Groupon, was a little hesitant at first. Had a great time at the end - the crew were entertaining (Ted, Catarina and Amanda); the drunks were great! The sunset was beautiful and made the trip totally worth it! Overall positive experience!

Kelly G.

Great staff. Super helpful, friendly, safe and fun! Boat wasn't too packed and they took complimentary photos for us!

Kirsten E.

This was actually one of my favorite things we did while on the island. The staff was very nice and attentive and it really was all you can drink. I would recommend the Keylime cider. The cruise takes you out into the bay and you get to see the sunset from Malory square. The captain also points out various sites along the way and tells a little history. The only reason why I did not give this place five stars was I thought there could be a few better pictures perhaps when you first get on or they could stop the cruise for a moment to take pictures so your hair wasn't blowing all over the place and you can get a really nice picture to frame. I was also expecting soda according to the description and there wasn't any soda. Overall this was quite enjoyable and I would definitely recommend for anyone to check this out.

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2 years ago

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10 months ago

Friendly captain and bartender! Met fun people on the boat and ended up becoming friends after! Great deal and beautiful views

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2 years ago

Everything about the sunset cruise was great! The captain and crew were extremely friendly and helpful. Overall highly recommend this tour!

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3 years ago

Captain Steve and Chris were great the cocktails are awesome! All around great time and we got to see the sunset.

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Ask the Community - Key West Cocktail Cruise

Is it a smooth ride or does the water get choppy? Do people get seasick and should take a medicine?

We had an awesome cruise. Nobody seemed remotely seasick.

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Review Highlights - Key West Cocktail Cruise

The girl who worked the bar was so friendly and outgoing, and the captain was very knowledgable about the area.

Mentioned in 15 reviews

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Key West Key - Sunset from Mallory Square area.

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4.0(4 reviews)
1.1 mi

Saw reviews for Susie and needed a last minute booking in Key West. Figured I'm on vacation so why…read morenot let someone else help me. Susie acted as though she got me a great deal on a hotel room and time was of the essence. According to her, it was half the price as normal. I agreed to the price and gave her my card info. Turns out, all she did was just take my card and book the room online (I could have easily done this). She never emailed me any confirmation info and just said "all set." Then texts me a screenshot where she used HER contact information for MY booking. When I asked if she could coordinate an early arrival she declined saying she doesn't contact the hotel for her guests? What a strange way to respond as a TRAVEL AGENT. I, myself, took the whopping 10 minutes to call and confirm the booking, and arrange an early arrival, with zero help from Susie. When I got to the hotel, it turns out it was actually $100 more than what Susie had quoted me!!! but by then obviously it's too late. Post vacation, I asked Susie yet again to email me confirmation of my stay so that I can use it for my records and now she has just stopped responding. Congrats, Susie, on taking a "well deserved commission" on my behalf. Steer clear of her services, save the headache and just book your own room online, that's all she does anyway.

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4.2(1.9k reviews)
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This review is for the Sunset Sail on Fury's Commotion On The Ocean…read more We absolutely loved our sunset sail. All of the crew were super friendly, happy and amazing hosts. The served drinks promptly and expeditiously upon boarding the sailboat. The band was lively and sounded great. We stayed on the top level of the boat and the crew walked around and refilled drinks which was so nice. We didn't have to walked down to the bar and could just enjoy the weather, the sailing and the view! Kudos to Captain Willie and his entire crew for being such a delightful group. They deserved all the tips!

We booked with Fury for our first snorkeling adventure over the holidays. Me and 2 of my family are…read moredecent swimmers, my wife knows basics. Ticket guy Mark assured us pool noodles would help and water is calm and expert swimming is not required. Boat ride with Todd and Anne started fine, but snorkel time? Disaster. Anne acted like she was dragged off the street, no manners, just snide remarks, eye-rolls, and forehead smacks at a fellow tourist fumbling with their wetsuit. No help getting in the wavy water; instead, she snaps at my struggling wife: "Why do people who can't snorkel even try?" (I'd love to see her skydive after 10 mins of instructions!) Todd was meh, nice enough but obsessed with tips, yapping about it nonstop. Snorkeling itself was great, but these two don't belong in service. Avoid!

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Key West Cocktail Cruise - travelservices - Updated May 2026

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