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    Key West Cocktail Cruise

    4.6 (47 reviews)
    Closed 8:00 am - 9:00 pm

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    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

    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!

    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!

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    30 days ago

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    2 years ago

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    11 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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    4 years ago

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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 16 reviews

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    Key West Key

    Key West Key

    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.

    First time to Key West and we really needed an insider to help us with rooms, food and activities…read more Key West Key and Susie were tremendous. Our guesthouse was EXACTLY what we like, the restaurants were first rate and I think we saw everything we wanted to see - all in 3 days. What a great vacation!

    Photos
    Great lunch stop right on the water at the south end.
    Great lunch stop right on the water at the south end.
    The infamous Captain Tony with Walter Cronkite
    The infamous Captain Tony with Walter Cronkite
    Lobsterfest: every year in August!

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    Lobsterfest: every year in August!
    The Hip Tourist

    The Hip Tourist

    2.8
    (64 reviews)
    0.9 mi

    I left many texts and voicemail messages. She was very sporadic in returning my texts and calls,…read moreeventually all communication stopped from her. So frustrating and disappointing. I went with Concierge Delivers, they are pricy but they delivered.

    During a face to face visit with the owner, one and a half weeks ago, I left my name and number to…read morerequest a children's car/booster seat along with the dates needed. She assured me someone would call me the next day to follow up. Decided today to stop by shop to request needed item since not hearing back. Lights on, door unlocked...I walk in and wait a few minutes for assistance. With no visible sign of an associate I loudly said...Hello...again... Hello... giving a few minutes in case an associate was out back or in restroom. After no acknowledgment I stepped back to the front door and opened to activate bells and look for any posted message I might have missed. None noted. I then called the biz number and was promptly answered with identification of The Hip Tourist I proceeded to ask if there was anyone on site to assist as I was in the store. At this point the female voice was quick to adress me with a rude and condescending tone stating she the owner was out on a delivery. I tried to ask when would be a better time to revisit the store. I was then rudely told again she was on delivery and that she worked 7 days a week again laughing. By this point I realized I was no longer interested in doing business with her. She continued to ramble at which time I said, I'll do something else and ended the call. Minutes later I receive a text again in a less than professional manner that she was delivering a wheel chair and had to pull over ...if I would leave my name and info she'd try to help me. I did return a text stating I was not pleased with her rude response when I called and would most likely leave an online review. When reading other online reviews it appears this owner has a strong history for presenting a rude and incompetent approach with customers. We are second home owners in Key West and love the wonderful community and the many kind and courteous experiences we have encountered... unfortunately The Hip Tourist is not one of them. One Star only because it doesn't offer Zero. Fortunately I found my needed item online. We always attempt to buy locally when possible. Signed... Disappointed

    Photos
    Brick of cheese and grapes = her version of a Crudite
    Brick of cheese and grapes = her version of a Crudite
    The Hip Tourist
    The Hip Tourist

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    Key West Express

    Key West Express

    3.1
    (90 reviews)
    0.7 mi

    I am writing to formally register a complaint regarding an incident that occurred this evening at…read moreyour boarding terminal prior to my departure on the Key West Express overnight trip. Before boarding, I approached the ticket counter and politely inquired whether any accommodation was available for passengers with disabilities -- specifically, whether additional boarding time could be extended to allow my wife and me to safely get situated on an otherwise fully packed vessel. I am a United States military veteran rated at 70% service-connected disability, with documented mobility limitations. This was not a request for preferential treatment. It was a reasonable, good-faith inquiry. The response I received from your employee -- an elderly woman with red-dyed hair working in an apparent supervisory capacity -- was wholly unacceptable. She rolled her eyes at me upon hearing my request, and the tone and manner in which she addressed me conveyed open contempt and dismissiveness. For an employee in a position of public-facing authority, this conduct is not only unprofessional -- it is a reflection of the culture your organization permits. I want to be direct: individuals responsible for public safety and passenger operations must be held to a higher standard. There is no place for this behavior in any customer-facing role, and certainly not in one where the well-being of passengers -- including those with disabilities -- depends on respectful, attentive service. Furthermore, as a disabled veteran, I expect the same basic dignity afforded to any paying customer. I did not ask for recognition or special status. I asked for two extra minutes. The disrespect I received in return was inexcusable. I trust that Key West Express or the terminal that employees this person takes matters of this nature seriously.

    The good: Saves time getting from Fort Myers to Key West…read more Saves the aggravation of parking in Key West. If the boat is half empty and you can spread out, the seats are not terrible. You can get up and walk around. There are bathrooms. There is reasonably priced food. There is a full bar. The bad: In Key West you have to arrive before 1pm to line up to get a boarding letter. If you aren't in one of the early groups called you may not be sitting with your party, or you may be sitting in an undesirable spot. Then, you come back for boarding. This takes hours out of your day. Checking in online would be more beneficial to everyone; I would think. I'm glad we tried it but we probably won't do it again.

    Photos
    Boats at the dock
    Boats at the dock
    Key West Express
    Back of the ferry

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    Back of the ferry

    Key West Cocktail Cruise - travelservices - Updated July 2026

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