I've used these guys 4 times and even sent my friends and family on them. THEY ARE SO MUCH FUNNY…read more They keep you laughing and yet still make it educational all at the same time. Classy touch I've got to say. USE THEM!!! Military discount too, huge win for our Veterans/Active duty guys. Thank for this

We went on the sunset cruise on 01.06.25. The crew was made up of Captain John, Micah, and Brooke…read more They presented five or six different types of wine paired with the same amount of light bites. The wines ranged from white to red, dry to sweet, flat to slightly bubbly. The countries of origin also varied nicely. This was an unforgettable experience. The crew excelled at customer service and engagement, and did their best to make sure everyone was having a great time. After some initial chop, we made it out to smooth waters and one of the best parts of our Florida trip. We would book another cruise with them in a heartbeat and recommend this cruise company to anyone looking for a fabulous Key West experience.

Charlie did a great job as a tour guide and explained everything around us very well...100% will…read morecome back

Awesome time ! 3 piece band was great w music and entertainment!…read more Staff were great and accommodating! Food was good and drinks cold! Highly recommended

We had so much fun! Brian was respectful and helped us enjoy the excursion fully. We cant wait to…read morereturn!

This is my second adventure with Cruisin Tikis Key West which rents dock space from Macs…read morerestaurant. Very laid back reservation system directly with the owner Johna. Arrived thirty minutes early to blow up our rafts and register online with an ipod. Brought our snacks and liquor onto the tiki boat with our charismatic captain, Kathy who provided mixers and a quick safety drill. We were off right on time and headed out to the sandbar in the Gulf of Mexico. Light drizzle for the first ten minutes then pure sun for the entire two hours. Loved every minute and would do it again and again. Price is $430 for two hours with a max of six people.

Amazing Captain, boat, and conversation. We were well taken care of. 11/10. We've found our new…read morego-to!

We booked Captain Anthony and his 1st mate Mystic for a 1/2 day sandbar excursion. What a blast!…read more Will definitely do it again next trip. He was very accommodating and friendly. This was the best part of our trip!

What an AWESOME DAY!!! This was by far one of the best day's…read moreand experiences we've had in our favorite town, Key West!! From the ease of the booking and contact with Captain Morgan as to where to catch the boat to a beautiful day full of sites, fun and laughter. We (the four of us) have been in Key West on many trips and decided with the great weather doing an all day Tiki Boat/Sand Bar trip would be so much fun and it did not disappoint. The highlight of the trip was our Captain. Truly a great guy, friendly, welcoming, great sense of humor and very professional. Of course we gave him a hard time about being "Captain Morgan", which by the way he gets it a lot! We had the best time talking with him and as we all got to know each other we had blast giving each other fun stories and joking around. Morgan told us so much about the waters around the Keys. Took us to several very pretty spots in which we saw more wild life that day then he said he's seen in a while. We saw nurse shark, several dolphin pods and one with a little baby! Sting ray and some barracuda The waters are a beautiful blue like you seen no where else. Captain Morgan took us to see the beautiful mangroves, so many lizards in the trees it was crazy... and just gorgeous. We pulled up on a little beach to check out the views and hang in the water. We brought some drinks, sandwiches and snacks... Such a fun experience to relax on this boat. The tiki theme is so fun, clean boat and great music. Defiantly gives you the island vibe. Highly recommend asking for Captain Morgan, book this company and have a blast. We plan to do this again on our next visit. Great day - Thanks Morgan for making is so!

Okay.....how can you NOT have an awesome time on a "Tiki" boat with a captain whose name is…read more"Morgan?" I kid you not....CAPTAIN MORGAN! He's only been with the company for 4 months---but had all kinds of fun filed facts about Key West. The sun was behind clouds...and it POURED on our way back in....BUT none of that mattered as we had a great captain, fun music, libations :) and friends/family. I would recommend doing this fun, floating tiki party!!!! And try to get Capt Morgan....I am sure everyone would be great....but he's REALLY awesome. Thanks for helping us make forever memories!

Mike was awesome! My husband and I had one day in Key West and we wanted to explore via boat. Mike…read morebrought us to a few different spots where we snorkeled and even got to swim with a turtle! We also explored a beautiful sandbar and learned all about the mangroves! Mike had water and let us bring snacks and drinks. He also had a perfect playlist for the journey. It was great getting to hang and explore the Keys!! Very chill experience. Awesome captain!

Mike was awesome! He was very flexible and let us see a few different things for the afternoon…read more Would definitely come back and recommend for a day on the water.

Louis made this sand bar trip an experience of a lifetime!! He drove us through the wild forests to…read morethe beautiful shallow waters.The boat was spanking new and amenities on the boat were abundant. We were two families with kids and everybody was so comfortable and felt at home while enjoying the shallow waters of the gulf. Coordinating the trip with him was easy. Amazing experience overall, and he is our official tour guide in Keywest for lifetime. Sri Talluri

Captain Louie took us out to the beautiful sandbars off of Key West.. The pontoon boat ride was…read morelike being on your living room couch on the water.. we were all comfortable and didn't want to get off the boat.. most pontoon boats are ridiculously slow but not this one. We got to the sandbar in 25 minutes. The sandbar was spectacular and we were able to snorkel and see all the sea life. Getting on and off the boat was easy with the ladder in the back of the boat.. will definitely be going on another charter soon.

We recently took the Yankee Freedom Ferry to Dry Tortugas (8/3/26) and I absolutely loved this…read moreexperience, will 100% be coming back! My sister is on a mission to visit all of the U.S. National Parks, so Dry Tortugas was originally more of a bucket-list stop for her than for me. I honestly didn't expect to love it nearly as much as I did, but it ended up being one of my favorite parts of our trip. By the time we left, I was already thinking about coming back to camp and spend even more time snorkeling! The Yankee Freedom crew made the entire day incredibly easy and enjoyable. From the beginning, they went into so much detail about what to expect. I really appreciated how organized everything was, especially since it's basically an entire day excursion. Breakfast was available on the way out, lunch was provided shortly after we arrived, and snorkeling equipment was included. The bar opening on the ride back to Key West was also a fun way to end the day! After checking out the fort, we had time to explore and snorkel, which was easily one of my favorite parts of the day. The water and scenery were absolutely beautiful. What really stood out to me, though, was the crew. Everyone was so friendly, attentive, and genuinely fun to talk to, especially Matt. We appreciated his recommendations for bars to check out on Duval Street. We actually went to some of the places he recommended later, and they completely lived up to the hype, I had such a great time! He also saved my feet when I apparently decided shoes were optional on a scorching hot wooden dock and started splashing water on my feet for me . It was such a small gesture, but it really summed up how attentive and personable the crew was. I also really appreciated our tour guide, Ali, for answering all my questions. She was so sweet! Thom kept us entertained at the bar on the way home while making my first Rum Runner. Everyone brought something different to the experience, and those little interactions with the crew are honestly a big part of why the day was so memorable. It made the experience feel much more personal than I expected from such a busy excursion. My only "complaint" is that I wish I could have stayed longer! I felt like I could have spent hours more snorkeling and exploring. I went into this trip because visiting the national parks is something my sister loves, and somehow I left already planning my own return trip. Next time, I'd love to camp overnight so I can really take my time exploring and get even more snorkeling in. Between Dry Tortugas itself and the Yankee Freedom crew, this was easily one of the highlights of our Key West trip. If you're debating whether it's worth dedicating an entire day to it, do it. I can't wait to come back!

My daughter and I took this trip on 07.16.26. First visit to Key West…read more Check in was super smooth. Hollywood relayed the directions and expectations very clearly. The boat ride both ways were amazing! Crew was great. Hollywood, again, was great with directions for the ride. Hours for things were clearly posted. The Fort was great! I have seen other forts before, but this one was different. We signed up for the 20 minute talk once we were in the fort along with the 1 hour walk tour. Both were very insightful. We didn't make it very far in the fort on the tour, but Hollywood did a great job with the highlights. Great that breakfast & lunch were provided. Snorkeling gear was provided for everyone. We did not use, but many people enjoyed using it. They really did have enough for whoever wanted them. We did get burnt riding outside and being at the fort. I can't stress enough to apply sunscreen way more often than we did! My only negatives are these. The new Park Ranger came to listen to the 20 minute talk because, and she said this...' you know more than I do'. But this wasn't for the boat. The other was when we were in Dr Mudd's area. I know he was stressing to us how great the weather was (cooler than normal) and that we shouldn't be acting so hot. It felt almost like he broke from the script to scold us. I know he was trying to relate the conditions from back when the fort was in use vs us being there. I thought someone did something wrong and he needed to talk to us about it. I know some people were acting super hot. I know is a silly rant, but I don't like getting lumped in to something when I feel like we're in trouble. Anyway...highly recommend!

We had an absolutely unforgettable experience with Island Tales Charter! From start to finish,…read moreeverything exceeded our expectations. Captain Andy was incredible--friendly, knowledgeable, and made the entire trip fun and relaxing for our whole family. My wife, our three kids, and even our dog had an amazing time. We spent the day swimming, snorkeling, and exploring beautiful sandbars that felt like our own private paradise. One of the highlights was cruising through the mangroves--the views were stunning and unlike anything we've experienced before. It was peaceful, scenic, and truly memorable. If you're looking for a perfect family adventure in Key West, this is it. Highly recommend Island Tales Charter--we'll definitely be back!

We had an amazing day with captain Andy!! He was in contact within minutes of booking to go over…read moredetails and was ready and waiting for us when we arrived. All six of us said it was our favorite day of the vacation. We was so patient teaching my kids how to fish, even as they kept losing the bait. We feel we got a unique experience from him and a really special day. We brought burgers and dogs and grilled on a little island. Will absolutely book with Captain Andy again when we return!

So I normally write long and detailed reviews, but this one will just be a quick one so I can…read morereview my recent 2026 vacation while the memories are still fresh! I bought my ticket for the Old Town Trolley Tours Key West as part of the Norwegian cruise line excursions list and therefore, paid more than I would have normally for something like this. I have been to Key West a few times before and had seen many of the important sites on the island on my own but my friends were doing this trolley tour so I did as well. And I still learned a lot! Manny, our tour guide, was born and raised on Key West and therefore, had a great perspective on everything. I think he is the reason why I recommend this tour. Like many others have said, the trolley itself isn't too comfortable but it is sturdy, and you can get on and off as much as you want. As we were on a moving vehicle, I didn't get the best pictures so you probably won't either. Look up the trolley schedule and plan your get on/get off stops well. And try to get a local tour guide if you can!

Not Recommended -- Lack of Respect and Professionalism…read more I cannot recommend this tour company based on the way this tour operator treated people, particularly an older adult. Regardless of the situation, people working in the tourism industry should understand the importance of being courteous, patient, and respectful toward their guests. Unfortunately, that was not my experience. The tour operator was extremely rude and gave what I felt was a completely inappropriate and disrespectful response to a senior citizen. When he received a response in return, his behavior escalated. He became aggressive and appeared ready to get off the bus and confront the person physically. Thankfully, someone younger stepped in and advised him not to get off the bus before the situation could escalate further. What is most disappointing is that this entire situation could have been avoided with something as simple as, "No," or "No, ma'am." There was absolutely no reason for the interaction to become confrontational. Tourism is about hospitality, and respect should be extended to everyone--especially senior citizens. A tour operator represents not only themselves but the company and the destination they are serving. Based on this experience, I would not recommend this tour company.