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.

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.

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 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!

My husband booked us on this sunset cruise. We wanted a lower keyed experience and it was perfect…read more 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.

What a fantastic sailing cruise and sunset!!! The Jolly Roger captain and staff made the sailing…read moreinteractive with ALL guests with cheerful conversations, letting guests help lift the sails, sitting at the helm, and handing out snacks and water!! The cruise was a gentle and smooth sail of the area ending with a great sunset!!!! Highly recommend for an enjoyable couple or family group.

Great music great time. The experience was amazing. They also provide food and all the drinks that…read moreyou need or want. Absolutely a must when you visit Key West or even if you lived here.

What a great experience on a beautiful boat. They only take a handful of people out and it's not a…read moreparty boat which we appreciated. They served wine and beer and the crew had wonderful knowledge of the boat's history. What a nice and calm way to enjoy the sunset!

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!

Captain Brandon was awesome! He made our sandbar trip so much fun. He was friendly,…read moreknowledgeable, and very accommodating. This was our favorite day of our Key West trip. Highly recommend booking here! We'll definitely be back!

What an amazing experience! I recommend this to anyone who is planning on coming to key west. Boat…read moreride was awesome, our captain Dante, super cool guy. This was our first time doing a sandbar trip and we plan on making another reservation before we leave next week. Absolutely epic! You won't regret this!!

This was, by far, the best day adventure I've ever experienced. A huge thank you to the captain and…read morecrew for making it such an unforgettable trip. The sunset was absolutely breathtaking. It seemed like the captain knew exactly where to position us to find the perfect break in the clouds because once the sun began to set, the view was simply incredible. Special thanks to Johnny for helping me book this excursion and ensuring everything went smoothly. I would recommend this experience 10/10 without hesitation. I'm already looking forward to bringing my family back so they can enjoy the amazing views, atmosphere, and unforgettable vibes for themselves.

Sandy and Will did an amazing job in helping us achieve our goal.....having a wonderful time on the…read morewater.

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.