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!

We booked a boat with this company. When we got there 15 min early for the trip there was no boat…read morethere.No response to repeat calls or emails. Now trying to get our money back through our bank. Will not recommend this company.

From the owner: Key West Clothing Optional Charters offers dolphin tours, snorkeling, coastal & sunset cruises. Our…read moreprivate boat charter is nudist & naturist friendly. Daily departures, reasonable rates. Book your adventure online now!

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.

Did a ceremony to scatter my mother's ashes with Capt. Davey at Easy Day. He was great! I would…read morehighly recommend him for that type of activity, or even better if it is for a fun time.

Super friendly and great customer service went out all day memories we won't forget !read more

My fiancé and I did the sunset sail with drinks included and had a GREAT time. It was a lovely…read moresail. We made some new friends. The crew, Owen and Jared were AMAZINNNG. Both of them were attentive and friendly. They were working their butts off to make sure we had a good time. Thank you Owen and Jared for an amazing sail!

The two person crew did an absolutely amazing job for our enjoyment. Noticed that other cruises…read morepack the boats but this is more intimate where you can actually talk to the passengers including the crew! Attached is a picture of these amazing crew members. You can see they are joking in the picture but don't be fooled they take their jobs seriously and perform admirably! Thank you Floridays!

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 took the dolphin watch/snorkeling tour. Seven in our group and 4 in the other. We appreciated…read morethe small tour size and the personal attention from Jesse and Jacqueline. Both were so knowledgeable and it was clear they were both passionate about their research. The boat was eco friendly as were the reusable water bottles. Highly recommend. (This isn't a booze cruise. If that's what you are looking for... go elsewhere.)

My birthday wish this year was to A. See dolphins in the wild and B. See wild manatees and both…read morehappened on this trip. Unfortunately dolphins are speedy little devils and I didn't get a shot but I saw his with my own two eyes and that makes me happy. Mary and Jesse were great and made the trip lovely. They prepared a nice veg platter (not pictured) and a fruit platter after we snorkeled which was much needed. They also provide water. This was my first time snorkeling and I had a blast. I have a full face snorkel and man that made snorkeling much easier cause I could breath normally. They also have all the snorkel gear if you don't. We saw lot of beautiful sea life and corals thanks to the help of our guide Jesse who hopped in the water with us and pointed out all the cool fish. I swam right over a massive sting ray without realizing nearly had a heart attack lol. Best believe I prayed to the Steve Irwin gods to protect me lol (r.i.p Steve Irwin your a legend) they are very knowledgeable and care for what they do. At the end we were able to scan a QR code to see the pictures Jesse took off his go pro which he says he updates which is great. I had a wonderful birthday with you guys and I would recommend you yelpers out there give them a try.

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.

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

Absolute highlight of our trip! The captain and crew were amazing and the whole excursion was…read morewonderful! Our excursion included rum swizzles and chocolate chip cookies, which was just a bonus to the snorkeling we got to do! The entire experience was something we'll never forget and will definitely do again the next time we visit Bermuda!

My friends and I went Key West for a bachelorette party. We decided to spend a whole day out in the…read moresea with Restless Native. Unfortunately the chef was not able to work that day, our captain, Brad, was also the chef! Brad was a trooper for handling six crazy girls. He took us out to the dolphin playground and to the reefs where the girls could choose to snorkel. We ended the day with a beautiful sunset where he took us right in front of Mallory Square.