If you want a great captain that puts you on fish with great knowledge of the area go with Captain…read moreMike... We had a great trip on March 21, 2026.

I cannot say enough negative things about this company and the owner.Run far and fast…read more Friend and I booked a half day excursion. For the TWO OF US. We wanted our own boat and captain and not the annoying aspect of sharing a boat with strangers and dealing with small talk. We specifically listed what we wanted to do: kayak, paddleboard, fish. That was precisely on our order form. We also specifically noted that snorkeling was not an option. I had a procedure on my ear and could not submerge my ear in water. We book, we pay. We call the next day to confirm because we hadn't received any notification by phone or email. Leave a message and the owner calls at 9 pm the night before our scheduled excursion the next morning. He tells us that there was a mixup online and they don't have enough boats/captains. Say what? We were pissed. It was our last day and it was too late to schedule a new excursion. My friend let him know that this was riduculous. about 30 minutes later he calls back and lets us know that it's all worked out, everything is fine, see you tomorrow morning. We show up the next morning and it was a shit show. Our captain comes in, Scruffy, and greets us. Takes us out to the dock and shows us the boat we are going to be on and that we just have to wait for the other employee to come back with the bait. We sit. Then sit some more. Next thing you know, we are introduced to a family and find out that we are all sharing a boat. WTF. We paid money for the TWO of us for a half day excurision and to have our own boat. It wasn't cheap. At all. We explained that this is wrong. We are then told that they had a large party make an appt so the other boat was reserved for them. Basically, screw you. We are making tons more money with this large party. The boat for 5 guests and the captain was a joke. 2 people could sit up front on this little boat , the other 3 sat on Yeti coolers. Scruffy explains our plan for the day: snorkeling and swimming. We chime in that snorkeling/swimming is not an option and not what we paid for and where are the kayaks and paddleboards? The FAMILY paid for an all day excursion and that's what they requested. Hence, more people and all day = more money. Both of us at that point are pissed. Scruffy says he will squeeze on paddleboards, but kayaks are going to fit. YOu know, because we were on a boat that wasn't big enough for the people on it. Then proceeds the issue regarding our half day excursion vs the family's all day excursion. Scruffy starts trying to get us to upgrade to an all day excursion so that he doesn't have to cut into the family's all day tour. We weren't about to pay more money for the shit show that was taking place and tell him too bad, we aren't doing an all day because I wasn't about to sit my ass on a boat while everyone swam and snorkeled. That wasn't what we paid for. We get on the tiny ass rinky dink boat and head out. We go to a little island. Scruff drops us off, gets the fishing gear out and takes us around a bend of the island. He drops us off in a little cove, asks if we know how to fish and then says he will be back in a few hours because he is taking the family snorkeling by a boat wreck. WTF? So the two of us are in awe. We say we need our bags, our lunch, some WATER while we are left Gilligan's Island style in some random cove. He leaves us. We start fishing. Something starts biting us. Biting us ALL.OVER. The little cove was infested with sand fleas. Both of us were covered with sand flea bites. If you know sand flea bites, you know how god awful itchy they are. We immediately got the hell out of there and went to the main part of the island/sand bar is where other charter operations were. We then proceeded to hang out waist deep in the water because I can't get my damn ear wet. About an hour/hour and half later, the boat rolls up. We tell Kermit that we couldn't fish because of the sand flea infestation. We want to paddleboard since we are stuck on this island. We paddleboard, are hanging out... and an hour later Scruffy yells to us that it's time to go because our time is up, BUT we can add another hour for an extra $100 a person. Uh, hell to the no. We paddle in. Get on the boat. The obnoxious father proceeds to push us towards staying. Obviously they didn't want to waste an hour of their time paid for the charter while schlepping is back to the dock. At this point we are furious. We did nothing but paddleboard for an hour and get bit by sand fleas and sit in water. That's it. It cost us $250 a person for that crap. Furious. we get dropped off, get in the car and my friend who booked wrote the owner Rob (? I think is his name) and told him there were major issues and to call us. Nothing that day. We call, we leave messages. Nothing. We call again. We FINALLY get an email from him. long story short, this was an expensive and unprofessional piece of garbage charter. STAY AWAY.

I highly recommend!! Especially captain scruffy, he's a cool captain to have and a good one as…read morewell!! He took us out to the mud keys, I ended up paddle boarding and followed a friend through some mango trees and got knocked off of the board and couldn't get back on it so she went to get a rope, little did I know scruffy is on top of his game and already came searching for us due to us taking a long time to get back and he found me and helped me get situated onto the board! He then led the way back to the boat. It's definitely worth it and you'll be in good hands!! The views you get is worth it, I love the mango trees personally. We were on vacation from Ohio and it's a stress reliever from everything.

Another great sunset cruise with Captain Ricky! This is a…read moremust do for us when we come down. Ricki and crew are very accommodating. Water, wine, beer, and Mimosa's are included in the fee. You also can have a turkey focaccia sandwich. The schooner is licensed for 40 but they don't take more than 20-25. Last night we had only nine. Relax and sit back as you sail past Mallory Square and off to view the sunset.

Very pleasant and welcoming crew, calm and low-key, not crowded. Exactly what we were looking for…read morein a sunset cruise. It was like sailing with a bunch of friends or family, not a commercial tour or narrated show. The crew was engaging and would answer any questions but they were not robotic or on auto-pilot as in 'we do this 20 times a week'.

We've sailed several times on the Havana Moon and love the experience. The vessel is maintained to…read morean impeccable standard. The crew is upbeat and a joy to be around. Highly recommend this company for a sunset sail or overnight charters between Key West and the Dry Tortugas and Ft. Jefferson National Park

The day on the Havana Sky to Fort Jefferson and other points of interest delivered value and…read moreenjoyment beyond our expectations. Captain Graham and his first mate were attentive to our interests and needs in times of departure and return, selection of foods, snacks and beverages, and to our personal safety snorkeling and to the care of the environment. Captain Graham s wealth of historical information about details of the construction of Ft. Jefferson in the period of time and capacity of the construction expertise in the day including the political landscape made the guided tour even a greater value than a charter luxury boat trip. On the trip we saw dolphins, sea turtles, beautification fish snorkeling on the live reef and walked on the beach of the lighthouse and viewed turtle nesting locations. On the way back we viewed sunken vessels and learned the stories of treasure hunters and present day attempts brought the sea adventure into the present. This would be

Don't book with this group as they only care about taking your money. They make you pay in full…read morebefore the trip. My wife and I had a trip booked on July 31th, but an emergency happened and we couldn't make the trip. I spoke to Travis but when it was all over, they would refund me anything. I get it, and business is business. But, sometimes word of mouth and doing the right thing can grow your business over time versus a couple dollars in your pocket today. My recommendation is to find a fishing charter company that doesn't require all the money up first. Stay away from KEY WEST ANGLING.

I've been fishing with Key West Angling for several years now, had some incredible days catching…read morepermit and tarpon plus a sailfish once. Professional and on point in every way. Whether you're fishing with a family or want to catch your trophy, these guys can tailor it to your needs. Strongly recommended.

KWCC was great! We…read morehired KWCC for our wedding at the Hemingway House & exceeded all expectations. We visited their restaurant and did a tasting which was a ton of fun. They were extremely accomodating and flexible with tweaks to the menu. Throughout the planning process they were very responsive and easy to work with. On the wedding day, the food was delicious and the bars were run very well. The pricing was the most competitive and extremely reasonable and fair. Thank you, KWCC!

My husband and I chose key west catering company simply because they had one of the most affordable…read morepackages for food and open bar. They exceeded our expectations. I thought to myself, "they must have the most affordable bar prices because their food is sub par." I was SO wrong! Their food is awesome! Everyone loved the appetizers and dinner. Their staff was extremely easy to work with and very accommodating at my wedding. The chef worked with my husband and I to set a customized menu and made the whole process very easy and smooth. If I had to do it again I would 100% choose key west catering.

Planning for a destination wedding can be a daunting task. But having a family member that lives in…read moreKey West was definitely a big bonus. He referred me to Dan Leatherman and Key West Casual Weddings. My wife and I renewed our vows recently and couldn't ask for anything more. It transpired rather quickly with a few emails & text messages going back and forth for a few weeks. He performed the services that we wanted at Smathers Beach at sunset. But it was a whole lot more than just that. He was like a concierge with booking everything else. Hair and makeup for the Mrs at our hotel nearby, and flowers were delivered there also.Plus reservations at a restaurant nearby, right on the water. All we had to do was show up at our designated location an hour before sunset. Highly recommend Dan and his services if you're looking for a wedding day you'll never forget.

We loved everything about our 10 Year Anniversary Trip to Key West. From the moment we chose Dan…read morefor our vow renewal, I knew we made the best choice. Dan was so accommodating and we absolutely love our photos. Being in Key West I wanted to make sure we got the best shots... and we did!!! But most importantly, Dan found all the right words to express our special celebration. Thank you Key West Casual Weddings ... you exceeded our expectations!

We went on the stargazing sail last night (3/12/26) and it was just really so great!…read more We have lived, six months each year, on Key West for 10 years, and never heard of it until last week & we thoroughly enjoyed it, very glad we went! Often feel silly being pseudo residents (elsewhere in FL otherwise), doing touristy things, but we are always willing to try something new, especially if it involves boating! The crew was wonderful, and Astronomer Kevin is an incredibly smart man, who put on a great presentation. Literally perfect sailing conditions, comfortable boat & all around super experience. Will recommend this to our many, many guests and local friends. Kudos to your staff!

We loved our sail. It was fast, faster than all the other sailboats out there…read more The snacks and drinks were excellent, and the crew was outstanding. We really enjoyed watching them raise and lower the sails.