We had an excellent time fishing with captain Billy and first mate Jesse! I already was happy when…read moreBilly contacted me before we left regarding a cold front coming in and it would be advantageous to change our first scheduled day since conditions would be favorable. I'm so glad we did! The boat was equipped with everything we needed - had a bathroom, mini fridge for your lunch, they provided a cooler with plenty of water for the day which was very nice. We had fun catching a variety of fish, including mahi mahi, Bonita, one little tuna and the biggie: a white marlin, which was an unexpected surprise for us all and the highlight of our outing. Jesse worked tirelessly the entire time and it was an overall fantastic day. Once we returned back to the dock, he filleted our mahi for us and we took it over to Kaya Island eats per his recommendation which was the perfect end to a fun, tiring but successful day on the water. If you want a great day with nice, knowledgeable folks who will work hard to make your day memorable, I highly recommend booking with Linda D. UPDATE: Went out again on Wednesday and had an equally fantastic time w/captain Billy & Jesse. We caught several mackerel, king fish (including one very large one) and a few barracuda - the weather was beautiful and it was fun to catch such a different variety of fish over our couple of outings - our dinner was again delicious :) We will for sure be back!

My daughter and I boarded the Linda D V on time with Capt. Wicker and mate Jessie for am trip at…read moreKey West. Caught more than enough fish, various species with the expert trolling and multiple lines, excellent gear. Jessie was everywhere keeping fresh bait on lines, giving assistance where needed and Capt Wicker maneuvered to find and catch fish. Fish were filleted and iced once we returned. Both Captain and mate were very friendly, helpful, and competent. Boat was very. comfortable. Highly recommend this boat and crew.

In the past, we always did a full day with danger charters. This time we did the sunset and wine…read more It was wonderful. Great sunset with awesome staff that was entertaining and attentive. They served several different wines and hors d'oeuvres.

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

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!

Had the best time!! Caught a bunch and everyone was so helpful!! We had an awesome time and will…read moredefinitely be back!

We did the sunset cruise tonight and had a great time. Small group and a perfect sunset. Hunter was…read moreawesome. Not only did he keep our drinks full - he shared history of key west and fun facts. Highly recommend

Our group of 5 had an amazing day on the water fishing and sightseeing. The captain and crew were…read morehelpful with instruction, oversight, guidance, and assistance. We were on the water for about 1/2 day and plenty long enough to get some sun and catch enough to have a mess of fish for dinner later. We fished and moved to at least 4 spots. Be sure to bring plenty of sunscreen. We also packed a small cooler with drinks and snacks. Don't forget the hand sanitizer -- you'll be glad you did after handling bait and (hopefully) any fish you catch! When we returned to the dock, the crew prepped and filleted our catch for a nominal fee. Tips are appreciated and should definitely be considered a standard practice by patrons and not just a courtesy. Well earned after the hard work of a day on the water. The boat charter can accommodate about 40 passengers; however, on the day we went, we were at about 2/3 capacity. Customers were a wide skill range from rookies to regulars. We took our fresh prepped fish home and sautéd it later for an impromptu house party for 7 diners. Great experience to be able to eat something we'd caught earlier that day!

Staff was helpful, knowledgeable, and friendly. Boat was clean and spacing/position on boat was…read morefair... meaning we asked "if" a position on the stern is available we would like to be considered. Captain was more than accommodating and we truly enjoyed ourselves. We ended up giving our fish to some other folks who hadn't been as lucky. We highly recommended Gulfstream Fishing

We had such a great morning with Captain Justin! He took us out and was so patient with our kids…read moreand me - teaching us how to cast and where to cast. He got us on a school of Lady fish immediately and we all caught some. My husband caught an amberjack early too. We almost had a big barracuda but it ate some of our bait and then jumped high out of the water to give us a little show! My youngest really wanted to catch a shark so Captain Justin took us to a great spot and started throwing out bait trying to get some sharks in. We had so many! Several lemon sharks and nurse sharks and 1 bull shark. We reeled in 2 lemon sharks and 1 nurse shark. Captain Justin was so great helping us reel them in and cheering us on! We would absolutely fish with Shadow Casters the next time we are in Key West. It was such a great day!

Captain Smouse will get you on fish! His local knowledge and fishing skills are as good as it…read moregets. His boat is fast and reliable. I have booked multiple trips with him over the last few years for everything from tarpon to shark. No matter your experience level, absolute beginner to seasoned veteran, Captain Smouse can make the experience one you'll cherish. And you'll definitely want to do it again!