Four Keys Charters

We had 15 girls for a Bachelorette this past Saturday and had a blast! Captain Drew and Jim were the best! We hit up two sandbars and a tiki bar for lunch. I highly recommended Four keys Charter, we will definitely be back again.

We had 10 girls out with Captain Drew and Jim today, they were amazing! They showed us a good time, went out of there way to make sure we enjoyed ourselves and were such gentlemen! I don’t have enough good things to say about them! Definitely made our day. This was the only charter we found that could accommodate such a large group and did everything for us. So happy we made this plan!

We had the most AMAZING time with Four Keys Charter for my sister’s bachelorette in Siesta Key! Jim and Drew were amazing captains—so fun, easy-going, and they knew all the best spots. They even had a ring floaty for the bride, which was such a cute touch. The ride was smooth the whole way, and they even took photos for us. Truly the highlight of our trip—highly recommend!

Captain Jim was a 12/10. He took us to see dolphins, tiki bar hop, and we swam in the ocean and enjoyed the water mat. It was literally the best chartered boat we could have ever imagined for this group of moms 40th bday trip. Would tell everyone he is the best.

We had the best day enjoying the beautiful water & coastal scenery, sunshine and amazing boat ride during our charter. Captain Jim was great!! Our kids loved swimming at the sand bar, shelling, spotting dolphins, and exploring Egmont Key Island too. I highly recommend Four Keys Charters for a fun day out on the water! We will definitely be back next year!

We had such a blast on our boat tour for my bachelorette. Our guide was very knowledgeable, friendly and provided amazing service the whole time. My favorite part was how we went out to Lido Key and they found us a great tiki bar to get dropped off at for lunch at the end of our trip. I would highly recommend! It was the highlight of our trip!

We had the BEST morning on our Four Keys brunch cruise! Sarabeth was incredibly helpful and communicative throughout the entire booking process and even helped adjust our menu to accommodate some dietary restrictions. We had mimosas while we enjoyed a beautiful tour of the keys and a local sandbar—bonus points for Captain Jim getting us close to dolphins and manatees, too! It was exactly the combination of relaxing and sightseeing that we were after for our bachelorette trip to Sarasota. I highly recommend Four Keys Charters for coastal views and a seamless experience start to finish!

Core memories made on our girls trip! Captain Jim 1000% made the trip! Cruising, getting us to all the sights, dolphin spotting, tiki bar drinks, sandbar exploring and joining in on our TikTok dance fun! This will be a must do again with every visit! Don’t pass on booking a boat excursion with Four Keys Charters!

Captain Jim was fantastic! He was kind, conversational and provided us with fun facts throughout our ride. The charcuterie spread was delicious and fresh as well! Highly recommend and would book again!

My family took a fishing charter with Captain Jim. We all had a wonderful time! Captain Jim is a great guy and very down to earth. He got on us the fish, reds snook and trout! We can’t wait to do it again!! 😊

I just wanted to let you know that we all had a wonderful time on the Sunset Cruise. We very much appreciated how you tailored the Cruise to our wishes and then you put your own special touches on it. Charcuterie board and wine was very very nice. I had no idea there was so much wildlife about and seeing the bald eagle was extremely special. It was fun to see the beautiful homes from the Waterview a.k.a. the nosy neighbor tour😂… you are an accomplished captain and an excellent tour guide. Hope to see you next year.

The sunset cruise was the HIGHLIGHT of our trip! Sarabeth was very helpful and responsive in the booking process. My daughters and I have horrible motion sickness so I was worried. Captain Jim was so thoughtful on making sure we stayed out of rough water. First time on a boat that I didn't get sick. Everything was fantastic! Captain Jim was vey knowledgeable. We saw all kinds of wildlife, dolphins, manatee, and of course the beautiful sunset. Highly recommend anyone looking for something fun and different. We will book with four keys every time we come back to visit!

We had a great trip out on the Sunset fishing charter with Captain Jim! The fishing was great! The Snook bite was on the money and the Sunset to end the trip was Amazing! 10/10 would recommend Four Keys Charters!

We had a amazing trip with Captain Jim. He was attentive, switching our bait to ensure a great catch. He was fun, friendly and talkative and took us to some awesome spots where we caught red fish, snook, and jacks. We had the best time and are already planning another trip with him!

Captain Jim was the best!! Super friendly and courteous. Saw some manatees! Took lots of pics. Definitely would recommend if you want a unique experience with friends and don’t own or know how to drive a boat.

We waited until last minute to book this as we weren’t sure. So glad we did!!! We had a request of sandbar & sunset and the owner allowed us to add 1 hr 15 minutes prior to sunset to give us and our kiddos enough time to enjoy the sandbar and then watch the sunset. We had captain drew, 10/10 he was awesome funny and felt like one of the guys. Our husbands enjoyed hanging with him! We were able to witness the beautiful sunsets and fun things underwater as well. Highly recommend. We were a group of 7 1/2. 4 adults 3 kids 6,6,3 and a baby 1.

We went on a family fishing trip with Captain Jim and had a blast. Everyone caught multiple fish and enjoyed the sights while the sun was setting. Definitely recommend.

Captain Jim was awesome! This was a great tour and we were able to get some beautiful pictures of the sunset! We really enjoyed the champagne toast at sunset.

We took a sunset cruise with Captain Jim. It was so convenient to have a choice of several pick-up locations, and the comfortable, great-for-socializing boat was in pristine condition. Captain Jim was friendly, knowledgeable, professional and accommodating. We had a wonderful evening, and the beautiful charcuterie board and bubbles were the perfect complement to our memorable trip. We will definitely book Four Keys again !

We had an amazing time on this charter with captain Jim! It was incredible to be able to catch a 38 inch snook and a 26 inch red drum. Jim was very accommodating and helpful which made this our best family salt water fishing experience ever! The next time we visit the area we hope to book a charter with captain Jim again.

The sunset cruise was amazing - we saw dolphins and had a wonderful time. They made a charcuterie board for us and it was the perfect way to celebrate my husband's 40th. The captain and the staff were responsive and friendly.

Four Keys Charter has been fantastic! We’ve rented from them twice now, both times with Captain Dalton. Sarabeth is excellent to work with when booking the charter, and Captain Dalton is incredibly knowledgeable about the area. We’ve had wonderful experiences both times and are thrilled to have found such a great service! We HIGHLY Recommend!!!!

We had a perfect brunch boating day with family. Captain Jim knew exactly where to anchor the boat for a great day of swimming. The food was absolutely amazing. We will definitely do this again! Thanks for a fun day!

My husband took our family on a Mother's Day brunch cruise and we loved every minute of it! The food was fantastic and plentiful for our party of 6. Champagne was a treat! Caption Jim is knowledgeable and safe. I felt comfortable and fully relaxed onboard. We were lucky enough to see a herd of manatees on our way to a sandbar at New Pass for a swim. It was a perfect adventure and a Mother's Day I'll never forget. I highly recommend!

We booked the brunch cruise for a girls getaway and it was fabulous! The food and drinks were amazing! We enjoyed the mimosa bar. I highly recommend booking this experience, it was a highlight of our trip to Sarasota.

Captain Jim was the best! Professional, personable and very knowledgeable. Our sunset cruise was amazing and the charcuterie board and champagne were an added treat. We will definitely be back and highly recommend this family owned business!!!

An amazing experience for our entire family touring Sarasota Bay on a sunset cruise hosted by Captain James. Our captain was extremely knowledgeable and provided our family with the personalized service you can only get from a private charter. The cruise was very informative. He took us to see places that mattered most to our family, specifically our grandchildren. We got to see some interesting sites you can only get from being on the bay like the Ringling Brothers mansion Ca’ d ’Zan. Our grandchildren loved seeing the manatees hiding out in the canals. The evening was capped off with a beautiful unobstructed view of the Sunset in the Gulf.

Captain Jim was the best! Professional, personable and very knowledgeable. Our sunset cruise was amazing and the charcuterie board and champagne were an added treat. We will definitely be back and highly recommend this family owned business!!!

We had an amazing time on the water with Captain Jim! All we had to do was show up and he took care of the rest. Beautiful water views, also saw dolphins and manatees. Enjoyed listening to our favorite music while taking in an amazing sunset. We will be booking again soon!

Used Four Keys Charter for a bachelorette party sunset cruise and had the absolute BEST time!! Champagne and charcuterie was a lovely touch and Captain Jim really brought the energy/good vibes by playing the jams we needed on aux and helping be an extra hand for photo ops. Would 100% book with this team again, cannot recommend them enough!

We booked the sunset cruise with Captain James and had an amazing experience. We got to really see the area, including the native birds, the sights, and of course a gorgeous sunset! The pick up was convenient, the tour was personalized for our interests, and the boat was clean and comfortable. Highly recommend!