
Services
Windward Fishing Charters offers fishing charters out of Siesta Key and surrounding areas. These charters are for all types of anglers. Whether you are an experienced fisherman or a first timer, Capt. Tim will ensure that everyone has a great time.
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This trip is a great way to spend the morning. The boat will depart at 8:00 a.m. and will go for a variety of species, also depending on what bite has been hot lately.
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This trip is a great way to spend the afternoon. The boat will depart at 1:00 pm and will go for a variety of species, depending on what bite has been the best lately.
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If 4 hours are not enough, this 6-hour charter will give more time to fish longer and run farther. It's recommended to bring a lunch for this trip, or you can stop at a local restaurant on the water per request. You'll target many species and also have time to do different techniques.
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This trip is for the avid angler looking to target tarpon. From Mid April throughout July we have some of the most exciting fishing that Florida has to offer, catching tarpon. The time of the trip will vary due to tides.
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Capt. Tim does his best to tailor each charter to be exactly what the guests are looking for. If there is something specific you are looking for, such as sight seeing, sunset tours, or anything else on the water you would like to do, feel free to call and get your perfect trip booked.
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Do you already have a boat but are looking for a captain to run the boat? Whether your looking to learn about running it, catch fish on your own boat, or just want a captain so you can sit back and enjoy it, Capt. Tim is happy to help make that happen.
Prices based for 3 guests. Additional $50 per additional guest.
Captain Timothy was amazing! Did an afternoon charter with him. Very patient and ensured kids were taken care of. Knew spots to go and find fish. We caught probably close to 30 fish throughout the day and although we had to release most secondary to size and/or regulations; the couple we were able to keep, he cleaned and filleted once we got to shore. We highly recommend and will look to do another charter when we come back down to Florida again!!
- Michael O












Captain Timmy is an outstanding fisherman with local knowledge to put you on the fish you dream of. He does an excellent job of watching and being ready for you. We caught two of these tarpon and they were worth it! I highly recommend Timmy and will 100% go through him again.
- Jack R