Improving Your Smile, Enhancing Your Life
At Chasin' Tail Siesta Key Fishing Charters, we are dedicated to providing you with an unforgettable fishing experience. Based in Siesta Key, Florida, our inshore and nearshore fishing charters are customized to cater to your specific needs, whether you're a beginner or an experienced angler. Our full-time captain, Tyler, has spent over a decade mastering these waters and is an expert in light tackle fishing, ensuring that you feel the bite and test your skills.
Experience the Best Inshore and Nearshore Fishing Charters
At Chasin' Tail Siesta Key Fishing Charters, we offer both inshore and nearshore fishing charters for up to 4 guests. Our 4-hour and 6-hour trips are ideal for families, groups, and individuals looking for a fun and rewarding day out on the water. Our inshore charters focus on fishing for grouper, snapper, kingfish, cobia, snook, redfish, permit, tarpon, tuna, shark, mackerel, sailfish, and other reef species, while our nearshore charters offer the opportunity to catch larger fish and explore the beautiful waters surrounding Siesta Key.
Meet Our Captain
Captain Tyler is a dedicated and experienced fisherman, with a passion for teaching and helping others to improve their skills. As a Dad, he is great with kids and can accommodate beginners and avid fishermen alike. His expertise in light tackle fishing means that you can expect to feel the bite and truly test your skills on the water. With Chasin' Tail Siesta Key Fishing Charters, you're not just booking a fishing trip - you're booking a rewarding experience with a local Siesta Key fishing guide who knows the hottest spots and is committed to making your trip memorable.
Customized Trips for an Unforgettable Experience
At Chasin' Tail Siesta Key Fishing Charters, we believe that every fishing trip should be a unique and unforgettable experience. That's why we go above and beyond to customize our trips to suit your needs. Whether you're looking for a relaxing day out on the water or a more intense fishing experience, Captain Tyler is more than happy to accommodate your requests. We use the best tackle, rods, and bait, including St. Croix, Shimano, Power Pro, Supre Slick Line, and more, ensuring that you have the best chance of landing the fish of the day.
Book Your Fishing Charter Today
Ready to book your unforgettable fishing experience with Chasin' Tail Siesta Key Fishing Charters? Our trips and pricing are competitive and all-inclusive, with charters for up to 4 guests and the option to add an additional 2 guests for just $50 each. We offer a variety of trip lengths and options, including 4-hour and 6-hour inshore fishing charters, 4-hour and 6-hour nearshore fishing charters, and tarpon charters (available in May, June, and July). We also offer 4-hour night fishing charters starting at 7 pm. All of our charters are private and include the use of our top-quality fishing equipment. To book your fishing charter, simply click on the green date that you want to fish and follow the prompts to reserve your trip. If you have any questions, please don't hesitate to contact us. We look forward to helping you create memories that will last a lifetime!
Mixed Reviews
The reviews for Chasing Tail Fishing Charters are mixed, with both positive and negative comments being shared by customers. On one hand, many reviewers have expressed their satisfaction with the charter, citing friendly and knowledgeable captains, excellent fishing experiences, and great customer service.
Customer Experience
Reviewers have praised captains Mike and Tyler for their hard work and dedication to putting them on fish. Several reviewers mentioned catching their limit or almost hitting their limit on various species, including snapper, snook, and trout. Many reviewers also appreciated the captains' patience, humor, and engagement during the trips.
On the other hand, some reviewers have shared disappointing experiences with the charter. Amanda Hunt and Ricky Gross both gave the charter 1-star reviews, citing issues with bait, fishing time, and the captain's honesty.
Negative Comments
One reviewer, Amanda Hunt, felt that the fishing trip was cut short due to lack of fishing activity and was not told the truth about the fishing conditions. Ricky Gross was also disappointed with the trip, feeling that the captain was late, wasted time buying bait, and the fishing was not productive.

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