Next AvailableJun 05
Book with Andrew Bennett
Chasing Limits Charters
Identity Verified Holmes Beach FL
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Andrew Bennett, Captain at Chasing Limits Charters
Identity VerifiedExperience a full day immersed in the thrill of angling with Chasing Limits Charters amidst the vibrant waters of Holmes Beach! Discover the excitement of reeling in a variety of fish species as you explore the rich marine habitats under the guidance of seasoned experts. Whether you're a seasoned angler or a novice enthusiast, this adventure promises an unforgettable journey into the heart of Florida's coastal allure. Join us and uncover the secrets of the sea as we pursue the ultimate catch together!
Born and raised amidst the idyllic shores of Anna Maria Island, Florida, Captain Andrew Bennett's affinity for fishing began practically with his first steps. His journey has been one of continuous dedication, honing his craft over a lifetime. With over 15 years of experience navigating the intricate waterways of Tampa Bay and Sarasota Bay, Captain Andrew's expertise is second to none.
Embark on an unforgettable adventure with Chasing Limits charters and create memories that will last a lifetime. Captain Andrew operates from a 24ft privateer center console, powered by a robust 300 Yamaha outboard engine, ensuring swift and secure passage between the region's coveted fishing spots. Equipped with a trolling motor for silent maneuvers in shallow waters, a spacious livewell teeming with live baitfish, and a cutting-edge fishfinder, his vessel leaves no stone unturned in pursuit of the perfect catch.
Explore the bountiful waters surrounding Anna Maria Island and uncover the treasures they hold. While Captain Andrew's primary targets are Snook, Redfish, and Trout, the seasonal variations offer a diverse array of opportunities, from the thrilling pursuit of Tarpon and Kingfish to the delectable bounty of Snapper, Grouper, Hogfish, Cobia, Sheepshead, and beyond. Experience the full spectrum of Tampa Bay's rich marine life under the expert guidance of Captain Andrew Bennett.
You don't have to worry about purchasing a fishing license, making it hassle-free for you to join us! Families who enjoy fishing together will be delighted to hear that children are more than welcome to come aboard. Don't forget to bring along essentials like non-spray sunblock, sunglasses, snacks, and drinks for a comfortable trip. So, hop on board with Chasing Limits Charters and prepare to reel in some unforgettable memories!
Upcoming Availability
Expertise & Attributes
fishing
Bass Fishing
Deep Sea Fishing
Drift Fishing
Good with Families
Good with Kids
Good with Large Groups
Good with New Anglers
Live Bait
Saltwater FishingFishing Techniques
What's Included
Transportation
Transportation to and from the trip location.
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Keep your Catch
This guide offers trips that you are able to take home your catch.
Good to Knows
Your Guide has some important details about your trip with them.
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License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
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What's Included
Transportation
Transportation to and from the trip location.
Show More
Keep your Catch
This guide offers trips that you are able to take home your catch.
Good to Knows
Your Guide has some important details about your trip with them.
Show More
License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Trips Available with Chasing Limits Charters
Fishing
Starting At $600
Fishing Charter in Anna Maria Island | Private 4 to 6 Hour Inshore Trip
Fishing Area: Anna Maria Island
Fishing: Inshore
Fishing Boat:
Chasing Limits Charters • 24' Privateer • Max 6 guests (base trip price includes 6 guests)Description: Experience the best of Anna Maria Island inshore fishing with expert local captains who know where the fish are biting. Cruise shallow waters surrounded by mangroves, estuaries, and seagrass flats, ideal habitats for redfish, snook, trout, and more. Whether you're casting for the first time or looking to improve your skills, our guided trips offer a relaxed and rewarding day on the water. Perfect for families, friends, and anglers of all levels, each trip is designed to create unforgettable moments and fill your cooler with fresh catch. Discover why Anna Maria Island is a favorite fishing destination on Florida’s Gulf Coast.
Fishing
Starting At $1,000
Charter Fishing Anna Maria Island | 8-Hour Inshore Trip
Fishing Area: Anna Maria Island
Fishing: Inshore
Fishing Boat:
Chasing Limits Charters • 24' Privateer • Max 6 guests (base trip price includes 6 guests)Description: Spend a full day fishing the productive waters of Anna Maria Island on our 8-hour inshore charter. Guided by an experienced local captain, you’ll target popular species like snook, redfish, spotted seatrout, and tarpon in mangrove-lined flats and calm bays. This trip is ideal for anglers of all experience levels, offering hands-on instruction, quality gear, and access to some of the island’s top fishing grounds. Along the way, enjoy scenic views and the chance to spot dolphins, birds, and other local wildlife. Everything you need is included—just show up ready to fish and enjoy time on the water.
Tour
Starting At $300
Anna Maria Island Boat Tour | Private Sight-Seeing and Sandbar Trip
Tour Area: Anna Maria Island
Tour: Cruise
Fishing Boat:
Chasing Limits Charters • 24' Privateer • Max 6 guests (base trip price includes 6 guests)Description: Discover the natural beauty of Anna Maria Island on a relaxing coastal tour through clear, shallow waters. Cruise past lush mangroves and scenic shorelines as you explore quiet sandbars perfect for wading, shelling, and snorkeling. Keep an eye out for dolphins, rays, and seabirds that frequent these peaceful waters. Whether you're looking to soak up the sun, search for unique shells, or enjoy the calm Gulf breeze, this small-group outing is a great way to connect with nature. Ideal for families and couples, our guided tours offer a laid-back way to enjoy one of Florida’s most scenic coastal destinations.
Fishing
Starting At $750
Fishing Charter in Anna Maria Island | Private 4 to 6-Hour Tarpon Charter
Fishing Area: Anna Maria Island
Fishing: Inshore
Fishing Boat:
Chasing Limits Charters • 24' Privateer • Max 6 guests (base trip price includes 6 guests)Description: Target giant tarpon off Anna Maria Island with expert captains who know these waters inside and out. Known for their power and aerial strikes, tarpon offer a true test of skill for any angler. Fish the Gulf of Mexico’s nearshore zones and coastal passes from a fully equipped, comfortable vessel. With quality gear and professional guidance provided, anglers of all experience levels can enjoy the challenge. Take in scenic views, calm Gulf breezes, and the unique thrill of hooking into one of Florida’s most iconic game fish. Book your tarpon trip today and fish in one of the best spots on the Gulf Coast.
Tour
Starting At $200
Anna Maria Island Sunset Cruise | Private 2 Hour Cruise
Tour Area: Anna Maria Island
Tour: Cruise
Fishing Boat:
Chasing Limits Charters • 24' Privateer • Max 6 guests (base trip price includes 6 guests)Description: Experience the enchantment of Anna Maria Island with our Sunset Cruise, a journey that encapsulates the beauty and tranquility of Florida's Gulf Coast. Step aboard our vessel and embark on a leisurely voyage along the crystalline waters as the sun begins its descent. Join us for an unforgettable evening as we celebrate nature's nightly masterpiece on the Anna Maria Island Sunset Cruise.
Vehicle
Chasing Limits Charters
Boat Type:
Boat Guest Capacity:
6
Boat Length:
24 ft
Manufacturer Name:
Privateer
Model Year:
2024
Engine Manufacturer Name:
Yamaha
# of Engines:
1
Horsepower Per Engine:
300
Maximum Cruising Speed:
50
Features: Bait Tank Wheelchair Accessible Ice-Box Trolling Motor Fish Finder GPS
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Embark on your fishing adventure aboard a spacious 24’ Privateer center console, perfect for 6 people. Fitted with a powerful 300 Yamaha engine and advanced navigation tools, it ensures swift and secure journeys to prime fishing spots. Join the ride by booking today!
Boat
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Chasing Limits Charters
Boat Type:
Boat Guest Capacity:
6
Boat Length:
24 ft
Vehicle Details
FAQs about Chasing Limits Charters
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Reports and Expert Articles
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What’s Biting Around Anna Maria Island This Week
Fishing around Anna Maria Island has been active and productive, especially for inshore anglers targeting popular Gulf Coast species. Warmer water temperatures are drawing in baitfish, which means predators like snook, redfish, and spotted seatrout are feeding aggressively in the early mornings and late afternoons. Inshore Fishing Snook are holding strong along mangrove shorelines and around the passes. Live pilchards and soft plastics are working well on moving tides. Redfish are cruising the grass flats and oyster bars, with some solid slot-sized fish being caught on cut bait and shrimp. Trout have been scattered across deeper grass flats, especially in 3–5 feet of water, with consistent action on topwater lures and popping cork rigs. Nearshore & Beaches Tarpon sightings are increasing just off the beaches of Anna Maria Island. While the bite hasn’t fully peaked yet, schools of migrating tarpon are moving in steadily, especially during calm morning runs. Spanish mackerel, permit, jack crevalle, and ladyfish are also hitting hard along the beaches, providing fast-paced action on light tackle. Weather & Conditions Clear skies and light winds have made conditions ideal for both boating and shore-based anglers. Water clarity is excellent on the flats, and tides have been favorable for extended morning sessions. As we move deeper into May, expect the tarpon bite to intensify and snook activity to ramp up even more.
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Anna Marie Island
Fishing has been fantastic come find out for yourself! Call to book a Anna Marie Fishing Charters 941)725-8441 #chasinglimitscharters #annamariaisland #spring
Ratings & Reviews Summary
June 5, 2025
Captain Andrew Bennett delivered an exceptional fishing excursion in Anna Maria Island. His expertise and familiarity with the area led to a productive day of fishing with a diverse catch. His personable approach and evident passion for fishing made the outing enjoyable for all. I highly recommend Captain Andrew for a memorable fishing experience!
June 5, 2025
Captain Andrew Bennett provided an amazing fishing experience in Anna Maria Island. His knowledge and skill led to a successful day on the water, catching a variety of fish. His friendly and professional demeanor made the trip enjoyable for everyone. Highly recommend
June 5, 2025
This fishing expedition surpassed all others I've experienced. We were fortunate to reel in a whopping 12 distinct species of fish, ensuring an abundant supply for a generous dinner shared with a large gathering, with plenty left over. It was an unforgettable adventure, one that we will cherish for a lifetime. Andrew deserves our deepest gratitude for making it all possible.
June 5, 2025
He possesses a profound passion for fishing, coupled with an extensive depth of knowledge in the subject. His expertise extends not only to mastering various fishing techniques but also to understanding the intricacies of different fish species and their habitats. Moreover, his adeptness in imparting this knowledge makes him an excellent instructor, equally effective in engaging adults and children alike. His enthusiasm for angling is contagious, igniting a shared sense of excitement and curiosity among those around him.
June 5, 2025
Absolutely phenomenal fishing experience! From the moment we cast our lines, it was evident that we were in for something truly special. The ambiance of the serene waters, coupled with the expertise of the guides, made for an unforgettable outing. Every catch was met with excitement, and the thrill of reeling in each fish added to the overall exhilaration. Highly recommend for anyone seeking a memorable day on the water!
June 5, 2025
The expert guidance provided by the knowledgeable staff ensures that every moment is filled with excitement and learning opportunities.
