Triple Trouble Charter Fishing
Triple Trouble Charter Fishing
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    • About Us
    • What to Expect
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    • Home
    • About
      • About Us
      • What to Expect
    • Gallery
      • Our Boat
      • Some of Our Catches
      • Girl's Trips
    • Contact Us
  • Home
  • About
    • About Us
    • What to Expect
  • Gallery
    • Our Boat
    • Some of Our Catches
    • Girl's Trips
  • Contact Us
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Southwest Florida’s Premier Offshore Fishing Charters!

Southwest Florida’s Premier Offshore Fishing Charters!Southwest Florida’s Premier Offshore Fishing Charters!Southwest Florida’s Premier Offshore Fishing Charters!

Serving Charlotte, Lee, and Sarasota Counties

BOOK NOW!

Southwest Florida’s Premier Offshore Fishing Charters!

Southwest Florida’s Premier Offshore Fishing Charters!Southwest Florida’s Premier Offshore Fishing Charters!Southwest Florida’s Premier Offshore Fishing Charters!

Serving Charlotte, Lee, and Sarasota Counties

BOOK NOW!

Check out some of our recent catches!

Our Charters!

4 Hour Near Shore

4 Hour Near Shore

4 Hour Near Shore

 

Join us for a fun and action-packed 4-hour nearshore adventure, perfect for families, beginners, and seasoned anglers looking for a quick getaway on the water. We’ll target a variety of exciting bottom-dwelling species, giving you plenty of opportunities to reel in great fish and enjoy the beautiful Gulf waters.

Call today for pricing and availability!

BOOK NOW!

6 Hour Offshore

4 Hour Near Shore

4 Hour Near Shore

 

Join us for an exciting half-day offshore adventure, where we target a wide variety of species that keep every trip action-packed. From hard-fighting bottom fish to roaming predators, you never know what might show up—there’s even a chance to hook a pelagic along the way.

Perfect for anglers of all skill levels, this trip delivers plenty of fishing time, great scenery, and unforgettable Gulf Coast excitement.
Call today for pricing and availability!

BOOK NOW!

8 Hour Offshore

4 Hour Near Shore

8 Hour Offshore

 

Join us for our most exciting trip—an 8-hour full-day fishing charter designed for anglers who want the ultimate Gulf Coast experience. With plenty of time on the water, you’ll have the opportunity to target a wide range of species and take on whatever the Gulf decides to throw your way.

If you're looking for maximum action, variety, and adventure, this is the trip for you.
Call today for pricing and availability!

BOOK NOW!

Meet Capt. Leith Middleton

Local Knowledge

 

Born and raised in South Florida, Captain Leith Middleton is a seasoned offshore charter captain with over 30 years of experience navigating and fishing the open waters of Lee, Charlotte, and Sarasota counties. Growing up on these Gulf Coast waters shaped his lifelong passion for the ocean and honed the skills that set him apart today.


Known for his deep local knowledge, expert angling abilities, and friendly, patient approach, Captain Middleton has built a strong reputation for delivering unforgettable fishing experiences for anglers of all ages and skill levels. His mastery of multiple fishing techniques and understanding of seasonal and local fish patterns ensure each trip is both successful and exciting.


Dedicated to safety and environmental stewardship, Captain Middleton incorporates sustainable fishing practices into every charter, preserving the Gulf’s natural beauty and fishery for future generations.


Whether you're seeking trophy fish or a memorable day offshore with family and friends, Captain Middleton is committed to providing a safe, enjoyable, and highly rewarding adventure on the water.

About our boat

 

41' Custom Morgan

Our custom 41-foot express boat is designed for comfort, stability, and performance—making it one of the most enjoyable vessels to fish from in Southwest Florida. Powered by twin Cummins diesel motors, it delivers a smooth, reliable ride in all conditions, ensuring you stay comfortable whether we’re running offshore or anchored on the bite.

The cabin can be fully enclosed for added comfort during weather changes, and the boat offers ample seating throughout, including two cushioned deck chairs for extra relaxation while cruising or waiting for the next big strike. Below deck, you’ll find a spacious stateroom with a full head, providing convenience for longer offshore trips.

If you’re looking for a fishing charter that combines performance with exceptional comfort, this vessel offers one of the most enjoyable rides on the Gulf Coast—perfect for families, seasoned anglers, and offshore adventurers alike.

    Check out some of our 5 Star Reviews! ⭐⭐⭐⭐⭐

    Contact Us

    If we don't answer, please leave a message.

    We might be reeling in a big one! 

    Now fishing out of Stump Pass Marina.

    Triple Trouble Charter Fishing

    260 Maryland Avenue, Englewood, Florida 34224, United States

    Captain Leith 941-234-3094

    Privacy Policy

     

    Privacy Policy for Triple Trouble Charters LLC

    Last Updated: 11/17/2025

    Triple Trouble Charters LLC (“we,” “our,” or “us”) is committed to protecting your privacy. This Privacy Policy explains what information we collect, how we use it, and how we keep it safe when you visit our website or contact us.

    1. Information We Collect

    We may collect the following information when you use our website or contact us:

    • Personal Information: Name, phone number, email address, and any details you provide when requesting information or booking a charter.
       
    • Usage Information: General data such as pages viewed, time spent on the site, and browser type (collected automatically through standard website analytics tools).
       
    • Payment Information: If payments are made online, they are processed securely through third-party payment providers. We do not store or collect your credit card details.
       

    2. How We Use Your Information

    We may use your information to:

    • Respond to inquiries or provide quotes
       
    • Confirm or manage charter bookings
       
    • Improve our website and customer experience
       
    • Send updates, trip information, or promotional messages (you may opt out at any time)
       

    3. Sharing Your Information

    We do not sell, trade, or rent your personal information.
    We may share your information only with trusted third parties who help us operate our business (such as payment processors or website services), and only as needed to perform their services.

    4. Cookies & Tracking

    Our website may use cookies or similar tools to improve loading speed and user experience. You may disable cookies in your browser settings.

    5. Data Protection

    We take reasonable steps to protect your information from unauthorized access, disclosure, or misuse. However, no online system is 100% secure, and we cannot guarantee absolute protection.

    6. Links to Other Websites

    Our website may contain links to external sites. We are not responsible for the content or privacy practices of those third-party websites.

    7. Your Choices

    You may request to update or delete your personal information at any time by contacting us at:

    Triple Trouble Charters LLC
    (941) 234-3094

    8. Changes to This Policy

    We may update this Privacy Policy from time to time. Any changes will be posted on this page with a new “Last Updated” date.

    Connect With Us

    Triple Trouble Charter Fishing, llc

    941-234-3094

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