Are you ready to plunge into the heart-pounding world of deep-sea and inshore fishing in the captivating waters of Islamorada, Florida? Look no further than Size Matters Charters, your gateway to adrenaline-charged fishing expeditions led by the fearless Captain Regina Teixeira. Whether you're an angling enthusiast or a sun-seeking leisure traveler, get ready for an experience that will leave you breathless and exhilarated. At the helm of Size Matters Charters is the remarkable Captain Regina Teixeira, an expert navigator and fishing aficionado. With her at the helm, you're in for an adventure that will satisfy your craving for excitement and exploration. Set foot on the sleek and impeccably maintained 24’ Robalo bay boat, an embodiment of both style and functionality. This vessel, emanating the allure of newness despite its 2017 origins, is the perfect companion for conquering the boundless waters of Islamorada. Powered by a roaring 300 HP Yamaha outboard engine, the boat boasts a top cruising speed of 35 knots, ensuring an electrifying journey to your chosen fishing grounds. Accommodating up to 5 eager companions, the boat's clever design guarantees unrestricted movement, eliminating the hassle of tangled lines and cramped spaces. Captain Teixeira's expertise extends to both deep-sea and inshore fishing, promising an action-packed day whether you're yearning for the vast open sea or the tranquility of coastal waters. Venture up to 30 miles offshore for a chance to battle with prestigious pelagic predators like Mahi Mahi, Wahoo, and Blackfin Tuna. Feel the adrenaline surge through your veins as you utilize onboard outriggers for the thrilling technique of trolling, increasing your chances of a triumphant catch. Worried about equipment? Don't be. Captain Teixeira has you covered with all the essential gear for a successful and safe expedition. To maximize your comfort and enjoyment, remember to pack polarized sunglasses, suitable clothing, sunscreen, and an unquenchable thirst for adventure. In the realm of Islamorada fishing charters, Size Matters Charters stands out as a beacon of excitement and exploration. It's time to embrace the adrenaline, explore the depths, and conquer the waves. Prepare for an unforgettable journey with Captain Regina Teixeira, where deep-sea and inshore fishing dreams become a reality against the backdrop of the enchanting Islamorada waters. Book your adventure now and unleash your inner angler with Size Matters Charters!

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Morning Fishing

Florida Keys Fishing Report August 2022

Florida Keys Fishing Report

EPSG:4269

Things To Do in Islamorada Florida

Inshore and Offshore Fishing Charters in Islamorada, FL

Join Captain Regina Teixeira of Size Matters Charters for a fun and action-packed fishing adventure. The crew welcomes guests of all skill sets and they will provide you with a unique inshore &amp; offshore charter. Book a trip now and check out why Islamorada is a paradise for all anglers.

Size Matters Charters, based in the fishing haven of Islamorada, FL, is your gateway to exceptional fishing adventures in the Florida Keys. Under the expert guidance of Captain Regina Teixeira, this premier fishing charter service stands out as one of the best in Islamorada. Captain Regina’s passion for the sea and deep understanding of the local waters make every trip an unforgettable experience. Size Matters Charters caters to all skill levels, offering customized fishing excursions that promise excitement and bountiful catches. Whether you're looking for a family-friendly outing or a thrilling deep sea fishing adventure, Captain Regina and her crew ensure a memorable day on the water. Islamorada is renowned for its rich fishing grounds, and Size Matters Charters takes full advantage of this bounty. With a focus on both inshore and offshore fishing, guests have the opportunity to target a variety of sought-after species. Among the prized catches are Blackfin Tuna, known for their powerful fight and deep-bodied beauty, and the vibrant Mahi-Mahi, also called Dorado, celebrated for their acrobatic displays and striking colors. Additionally, anglers can pursue the elusive Wahoo, famous for their speed and sharp teeth, as well as the formidable Great Barracuda, known for their sheer size and fierce nature. These thrilling species ensure that every trip with Size Matters Charters is filled with action and adventure. Captain Regina's expertise extends to targeting bottom-dwelling species such as the Gag Grouper, often called Velvet Rockfish, and the versatile Grey Snapper, commonly known as Mangrove Snapper. These fish not only provide a challenging catch but also make for delicious table fare. With top-notch equipment, a well-maintained vessel, and a deep commitment to customer satisfaction, Size Matters Charters delivers an unparalleled fishing experience in the heart of the Florida Keys. Whether you’re aiming to catch your first big fish or add to your list of personal bests, Size Matters Charters with Captain Regina Teixeira offers the perfect blend of excitement, education, and enjoyment on the pristine waters of Islamorada. Fishing out of Islamorada, FL, Size Matters Charters will make your Fishing Charter the best Fishing experience we can provide. We target Blackfin Tuna (Also Called Deep-Bodied Tunny&nbsp;), Common Dolphinfish (Also Called Dolphin, Dolphinfish, Common Dolphin, Mahi-Mahi, Dorado, Dourade&nbsp;), Gag&nbsp;Grouper (Also Called Charcoal Belly, Velvet Rockfish, Grouper&nbsp;), Great Barracuda (Also Called Giant Barracuda, Picuda&nbsp;), Wahoo&nbsp;(Also Called Ono, Ono Malani, Hoo, Pacific Kingfish, Malata kingfish, Queen fish, Paala, Paere, Peto, Sierra, Solandra, Serra-da India, Kamasu-Sawara, Acantocibio, Cavala de India, Keskas, Kin Fis, Mersad, Kinkfish, Peto, Guarapucu, Thazard batard), Grey Snapper&nbsp;(Also Called Mangrove Snapper, Gray Snapper&nbsp;). We Fish Atlantic Ocean, Florida Bay, Florida Keys, West Lake, Key West, Atlantic Ocean. See the maps below for exact guest meeting locations. We meet our guests at Lorelei Restaurant &amp; Cabana Bar (96 Madeira Rd, Islamorada, FL 33036, USA). Top Rated Fishing Charter in Islamorada.

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Easily change trip dates, times, or trip type by contacting Size Matters Charters from your receipt or right from our website! We look forward to fishing with you!

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Size Matters Charters The Ultimate Fishing Charter Experience from Islamorada

Size Matters Charters, based in the globally renowned fishing destination of Islamorada, FL, offers an unparalleled experience in the sport fishing capital of the world. Islamorada is famous for its crystal-blue waters, abundant marine life, and relaxed atmosphere, making it the ideal location for both avid anglers and those seeking a serene getaway. With Size Matters Charters, you can fully immerse yourself in the breathtaking scenery and bountiful fishery of the Florida Keys. There's no better way to experience the thrill of Islamorada's fishing scene than aboard a well-equipped vessel guided by an expert captain. Captain Regina Teixeira, an experienced and passionate angler, leads Size Matters Charters with a deep knowledge of the local waters. She knows the best fishing spots like the back of her hand and is dedicated to providing each client with a unique, tailored experience. Whether you're eager to battle with Mahi Mahi, Wahoo, Blackfin Tuna, Grouper, or Yellowtail Snapper, or simply wish to enjoy a leisurely cruise, Captain Regina ensures a memorable adventure. She takes the time to get to know her clients, making every trip a personalized journey that meets and exceeds expectations. Your adventure with Size Matters Charters takes place on the "Size Matters," a 2017 Robalo Cayman 246 powered by a 300 HP Yamaha engine. This impressive vessel is designed for both performance and comfort, accommodating up to six anglers and featuring the latest navigation equipment for a safe and efficient trip. Outriggers, live bait well, and an icebox are all on board, ensuring you're well-prepared for a successful fishing excursion. Whether you're a seasoned fisherman or new to the sport, Captain Regina and her first mate are ready to assist you with top-notch rods, reels, lures, live bait, and a fishing license, making your experience seamless and enjoyable. Families with children are especially welcome, making Size Matters Charters the perfect choice for your next big family holiday in the stunning waters of Islamorada.

Meet Captain Regina Teixeira and Size Matters Charters

Things To Do

Your fishing license is covered for the trip.

Fishing License

Common Questions What is the best month to fish in Islamorada?The best month to fish in Islamorada is typically during the winter months, from December to February, when the weather is mild and various species are abundant. For an unforgettable experience, Size Matters Charters offers expert-guided trips during this prime season, ensuring you reel in the biggest catches while enjoying the stunning surroundings of Islamorada. Is Islamorada good for fishing?Absolutely, Islamorada is renowned as a top fishing destination with its rich marine life and diverse species. When you choose Size Matters Charters, you're tapping into local expertise that maximizes your chances of success, making your Islamorada fishing adventure truly exceptional. Is Islamorada the fishing capital of the world?Often referred to as the "Sportfishing Capital of the World," Islamorada boasts incredible fishing opportunities due to its prime location along the Florida Keys. When you select Size Matters Charters, you're securing a premium experience in the heart of this fishing paradise, ensuring you make the most of Islamorada's renowned angling reputation.

Come Fish With Us

Islamorada Fishing Charters Operate Year-Round

DEPOSIT: A deposit is required for all bookings and will be applied at checkout

BALANCE: The remaining balance is due on the trip date as either Credit or Cash.&nbsp;

GUEST CANCELLATION: In the event that you must cancel your booking, you must do so 14 days prior to your trip date to receive a refund on your deposit. Rescheduling is encouraged and dependent on guide availability.

GUIDE CANCELLATION: In the rare event that your guide must cancel due to inclement weather, health, or equipment issues, you will have the option to reschedule your charter for a later date or receive a refund on your deposit. TIPPING: Tips to your guide are greatly appreciated for your quality trip.

Trip Policies

Air Fee

Bait Fee

Mate's Fee

Nitrox Fee

Service Fee

Trimix Fee

Perfect for anglers looking for a quick yet action-packed fishing trip, this adventure takes you to the reefs around Islamorada, just 20 minutes from shore. Target a variety of reef fish, including snapper, grouper, and mackerel, while enjoying the beautiful waters of the Florida Keys. Whether you're a seasoned pro or a first-timer, our experienced crew will guide you every step of the way. All guests who book with us will receive a free Size Matters Charters shirt on the day of the trip—don't miss out on this unforgettable fishing experience!

Deposits are non-refundable (Trips & Rates Page)

Blackfin Tuna

Gag Grouper

Great Barracuda

Mahi Mahi or Common Dolphinfish

Wahoo Fish

4 hrs 

Fishing Charters Islamorada

This trip offers the best of both worlds—start offshore chasing prized fish like Wahoo and Mahi Mahi, then return to the reefs to reel in Snapper and Grouper. With a full 6 hours on the water, there’s plenty of time to battle hard-fighting fish and fill the cooler. The captain provides all necessary gear, so just bring your polarized sunglasses, sunscreen, and the excitement to land some incredible catches. Whether you're looking for fast offshore runs or steady reef action, this trip delivers. Plus, all guests receive a free Size Matters Charters shirt on the day of the trip!

Deposits are non-refundable (Trips & Rates Page)

4 hour

6 hour

Islamorada Fishing Charters

Just 20 minutes from shore, this trip takes you to prime reef fishing spots where you can reel in Blackfin Tuna, Grouper, Barracuda, Mahi Mahi, and Wahoo. Whether you're a seasoned angler or a first-timer, our experienced crew will guide you every step of the way.
✔ Max 6 guests (Base price includes 4)
✔ Target Fish: Tuna, Grouper, Barracuda, Mahi Mahi & more
✔ Price: $700
✔ Bonus: Free Size Matters Charters shirt for all guests!