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Your Captain
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Regina Teixeira
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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 30 ft Hydra Sport, 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 by twin 300 HP Yamaha outboard engines, 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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What's Included
This guide offers trips that you are able to take home your catch.
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Your Guide has some important details about your trip with them.
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Read about the licensing details that is / is not covered in the below trips.
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This guide offers trips with nature and wildlife views.
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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
This guide offers trips that you are able to take home your catch.
Show More
Your Guide has some important details about your trip with them.
Show More
Read about the licensing details that is / is not covered in the below trips.
Show More
This guide offers trips with nature and wildlife views.
Show More
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
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.
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This inshore fishing trip is perfect for anglers who love steady action and variety. Spend 4 hours exploring the calm, scenic waters around Islamorada, targeting popular species like Mangrove Snapper, Yellowtail Snapper, Barracuda, and Mackerel. These fish are known for their speed, power, and excitement on light tackle—and many make excellent table fare. Captain Regina provides all the gear you’ll need—just bring your polarized sunglasses, sunscreen, and excitement for a great day on the water. Whether you’re a seasoned angler or new to fishing, this trip offers a fun, relaxing experience filled with plenty of bites and lasting memories. Plus, all guests receive a free Size Matters Charters shirt on the day of the trip! Please note: deposits are non-refundable.
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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 6) ✔ Target Fish: Tuna, Grouper, Barracuda, Mahi Mahi & more ✔ Price: $800 ✔ Bonus: Free Size Matters Charters shirt for all guests!
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Join Captain Regina Teixeira for a full-day, 8-hour fishing adventure in Islamorada! Explore offshore waters and vibrant wrecks while chasing Wahoo, Mahi Mahi, Blackfin Tuna, Grouper, and Snapper. This extended trip allows more time for action-packed runs, reef fishing, and multiple species, giving you the ultimate fishing experience. All tackle and equipment are included—just bring sunglasses, sunscreen, and your enthusiasm. Enjoy expert guidance, thrilling battles, and a chance to take home an unforgettable catch. Guests receive a complimentary Size Matters Charters shirt!
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Enjoy a fun and safe 3-hour family fishing adventure with Captain Regina Teixeira in beautiful Islamorada! Perfect for guests ages three and up, this trip targets exciting species like Snapper, Barracuda, and Blacktip Sharks. Explore nearby wrecks while learning fishing tips from an experienced captain, making it ideal for both kids and adults. All gear is provided—just bring sunscreen, sunglasses, and a sense of adventure. Reel in memorable catches, enjoy quality time on the water, and create lasting family memories on this action-packed fishing trip.
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Experience the ultimate fishing adventure with Captain Regina Teixeira! Spend 6 hours exploring both offshore waters and nearby wrecks, targeting prized species like Wahoo, Mahi Mahi, Blackfin Tuna, Snapper, and Grouper. Whether you crave high-speed offshore runs or steady reef action, this trip has it all. All gear is provided—just bring your sunglasses, sunscreen, and excitement. Enjoy expert guidance, thrilling battles with hard-fighting fish, and a chance to fill your cooler with memorable catches. Every guest receives a free Size Matters Charters shirt!
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Size Matters
Boat Type:
Boat Guest Capacity:
6
Boat Length:
30 ft
Manufacturer Name:
Hydra Sport
Model Year:
2017
Engine Manufacturer Name:
Yamaha
# of Engines:
2
Horsepower Per Engine:
300
Maximum Cruising Speed:
30
Features: First Mate Bait Tank Outriggers Toilet Ice-Box Fish Finder GPS Radar VHF Radio
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This center console boat is the perfect fit for any Florida Key's fishing adventure. With plenty of power and stability this boat will get us to the best fishing spots in the Florida Keys comfortably and quickly!
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Size Matters
Boat Type:
Boat Guest Capacity:
6
Boat Length:
30 ft
Vehicle Details
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Last Week Fishing Trip
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Great morning with Johnny and his father in law… limit of snappers and a king mackerel! Left them chewing
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July offered excellent inshore fishing in Islamorada, with Tarpon, Bonefish, Redfish, and Snook biting well. Marlin and Swordfish can be hunted offshore This August, expect Permit to be back on the flats, joining all your other shallow-water favorites. You can still catch some Baraccuda, Amberjack, and some Snapper around the reefs, or try going after Mahi Mahi offshore. I have limited dates available for August, be sure to book now!
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Just a few trips in the last week of July 2022 but the best dates for August and the coming months are still available for booking. Snapper & Barracuda bite is still on fire! If you are up for an adventure then book a trip with us and let's explore and get to fishing in the famous Florida Keys.
Ratings & Reviews Summary







October 28, 2025
We enjoyed everything about our trip. Very relaxing and accommodating. Our three kids had a blast catching fish and enjoying the boat ride. Regina and Ulysses were fantastic with our two small girls and took the time to show and help them out. Of course, they put the most fish in the box. We will definitely book again.
October 28, 2025
This is the first for me and my dad. We caught fish as soon as we got out there. Capt’n and Henry are great. If we come back we will be booking again! Thank you guys!!
October 28, 2025
"Regina is great! She's super flexible and will craft the fishing trip based on what you want. Her boat and fishing gear are clean and current. The entire experience is enjoyable and seamless, with her handling all of the logistics so you can just enjoy the day. Her prices are very reasonable, and you leave with fish you can eat for the rest of your vacation. You even get t-shirts at the end, which we loved! My dad and I decided to do a fishing charter during our week in the Keys. We were so lucky to find Size Matters, as her operation makes for a much more personal and affordable day of fishing than any other outfitters we could find. We are by no means avid fisherman, but Regina was very patient and knowledgeable in assisting us and teaching us about the marine life. The day ended up being our favorite activity of our trip. We would highly recommend it!"
October 28, 2025
We had a great trip with Captain Regina! She is a very nice person and knows where to go to get the fish. We ended up with 17 yellow tail snappers that tasted wonderful. Her mate was also a great guy and very professional.
October 28, 2025
My Husband and I booked a trip with Captain Regina and had a great experience. She did everything she could to put us on the fish. We had a great time and caught a mahi! Thank you, Captain Regina!
October 28, 2025
Had an awesome time on the water with the Size Matters crew. They were very knowledgeable and hard-working and they put us on lots of fish. Highly recommend.