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!

Great morning with Johnny and his father in law… limit of snappers and a king mackerel! Left them chewing

Morning Fishing

Mahi Mahi or Common Dolphinfish

Florida Keys Fishing Report August 2022

Barracuda

Yellowtail Amberjack

Grey Snapper

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!

Great Barracuda

Florida Keys Fishing Report

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.

EPSG:4269

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.

Roll up your sleeves and fish to catch your limit or your next trophy fish with Size Matters Charters. Capt. Regina will take you deep sea fishing up to 30 miles offshore to go after some pelagic predators, like Mahi Mahi, Wahoo, and Blackfin Tuna. You can also come aboard for a leisurely boat cruise through the beautiful waters of Islamorada! Whether you’re a novice or an experienced angler in Florida fishing, there is a fish out there with your name on it! Join Captain Regina for a fun and memorable fishing expedition through one of the Islamorada fishing charters. 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.

Islamorada, Florida is known worldwide for its crystal-blue waters, sport fishing, and laid-back atmosphere. There really is no better way to experience this bountiful fishery as well as jaw-dropping scenery than with&nbsp;Size Matters Charters! Experienced Captain, Regina Teixeira will take will take you to the sweetest spots that she knows them like the back of his hand! She loves nothing more than getting to know her clients so that she can provide them with a one-of-a-kind experience tailored to meet their expectations. Whether you want to battle with Mahi Mahi, Wahoo, and Blackfin Tuna,&nbsp;Grouper, or Yellowtail Snapper, or just take a leisurely cruise your captain will be there to provide you with a totally unique adventure. You’ll be spending your time on board&nbsp;"Size Matters", a 2017 Robalo Cayman 246, powered by a 300 HP Yamaha engine, a beauty that will have you on the fish in no time. Think that’s impressive? Not only can it comfortably accommodate 6 anglers, but it is also decked out with all the latest navigation equipment you’ll need for a safe and reliable ride throughout your trip. It also features outriggers, live bait well, and an icebox on board. Everyone is invited to join! Whether you’re a seasoned fisherman or are just discovering your sea legs, there’s something for everyone! Capt. Regina is happy to accommodate children of all ages, making this charter perfect for your next big family holiday. Your trip includes the finest rods and reels, as well as lures and live bait. There will also be a first mate who will help assist you with your needs. Your fishing license will also be provided, so all that’s left is for you to book an adventure with Size Matters Charters!

Meet Captain Regina Teixeira and Size Matters Charters

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

96 Madeira Rd

Bait Fee

Mate's Fee

Join us for a thrilling adventure on the beautiful waters of Islamorada! We are offering 100 dollars off the price of our half day fishing charters as a way of showing our appreciation to our wonderful guests. On these trips we will be targeting, Snook, Barracuda, Grouper and more! Your licesne is covered by Captain Gina's charter permits, so just bring a hat and sunglasses and whatever you would like to snack on or drink! These reduced price charters will be available from now until Labor Day. We cant wait to fish with you so book your charter today! 

Snook

4 hrs 

Summer Special- Discounted Fishing Charters

This is the perfect adventure for someone who wants a quick fishing trip. You'll head out to the reefs around Isla Morada, about 20 minutes away chasing after a variety of fish species!

All guests that book with us will receive a free Size Matters Charters shirt on the day of trip so book with us today! 

Blackfin Tuna

Gag Grouper

Wahoo Fish

Fishing Charters Islamorada

On this trip you can combine reef fishing with some offshore action. on our longer 6 hour trips You will head out offshore and go after gorgeous fish like Wahoo or Mahi Mahi, before heading back to the productive reefs. Over there you can target a variety of Snapper and Grouper.

The captain will provide you with all the required equipment. Customers are advised to bring polarized sunglasses, adequate clothing, sunscreen, and a burning desire to catch some fish!

All guests that book with us will receive a free Size Matters Charters shirt on the day of trip so book with us today! 

4 hour

6 hour

Islamorada Fishing Charters

Join us for a day of relaxing on the most famous sandbar in Islamorada! These will be four hour trips which is plenty of time to soak up the sun and relax in the crystal clear waters of Islamorada, Florida. We can take a maximum of six guests on this trip which makes it an awesome option if you are looking for something fun to do in Islamorada with your family or friends! We provide beach toys like paddleball & floats, just make sure to bring some sunscreen and sunglasses because the sun gets pretty strong down here in the Florida Keys. Book your trip today and come splash around! 

Sand Bar Tour Islamorada

Enjoy the best of both worlds, what could be better than relaxing on a sandbar in the beautiful waters of Islamorada after spending the morning fishing for some of the most sought after fish species in Florida. On these trips we will fish for about four hours and then spend the last two cooling down on the Islamorada's most famous sandbar! We provide all the bait and tackle necessary for fishing and provide some beach toys as well for you to enjoy while relaxing on the Sandbar.  Feel free to bring your own beverages. Dont let this opportunity pass you up, book your trip today! 