Size Matters Charters
If you're in the market for a day to remember, look no further than Size Matters Charters. With Captain Regina at the helm, you'll benefit from years of knowledge and experience.
These waters are known for Great Barracuda, Dolphin (Mahi Mahi), Wahoo, Mangrove Snapper, Gag Grouper, Blackfin Tuna, Yellowtail Snapper, Cero Mackerel, Sailfish, Mutton Snapper, Skipjack, Nurse Shark, and more – with any luck, it won't take long to hook into some.
For these species, you're likely to troll and bottom fish using light or heavy tackle.
Looking to get the whole family outdoors? Kids are absolutely welcome! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks for a boost of energy when needed!
Your boat for the day is a 30' Center console that holds up to 6 passengers. It comes with outriggers, everything you need for a productive day on the water. There's a toilet on board for your convenience.
Capt. Regina has rods and reels for you, along with lures.
A First Mate will be there to make sure everything is running smoothly. A 10–20% tip is customary to show your appreciation for their hard work.
There's no need to buy a fishing license, so all you have to do is look forward to your trip! Be mindful that some species may have special rules or limited seasons. Your captain will help you follow regulations while you fish.
It's always wise to bring a hat, sunglasses, bottled water, and sunblock (non-spray). If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.
Now's the time to experience fishing in Islamorada for yourself, with Size Matters Charters!
If you're in the market for a day to remember, look no further than Size Matters Charters. With Captain Regina at the helm, you'll benefit from years of knowledge and experience.
These waters are known for Great Barracuda, Dolphin (Mahi Mahi), Wahoo, Mangrove Snapper, Gag Grouper, Blackfin Tuna, Yellowtail Snapper, Cero Mackerel, Sailfish, Mutton Snapper, Skipjack, Nurse Shark, and more – with any luck, it won't take long to hook into some.
For these species, you're likely to troll and bottom fish using light or heavy tackle.
Looking to get the whole family outdoors? Kids are absolutely welcome! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks for a boost of energy when needed!
Your boat for the day is a 30' Center console that holds up to 6 passengers. It comes with outriggers, everything you need for a productive day on the water. There's a toilet on board for your convenience.
Capt. Regina has rods and reels for you, along with lures.
A First Mate will be there to make sure everything is running smoothly. A 10–20% tip is customary to show your appreciation for their hard work.
There's no need to buy a fishing license, so all you have to do is look forward to your trip! Be mindful that some species may have special rules or limited seasons. Your captain will help you follow regulations while you fish.
It's always wise to bring a hat, sunglasses, bottled water, and sunblock (non-spray). If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.
Now's the time to experience fishing in Islamorada for yourself, with Size Matters Charters!

| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
















We had an amazing experience with Size Matters Fishing Charter! Captain Regina and crew were incredibly knowledgeable, professional, and friendly from start to finish. They took the time to explain everything, shared their expertise, and made sure everyone on board had a great time. The fishing was fantastic—we caught tuna and yellowtail snapper, and the crew worked hard to keep us on the fish all day. We even had a couple of mahis on the line that got away due to user error on my part, but instead of making me feel bad, the crew was so supportive and encouraging. They kept the experience fun and positive, which made it even more memorable. If you’re looking for a charter with an experienced crew, great fishing, and an all-around enjoyable atmosphere, I highly recommend Size Matters Fishing Charter. We made great memories, caught some incredible fish, and can’t wait to book another trip!

You guys were awesome! Thanks for fishing with us!

Had an awesome fishing trip on the Size Matters charter in Islamorada! We caught yellowtail, saw a huge bull shark, and had a great time from start to finish. Captain Regina and first mate Tony were both fantastic—super knowledgeable, friendly, and made the whole trip fun and easy. Highly recommend this charter if you’re in the Keys. We’ll definitely be booking with them again next time we’re in Islamorada!

Thank you so much, it was a fun day today!
Captain Regina and Tony are amazing! Gorgeous boat and Regina knows her fishing! Any day of fishing on the Islamorada Hump or offshore in the Gulf Stream is amazing but they truly made it even better 🎣😎☀️
Took my grandboys on their first charter fishing trip. It will be a memory to last a lifetime. They caught Yellowtail snapper, and a ton of Mahi!. The Captain was very skilled and personable. A great trip!

Enjoyed every minute with you guys! Even through the chaos of mahi fishing! Thanks for choosing Size Matters ❤️

The trip was fun for my grandsons and me. We all caught fish. Unfortunately, the wind picked up and the waves made it difficult to troll for certain species of fish. But the captain, kept moving until we ran into fish to catch. We are looking forward to fishing wth the boat, SIZE MATTers again in a few months!

it was a great day! Made new friends! Fishing did get a lil sporty out there. See you next time
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Captain Regina Teixeira comes from a family of fishermen. Her father and grandfather were both men of the sea and she continues the family tradition. Capt. Regina has been fishing the Keys for the past 8 years, learning the tricks of the local fish and where the hottest fishing spots are. For the past 2 years she has been operating her own charter business, putting customers on the hottest bite around while providing a world-class customer service experience.

Tony D.
First mate
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Captain Regina Teixeira comes from a family of fishermen. Her father and grandfather were both men of the sea and she continues the family tradition. Capt. Regina has been fishing the Keys for the past 8 years, learning the tricks of the local fish and where the hottest fishing spots are. For the past 2 years she has been operating her own charter business, putting customers on the hottest bite around while providing a world-class customer service experience.

Tony D.
First mate
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Pickup not included
Transfer to/from departure site is not included in trip rates.
When the captain confirms your trip, FishingBooker charges your credit card a 15% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
When paying the remaining balance with a credit card, an additional 3% charge will apply.
