Size Matters Charters

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Reef and offshore, getting you out on the blue waters of the Florida Keys.

It’s all about the fish with Size Matters Charters! Join Captain Regina Teixeira for your next fun-filled, action-packed Florida Keys fishing trip! She loves sharing her fishing knowledge with families, buddy-trips, c...

Reef and offshore, getting you out on the blue waters of the Florida Keys.

It’s all about the fish with Size Matters Charters! Join Captain Regina Teixeira for your next fun-filled, action-packed Florida Keys fishing trip! She loves sharing her fishing knowledge with families, buddy-trips, corporate trips, and charity fundraisers. Whatever the reason for your next fishing trip, let Size Matters Charters and Captain Regina guide you to a great day!

Six guests are invited aboard the 2017 246 Cayman Robalo vessel. The boat is geared with outriggers and has casting platform for your benefit. The First Mate is happy to help with the bait, getting your line in the water, or reeling in your catch – anything you need for a successful day of fishing! The boat’s GPS and Fishfinder help us to target the fish. There’s also a toilet onboard for your comfort.

Fishing the Florida Keys is an incredible experience. And you’ll want the best crew guiding you to the fish. Size Matters Charters will help you target Grouper, Snapper, Triggerfish, Tripletail, Tuna, Wahoo, Bonito, Hogfish, Mahi Mahi, and many more. There are a variety of fish in the Gulf Stream just waiting for your bait. Let Captain Regina and Size Matters Charters help you reel them in!

Whether you’re an experienced angler, or new to the sport, we can help you out with a variety of techniques. We fish with light tackle, can go bottom fishing, drift fishing, trolling, spinning, or deep sea fishing. Don’t hesitate to ask Captain Regina or the First Mate as we’re fishing… we’re happy to help!

All trips include passageway for 6 anglers, fishing licenses, rods, reels, bait, lures, and tackle. You’ll want to bring food and drink of your choice (bring plenty of water to stay hydrated while out in the sun), sunglasses (preferably polarized), sunscreen, and a hat. You’ll also want to wear closed soft soled shoes (white bottom preferred) for traction (flip flops are not recommended, but okay). Also feel free to bring your camera, cooler for your catch, and any seasickness medicine.

Size Matters Fishing Charters is ready to give you the best fishing experience in the Florida Keys! Book today and we’ll see you on the water.

Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Toilet On Board
  • Children Welcome
  • Fishing Tackle Included
  • First Mate
  • Fishing Trips with Size Matters Charters start at: $700.00

    View Trips
  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 90311 Overseas Highway Islamorada, FL

    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

Half Day Trip (AM)

$700.00

Price includes up to 4 guests

7:30am - 11:30am EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

1/2 day reef and inshore fishing; depending on the season we'll have opportunities to catch grouper, bonito, tripletail, hogfish, little tunny, triggerfish, and mangrove snapper.

3/4 Day Trip

$850.00

Price includes up to 4 guests

8:00am - 2:00pm EST (6 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

3/4 day fishing - can either do offshore or reef fishing - weather permitting and customer preference. Depending on the season we'll have opportunities to fish for mangrove snapper, black grouper, tripletail, triggerfish, wahoo, tuna, kingfish, and more!

Half Day Trip (PM)

$700.00

Offered 05/01/25 - 08/01/25 Thur, Fri, Sat

Price includes up to 4 guests

12:30pm - 4:30pm EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

1/2 day reef and inshore fishing; depending on the season we'll have opportunities to catch grouper, bonito, tripletail, hogfish, little tunny, triggerfish, and mangrove snapper.

Full Day Trip

$1,000.00

Price includes up to 4 guests

+$50.00 per additional guest, max 6 guests

8:00am - 4:00pm EST (8 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Fish 8 hours - we can either fish offshore...with some reef time thrown in if you'd like. Depending on the weather & the season, we'll have opportunity to fish for a variety of inshore & offshore species.

Customer Reviews
Average Review
5
(11)
(0)
(0)
(0)
(0)
Excellent
Captain and mate were very knowledgeable and helpful. Very well equipped boat. The young teen anglers had a great time and caught many fish.
Captain and mate were very knowledgeable and helpful. Very well equipped boat. The young teen anglers had a great time and caught many fish.
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Great Day!
Captain Regina and her mate Tony are the best. Highly recommend fishing with this duo. Thank you for the fish and a great day.
Captain Regina and her mate Tony are the best. Highly recommend fishing with this duo. Thank you for the fish and a great day.
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Totally Recommend
Amazing time. Gina had a boat full or rookies (minus 1) and she taught us all how to catch fish and we caught fish....a lot of fish. We had a blast. Highly recommend.
Amazing time. Gina had a boat full or rookies (minus 1) and she taught us all how to catch fish and we caught fish....a lot of fish. We had a blast. Highly recommend.
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle
  • First Mate

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Florida | Islamorada