
Size Matters Charters

Charter
Rating
Anglers' gallery (206)
What anglers say
All reviews (122)
Ting LiangFlorida, US•Member since 20265.0Verifiedcaptain Regina is the best captain ever!
3/4 Day Trip • 2 adultsWe 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!
Reported catch:



Response from CaptainYou guys were awesome! Thanks for fishing with us!
Chandalyn PulmanoRepeat anglerGeorgia, US•Member since 2024•2 trips5.0VerifiedDinner for two (plus a few more)
Half Day Trip • 2 adultsHad 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!
Reported catch:
Response from CaptainThank you so much, it was a fun day today!
Rick BotoffNew Jersey, US•Member since 20265.0VerifiedGreat day for All of us!
Full day trip • 4 adultsThe 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!
Response from Captainit was a great day! Made new friends! Fishing did get a lil sporty out there. See you next time
Adam Van WieRepeat anglerFlorida, US•Member since 2022•5 trips5.0VerifiedReally fun Mahi trup
3/4 Day Trip • 6 adultsThis morning we went out with Captain Regina and caught 9 total mahi, 6 of which we could keep. We had to dodge storms and ultimately got chased off the water, but she only charged us for a half day instead of 3/4 because of it. I would reccomend her charter.
Response from CaptainGot a little wet today, but we got dinner! Thanks for fishing on Size Matters
Aldo CarinciOntario, Canada•Member since 20265.0VerifiedNEWGood times!
3 Hour Family Trip • 2 adultsWe got on the fish pretty quick, would recommend
Response from CaptainThank you so much. It was a pleasure having you onboard!
Real catches shared by our community
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
Size Matters ChartersIslamorada, FL
What's biting with Size Matters Charters in Islamorada
The fall is the best time of year to fish the flats in Islamorada, and you'll see this in September. With fewer crowds, lots of Bonefish and Permit on the flats, and Snook in the mangroves, you're in for a treat.
















