Salty Bowline Charter Co. 

5.0
(124 reviews)
 
Federally permitted
 Overseas Highway 80500, Islamorada, FL 33036, United States–

Salty Bowline Charter Co. 

Islamorada, FL, United States
–
28 ft
6
5.0
(124 reviews)

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Islamorada has a fish with your name on it, so let Salty Bowline Charters help you catch it! Having logged many hours on these tides, Captain Trentin Leary can tell you all about them. His vast knowledge of the waters will get you on fish!

Around here it's common to catch Mahi Mahi, Snook, Amberjack, Wahoo, Sail, Mackerel, Tuna, Grouper, Snapper, Jacks and many more if conditions are right.

On these trips, it’s common to troll and bottom fish using light or heavy tackle. We also love throwing live bait and lures. With twin Mercury 300 HP Verado's running to a fishing spot is quick and easy and will keep you fishing. There is plenty of power to run to a new location and find the bite. 

You'll be fishing aboard a beautiful 28' Caymas 281HB Center console that holds up to 6 passengers. It comes with outriggers, all the essentials no fishing machine can run without.  This Caymas 281HB is even rigged with a Flir M-364C Thermal Camera, along with Simrad Halo 3004 Radar with open array to help find the birds and bait. For even more comfortability the boat is covered in gorgeous SeaDek. 

You'll find rods, reels, and tackle waiting for you, as well as lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

Your fishing license for the day is covered by the charter boat, so you can drive right over and come aboard without any hassle! Be mindful that some species may have special rules or limited seasons. Simply ask and your captain can tell you more.

It's recommended to bring sunscreen (non-spray), and sunglasses. Drinks will be available for you as well as a coolers of ice for your beverages. Alcohol is allowed in moderation, just avoid hard liquor as well as glass bottles while on the boat. Go ahead and treat yourself to a day on the water with Salty Bowline Charters. We will do our best to get you on fish and enjoy a wonderful day in the beautiful Florida Keys!

Islamorada has a fish with your name on it, so let Salty Bowline Charters help you catch it! Having logged many hours on these tides, Captain Trentin Leary can tell you all about them. His vast knowledge of the waters will get you on fish!

Around here it's common to catch Mahi Mahi, Snook, Amberjack, Wahoo, Sail, Mackerel, Tuna, Grouper, Snapper, Jacks and many more if conditions are right.

On these trips, it’s common to troll and bottom fish using light or heavy tackle. We also love throwing live bait and lures. With twin Mercury 300 HP Verado's running to a fishing spot is quick and easy and will keep you fishing. There is plenty of power to run to a new location and find the bite. 

You'll be fishing aboard a beautiful 28' Caymas 281HB Center console that holds up to 6 passengers. It comes with outriggers, all the essentials no fishing machine can run without.  This Caymas 281HB is even rigged with a Flir M-364C Thermal Camera, along with Simrad Halo 3004 Radar with open array to help find the birds and bait. For even more comfortability the boat is covered in gorgeous SeaDek. 

You'll find rods, reels, and tackle waiting for you, as well as lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

Your fishing license for the day is covered by the charter boat, so you can drive right over and come aboard without any hassle! Be mindful that some species may have special rules or limited seasons. Simply ask and your captain can tell you more.

It's recommended to bring sunscreen (non-spray), and sunglasses. Drinks will be available for you as well as a coolers of ice for your beverages. Alcohol is allowed in moderation, just avoid hard liquor as well as glass bottles while on the boat. Go ahead and treat yourself to a day on the water with Salty Bowline Charters. We will do our best to get you on fish and enjoy a wonderful day in the beautiful Florida Keys!

Salty Bowline Charters
Charter Operator
Salty Bowline Charters
8 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip date:
Group Size:
October 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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4 Hour Trip – Family
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:00 AM, 12:00 PM)
Amberjack
Yellowtail Amberjack
Grouper (Goliath)
Jack Crevalle
+13
US $800
Entire boat: up to 4 people
4 Hour Trip – Inshore
In high demand Last booked: 1 day ago
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:00 AM, 12:00 PM, 4:00 PM)
Jack Crevalle
Tarpon
Bluefish (Tailor)
Grouper (Gag)
+5
US $800
Entire boat: up to 4 people
4 Hour Trip – Tarpon
FREE Cancellation 3 days notice
4 hour trip starts at 4:00 PM
Snook
Tarpon
Shark (Hammerhead)
Snapper (Mutton)
+1
US $850
Entire boat: up to 4 people
4 Hour Trip – Offshore Reef
In high demand Last booked: 1 day ago
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:00 AM, 12:00 PM, 4:00 PM)
Barracuda (Great)
Amberjack
Dolphin (Mahi Mahi)
King Mackerel (Kingfish)
+4
US $925
Entire boat: up to 4 people
6 Hour Trip – Inshore
FREE Cancellation 3 days notice
6 hour trip starts at 7:00 AM
Snapper (Mutton)
Snapper (Yellowtail)
US $1,050
Entire boat: up to 4 people
6 Hour Trip – Offshore
FREE Cancellation 3 days notice
6 hour trip multiple starting times (7:00 AM, 12:00 PM)
Bonefish
Grouper (Goliath)
Snapper (Red)
Tarpon
+5
US $1,200
Entire boat: up to 4 people
8 Hour Trip – Inshore
In high demand Last booked: 13 hours ago
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Amberjack
Cobia
Dolphin (Mahi Mahi)
King Mackerel (Kingfish)
+6
US $1,300
Entire boat: up to 4 people
8 Hour Trip – Offshore
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Amberjack
Cobia
Dolphin (Mahi Mahi)
King Mackerel (Kingfish)
+6
US $1,500
Entire boat: up to 4 people
There are 12 people looking at this charter.

Customer reviews

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Rating

5.0
124 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (196)

What anglers say

98%
Great experience
98%
Family friendly
100%
Friendly captain
98%
Good boat
98%
Recommended
98%
Caught fish

Reviews (124)

  • Bryan Barrs
    Bryan Barrs
    us
    South Carolina, US
    Member since 2026
    5.0
    Verified

    Mahi Mayhem!

    6 Hour Trip – Offshore - 12:00 PM on July 31, 2026 • 2 adults • 1 child

    Went on a birthday fishing trip with my 14 yr old son. His request was for Mahi and Dalton with Salty Bowline delivered. Found three different bird sets within an hour from the dock and limited out! Boat was ready and tackle was already set up ready to go. As soon as we found the first bird set, Dalton went to action. Ive been on some charters before and the guide did all but put the fish in the fish box. As part of the birthday experience for my son, my son casted, reeled, gaffed, and loaded the fish box. Thank you Dalton and Salty Bowline for a great Birthday trip for my son. We will be back and highly recommend.

  • Angela Difranceisco
    Angela Difranceisco
    Repeat angler
    us
    Florida, US
    Member since 2026
    2 trips
    5.0
    Verified

    An Unforgettable Experience!

    4 Hour Trip – Inshore - 12:00 PM on July 7, 2026 • 2 adults

    If I could give more than 5 stars, I absolutely would! From the moment we booked with Salty Bowline Charters, the customer service was outstanding. We had a scheduling mix-up, and the owner went above and beyond to make everything right. That level of customer care alone impressed us, but the fishing trip itself exceeded every expectation. Captain Trentin and first mate Jack were phenomenal. They worked incredibly hard all afternoon to make sure my son and I had the best possible experience. Our adventure started with an unforgettable surprise a school of dolphins swimming alongside the boat! It was the perfect way to begin the trip. Not long after, Captain Trentin found a school of giant jack crevalle, and we caught 10 fish over 30 inches! They put up an unbelievable fight and had us smiling from ear to ear. Then my son caught a Bonita, which we used as bait…and that’s when the trip turned into something we’ll be talking about for the rest of our lives. We hooked into a huge bull shark! It was truly a once-in-a-lifetime experience. This wasn’t just a fishing charter it was one of the best memories my son and I have ever shared together. If you’re looking for a charter in the Florida Keys, stop searching and book with Salty Bowline Charters. Captain Trentin, first mate Jack, and the entire team are first class. We can’t thank them enough for giving us a day we’ll never forget. We will absolutely be back!

  • Daniel Rafferty
    Daniel Rafferty
    Repeat angler
    us
    Ohio, US
    Member since 2023
    4 trips
    5.0
    Verified

    Best crew!

    4 Hour Trip – Tarpon on August 2, 2026 • 4 adults

    This trip was my son's graduation present and the addition of the fishing charter was icing on the cake. He brought two of his best buddies down for the trip and Salty Bowline made it excellent. They were personable knowledgeable funny engaging I could go on and on. It is a definite rebook whenever we make it to the keys the next time and I believe if it's up to my son that'll be sooner than later. You may have your next first mate/Captain in the making.

  • Amy B
    Amy B
    us
    Tennessee, US
    Member since 2021
    5.0
    Verified

    Best time ever with Salty Bowline Charters!

    6 Hour Trip – Inshore on February 8, 2026 • 2 adults

    We have done quite a few fishing charters, but our time with Salty Bowline was probably one of the best we have ever done. The Caymas they run is absolutely beautiful and top of the line. We were in comfort the entire time even in some wind and chop! Trent was our Captain joined by Jackson and they were such great guys! We loved there spirit and personalities so much! They busted their butts for us getting us on bait to use for the day and always getting us on fish at almost every spot we visited! Jackson kept our lines baited and great conversation going as well! We are already planning another trip for maybe summer or fall back to Islamorada just to fish with these guys! Thank you all for the wonderful time and we can't wait to come back again!

  • Ellen M Melchionne
    Ellen M Melchionne
    us
    South Carolina, US
    Member since 2026
    5.0
    Verified

    trip of a lifetime

    8 Hour Trip – Inshore on June 16, 2026 • 3 adults • 1 child

    this was an amazing trip captain trentin was super amazing helping us get all the fish in always giving us the rod very polite guy young local with much desire and passion for what he does to the first mate dalton you are also amazing hopefully soon you can be a captain and run your own boat soon. We really enjoyed this trip would come back 100% highley recommend salty bowline to others these guys are amazing.

  • Josh Middleton
    Josh Middleton
    us
    Pennsylvania, US
    Member since 2025
    5.0
    Verified

    Incredible Trip

    4 Hour Trip – Tarpon on August 7, 2026 • 3 adults

    New life highlight. Took my niece and nephew out for a late-night fish and we had a blast. Caught some awesome fish — a hammerhead, mutton snapper and a monster of a grouper, among others. The boat ride alone is worth the trip, especially as the sun starts to set. Trentin mans the boat like a pro, and he and his second mate Dalton were great with my nephew (the fisher among us). 10-10 recommend.

  • Bill Aimar
    Bill Aimar
    us
    South Carolina, US
    Member since 2025
    5.0
    Verified

    Salty Bowline Charters

    6 Hour Trip – Offshore on February 18, 2026 • 6 adults

    Five of friends including me fished with Trent Leary, Captain of the boat. We caught fish and had them prepared at two different restaurants for our dinner. The restaurants were recommended by our Captain. Trent is very knowledgeable of the area, we were confident on his decisions and recommendations. His boat was clean, the equipment was as in perfect order and his attitude was always in our best interest. My friends and I highly recommend Trent as a Captain and a fishing guide. We will fish with Trent again in the near future.

  • Jude Melliadis
    Jude Melliadis
    Repeat angler
    us
    North Carolina, US
    Member since 2025
    2 trips
    5.0
    Verified

    Great Experience!

    4 Hour Trip – Offshore Reef - 7:00 AM on May 22, 2026 • 3 adults

    Fantastic offshore fishing experience from start to finish! The Captain was knowledgeable, friendly, and made sure everyone had a great time. The boat was clean and well-equipped, and we caught plenty of fish throughout the trip. You can tell the captain really knows the waters. Highly recommend this charter for anyone looking for a fun and memorable day offshore!”

  • Peter Shelton
    Peter Shelton
    us
    Washington State, US
    Member since 2022
    5.0
    Verified

    Awesome time

    4 Hour Trip – Inshore on July 31, 2026 • 2 adults

    What an amazing trip! Our guide Dalton was friendly, fun, and a real pro. My daughter landed a monster 30” mutton snapper, another 25.6” mutton, and even hooked a sailfish while bottom fishing…it was crazy fun! The boat was absolutely top-notch, and the whole experience was just a blast! We’d do this again in a heartbeat.

  • Joseph Bohunis
    Joseph Bohunis
    us
    Florida, US
    Member since 2023
    5.0
    Verified

    Rock Solid Trip

    8 Hour Trip – Inshore on July 6, 2026 • 5 adults • 2 children

    Capt Trent and Salty Bowline Charters is where it's at. Gorgeous private marina, new well equipped boat, and two young men who know how to fish and have passion. Felt like they were as excited to get out there as us. Had multiple rods prepped so no opportunities were lost. Got us on the fish. We will be back.

Rating

5.0
124 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (196)

What anglers say

98%
Great experience
98%
Family friendly
100%
Friendly captain
98%
Good boat
98%
Recommended
98%
Caught fish

All reviews (124)

Frequently mentioned
Showing 1 – 5 of 124 reviews
Bryan Barrs
Bryan Barrs
us
South Carolina, US
Member since 2026
5.0
Verified
Mahi Mayhem!
6 Hour Trip – Offshore - 12:00 PM on July 31, 2026 • 1 adult • 1 child

Went on a birthday fishing trip with my 14 yr old son. His request was for Mahi and Dalton with Salty Bowline delivered. Found three different bird sets within an hour from the dock and limited out! Boat was ready and tackle was already set up ready to go. As soon as we found the first bird set, Dalton went to action. Ive been on some charters before and the guide did all but put the fish in the fish box. As part of the birthday experience for my son, my son casted, reeled, gaffed, and loaded the fish box. Thank you Dalton and Salty Bowline for a great Birthday trip for my son. We will be back and highly recommend.

Salty Bowline Charters
Response from Charter operator

Hi Bryan! What a birthday trip for your son. Dalton putting you on three bird sets and limiting out on mahi, and letting him cast, reel, gaff, and load the box, is the kind of day we love running. Glad the boat was ready and he got the birthday he asked for. We’d love to have you back. If you have a minute, we’d be incredibly grateful if you’d leave us a Google review. It really helps more families like yours find us, and it means a lot to our small business.

Angela Difranceisco
Angela Difranceisco
Repeat angler
us
Florida, US
Member since 2026
2 trips
5.0
Verified
An Unforgettable Experience!
4 Hour Trip – Inshore - 12:00 PM on July 7, 2026 • 2 adults

If I could give more than 5 stars, I absolutely would! From the moment we booked with Salty Bowline Charters, the customer service was outstanding. We had a scheduling mix-up, and the owner went above and beyond to make everything right. That level of customer care alone impressed us, but the fishing trip itself exceeded every expectation. Captain Trentin and first mate Jack were phenomenal. They worked incredibly hard all afternoon to make sure my son and I had the best possible experience. Our adventure started with an unforgettable surprise a school of dolphins swimming alongside the boat! It was the perfect way to begin the trip. Not long after, Captain Trentin found a school of giant jack crevalle, and we caught 10 fish over 30 inches! They put up an unbelievable fight and had us smiling from ear to ear. Then my son caught a Bonita, which we used as bait…and that’s when the trip turned into something we’ll be talking about for the rest of our lives. We hooked into a huge bull shark! It was truly a once-in-a-lifetime experience. This wasn’t just a fishing charter it was one of the best memories my son and I have ever shared together. If you’re looking for a charter in the Florida Keys, stop searching and book with Salty Bowline Charters. Captain Trentin, first mate Jack, and the entire team are first class. We can’t thank them enough for giving us a day we’ll never forget. We will absolutely be back!

Reported catch:
Jack Crevalle
Michael Lane
Michael Lane
Repeat angler
us
Texas, US
Member since 2026
2 trips
5.0
Verified
amazing time, great crew and lots of fish!
4 Hour Trip – Offshore Reef on June 7, 2026 • 3 adults • 1 child

We went fishing last week with guides Trentin and Dalton and had a fantastic time. Trip included myself, my wife, my 14 year old daughter and 11 year old son. Both guides were incredibly knowledgeable, excellent teachers with great patience with us amateurs and most importantly they know how to find the fish! We went 3-4 miles out and were quickly reeling in yellow fin after yellow fin! I can't say enough about the personalities of our two guides. We loved learning about them and hearing their passion for guiding. We were also fortunate enough to meet Nick the owner who was beyond gracious and inviting. Great guy to chat with! Lastly, I highly recommend arriving early or staying after and hanging out at the boat dock (private club) that comes with the booking. There was a beautiful back area where the boats dock surrounded by mangroves. We saw manatees, nurse sharks and other interesting fish. The place has a shady pool and a bar!!! We will absolutely be back next chance we get. Do yourself a favor and book Salty Bowline today!!! Best money you will spend in the Keys! Grant and family

Daniel Rafferty
Daniel Rafferty
Repeat angler
us
Ohio, US
Member since 2023
4 trips
5.0
Verified
Best crew!
4 Hour Trip – Tarpon on August 2, 2026 • 4 adults

This trip was my son's graduation present and the addition of the fishing charter was icing on the cake. He brought two of his best buddies down for the trip and Salty Bowline made it excellent. They were personable knowledgeable funny engaging I could go on and on. It is a definite rebook whenever we make it to the keys the next time and I believe if it's up to my son that'll be sooner than later. You may have your next first mate/Captain in the making.

Reported catch:
Bull Shark
Salty Bowline Charters
Response from Charter operator

Hi Daniel! What a way to celebrate your son’s graduation. Having him and his buddies out with us made the day for us too, and we’d love nothing more than to get you all back on the water. If you have a minute, we’d be incredibly grateful if you’d leave us a Google review. It really helps more families like yours find us, and it means a lot to our small business.

Amy Buckles
Amy Buckles
us
Tennessee, US
Member since 2021
5.0
Verified
Best time ever with Salty Bowline Charters!
6 Hour Trip – Inshore on February 8, 2026 • 2 adults

We have done quite a few fishing charters, but our time with Salty Bowline was probably one of the best we have ever done. The Caymas they run is absolutely beautiful and top of the line. We were in comfort the entire time even in some wind and chop! Trent was our Captain joined by Jackson and they were such great guys! We loved there spirit and personalities so much! They busted their butts for us getting us on bait to use for the day and always getting us on fish at almost every spot we visited! Jackson kept our lines baited and great conversation going as well! We are already planning another trip for maybe summer or fall back to Islamorada just to fish with these guys! Thank you all for the wonderful time and we can't wait to come back again!

Reported catch:
Red Snapper
Mangrove Snapper
Mutton Snapper
Yellowtail Snapper
+1

FAQs about Salty Bowline Charter Co.

Salty Bowline Charter Co. offers the following trips to customers:
  • US $800 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Family (4 hours)
  • US $800 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Family - 12:00 PM (4 hours)
  • US $800 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Inshore (4 hours)
  • US $800 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Inshore - 12:00 PM (4 hours)
  • US $800 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Inshore - 4:00 PM (4 hours)
  • US $850 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Tarpon (4 hours)
  • US $925 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Offshore Reef (4 hours)
  • US $925 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Offshore Reef - 4:00 PM (4 hours)
  • US $925 per group, additional US $100 per person after 4 guests - 4 Hour Trip – Offshore Reef - 7:00 AM (4 hours)
  • US $1,050 per group, additional US $100 per person after 4 guests - 6 Hour Trip – Inshore (6 hours)
  • US $1,200 per group, additional US $100 per person after 4 guests - 6 Hour Trip – Offshore (6 hours)
  • US $1,200 per group, additional US $100 per person after 4 guests - 6 Hour Trip – Offshore - 12:00 PM (6 hours)
  • US $1,300 per group, additional US $100 per person after 4 guests - 8 Hour Trip – Inshore (8 hours)
  • US $1,500 per group, additional US $100 per person after 4 guests - 8 Hour Trip – Offshore (8 hours)
When you book a trip with Salty Bowline Charter Co., you can expect the following amenities onboard:
  • Toilet Marine porcelain head with blackwater tank.
  • GPS
  • Fishfinder
  • Snorkeling equipment
  • Live bait well
  • Multimedia system
  • Wireless trolling motor
  • Outriggers
  • Radar
Trips booked with Salty Bowline Charter Co. include:
  • Rods, reels & tackle
  • Live bait (Live bait will typically be used and is part of the overall price. )
  • Lures
  • Catch cleaning & filleting (Cleaning and filleting of fish is included in this charter. )
  • Drinks (Water and ice will be included in this charter. Please feel free to bring your own beverages and snacks to have aboard the boat. We will have plenty of storage and ice.)
  • Fishing license (All fishing licenses are covered in this charter. )
Salty Bowline Charter Co. offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (You can expect to travel 10-15 miles offshore.)
  • Reef fishing
  • Wreck fishing
  • Flats fishing
Salty Bowline Charter Co. offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Kite fishing
  • Deep sea fishing
Top targeted fish species with Salty Bowline Charter Co. include:
  • Amberjack
  • Cobia
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • Grouper (Gag)
  • King Mackerel (Kingfish)
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Tarpon
  • Tuna (Blackfin)
  • Wahoo

Your operator

Salty Bowline Charters
Salty Bowline Charters
Islamorada, Florida, United States
ID & license verified
138 Customer reviews
Typical response within an hour
Member since February 2025
Trentin is a passionate angler with a deep-rooted love for fishing, having grown up in the industry. Raised in a family of experienced fishermen, Trentin was introduced to the waters at a young age, spending countless hours learning the craft from family members and mentors. With three years of hands-on experience as a professional fishing guide, Trentin has honed a wide range of fishing skills and knowledge, from inshore to offshore fishing techniques. Although young, Trentin brings a wealth of experience and enthusiasm to every charter, making sure each trip is both enjoyable and educational. Whether you're a beginner or a seasoned angler, Trentin tailors the experience to meet your needs, offering expert guidance and making sure everyone feels comfortable on the water. Having grown up around boats and fishing gear, Trentin is well-versed in the nuances of local fishing spots, as well as the best times and techniques to target various species. Trentin's love for the outdoors and dedication to providing top-notch fishing experiences ensures that every client leaves with great memories and possibly a great catch! Captain Trentin Leary will be running our Caymas 281HB center console loaded with all the fishing gear and technology you need. He recently got his captain's license in 2022 and has been fishing offshore as a mate for several years. His love & passion for fishing has pushed him to want to run his own boat which he has earned. Come book a day with Captain Trentin and make memories out on the water.
Our Team
Dalton K.
Dalton K.
Captain
Salty Bowline Charters
Salty Bowline Charters
Fully verified
138
reviews
2025
member since
~1h
response
Trentin is a passionate angler with a deep-rooted love for fishing, having grown up in the industry. Raised in a family of experienced fishermen, Trentin was introduced to the waters at a young age, spending countless hours learning the craft from family members and mentors. With three years of hands-on experience as a professional fishing guide, Trentin has honed a wide range of fishing skills and knowledge, from inshore to offshore fishing techniques. Although young, Trentin brings a wealth of experience and enthusiasm to every charter, making sure each trip is both enjoyable and educational. Whether you're a beginner or a seasoned angler, Trentin tailors the experience to meet your needs, offering expert guidance and making sure everyone feels comfortable on the water. Having grown up around boats and fishing gear, Trentin is well-versed in the nuances of local fishing spots, as well as the best times and techniques to target various species. Trentin's love for the outdoors and dedication to providing top-notch fishing experiences ensures that every client leaves with great memories and possibly a great catch! Captain Trentin Leary will be running our Caymas 281HB center console loaded with all the fishing gear and technology you need. He recently got his captain's license in 2022 and has been fishing offshore as a mate for several years. His love & passion for fishing has pushed him to want to run his own boat which he has earned. Come book a day with Captain Trentin and make memories out on the water.
The crew
Dalton K.
Dalton K.
Captain

The fish you can target

Amberjack
Amberjack
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Gag Grouper
Gag Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Sailfish
Sailfish
Mutton Snapper
Mutton Snapper
Yellowtail Snapper
Yellowtail Snapper
Tarpon
Tarpon
Blackfin Tuna
Blackfin Tuna
Wahoo
Wahoo
Amberjack
Amberjack
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Gag Grouper
Gag Grouper

Real catches by this captain

  • Great day!
    Casey S.
    Casey S.
  • Capt Dalton was awesome
    John W.
    John W.
  • Book it now!
    Shauna W.
    Shauna W.
  • Incredible Trip
    Josh M.
    Josh M.
  • Mahi Mayhem!
    Bryan B.
    Bryan B.
  • best trip!!
    Britney C.
    Britney C.
  • An Unforgettable Experience!
    Angela D.
    Angela D.
  • Rock Solid Trip
    Joseph B.
    Joseph B.
  • Smashin' Mahi
    Melissa N.
    Melissa N.
  • Trent is a real pro
    Brian D.
    Brian D.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
28 ft
Year built
2024
Boat manufacturer
Caymas
Boat type
Center console
Engine model
Mercury
Powered by
2 x 300HP
Max cruising speed
50 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Kite Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Marine porcelain head with blackwater tank.
GPS
Fishfinder
Snorkeling equipment
Live bait well
Multimedia system
Wireless trolling motor
Outriggers
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Live bait will typically be used and is part of the overall price.
Lures
Catch cleaning & filleting
Cleaning and filleting of fish is included in this charter.
Drinks
Water and ice will be included in this charter. Please feel free to bring your own beverages and snacks to have aboard the boat. We will have plenty of storage and ice.
Fishing license
All fishing licenses are covered in this charter.

How cancellations work

Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 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.
More details

What the listing policies are

Pickup included in price
Transfer from hotels or jetties in Islamorada to departure site is available and included in trip rates.
Child friendly
Kids are always welcome aboard our boat. We are a family friendly charter and Capt. Trentin will make sure all the children are safe and enjoy their time fishing.
You keep catch
Catch and release allowed

How you can pay

Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
Book with 30% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 30% 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
 Checks
When paying the remaining balance with a credit card, an additional 2% charge will apply.

What’s biting in Islamorada right now

AmberjackAmberjack
CobiaCobia
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Grouper (Black)Grouper (Black)
King Mackerel (Kingfish)King Mackerel (Kingfish)
SailfishSailfish
Snapper (Mutton)Snapper (Mutton)
Snapper (Yellowtail)Snapper (Yellowtail)
TarponTarpon
Tuna (Blackfin)Tuna (Blackfin)
WahooWahoo

Compare similar fishing charters

Current
Salty Bowline Charter Co.
Salty Bowline Charter Co.
Federally permitted
5.0
(124)
28 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 6 persons
US $800