Salty Bowline Charter Co. 

5.0/5 (35 reviews)
 
State licensed
 Overseas Highway 80500, Islamorada, FL 33036, United States

Salty Bowline Charter Co. 

 
State licensed
5.0/5 (35)
 Angler's Choice
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Overseas Highway 80500
Islamorada, FL, United States
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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!

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Rating

5.0
35 reviews
5
34
4
1
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (76)

Trentin and Kyle
Perfect trip!
Perfect trip!
Perfect trip!
Catching slabs
Catching slabs
+70

What anglers say

100%
Recommended
100%
Caught fish

All reviews (35)

Filter
Showing 15 of 35 reviews
Rachel Lyons
Rachel Lyons
5.0
Verified
Perfect trip!
4 Hour Trip – INSHORE - 4:00 PM on December 26, 20254 adults2 children
Because of all the awesome reviews I read, we decided to book with Trent - and we are so glad we did! Alongside first mate, Kyle, we were so well cared for - they always had the next pole, next bait ready - allowing for nonstop action! We caught what we wanted for dinner (and WOW the fish was delicious!) and then had some fun looking for juvenile tarpon. Our kids are novice anglers yet we had great success! Sincerely, book with them!
Review media 0
Review media 0
Review media 1
Reported catch:
Yellowtail Snapper
Mutton Snapper
Mullet Snapper
Tarpon
+1
0
Maria Isabel Camero
Maria Isabel Camero
5.0
Verified
Perfect fishing plan !!!!
4 Hour Trip – Night Time Tarpon on July 20, 20253 adults
Can't say what was better ... the boat, the catch or the sunset .... all of it AMAZING !!! Captain Trent went above and beyond to make our family fishing trip perfect. My son fulfilled his dream of catching a big tarpon (he caught two), and the setting couldn't be better. Not to mention the captain. It was almost a brotherhood experience for my teens. He taught my son technique and tricks, and they chatted as if they knew each other. The boat is beautiful, clean, and comfortable. The sunset was unique! Thank you, thank you, thank you, Captain! We will definitely return to Islamorada and Salty Bowling !
Review media 0
Review media 1
Review media 1
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Review media 2
Reported catch:
Tarpon
0
Mike Biondo
Mike Biondo
5.0
Verified
Tarpon!
4 Hour Trip – Night Time Tarpon on July 19, 20252 adults2 children
What a top notch evening of fishing with Captain Trent ! I will start with the boat. It’s extremely comfortable , clean and provides plenty of space for everyone. That space really came in handy with the Tarpon we hooked ! Which leads me to the next part of the review - the Tarpon! We are all experienced fisherman , but have never hooked into Tarpon. It was an experience we will never forget. Captain Trent put us in the right spot and we landed two 50 plus pounders - in only a 4 hour trip ! This was one of the greatest days of fishing we have ever had. Captain Trent was an amazing host to myself and my kids. I highly recommend.
Reported catch:
Tarpon
1
FishingBooker Member
FishingBooker Member
5.0
Amazing Family Experience on the Salty Bowline!!!
4 Hour Trip – INSHORE on February 11, 2025
Our family had an absolutely incredible afternoon on the water with Captain Trentin! The fishing was so good he stayed out extra just to keep the fun going. He wasn’t just a great captain—he was energetic, fun, and most importantly, an amazing teacher to our kids. They were completely locked in, learning and laughing the whole time, and at the end of the day, they said it was the best day of our entire month-long trip! The Caymas 281HB was perfect for our family. It’s super stable, so the kids could move around safely, and it gave us an up-close look at the Florida Keys’ beautiful waters and wildlife. One of the coolest parts? Getting to see the FLIR night vision system in action—seriously impressive. And cruising through Toilet Seat Cut was a fun little bonus that made the trip even more memorable. We’re already talking about when we can do this again. If you’re looking for an unforgettable fishing trip with a captain who truly makes the experience special, this is the one to book!
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+12
Reported catch:
Red Snapper
Response from Captain
February 25, 2025
It was great to meet you and your family. I am happy your daughters had a wonderful time aboard the Caymas. I always enjoy teaching kids how to fish.
1
Kyle Bakhuyzen
Kyle Bakhuyzen
5.0
Verified
New
Trentin and Kyle
4 Hour Trip – OFFSHORE REEF on January 7, 20262 adults
This fishing trip was amazing. Trentin and Kyle did a great job keeping us on the fish and they were a great to hang out with for the day! We caught a bunch of fish and would highly recommend them to anyone looking to fish in the area.
Review media 0
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
February 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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SANDBAR TRIP
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
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US $600 
Entire boat: up to 6 people
4 Hour Trip – FAMILY (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
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US $800 
Entire boat: up to 6 people
4 Hour Trip – INSHORE
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
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US $800 
Entire boat: up to 6 people
4 Hour Trip – FAMILY (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
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US $800 
Entire boat: up to 6 people
4 Hour Trip – INSHORE - 12:00 PM
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
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US $800 
Entire boat: up to 6 people
4 Hour Trip – INSHORE - 4:00 PM
FREE Cancellation 3 days notice
4 Hour Trip, starts at 4:00 PM
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US $800 
Entire boat: up to 6 people
4 Hour Trip – Night Time Tarpon
FREE Cancellation 3 days notice
4 Hour Trip, starts at 4:00 PM
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US $850 
Entire boat: up to 6 people
4 Hour Trip – OFFSHORE REEF (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
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US $900 
Entire boat: up to 6 people
4 Hour Trip – OFFSHORE REEF
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
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US $900 
Entire boat: up to 6 people
4 Hour Trip – OFFSHORE REEF - 4:00 PM
FREE Cancellation 3 days notice
4 Hour Trip, starts at 4:00 PM
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US $900 
Entire boat: up to 6 people
6 Hour Trip INSHORE
FREE Cancellation 3 days notice
6 Hour Trip, starts at 7:00 AM
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US $1,000 
Entire boat: up to 6 people
6 Hour Trip OFFSHORE
FREE Cancellation 3 days notice
6 Hour Trip, starts at 7:00 AM
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US $1,100 
Entire boat: up to 6 people
6 Hour Trip OFFSHORE - 12:00 PM
FREE Cancellation 3 days notice
6 Hour Trip, starts at 12:00 PM
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US $1,100 
Entire boat: up to 6 people
8 Hour Trip – INSHORE
FREE Cancellation 3 days notice
8 Hour Trip, starts at 7:00 AM
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US $1,200 
Entire boat: up to 6 people
8 Hour Trip – OFFSHORE
FREE Cancellation 3 days notice
8 Hour Trip, starts at 7:00 AM
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US $1,400 
Entire boat: up to 6 people
There are 57 people looking at this charter.

Rating

5.0
35 reviews
5
34
4
1
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (76)

Trentin and Kyle
Perfect trip!
Perfect trip!
Perfect trip!
Catching slabs
Catching slabs
+70

What anglers say

100%
Recommended
100%
Caught fish

All reviews (35)

Filter
Showing 15 of 35 reviews
Rachel Lyons
Rachel Lyons
5.0
Verified
Perfect trip!
4 Hour Trip – INSHORE - 4:00 PM on December 26, 20254 adults2 children
Because of all the awesome reviews I read, we decided to book with Trent - and we are so glad we did! Alongside first mate, Kyle, we were so well cared for - they always had the next pole, next bait ready - allowing for nonstop action! We caught what we wanted for dinner (and WOW the fish was delicious!) and then had some fun looking for juvenile tarpon. Our kids are novice anglers yet we had great success! Sincerely, book with them!
Review media 0
Review media 0
Review media 1
Reported catch:
Yellowtail Snapper
Mutton Snapper
Mullet Snapper
Tarpon
+1
0
Maria Isabel Camero
Maria Isabel Camero
5.0
Verified
Perfect fishing plan !!!!
4 Hour Trip – Night Time Tarpon on July 20, 20253 adults
Can't say what was better ... the boat, the catch or the sunset .... all of it AMAZING !!! Captain Trent went above and beyond to make our family fishing trip perfect. My son fulfilled his dream of catching a big tarpon (he caught two), and the setting couldn't be better. Not to mention the captain. It was almost a brotherhood experience for my teens. He taught my son technique and tricks, and they chatted as if they knew each other. The boat is beautiful, clean, and comfortable. The sunset was unique! Thank you, thank you, thank you, Captain! We will definitely return to Islamorada and Salty Bowling !
Review media 0
Review media 1
Review media 1
Review media 2
Review media 2
Reported catch:
Tarpon
0
Mike Biondo
Mike Biondo
5.0
Verified
Tarpon!
4 Hour Trip – Night Time Tarpon on July 19, 20252 adults2 children
What a top notch evening of fishing with Captain Trent ! I will start with the boat. It’s extremely comfortable , clean and provides plenty of space for everyone. That space really came in handy with the Tarpon we hooked ! Which leads me to the next part of the review - the Tarpon! We are all experienced fisherman , but have never hooked into Tarpon. It was an experience we will never forget. Captain Trent put us in the right spot and we landed two 50 plus pounders - in only a 4 hour trip ! This was one of the greatest days of fishing we have ever had. Captain Trent was an amazing host to myself and my kids. I highly recommend.
Reported catch:
Tarpon
1
FishingBooker Member
FishingBooker Member
5.0
Amazing Family Experience on the Salty Bowline!!!
4 Hour Trip – INSHORE on February 11, 2025
Our family had an absolutely incredible afternoon on the water with Captain Trentin! The fishing was so good he stayed out extra just to keep the fun going. He wasn’t just a great captain—he was energetic, fun, and most importantly, an amazing teacher to our kids. They were completely locked in, learning and laughing the whole time, and at the end of the day, they said it was the best day of our entire month-long trip! The Caymas 281HB was perfect for our family. It’s super stable, so the kids could move around safely, and it gave us an up-close look at the Florida Keys’ beautiful waters and wildlife. One of the coolest parts? Getting to see the FLIR night vision system in action—seriously impressive. And cruising through Toilet Seat Cut was a fun little bonus that made the trip even more memorable. We’re already talking about when we can do this again. If you’re looking for an unforgettable fishing trip with a captain who truly makes the experience special, this is the one to book!
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
Review media 7
Review media 8
Review media 9
+12
Reported catch:
Red Snapper
Response from Captain
February 25, 2025
It was great to meet you and your family. I am happy your daughters had a wonderful time aboard the Caymas. I always enjoy teaching kids how to fish.
1
Kyle Bakhuyzen
Kyle Bakhuyzen
5.0
Verified
New
Trentin and Kyle
4 Hour Trip – OFFSHORE REEF on January 7, 20262 adults
This fishing trip was amazing. Trentin and Kyle did a great job keeping us on the fish and they were a great to hang out with for the day! We caught a bunch of fish and would highly recommend them to anyone looking to fish in the area.
Review media 0
0

FAQs about Salty Bowline Charter Co.

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The fish you can target

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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
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