Capt. Trentin Leary

Capt. Trentin Leary is located in Islamorada and would love to show you a memorable time on these waters! 

You’re looking at 4 to 8-hour trips most of the time, where you’ll go after the likes of Tarpon, Snapper, Snook, Redfish, Permit, and Grouper, and more depending on the weather and time of year.  Capt. Trentin is a big fan of live bait fishing and will often bring live shrimp from the marina, and many days catch live pilchards or mullet to use to give you a better opportunity at catching quality fish!

Your boat for the day will be a classic 1977 custom restored 22’ SeaCraft center console that can comfortably fish and seat 3 anglers. We will book trips with 4 anglers, however this is usually best with two adults and two kids on half day trips.  Seating options are limited and one person will have to be standing and holding the leaning post while running with 4 guests, so be aware of that.  We do not recommend booking with 4 guests where everyone will require a seat for the whole trip or for guests that have difficulty maneuvering around.

The boat comes with an ice box and is outfitted with a 200 HP Yamaha outboard to get you to the fish quickly.  SeaCraft boats have a great reputation as being comfortable boats and the 70’s models are very desirable for restoration project boats.

All the necessary fishing gear is included in the price of your trip.  We typically use all quality PENN spinfishing gear on our charters. We can assist novices in casting so no prior experience is required.  The captain will supply all the needed fishing licenses for your excursion.

You can keep anything you catch as long as it’s legal to do so.  Capt. Trentin is happy to filet your fish at the end of the trip for you to either take to cook or bring to any of our wonderful local restaurants for them to prepare.

This is a children-friendly charter, though we typically don’t recommend children under the age of 6.  Please contact the captain if you have younger kids.



Select date to see available trips and rates:

  • Private trip
    2 Hour Trip (AM)
    FREE Cancellation 7 days notice
    2 Hour Trip, starts at 7:00 AM
    Seasonal trip Nov 1 - Nov 30 (Mon, Tue, Wed, Thu, Fri)
    US $350
    The 2 Hour trip is our most inexpensive way to get out on the water. Unfortunately with only two hours you are very limited as to what you can do fishing wise, so we usually book this trip as more of an eco/sight seeing tour. We can try fishing very close to home to catch something, but of course with that time window it can be tough to have a productive fishing experience. But if you just want to get out on the water and enjoy seeing beautiful Islamorada it's a good way to do that.
  • Private trip
    2 Hour Trip (PM)
    FREE Cancellation 7 days notice
    2 Hour Trip, starts at 12:00 PM
    Seasonal trip Nov 8 - Nov 30 (Mon, Tue, Wed, Thu, Fri)
    US $350
    The 2 Hour trip is our most inexpensive way to get out on the water. Unfortunately with only two hours you are very limited as to what you can do fishing wise, so we usually book this trip as more of an eco/sight seeing tour. We can try fishing very close to home to catch something, but of course with that time window it can be tough to have a productive fishing experience. But if you just want to get out on the water and enjoy seeing beautiful Islamorada it's a good way to do that.
  • Private trip
    3 Hour Trip (AM)
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 7:00 AM
    Seasonal trip Feb 1 - Feb 10
    US $550
    Our slightly shorter half day. This trip gives you enough time to fish our typical half day spots. You can hit the patch reefs, around the bridges, or some of the nearby spots in the bay. Snappers, groupers, hogfish, porgy, mackerel, sharks, tarpon, bonefish and even a few more are possible.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Reef Fishing
    Flats Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Targeted fish
    Bonefish
    Bonefish
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Shark (Blacktip)
    Blacktip Shark
    Snapper (Yellowtail)
    Yellowtail Snapper
    Hogfish
    Hogfish
  • Private trip
    3 Hour Trip (Late PM)
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 3:30 PM
    Seasonal trip Feb 15 - Mar 10
    US $550
    Our slightly shorter half day. This trip gives you enough time to fish our typical half day spots. You can hit the patch reefs, around the bridges, or some of the nearby spots in the bay. Snappers, groupers, hogfish, porgy, mackerel, sharks, tarpon, bonefish and even a few more are possible.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Reef Fishing
    Flats Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Targeted fish
    Bonefish
    Bonefish
    Grouper (Goliath)
    Goliath Grouper
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Red)
    Red Grouper
    Ladyfish
    Ladyfish
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Hogfish
    Hogfish
    Scup (Porgy)
    Scup (Porgy)
  • Private trip
    3 Hour Trip (PM)
    FREE Cancellation 7 days notice
    3 Hour Trip, starts at 11:30 AM
    Seasonal trip Feb 1 - Feb 10
    US $550
    Our slightly shorter half day. This trip gives you enough time to fish our typical half day spots. You can hit the patch reefs, around the bridges, or some of the nearby spots in the bay. Snappers, groupers, hogfish, porgy, mackerel, sharks, tarpon, bonefish and even a few more are possible.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Reef Fishing
    Flats Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
  • Private trip
    Off Season Evening Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 2:00 PM
    Seasonal trip Jan 1 - Jan 31
    US $600
    Late afternoon/early evening trips are primarily for tarpon. This is a great time to be on the water as it's often less busy with boat traffic and people. Tarpon naturally like to feed right near sunset too so it's a great time to be on the water. Nothing beats hooking up to a silver king as the sun sets in the beautiful Florida Keys! Occasionally we can do other things on an evening trip if there is bait available, but plan on fishing for tarpon unless it's discussed otherwise.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Bonefish
    Bonefish
    Grouper (Goliath)
    Goliath Grouper
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Hogfish
    Hogfish
    Shark (Lemon)
    Lemon Shark
    Scup (Porgy)
    Scup (Porgy)
  • Private trip
    Off Season Half Day Trip (7 AM)
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip Jan 1 - Jan 31
    US $600
    This is a 4-hour trip fishing the local waters around Islamorada. We generally do not go much further than ~10 miles from the marina. If you want to catch some Snappers around the islands, fish the shallow patch reefs for various reef fish (Snapper, Grouper, Porgy, etc.. - and weather permitting), Tarpon around the bridges (mostly spring/summer time), or Mackerel fishing in the local bays, this is a good option.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Off Season Half Day Trip (PM)
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 12:00 PM
    Seasonal trip Jan 1 - Jan 31
    US $600
    This is a 4-hour trip fishing the local waters around Islamorada. We generally do not go much further than about 10 miles from the marina. If you want to catch some Snapper around the islands, fish the shallow patch reefs for various reef fish (Snapper, Grouper, Porgy, etc. – weather permitting), Tarpon around the bridges (mostly spring/summertime), or Mackerel fishing in the local bays, this is a good option.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Evening Tarpon Trip 4PM
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 4:00 PM
    Seasonal trip Mar 1 - Apr 30
    US $700
    A half day trip in the late afternoon to sunset is an ideal time to target tarpon! We fish the local bridges and channels for the silver king, using a variety of live and dead bait. The bite often turns on as sunset gets near so its a great time to be on the water.
    Targeted fish
    Tarpon
    Tarpon
  • Private trip
    Seasonal Half Day Trip (7 AM)
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip Apr 1 - Apr 30
    US $700
    This is a 4-hour trip fishing the local waters around Islamorada. We generally do not go much further than ~10 miles from the marina. If you want to catch some Snappers around the islands, fish the shallow patch reefs for various reef fish (Snapper, Grouper, Porgy, etc.. - and weather permitting), Tarpon around the bridges (mostly spring/summer time), or Mackerel fishing in the local bays, this is a good option.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Seasonal Half Day Trip (PM)
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 11:30 AM
    Seasonal trip Mar 1 - Mar 31
    US $700
    This is a 4-hour trip fishing the local waters around Islamorada. We generally do not go much further than ~10 miles from the marina. If you want to catch some Snappers around the islands, fish the shallow patch reefs for various reef fish (Snapper, Grouper, Porgy, etc.. - and weather permitting), Tarpon around the bridges (mostly spring/summer time), or Mackerel fishing in the local bays, this is a good option.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Off Season 3/4 Day Trip (12 PM)
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 12:00 PM
    Seasonal trip Jan 1 - Jan 31
    US $750
    A 6 hour trip (3/4 day) is basically our extended half day trip. You'll get a couple extra hours to fish over a standard half day trip. During March this often is enough time to try a bit for a trophy tarpon (the silver king!) and if things play out right still have time to catch a few snappers for dinner nearby (dinner & a show!) or try something else. If the tarpon fishing is tougher this also gives you a little extra time compared to a half day to hopefully catch that window where they are biting.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bull)
    Bull Shark
  • Private trip
    Off Season 3/4 Day Trip (7 AM)
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip Jan 1 - Jan 31
    US $750
    A 6 hour trip (3/4 day) is basically our extended half day trip. You'll get a couple extra hours to fish over a standard half day trip. During March this often is enough time to try a bit for a trophy tarpon (the silver king!) and if things play out right still have time to catch a few snappers for dinner nearby (dinner & a show!) or try something else. If the tarpon fishing is tougher this also gives you a little extra time compared to a half day to hopefully catch that window where they are biting.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bull)
    Bull Shark
  • Private trip
    Off Season Full Day Trip (7AM)
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Jan 1 - Jan 31
    US $900
    A full day of fishing during our busy prime fishing season! March is when the big tarpon start to come in to the Florida Keys and that can be very productive. Still some good opportunities for snook, redfish, bonefish, sharks, and others. Dinner fishing for trout and mangrove snapper is a good bet - of the always popular combo 'dinner & a show' catch your snappers and hook into a large silver king or shark.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Permit
    Permit
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bull)
    Bull Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Seasonal 3/4 Day Trip (12 PM)
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 12:00 PM
    Seasonal trip Feb 1 - Mar 10
    US $900
    A 6 hour trip (3/4 day) is basically our extended half day trip. You'll get a couple extra hours to fish over a standard half day trip. During March this often is enough time to try a bit for a trophy tarpon (the silver king!) and if things play out right still have time to catch a few snappers for dinner nearby (dinner & a show!) or try something else. If the tarpon fishing is tougher this also gives you a little extra time compared to a half day to hopefully catch that window where they are biting.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bull)
    Bull Shark
  • Private trip
    Seasonal 3/4 Day Trip (7 AM)
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip Feb 1 - Mar 10
    US $900
    A 6 hour trip (3/4 day) is basically our extended half day trip. You'll get a couple extra hours to fish over a standard half day trip. During March this often is enough time to try a bit for a trophy tarpon (the silver king!) and if things play out right still have time to catch a few snappers for dinner nearby (dinner & a show!) or try something else. If the tarpon fishing is tougher this also gives you a little extra time compared to a half day to hopefully catch that window where they are biting.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bull)
    Bull Shark
  • Private trip
    Seasonal Full Day Trip (7AM)
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Feb 1 - Mar 10
    US $1,100
    A full day of fishing during our busy prime fishing season! March is when the big tarpon start to come in to the Florida Keys and that can be very productive. Still some good opportunities for snook, redfish, bonefish, sharks, and others. Dinner fishing for trout and mangrove snapper is a good bet - of the always popular combo 'dinner & a show' catch your snappers and hook into a large silver king or shark. We also generally dont recommend 4 people on the full day, though it is do-able.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Flats Fishing
    Backcountry Fishing
    Fishing techniques
    Bottom Fishing
    Light Tackle
    Spinning
    Targeted fish
    Bonefish
    Bonefish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Shark (Bonnethead)
    Bonnethead Shark
    Shark (Lemon)
    Lemon Shark
There are 39 people looking at this charter.

FAQs about Capt. Trentin Leary

Capt. Trentin Leary offers the following trips to customers:
  • US $350 per group, additional US $100 per person after 3 guests - 2 Hour Trip (AM) (2 hours)
  • US $350 per group, additional US $100 per person after 3 guests - 2 Hour Trip (PM) (2 hours)
  • US $550 per group, additional US $100 per person after 3 guests - 3 Hour Trip (AM) (3 hours)
  • US $550 per group, additional US $100 per person after 3 guests - 3 Hour Trip (Late PM) (3 hours)
  • US $550 per group, additional US $100 per person after 3 guests - 3 Hour Trip (PM) (3 hours)
  • US $600 per group, additional US $100 per person after 3 guests - Off Season Evening Trip (4 hours)
  • US $600 per group, additional US $100 per person after 3 guests - Off Season Half Day Trip (7 AM) (4 hours)
  • US $600 per group, additional US $100 per person after 3 guests - Off Season Half Day Trip (PM) (4 hours)
  • US $700 per group, additional US $100 per person after 3 guests - Evening Tarpon Trip 4PM (4 hours)
  • US $700 per group, additional US $100 per person after 3 guests - Seasonal Half Day Trip (7 AM) (4 hours)
  • US $700 per group, additional US $100 per person after 3 guests - Seasonal Half Day Trip (PM) (4 hours)
  • US $750 per group, additional US $100 per person after 3 guests - Off Season 3/4 Day Trip (12 PM) (6 hours)
  • US $750 per group, additional US $100 per person after 3 guests - Off Season 3/4 Day Trip (7 AM) (6 hours)
  • US $900 per group, additional US $100 per person after 3 guests - Off Season Full Day Trip (7AM) (8 hours)
  • US $900 per group, additional US $100 per person after 3 guests - Seasonal 3/4 Day Trip (12 PM) (6 hours)
  • US $900 per group, additional US $100 per person after 3 guests - Seasonal 3/4 Day Trip (7 AM) (6 hours)
  • US $1,100 per group, additional US $100 per person after 3 guests - Seasonal Full Day Trip (7AM) (8 hours)

When you book a trip with Capt. Trentin Leary, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well
  • Wireless Trolling Motor 36 Volt MinnKota w/ Spot Lock, alternator charger
  • Ice Box

Trips booked with Capt. Trentin Leary include:
  • Rods, reels & tackle
  • Live Bait (We bring live shrimp on many of our charters which we have at the dock and that is included in the price. Sometimes we do spend some time catching other live bait as that can help catch better quality fish. This does sometimes take up a portion of the t)
  • Lures
  • Catch cleaning & filleting (Cleaning and filleting your fish is included in the trip. We do this at the dock when the trip is over. There are several restaurants nearby that will cook your catch if you bring them the filets!)
  • Fishing License (Everglades pass may be needed, which angler buys)

Capt. Trentin Leary offers the following types of fishing:
  • Nearshore Fishing
  • Reef Fishing
  • Flats Fishing
  • Backcountry Fishing

Capt. Trentin Leary offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Spinning

Top targeted fish species with Capt. Trentin Leary include:
  • Bonefish
  • Cobia
  • Permit
  • Redfish
  • Shark (Blacktip)
  • Shark (Bull)
  • Shark (Lemon)
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Spanish Mackerel (Narrow-barred)
  • Tarpon

Meet the Charter Operator

Islamorada Fishing Charters and Tarpon Fishing
Islamorada, Florida, United States
51 Fishing Reports
ID & license verified
85 Customer reviews
Response time within an hour
Member since January 2023
Angler's Choice
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Capt. Richard Stanczyk is the owner and operator of Islamorada Fishing Charters and Tarpon Fishing. He has a team of young talented guides who he has been training and who are running trips with him. Capt. Trentin Leary is running his 20’ Seacraft. 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 now has the opportunity. Come book a day with Capt. Trentin to experience all the Florida Keys backcountry has to offer.

About this listing

Targeted species

Bonefish Bonefish
Cobia Cobia
Permit Permit
Redfish Redfish

Boat specs

SeaCraft (Bay boat) originally built in 1977, and restored in 2017. Powered by a 200HP Yamaha engine, with a maximum cruising speed of 30 knots.

Length
22 ft
Capacity
4 persons

Types of fishing

Nearshore Fishing
Reef Fishing
Flats Fishing
Backcountry Fishing

Fishing techniques

Light Tackle
Bottom Fishing
Spinning

Amenities

GPS
Fishfinder
Live Bait Well
Wireless Trolling Motor
36 Volt MinnKota w/ Spot Lock, alternator charger
Ice Box

Trip includes

Rods, reels & tackle
Live Bait
We bring live shrimp on many of our charters which we have at the dock and that is included in the price. Sometimes we do spend some time catching other live bait as that can help catch better quality fish. This does sometimes take up a portion of the t
Lures
Catch cleaning & filleting
Cleaning and filleting your fish is included in the trip. We do this at the dock when the trip is over. There are several restaurants nearby that will cook your catch if you bring them the filets!
Fishing License
Everglades pass may be needed, which angler buys

Cancellation policy

Free cancellation up to 7 days prior to trip

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.

Listing policies

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
We generally recommend kids be 4 or older to enjoy a day on the water with us!
No Alcohol
Beer OK, no hard liquor
You Keep Catch
Catch and Release Allowed

Payment

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.
Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% 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
Checks

Islamorada Fishing Calendar

Loading Fish Calendar!
Please Wait...

Recent fishing reports

Lunker Tarpon
Lunker Tarpon
April 19, 2024
Huge tarpon today! Also got another good one as well as a permit. Fishing had been good this April and super busy. Ive got dome evenings available though for anyone looking to chase trophy tarpon like this!
Continue reading
April fishing in Islamorada
April fishing in Islamorada
April 12, 2024
Been super busy so haven't had a chance to update as much lately. But fishing has been really good this April! Tarpon is often the thing to do and we've been catching them on day trips as well as evening trips lately. The evening is a nice time to get out there from 4pm to 8pm, and the bite often turns on near sunset. The large migrators are definitely around now and should be through May into June. When I haven't been tarpon fishing we've had some good snook fishing lately which has been fun. A lot less pressure on the snook fishery right now as so many people are tarpon fishing so that's nice. We've had some big mangroves in many of our snook spots as well so if you are looking for tablefare that is always do-able. I'm pretty booked up for most of the days right now but I've got lots of evenings available. If you want to get out there let's get something booked!
Continue reading

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 85 reviews
Boat
Excellent
4.7 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (63)
Making the most of things
Making the most of things
Making the most of things
+60
Angler rating
77
5
1
1
0
Anglers claimed
Good experience
93%
Friendly captain
100%
Recommend this charter
96%
Appropriate for children
93%
Satisfied with the boat
98%
Caught fish
92%
Sort by:
Featured  
Showing:
5 of 85 reviews
Jessica M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Afternoon

VERIFIED   3 Hour Trip (Late PM) on February 9, 2024
We were looking for a suitable shorter trip with a 10-year-old. Trent runs a 3-hour excursion — we saw lots of 2 and 4 hour...
Jessica M. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful
Jessica M. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful

D. L. S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

AWESOME DAY

VERIFIED   3 Hour Trip (Late PM) on March 1, 2024
We had a great & relaxing day fishing with Captain Trent. If they were not biting in one area we quickly moved on to the place...
D. L. S. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful
D. L. S. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful

Brian F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

It was a good trip.

VERIFIED   Off Season Half Day Trip (7 AM) on November 25, 2023
Capt Trenton did a great job with everything. He was knowledgeable and efficient.  I requested that we go after something...
Brian F. recommends Capt. Trentin Leary
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful
Brian F. recommends Capt. Trentin Leary
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful

DANIEL W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

An authentic fishing experience

VERIFIED   Seasonal Half Day Trip (PM) on March 7, 2024
If you are looking for a individualized,  personal and realistic fishing experience this is the Captain for you! Captain Trenton...
DANIEL W. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful
DANIEL W. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful

Kieran W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

FISH ON

VERIFIED   Off Season 3/4 Day Trip (12 PM) on January 24, 2024
Very enjoyable day session with Trentin.  We specified we wanted to catch a shark and the capt. delivered for us.  3 nurse...
Kieran W. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful
Kieran W. recommends Capt. Trentin Leary
Mark review as helpful
You found this review helpful