FLORIDA KEYS & ISLAMORADA

FISHING CHARTER BOATS

Welcome to our Florida Keys fishing fleet in Islamorada. Whether you are wanting to fish in the backcountry or go fishing offshore, Postcard Inn Marina has the perfect boats for a day of fishing.

FIND A CHARTER

type of CHARTER
Number of ANGLERS
type of Trip
max price

Fishin' Pole

Captain: Arek Wojcik
www.keys-Sportfishing.com
[email protected]
(954) 253-0667
Max People: 6
Length: 32’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Fishin' Pole

CAPTAIN Arek Wojcik

www.keys-Sportfishing.com
[email protected] (954) 253-0667

Captain Arek Wojcik has professionally fished the waters of South Florida and the Bahamas for over 20 years. From winning multiple fishing tournaments both as a captain and crew member to taking first timers and kids on their first offshore fishing trip, Captain Wojcik has the know-how and attitude to make every trip as successful as possible! His 32 Carolina made express sportfisher is fast, comfortable and equipped with all the tackle to catch anything from grunts to granders.

  • Max People: 6    |
  • Length: 32’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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Power Play

Captain: Jake Roth
(305) 433-9942 Max People: 6
Length: 32’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day

Power Play

CAPTAIN Jake Roth

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 32’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day
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Sassy Lady

Captain: Butch Green
(305) 433-9942 Max People: 6
Length: 32’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Sassy Lady

CAPTAIN Butch Green

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 32’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
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Gold Reserve

Captain: Haden Browning
(305) 433-9942 Max People: 6
Length: 41’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Gold Reserve

CAPTAIN Haden Browning

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 41’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
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Tattered Flag

Captain: Chuck Trapp
(305) 433-9942 Max People: 6
Length: 39’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Tattered Flag

CAPTAIN Chuck Trapp

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 39’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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OverTime

Captain: Joe Snyder
(305) 433-9942 Max People: 6
Length: 37’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips

OverTime

CAPTAIN Joe Snyder

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 37’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips
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Coastal Dreams

Captain: Les Achilles
https://www.coastaldreamsfishing.com/
[email protected]
(239) 671-1819
Max People: 6
Length: 41’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Coastal Dreams

CAPTAIN Les Achilles

https://www.coastaldreamsfishing.com/
[email protected] (239) 671-1819

Coastal Dreams is a 41 Luhrs Express boasting speed, comfort, and one of the widest beams in the fleet. With 360 degree seating and a spacious cockpit (fishing area), everyone gets a first row seat to the action. Multiple hook ups are perfect for fishing and sharing the memories with friends and family. Coastal Dreams also features a saloon, downstairs lounge area, bathroom, and amenities including a satellite TV. This is not the typical Keys charter boat. Walk the dock and see for yourself.

  • Max People: 6    |
  • Length: 41’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
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Vera Vita

Captain: Cody Bailey
(305) 433-9942 Max People: 6
Length: 38’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips

Vera Vita

CAPTAIN Cody Bailey

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 38’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips
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Spring Mix II

Captain: Chris Watkowski
www.springmixfishing.com
[email protected]
(443) 463-8902
Max People: 6
Length: 43’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Spring Mix II

CAPTAIN Chris Watkowski

www.springmixfishing.com
[email protected] (443) 463-8902

The Spring Mix II is a family-friendly, 43-foot sport fishing charter running daily fishing charters out of the Postcard Inn marina from November through April. Operating the Spring Mix II for more than 13 years, Captain Chris Watkowski is an offshore professional who started his career over 25 years ago in the White Marlin Capital of the World—Ocean City, Maryland. Captain Watkowski and his mates ensure both experienced anglers, novices, and families enjoy their time in the Sport Fishing Capital of the World. Call owner Paul Lebling to learn more about fishing on the Spring Mix II or visit the marina to talk with Captain Watkowski.

  • Max People: 6    |
  • Length: 43’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
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Time Out

Captain: Mike Mason
(305) 433-9942 Max People: 6
Length: 40’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips

Time Out

CAPTAIN Mike Mason

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 40’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips | Night Shark & Tarpon Trips
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Shake N' Bait

Captain: Jack Falcucci
(305) 433-9942 Max People: 6
Length: 44’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Shake N' Bait

CAPTAIN Jack Falcucci

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 44’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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Yabba Dabba Doo!

Captain: James Hagen
(305) 433-9942 Max People:
Length: 43’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Yabba Dabba Doo!

CAPTAIN James Hagen

(305) 433-9942

More about the Captain coming soon.

  • Max People:    |
  • Length: 43’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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Unleashed

Captain: John Magursky
(305) 433-9942 Max People: 6
Length: 55’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Unleashed

CAPTAIN John Magursky

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 55’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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No Regrets

Captain: Bill Chrisman
(305) 433-9942 Max People: 6
Length: 54’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

No Regrets

CAPTAIN Bill Chrisman

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 54’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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Tackle Center

Captain: Charlie Scoble
(305) 433-9942 Max People: 6
Length: 55’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

Tackle Center

CAPTAIN Charlie Scoble

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 55’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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LegaSea

Captain: Joey Spaulding
(305) 433-9942 Max People: 6
Length: 45’
Type of Charter: Offshore
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips

LegaSea

CAPTAIN Joey Spaulding

(305) 433-9942

More about the Captain coming soon.

  • Max People: 6    |
  • Length: 45’    |
  • Type of Charter: Offshore
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Swordfish Trips
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A Lil Tail

Captain: Jeremy Pfaffendorf
(305) 433-9942 Max People: 4
Length: 23’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours

A Lil Tail

CAPTAIN Jeremy Pfaffendorf

(305) 433-9942

More about the Captain coming soon.

  • Max People: 4    |
  • Length: 23’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours
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Charlie Boy

Captain: Joe Gargan
(305) 433-9942 Max People: 4
Length:
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours

Charlie Boy

CAPTAIN Joe Gargan

(305) 433-9942

More about the Captain coming soon.

  • Max People: 4    |
  • Length: ’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours
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Fin Hunter

Captain: Paul Hunt
http://www.finhuntercharters.com/
[email protected]
(305) 393-2495
Max People: 4
Length: 22’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day

Fin Hunter

CAPTAIN Paul Hunt

http://www.finhuntercharters.com/
[email protected] (305) 393-2495

Captain Paul Hunt grew up in south central Pennsylvania and began fishing at a young age. A lifelong love of fishing led him to make his first trip to Islamorada in 1991 where he fell in love with the beautiful backcountry. Hooked on the world-famous Florida Keys fishing, Captain Hunt made South Florida his home in 2001 and began guiding there soon after.

Captain Hunt is a United States Coast Guard Licensed Captain and approved guide at Everglades National Park who always works hard to ensure anglers have an enjoyable time on the water.

  • Max People: 4    |
  • Length: 22’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day
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Florida Fishing Headquarters

Captain: Steve Murray
http://www.tarponheadquarters.com/
[email protected]
(305) 393-1641
Max People: 4
Length: 21’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Florida Fishing Headquarters

CAPTAIN Steve Murray

http://www.tarponheadquarters.com/
[email protected] (305) 393-1641

Captain Steve Murray has been fishing and guiding the Florida Keys backcountry since 1997. He grew up in the Chicago area, fishing throughout the western suburbs. In the summers, he spent time fishing the Northwoods while visiting his grandparents in Arbor Vitae, Wisconsin.

A United States Coast Guard Licensed Captain and approved guide at Everglades National Park, Captain Murray founded “Florida Fishing Headquarters” in Islamorada in 1998.

From novice to expert, all ages are welcome. Captain Murray takes great pride in the ability to adapt to each customers’ skill level in order to make everyone’s fishing experience a memory of a lifetime. Join Captain Murray on Florida Fishing Headquarters and leave with greater skills, knowledge, and a new appreciation for the beautiful Florida Keys.

  • Max People: 4    |
  • Length: 21’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
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Outback

Captain: Joseph Hughes
https://islamoradabackcountrycharters.com/
[email protected]
(305) 394-0588
Max People: 4
Length: 22’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours

Outback

CAPTAIN Joseph Hughes

https://islamoradabackcountrycharters.com/
[email protected] (305) 394-0588

In need of travel like all Kiwis do, Captain Joseph Hughes left New Zealand in 1986 at the age of 22, hitchhiking and working his way through Europe. Captain Hughes arrived in the U.S. in 1988 where he found paradise in the Florida Keys. Since then, he has been fishing the waters for more than 30 years and hopes to be fishing them for 30 more.

  • Max People: 4    |
  • Length: 22’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours
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Ultimate Dream

Captain: Scott Bannerot
www.scottsfishingfloridakeys.com
[email protected]
(305) 853-6618
Max People: 4
Length: 20’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours

Ultimate Dream

CAPTAIN Scott Bannerot

www.scottsfishingfloridakeys.com
[email protected] (305) 853-6618

Captain Scott Bannerot has fished professionally since 1976 and has called Islamorada home since 1978. His versatile fishing experience encompasses waters from South Florida to Central America, New Zealand, and beyond. Captain Bannerot is equally comfortable fishing in blue water offshore, deep wrecks and seamounts, the reef edge, shallow patch reefs, channels and flats, and Everglades National Park. He welcomes anglers aboard the completely refitted classic 20-foot Seacraft Ultimate Dream, which first operated out of Postcard Inn in 1980. Captain Bannerot’s passion for fishing, diving, marine biology, and adventure is infectious—just one of the reasons clients have been fishing with him for as long as 35 years.

  • Max People: 4    |
  • Length: 20’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours
Book Charter

Whisper

Captain: Billy Wert
[email protected]
(305) 393-1910
Max People: 4
Length: 22’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips

Whisper

CAPTAIN Billy Wert

[email protected] (305) 393-1910

Captain Billy Wert runs and operates Bend the Rod Fishing Charters with a 22-foot Pathfinder. With more than 20 years of experience fishing in Everglades National Park, Captain Wert takes anglers of all ages and skill levels on memorable backcountry and deep sea fishing trips.

  • Max People: 4    |
  • Length: 22’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips
Book Charter

Capt. Rich Mitchell

Captain: Rich Mitchell
[email protected]
(305) 393-0729
Max People: 3
Length: 18’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours

Capt. Rich Mitchell

CAPTAIN Rich Mitchell

[email protected] (305) 393-0729

A degree in marine biology and 30 years guiding anglers make Captain Rich Mitchell a unique Keys captain. With Captain Mitchell, a trip through the shallow Everglades becomes an educational experience as well as a fishing adventure. Battle some of the most sought-after game fish in the world while encountering the diverse ecosystem. Join a guide with a true passion for natural history and the fishing areas, and become immersed in the Florida Keys backcountry.

  • Max People: 3    |
  • Length: 18’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | ECO Tours
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Fisher Guide Service

Captain: Jeremy Fisher
http://fisherguide.com/
[email protected]
(435) 901-8257
Max People: 2
Length: 17’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | Full Day

Fisher Guide Service

CAPTAIN Jeremy Fisher

http://fisherguide.com/
[email protected] (435) 901-8257

Captain Jeremy Fisher is specialized in fly fishing and light tackle fishing. Spend a day sight fishing for Tarpon, Permit, Snook, Bonefish, and Redfish on the flats of Islamorada or the backcountry of Florida Bay.

  • Max People: 2    |
  • Length: 17’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | Full Day
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Moon Cast Anglers

Captain: Josh Checkeroski
http://www.mooncastanglers.com/
[email protected]
(248) 762-0663
Max People: 2
Length: 17’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day

Moon Cast Anglers

CAPTAIN Josh Checkeroski

http://www.mooncastanglers.com/
[email protected] (248) 762-0663

Captain Josh Checkeroski has been guiding for 15 years, having spent his life fishing all over North America. He is a passionate instructor whose goal is to create memorable trips and better anglers. Captain Checkeroski believes there is more to fishing trips than just catching a fish—it is about the journey to the hook up, the fight, and the photo.

Specialized in both fly and light tackle fishing, Captain Checkeroski takes the time to teach anglers how to cast and present flies as well as baits. He finds it extremely rewarding to watch clients progress in their skill sets and ultimately become better anglers.

  • Max People: 2    |
  • Length: 17’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day
Book Charter

On Your Mark

Captain: Mark Gilman
https://www.captmarkgilman.com
[email protected]
(305) 393-1156
Max People: 2
Length: 18’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day

On Your Mark

CAPTAIN Mark Gilman

https://www.captmarkgilman.com
[email protected] (305) 393-1156

Captain Mark Gilman brings over 20 years of experience to On Your Mark Fishing Charters, operating a 2020 18-foot Hell’s Bay Marquesa. Whether you are looking for trophy Tarpon, the elusive Bonefish, or snappers to take home for dinner, Captain Gilman will show anglers a great time fishing the beautiful backcountry and shallow waters of the Florida Everglades and Florida Bay. He is an experienced guide with the ability to work with all anglers from novice spin fishermen to expert fly fishermen. His great personality ensures clients always feel comfortable and have an enjoyable day.

  • Max People: 2    |
  • Length: 18’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day
Book Charter

R U Fishing Yet

Captain: Rich Burson
https://www.rufishingyet.com/
[email protected]
(305) 360-3262
Max People: 4
Length: 19’
Type of Charter: Backcountry
Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours

R U Fishing Yet

CAPTAIN Rich Burson

https://www.rufishingyet.com/
[email protected] (305) 360-3262

A well-respected South Florida native, Captain Richard Burson has been fishing the local waters from Biscayne Bay to Islamorada for over 35 years. He specializes in backcountry fishing, targeting Snook, Redfish, Grouper, Snapper and Sea Trout. He also has experience fishing Bonefish, Tarpon, and Permit along the ocean side flats surrounding Key Largo and Islamorada, either on fly or live bait.

Captain Burson welcomes both novice and experienced anglers to enjoy a successful day on the water with RU Fishing Yet Charters.

  • Max People: 4    |
  • Length: 19’    |
  • Type of Charter: Backcountry
  • Type of Trip: 1/2 Day | 3/4 Day | Full Day | Night Shark & Tarpon Trips | ECO Tours
Book Charter