Florida Keys Fishing Charters

Tail Chasin' Charters is constantly striving to be the best guide service in the Florida Keys. We fish out of Little Torch Key. If you're looking to learn more about fishing, enjoy a peaceful day on the water, or spend a day on the ocean to celebrate a special occasion, you have come to the right place. Our Key West fishing guides work hard to ensure that you have the best day you have ever had on the water, whether you're a beginner or expert angler. Our licensed Florida Keys captains take pride in being patient, kind, safe, and knowledgeable. We offer highly productive Key West fishing charters and also offer services to other locations in the Lower Florida Keys. Please give us a call to find out what’s currently biting and to book with a professional Florida Keys fishing guide service. We can't wait to spend a day with you!

In addition to our standard charters, Tail Chasin' Charters provides a variety of specialized fishing experiences tailored to your interests. Whether you're interested in the calm and shallow waters of flats fishing, the diverse and exciting challenges of inshore fishing, or the thrill of offshore fishing, we've got you covered. We also offer tarpon night fishing for those looking to catch the legendary silver king under the stars. Each type of fishing offers a unique adventure and the chance to catch different species, making every trip with us an unforgettable experience. Come join us for an exhilarating day (or night) on the water, and let us help you create memories that will last a lifetime.

Flats Species We Target

Permit

Bonefish

Tarpon

Backcountry/Inshore Species We Target

Redfish

Snook

Sea Trout

Sharks

Snapper

Barracuda

Reef and Wreck Species We Target

 

Grouper

Jack Crevalle

Snapper

Sharks

Cobia

Amberjack

Offshore Species We Target

Tuna

Kingfish

Sailfish

Wahoo

Mahi Mahi

Swordfish

Eco Tours and Backcountry Adventures

Sunset Cruises

 

 

Snorkeling & Lobster Trips



Sandbar & Island Hopping

 

 

Fishing Trip Prices

Flats Charter

1-2 People

Starting at $650

Offshore Charter

1-6 People (varies by boat)

Starting at $1,000

Inshore/Light Tackle Charter

1-4 People

Starting at $750

Night Tarpon Trip

1-2 People

$700

Reef/Wreck Charter

1-6 People (varies by boat)

Starting at $850

The Location

The Lower Florida Keys stretching from Marathon to Key West is an expansive stretch of islands, with hundreds of miles of flats and some of the best fishing in the entire World!

We fish many locations depending on the tides, weather and fish, but always start and end our trips at Kiki’s Sandbar Bar and Grill located on Little Torch Key (mile marker 28.5). The Middle Lower Keys is a laid back residential area with a few resorts, many great places to eat, abundant wildlife and less crowded than Islamorada to the north and Key West to the south. There are many days throughout the year where we don't see another boat all day. We run a fill time professional Florida Keys fishing guide service and are enthusiastic about getting you on the water to catch quality fish.

The most convenient place to fly into is Key West. Miami or Ft. Lauderdale generally offer more reasonable airfare and it's a scenic 130 mile drive to the lower Keys.

Meet us at the Dock at

Kiki’s Sandbar Bar and Grill

183 Barry Ave, Little Torch Key, FL 33042

Instagram

The heart and soul of Tail Chasin’ Charters, Captain Gabe Nyblad. Whether he’s telling wild stories or blasting music on the boat, you’ll hear him coming from a mile away. Loud, proud, and addicted to the chase, Gabe lives for the hunt, the fight, and the thrill of setting anglers up to make the perfect cast.

Gabe’s schedule is like a game of Tetris, but he’s got open dates for late winter/ early spring 2025. Get on it early! Book your trip today and see what all the noise is about.

📲(989)339-0931
📧booking@tailchasincharters.com

#FishingAddict #FlyFishing #FloridaKeys #OnTheWater #FishingCharter #FlatsFishing #AnglerLife
The heart and soul of Tail Chasin’ Charters, Captain Gabe Nyblad. Whether he’s telling wild stories or blasting music on the boat, you’ll hear him coming from a mile away. Loud, proud, and addicted to the chase, Gabe lives for the hunt, the fight, and the thrill of setting anglers up to make the perfect cast. Gabe’s schedule is like a game of Tetris, but he’s got open dates for late winter/ early spring 2025. Get on it early! Book your trip today and see what all the noise is about. 📲(989)339-0931 📧[email protected] #FishingAddict #FlyFishing #FloridaKeys #OnTheWater #FishingCharter #FlatsFishing #AnglerLife
3 months ago
View on Instagram |
1/9
Second-gen guide. Local legend. Captain Macko knows these waters like the back of his hand, and his skills speak for themselves. Whether you’re hunting trophy fish or just looking to have a solid day on the water, you’re in good hands with Macko. Let’s get out there and make some memories.

Texting works best to book your days, but phone calls or emails work too!
📲(989)339-0931
📧booking@tailchasincharters.com

#FishWithTheBest #LocalLegend #KeysFishing #ManVsFish #FloridaKeys
Second-gen guide. Local legend. Captain Macko knows these waters like the back of his hand, and his skills speak for themselves. Whether you’re hunting trophy fish or just looking to have a solid day on the water, you’re in good hands with Macko. Let’s get out there and make some memories. Texting works best to book your days, but phone calls or emails work too! 📲(989)339-0931 📧[email protected] #FishWithTheBest #LocalLegend #KeysFishing #ManVsFish #FloridaKeys
3 months ago
View on Instagram |
2/9
Captain Chuck — our go-to guy. Reliable. Consistent. Steady hand on the wheel. Plan A, B, and C in his back pocket. Prepared. Trustworthy. Chuck knows how to get it done, day in and day out. Tarpon, bonefish, permit! Season’s starting strong, and we’re ready to chase some big ones. Let’s make it a year to remember.

Text works best to book your days.
Or you can call or email:
📲(989)339-0931
📧booking@tailchasincharters.com

#FishingSeason #KeysFishing #SteadyOnTheFish #ReadyToHunt #PermitOnFly
Captain Chuck — our go-to guy. Reliable. Consistent. Steady hand on the wheel. Plan A, B, and C in his back pocket. Prepared. Trustworthy. Chuck knows how to get it done, day in and day out. Tarpon, bonefish, permit! Season’s starting strong, and we’re ready to chase some big ones. Let’s make it a year to remember. Text works best to book your days. Or you can call or email: 📲(989)339-0931 📧[email protected] #FishingSeason #KeysFishing #SteadyOnTheFish #ReadyToHunt #PermitOnFly
3 months ago
View on Instagram |
3/9
Hooked up and holding on! Captain Carson proving once again that the Lower Keys is packed with jaw-dropping action. With the bridge game dialed in, he spends most of his spring days with these beasts. Who’s ready to take on the next big one?

Filling up prime time spring dates now. Come on!
📲(989)339-0931
📧booking@tailchasincharters.com

#TarponTime #KeyWestFishing #SilverKing #CatchOfTheDay #OceanMinded
Hooked up and holding on! Captain Carson proving once again that the Lower Keys is packed with jaw-dropping action. With the bridge game dialed in, he spends most of his spring days with these beasts. Who’s ready to take on the next big one? Filling up prime time spring dates now. Come on! 📲(989)339-0931 📧[email protected] #TarponTime #KeyWestFishing #SilverKing #CatchOfTheDay #OceanMinded
3 months ago
View on Instagram |
4/9
Captain Jon and his best buddy Brody with a solid permit out back. If you’re serious about the hunt, you know chasing these elusive fish is no easy feat—but that’s what makes it so rewarding. Jon has been after ‘em since he was a kid growing up in the Keys, and he’s ready to put you on the fish of a lifetime. Grab your gear, bring your A-game, and let’s make it happen.

📲(989)339-0931
📧booking@tailchasincharters.com

#PermitFishing #FlatsFishing #FlyFishing #FloridaKeys #FishingCharter #KeyWestFishing #CatchOfTheDay
Captain Jon and his best buddy Brody with a solid permit out back. If you’re serious about the hunt, you know chasing these elusive fish is no easy feat—but that’s what makes it so rewarding. Jon has been after ‘em since he was a kid growing up in the Keys, and he’s ready to put you on the fish of a lifetime. Grab your gear, bring your A-game, and let’s make it happen. 📲(989)339-0931 📧[email protected] #PermitFishing #FlatsFishing #FlyFishing #FloridaKeys #FishingCharter #KeyWestFishing #CatchOfTheDay
3 months ago
View on Instagram |
5/9
The open sea is calling... are you ready for the catch of a lifetime? 🐟 Whether you’re a seasoned angler or a first-timer, our fishing charters promise unforgettable adventures, big thrills, and even bigger fish. Book your spot today and reel in memories that last a lifetime. 

Text is best, but you can also call or email!
📲(989)339-0931
📧 booking@tailchasincharters.com

#FishingAdventure #Permit
#CatchAndRelease #OceanVibes #FishingCharter #AdventureAwaits
The open sea is calling... are you ready for the catch of a lifetime? 🐟 Whether you’re a seasoned angler or a first-timer, our fishing charters promise unforgettable adventures, big thrills, and even bigger fish. Book your spot today and reel in memories that last a lifetime. Text is best, but you can also call or email! 📲(989)339-0931 📧 [email protected] #FishingAdventure #Permit #CatchAndRelease #OceanVibes #FishingCharter #AdventureAwaits
4 months ago
View on Instagram |
6/9
Windy days don’t stop the bite around here! 🎣💨 Check out this beautiful snook caught on yesterday’s charter. We can almost always find something to do in the backcountry in various conditions. Never know unless you go! 🐟🌴

#FishingCharter #FloridaKeysFishing #SnookFishing
Windy days don’t stop the bite around here! 🎣💨 Check out this beautiful snook caught on yesterday’s charter. We can almost always find something to do in the backcountry in various conditions. Never know unless you go! 🐟🌴 #FishingCharter #FloridaKeysFishing #SnookFishing
4 months ago
View on Instagram |
7/9
Reeling in more than just fish, but memories that’ll last a lifetime. From the first cast to the last laugh, it’s days like these that make this job feel like home. As new parents ourselves, we’re quickly learning first hand just how fast childhood flies by. Let’s get out and live it!

#FamilyOnTheWater #MakingMemories #Catchin’GoodTimes #CountryLiving
Reeling in more than just fish, but memories that’ll last a lifetime. From the first cast to the last laugh, it’s days like these that make this job feel like home. As new parents ourselves, we’re quickly learning first hand just how fast childhood flies by. Let’s get out and live it! #FamilyOnTheWater #MakingMemories #Catchin’GoodTimes #CountryLiving
4 months ago
View on Instagram |
8/9
We’re in the business of making kids and dogs happy.👌🏼But everyone can get in on the fun around here!

And when the fish are happy, our captains and anglers are happy too 😁

Text works best to book your dates, but you can call or email too! We hope to see you soon.
📱989-339-0931
📧booking@tailchasincharters.com

tailchasincharters.com

#tarpon #permit #saltwaterfishing #flyfishing #happydog
We’re in the business of making kids and dogs happy.👌🏼But everyone can get in on the fun around here! And when the fish are happy, our captains and anglers are happy too 😁 Text works best to book your dates, but you can call or email too! We hope to see you soon. 📱989-339-0931 📧[email protected] tailchasincharters.com #tarpon #permit #saltwaterfishing #flyfishing #happydog
4 months ago
View on Instagram |
9/9

Our Fleet

maverick

17' HPX Maverick Flats Skiff

1-2 Anglers 

Fly and Spin Fishing

Sight Casting

Shallow Water

IMG_9789

22' Pathfinder Bay Boat

1-4 Anglers

Fly and Spin Fishing

Family Friendly

Inshore and Near Shore

whitewater-2

25’ Whitewater Center Console

1-4 Anglers

Spin and Conventional

Offshore and Inshore

Wreck and Reef

Family Friendly