We are a Fishing Guide Service based in the Florida Keys

Tail Chasin' Charters is constantly striving to be the best guide service in the Florida Keys. 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 guides work to ensure that you have the best day you have ever had on the water, if you're a beginner or expert. Our licensed captains take pride in being patient, kind, safe and knowledgeable. We can't wait to spend a day with you!

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

4 Hour Flats Charter

1-2 People

$600

 

4 Hour Inshore/Light Tackle Charter

1-4 People

$700

 

4 Hour Reef/Wreck Charter

25 Foot Center Console

1-4 People

$800

 

4 Hour Reef/Wreck Charter

31 Foot Center Console

1-6 People

$975

 

4 Hour Offshore Charter

25 Foot Center Console

1-4 People

$950

 

4 Hour Offshore Charter

31 Foot Center Console

1-6 People

$1275

 

6 Hour Flats Charter

1-2 People

$700

 

6 Hour Inshore/Light Tackle Charter

1-4 People

$825

 

6 Hour Reef/Wreck Charter

25 Foot Center Console

1-4 People

$950

 

6 Hour Reef/Wreck Charter

31 Foot Center Console

1-6 People

$1275

 

6 Hour Offshore Charter

25 Foot Center Console

1-4 People

$1100

 

6 Hour Offshore Charter

31 Foot Center Console

1-6 People

$1575

 

8 Hour Flats Charter

1-2 People

$800

 

8 Hour Inshore/Light Tackle Charter

1-4 People

$800

 

8 Hour Reef/Wreck Charter

25 Foot Center Console

1-4 People

$1100

 

8 Hour Reef/Wreck Charter

31 Foot Center Console

1-6 People

$1575

 

8 Hour Offshore Charter

25 Foot Center Console

1-4 People

$1250

 

8 Hour Offshore Charter

31 Foot Center Console

1-6 People

$1875

 

Night Tarpon Trip

1-2 People

$600

 

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.

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

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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

Unknown-4

31' Contender Center Console

1-6 Anglers

Spin and Conventional Fishing

Offshore and Deep Dropping

Reef and Wreck

Family Friendly