Top-Rated Key West Deep Sea Fishing Charters

4 Results
Key West Split Fishing Charter
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

4 or 6 hours (approx.) • Free Cancellation
4.8 (503)
$350
$200
Key West Deep Sea Fishing Charter
Likely to Sell Out
Likely to Sell Out

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...

4, 6 or 8 hours (approx.) • Free Cancellation
4.9 (268)
$1,000
$900
Key West Private Deep Sea Fishing Charter (up to 41 passengers)
Likely to Sell Out
Likely to Sell Out

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...

4-12 hours (approx.) • Free Cancellation
4.9 (19)
from
$1,700
Key West Party Boat Fishing Charter

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...

6 hours (approx.) • Free Cancellation
4.7 (147)
from
$70

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Key West Flats Fishing Charter
Likely to Sell Out
Likely to Sell Out

Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West...

4, 6 or 8 hours (approx.) • Free Cancellation
4.9 (61)
from
$580
Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)
Likely to Sell Out
Likely to Sell Out

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters...

4 hours (approx.) • Free Cancellation
4.9 (23)
$1,300
$1,200
Key West Light Tackle Fishing Charter
Likely to Sell Out
Likely to Sell Out

Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat...

4, 6 or 8 hours (approx.) • Free Cancellation
4.9 (35)
from
$950
Key West Wind & Wine Sunset Sail
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

2 hours (approx.) • Free Cancellation
5.0 (1,703)
$115
$99

Key West Deep Sea Fishing Overview

Deep Sea Fishing

The deep, blue Atlantic Ocean waters to the east of Key West have been internationally renowned for trophy big game fishing since the early 1900s when the great adventure writers and avid fishermen Zane Grey and Ernest Hemingway began to chronicle their Florida Keys and Key West deep sea fishing exploits in magazine articles and books.

Sportsmen like Hemingway and Grey hunted the waters from the Gulf Stream to Cuba for the legendary Atlantic Blue Marlin, a majestic billfish that can reach lengths of 16 feet and tip the scale at over 1000 pounds.

Big Marlin still prowls off Key West, and the offshore waters also abound with Sailfish, Blackfin Tuna, Yellowfin Tuna, Mahi-Mahi, Sharks, Swordfish, Wahoo, White Marlin, and many of the other hard-fighting sport fish that make Key West deep sea fishing an angler’s fantasy.

Frequently Asked Questions

These answers are based on answers previously given to Cool Key West customers' questions.