100% Weather Protection

Cancelled due to bad weather?
We'll help reschedule or refund.

Instant Confirmation

No more back and forth.
Secure your booking in just one step.

Best Price Guarantee

Found the same trip for less?
We'll refund the difference!

Top Sailfish Fishing Charters in Key West

Fish Key West - The Coolcast

99 reviews
Key West  •  36 ft  • 6 persons
28 people are looking at this charter.
trips from
$375

Fish Key West - The Coolwater II

35 reviews
Key West  •  33 ft  • 6 persons
18 people are looking at this charter.
trips from
$375

Wild Bill Sport Fishing

37 reviews
Key West  •  34 ft  • 6 persons
14 people are looking at this charter.
trips from
$600

Southpaw Fishing Charters

32 reviews
Key West  •  43 ft  • 6 persons
7 people are looking at this charter.
trips from
$800

Cowboy Charters - Cowgirl

18 reviews
Key West  •  45 ft  • 6 persons
5 people are looking at this charter.
trips from
$900

Fins And Sins Sport Fishing, LLC

19 reviews
Key West  •  46 ft  • 6 persons
6 people are looking at this charter.
trips from
$850

Charter Boat Sea-Clusion

9 reviews
Key West  •  46 ft  • 6 persons
2 people are looking at this charter.
trips from
$800

Gotta Hook Up Charters - Offshore

Key West  •  35 ft  • 6 persons
2 people are looking at this charter.
trips from
$750
View all Sailfish Fishing Charters in Key West

Key West Sailfish Fishing Seasons

Loading Fish Calendar!
Please Wait...

Seasonality

Sailfish fishing in Key West varies moderately throughout the year. High season is February to April. Low season is September to December. There is no closed season.

What People Are Saying About Sailfish Fishing in Key West

"Half day trip with captain Rusty "

Danielle Depierro fished with Corsair 2 Sportfishing – Key West on January 22, 2019
Best Fishing Trip Ever!!! We did a half day charter.Captain Rusty is an amazing captain/fisherman he put us right on the fish.We caught and released 2 sailfish and a hand full of blackfin tuna. I highly recommend corsair sportfishing. I will be back soon to fish with Captain Russ and his mate Russia.

"Fishing with Damon"

Aj Mastowski fished with Fish Key West - The Coolwater II on August 13, 2018
Awesome day out fishing. We came at the wrong time of year for Sailfish but we had an awesome trip out

"Had a great time catching fish!!"

Ricky Knappenberger fished with Southpaw Fishing Charters on May 27, 2018
Captain Brad & his deck hand Matt where great trying to keep us on fish. The weather was bad rough seas and rain. Over all we had a great time !!! Caught some good fish my first Sailfish some Bonita and a good Tuna !!! Would definitely book a trip with Southpaw Charters again!!

Fish Species Similar to Sailfish in Key West

Marlin (Blue)

Key West
4.52
Based on 9,396 reviews by FishingBooker anglers

Nearby Sailfish Fishing Destinations

Stock Island Stock Island
2.9 miles from you
Cudjoe Key Cudjoe Key
18.9 miles from you
Summerland Key Summerland Key
21.5 miles from you
Little Torch Key Little Torch Key
25.8 miles from you