Damn Good Guides
Experts Available 24/7
100% Weather Guarantee
Recently Booked Sailfish Fishing Charters In Key West
Deep Sea Fishing Charter in Key West
Southernmost Mahi Offshore Fishing
Deep Sea, Nearshore Fishing Charter in Stock Island
Key West Nearshore/Offshore Trip
Inshore, Deep Sea, Nearshore Fishing Charter in Key West
Key West Deep Sea Run - 40' Luhrs
Inshore, Deep Sea, Nearshore Fishing Charter in Key West
Offshore Fishing,Reef & Wreck And Sunset
Inshore, Deep Sea, Nearshore, Jetty Fishing Charter in Key West
Key West Offshore Or Inshore
Top Types of Sailfish Trips in Key West
“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”
Jonathan and Attison | Co-founders | Austin, Texas
More Sailfish Fishing Charters In Key West
Deep Sea, Nearshore Fishing Charter in Key West
Key West Mixed Bag Trip
Inshore, Deep Sea, Nearshore Fishing Charter in Key West
Afternoon 1/2 Day Fishing
Deep Sea, Nearshore Fishing Charter in Key West
Legendary Fishing In Key West
Deep Sea, Nearshore Fishing Charter in Key West
Key West Sportfish Trip
Inshore, Deep Sea, Nearshore, Jetty Fishing Charter in Key West
Ultimate Action Fishing In Key West
Deep Sea, Nearshore Fishing Charter in Key West
Key West To Dry Tortugas Charter
Need a Place to Stay?
Everything to Know About Booking a Key West sailfish fishing charter
What are the best sailfish fishing charters in Key West?
The best sailfish fishing charters in Key West are:
Why should I book a sailfish fishing charter in Key West with Captain Experiences?
Our Damn Good Guides currently offer 33 sailfish trips in Key West, and the most popular trips in the area are Southernmost Mahi Offshore Fishing guided by Garrett, Key West Offshore Action guided by John, and Key West Nearshore/Offshore Trip guided by Mike.
Our guides in Key West are rated a 4.88 out of 5 based on 3724 verified reviews on Captain Experiences.
All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.
Looking for kid friendly sailfish guides / fishing lessons in Key West? Check out our beginner and family friendly sailfish guides in Key West.
What types of sailfish fishing charters are common in Key West?
Deep Sea fishing is the most popular type of fishing for sailfish in Key West as well as nearshore fishing, inshore fishing, and jetty fishing.
The most common fishing techniques in Key West are trolling, light tackle fishing, and heavy tackle fishing but bottom fishing and jigging are popular as well.
How much do Key West sailfish fishing charters cost?
Prices for sailfish in Key West can range anywhere from about $1,065 to $2,800, but the average price for a half day trip for sailfish in Key West is $1,475. The average price for a full day trip for sailfish in Key West is $2,050.
Is booking a fishing guide worth the money?
Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.
Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.
Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.
Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.
What month is best for sailfish fishing in Key West?
The most popular season for sailfish fishing in Key West is summer, and most anglers book their trips 21 days in advance.
Do I need a Key West fishing license for sailfish and what are the bag limits for sailfish in Key West?
See here for more information on sailfish fishing licenses in Key West, sailfish bag limits, and fishing season regulations for sailfish in Key West. When in doubt, your fishing guide will always know the right sailfish rules and regulations in Key West.
Recent Reviews
Other Fishing Species in Key West
- African Pompano
- Almaco Jack
- Amberjack
- Atlantic Mackerel
- Barracuda
- Black Grouper
- Blackfin Tuna
- Blacktip Shark
- Blue Marlin
- Bluefin Tuna
- Bluefish
- Bonefish
- Bonito
- Bonnethead Shark
- Bull Shark
- Cero Mackerel
- Cobia
- Cubera Snapper
- False Albacore
- Florida Pompano
- Gag Grouper
- Goliath Grouper
- Grunt
- Hammerhead Shark
- Hogfish
- Jack Crevalle
- Kingfish
- Ladyfish
- Lane Snapper
- Lemon Shark
- Lionfish
- Lobster
- Mahi Mahi
- Mako Shark
- Mangrove Snapper
- Mutton Snapper
- Nurse Shark
- Permit
- Queen Snapper
- Rainbow Runner
- Red Grouper
- Red Snapper
- Redfish
- Scamp Grouper
- Skipjack Tuna
- Snook
- Snowy Grouper
- Spanish Mackerel
- Speckled Trout
- Stingray
- Strawberry Grouper
- Swordfish
- Tarpon
- Tiger Shark
- Tilefish
- Triggerfish
- Tripletail
- Vermillion Snapper
- Wahoo
- Warsaw Grouper
- White Marlin
- Yellowtail Amberjack
- Yellowtail Snapper
Featured Cities
- Fishing Charters Near Me
- Austin Fishing Guides
- Biloxi Fishing Charters
- Bradenton Fishing Charters
- Cabo San Lucas Fishing Charters
- Cancun Fishing Charters
- Cape Coral Fishing Charters
- Charleston Fishing Charters
- Clearwater Fishing Charters
- Corpus Christi Fishing Charters
- Dauphin Island Fishing Charters
- Daytona Beach Fishing Charters
- Destin Fishing Charters
- Fort Lauderdale Fishing Charters
- Fort Myers Fishing Charters
- Fort Walton Beach Fishing Charters
- Galveston Fishing Charters
- Gulf Shores Fishing Charters
- Hatteras Fishing Charters
- Hilton Head Fishing Charters
- Islamorada Fishing Charters
- Jacksonville Fishing Charters
- Jupiter Fishing Charters
- Key Largo Fishing Charters
- Key West Fishing Charters
- Kona Fishing Charters
- Madeira Beach Fishing Charters
- Marathon Fishing Charters
- Marco Island Fishing Charters
- Miami Fishing Charters
- Montauk Fishing Charters
- Morehead City Fishing Charters
- Naples Fishing Charters
- New Orleans Fishing Charters
- New Smyrna Beach Fishing Charters
- Orange Beach Fishing Charters
- Panama City Beach Fishing Charters
- Pensacola Fishing Charters
- Pompano Beach Fishing Charters
- Port Aransas Fishing Charters
- Rockport Fishing Charters
- San Diego Fishing Charters
- San Juan Fishing Charters
- Sarasota Fishing Charters
- South Padre Island Fishing Charters
- St. Petersburg Fishing Charters
- Tampa Fishing Charters
- Tarpon Springs Fishing Charters
- Venice Fishing Charters
- Virginia Beach Fishing Charters
Didn't Find What You Were Looking For?
Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.
The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options: