Damn Good Sailfish Fishing Charters In Cudjoe Key

Check real-time availability and compare rates on Cudjoe Key sailfish fishing trips. Confidently book your next day on the water.

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Recently Booked Sailfish Fishing Charters In Cudjoe Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1) Guided by Jose
34 ft 1 - 6 People From $1,000
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Mahi / Offshore Combo

100% (2) Managed by Bobby
35 ft 1 - 6 People From $1,600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Long-Range Key West Trip

89% (9) Guided by John
33 ft 1 - 6 People From $1,350
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter near Cudjoe Key

Key West Fishing Slam

94% (18) Managed by Mark
36 ft 1 - 6 People From $1,050
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter near Cudjoe Key

Fishing-Private Full Day Charter

100% (2) Guided by Paulie
28 ft 1 - 4 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Gulf - Shrimp Boats & Wrecks

89% (9) Guided by John
33 ft 1 - 6 People From $2,250
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Top Types of Sailfish Trips in Cudjoe Key

“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.”

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Target Species in Cudjoe Key

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Sailfish Fishing Charters In Cudjoe Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Marathon Key Nearshore Run

100% (8) Managed by Steve
31 ft 1 - 6 People From $900
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore, Jetty Fishing Charter near Cudjoe Key

Ultimate Action Fishing In Key West

100% (3) Managed by Anthony
33 ft 1 - 12 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing Charter near Cudjoe Key

Marathon Offshore Slam- 50’ Bertram

100% (13) Guided by Joel
50 ft 1 - 6 People From $1,895
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Key West Offshore Excitement!

100% (12) Managed by John
30 ft 1 - 4 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing Charter near Cudjoe Key

Marathon Inshore Adventure

NEW Managed by Richard
29 ft 1 - 6 People From $800
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Cudjoe Key

Deep Sea Combo (Swordfishing)

100% (2) Managed by Bobby
35 ft 1 - 6 People From $2,400
See All Sailfish Trips in Cudjoe Key

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Everything to Know About Booking a Cudjoe Key sailfish fishing charter

What are the best sailfish fishing charters in Cudjoe Key?

The best sailfish fishing charters in Cudjoe Key are:

Why should I book a sailfish fishing charter in Cudjoe Key with Captain Experiences?

Our Damn Good Guides currently offer 55 sailfish trip in Cudjoe Key: All-Inclusive Fishing Adventure guided by Jose.

Our guides in Cudjoe Key are rated a 4.91 out of 5 based on 3716 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 Cudjoe Key? Check out our beginner and family friendly sailfish guides in Cudjoe Key.

What types of sailfish fishing charters are common in Cudjoe Key?

Deep Sea fishing is the most popular type of fishing for sailfish in Cudjoe Key as well as nearshore fishing, inshore fishing, and jetty fishing.

The most common fishing techniques in Cudjoe Key are trolling, light tackle fishing, and bottom fishing but heavy tackle fishing and jigging are popular as well.

How much do Cudjoe Key sailfish fishing charters cost?

Prices for sailfish in Cudjoe Key can range anywhere from about $1,050 to $3,200, but the average price for a half day trip for sailfish in Cudjoe Key is $1,456. The average price for a full day trip for sailfish in Cudjoe Key is $2,143.

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 Cudjoe Key?

The most popular season for sailfish fishing in Cudjoe Key is summer, and most anglers book their trips 10 days in advance.

Do I need a Cudjoe Key fishing license for sailfish and what are the bag limits for sailfish in Cudjoe Key?

See here for more information on fishing licenses in Cudjoe Key, bag limits for target species, and fishing season regulations in Cudjoe Key. When in doubt, your fishing guide will always know the right rules and regulations in Cudjoe Key.

Recent Reviews

  • ★★★★★
    We had a blast with Joe and Captain Chuck. Will definitely return!

    Yohannes H. | October 28, 2024

    Trip: Legendary Fishing in Key West

  • ★★★★★
    We had such a great time and our guide was fun, knowledgeable, and put us on the fish all trip! We will be going back for sure.

    Rae S. | October 6, 2024

    Trip: Key West Offshore Action

  • ★★★★★
    Captain Steve and mate Stan are the best they put us on the fish and we will definitely be back

    Jason R. | September 25, 2024

    Trip: Key West Sportfishing Adventure

  • ★★★★★
    Excellent guide and first mate. Both were great. Stayed over our time to be sure all the kids caught something. Highly recommend!!!

    Graham S. | September 16, 2024

    Trip: Key West Fishing Slam

  • ★★★★★
    Chris & Will were great. Knowledgeable, professional, engaging and put us on the fish. Would highly recommend this charter.

    Doug B. | September 11, 2024

    Trip: Key West Sportfish Trip

  • ★★★★★
    We had an amazing time! We had a special interest in Mahi and captain brad and his first mate made it happen. It was great, they made us feel super comfortable and confident. We were able to score Mackerel, Yellowtail and we latched on 3 Mahi’s at the very very last second! Super lucky. Brad and his first mate made it happen! We were able to leave with 2 mackerels and 2 Mahi Mahi’s! Thank you! You won’t regret booking with them. Special experience.

    María A. | September 2, 2024

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    My families trip with Captain John was awesome. John is a humble, hardworking, easy going, chill, dude and fit right in with our families vibe. He was great with our 5 year old son and answered all of his many fishing questions. John made it clear that between the time of year and conditions that day we would have to really work at it to get anything. That’s exactly what we did and we ended up catching a good amount of fish. Most importantly our 5 year old son, who is obsessed with fishing, had the time of his life and caught fish he’s never seen before. 5 stars, highly recommend. If you have a small group this is the charter to go on!

    Jacob D. | August 25, 2024

    Trip: Full Day Private Fishing Charter

  • ★★★★★
    Captain Brad and his first mate were amazing. It was my first time fishing off of a boat and I'm glad it was with them! They were both very patient, helpful, and made it an unforgettable experience. We caught snapper and grouper and even hooked an eel! Thanks to both of you for a fantastic time on the water. Highly recommend

    Karen E. | August 19, 2024

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    Steve and woody were absolutely a load of fun although the fish were not biting they continued to try !! Very enjoyable time !

    Marcie R. | August 17, 2024

    Trip: Key West Fishing Slam

  • ★★★★★
    Great day on the water, Captain Mark and mate Will were awesome. They put me on fish and stayed out until the last minute. I would definitely recommend.

    Nicholas W. | August 8, 2024

    Trip: Key West Deep Sea Run - 40' Luhrs

  • ★★★★★
    Our charter with Captain John was incredible! He was very professional but also personable! We enjoyed everything about the fishing trip! We had a beautiful day & caught several large dolphins! Will definitely rebook with Capt. John the next time we are in Key West!

    Deanna H. | July 31, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Guys were awesome !! They were all ready to go when I got to the boat Tony and Tony Sr absolute gentlemen and worked very hard and got me mahi, tuna, and barracudas definitely go out with again

    Paul M. | July 22, 2024

    Trip: Key West Offshore or Inshore

  • ★★★★★
    We had a great time with Josh! Josh was very knowledgeable about the waters that made for a successful fishing trip! Thanks for everything!!

    Jacque D. | July 20, 2024

    Trip: Offshore Trolling and Bottom Fishing

  • ★★★★★
    We had an absolutely amazing time deep sea fishing with Captain Anthony! He is a fun and knowledgeable fisherman with LOTS of experience and great stories (ask him about how he’d dive for lobsters to impress his dates). He does all the work but lets you learn and participate as much or as little as you want. We knew we had an expert when we heard the radio chatter of all the other guides complaining that nothing was biting, while we pulled in six (only four mahi in pic). The other two were a small tuna and a ~32” barracuda). We highly recommend Kilo Whiskey Charter & Captain Anthony!

    Dan W. | July 18, 2024

    Trip: Ultimate Action Fishing in Key West

  • ★★★★★
    Absolutely the highlight of our trip. Mike and his crew were fantastic teachers, patient and focused on helping all of us catch terrific fish. They are great with kids of all ages - 5 years to 16 years. Everyone had a great time and we caught a lot of fish.

    Vicki L. | July 16, 2024

    Trip: Key West Nearshore/Offshore Trip

  • ★★★★★
    Was a great trip, got on some nice fish. Got surprised by a large school of smaller mahi mahi but had fun with the instant hook up and seemed to last a good bit. Captain was great, very knowledgeable and supplied drinks if we needed any. The boat was clean and spacious for the both of us and had plenty of rods in the water.

    Tony P. | July 12, 2024

    Trip: Full Day Offshore - 30' Seahunter

  • ★★★★★
    Captain Tony was great. We'd definitely book again.

    Houston H. | July 9, 2024

    Trip: Key West Offshore or Inshore

  • ★★★★★
    Fantastic trip with Capt. Joel and Darren. Got us on some great Mahi Mahi, and kept at it for the whole trip. Highly recommended.

    David L. | July 8, 2024

    Trip: Marathon Offshore - 30’ Grady White

  • ★★★★★
    Had a great time Captain Steve and First mate Jeff was very professional.

    David R. | July 5, 2024

    Trip: Key West Deep Sea Fishing (Private)

  • ★★★★★
    Great Captain, great Mate, great boat and great time! Captain Steve got us on the Mahi and slayed em! Full limit on Mahi and a couple of barracuda. We had one sailfish come look but not for lack of trying! Jeff knows his stuff and never stopped working and made sure we were fishing the entire time. We completed our limit by landing all three of a triple set. I have fished my whole life and this was a fantastic trip. Highly recommend the Sea-clusion and Captain Steve.

    Arik G. | July 5, 2024

    Trip: Key West Deep Sea Fishing (Private)

Other Fishing Species in Cudjoe Key

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What's biting in Cudjoe Key?

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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:

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