Damn Good Sailfish Fishing Charters In Pensacola

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

Choose a Date
5/5 Average Rating

Damn Good Guides

Experts Available 24/7

100% Weather Guarantee

Recently Booked Sailfish Fishing Charters In Pensacola, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Pensacola

Pensacola Federal Waters Fishing

NEW
28 ft 1 - 6 People From $1,500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter near Pensacola

Red Snapper Rampage

NEW
40 ft 1 - 6 People From $1,550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

Federal Trolling & Bottom Fishing

NEW
32 ft 1 - 12 People From $3,194
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

Destin Deep Dive: 8-10 Hour

NEW
48 ft 1 - 6 People From $2,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

Destin Tailored Adventure

100% (6)
53 ft 1 - 6 People From $4,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

8 Hour Offshore Federal Boat

NEW
32 ft 1 - 12 People From $2,530

Top Types of Sailfish Trips in Pensacola

“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

Target Species in Pensacola

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 Pensacola, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

6 Hr Deep Sea

100% (1)
26 ft 1 - 6 People From $1,250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

Harbor Hookup: Destin Fishing Fun

100% (3)
46 ft 1 - 6 People From $1,800
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 Fishing Charter near Pensacola

Full Day 8-12 Hours

100% (3)
52 ft 1 - 12 People From $2,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing Charter near Pensacola

5 Hour Bottom Fishing Or Trolling -31

NEW
31 ft 1 - 12 People From $1,323
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter near Pensacola

Offshore Sea Monsters

NEW
48 ft 1 - 6 People From $6,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing Charter near Pensacola

Bad To The Bone Destin Trip

NEW
40 ft 1 - 6 People From $1,800
See All Sailfish Trips in Pensacola

Need a Place to Stay?

Everything to Know About Booking a Pensacola sailfish fishing charter

What are the best sailfish fishing charters in Pensacola?

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

Our Damn Good Guides currently offer 2 sailfish trip in Pensacola: Pensacola Federal Waters Fishing guided by Mike.

Our guides in Pensacola are rated a 5 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 Pensacola? Check out our beginner and family friendly sailfish guides in Pensacola.

What types of sailfish fishing charters are common in Pensacola?

Deep Sea fishing is the most popular type of fishing for sailfish in Pensacola as well as nearshore fishing and inshore fishing.

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

How much do Pensacola sailfish fishing charters cost?

Prices for sailfish in Pensacola can range anywhere from about $1,553 to $7,850, but the average price for a half day trip for sailfish in Pensacola is $2,242. The average price for a full day trip for sailfish in Pensacola is $4,597.

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 Pensacola?

The most popular season for sailfish fishing in Pensacola is summer, and most anglers book their trips 29 days in advance.

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

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

What is sailfish fishing in Pensacola all about?

Sailfish, with their iconic sail-like dorsal fin and remarkable speed, are a sought-after species among anglers in Pensacola. These majestic billfish are known for their acrobatic displays and challenging fights, making them a thrilling target for those seeking offshore adventure. While sailfish sightings are less frequent compared to other species in Pensacola's waters, they can still be targeted with the right techniques and timing.

Sailfish season in Pensacola typically aligns with the warmer months, from late spring through early fall, when these fish are more active and abundant along the Gulf Stream currents. During this time, anglers often venture offshore in pursuit of sailfish, trolling large, brightly colored artificial lures or rigged baits behind their boats. Live bait such as ballyhoo or mullet can also be effective in attracting sailfish to the surface, where they can be enticed to strike.

Once hooked, sailfish are known for their impressive aerial displays and powerful runs, providing anglers with exhilarating battles that test both skill and stamina. Anglers must be prepared for the sheer strength and agility of sailfish, as they can put up a spirited fight that requires finesse and determination to land. While encountering a sailfish in Pensacola's waters may be a rare occurrence, the thrill of the chase and the adrenaline rush of the fight make it a memorable experience for any angler lucky enough to encounter one.

What are the most popular months to fish for sailfish fishing in Pensacola?

The most popular months for sailfish fishing in Pensacola typically coincide with the warmer months of the year, from late spring through early fall. Specifically, the prime sailfish season in Pensacola usually spans from May to September. During these months, the waters off the coast of Pensacola experience warmer temperatures, which can trigger the migration of sailfish into the area. Additionally, the Gulf Stream currents tend to bring nutrient-rich waters closer to shore, attracting baitfish and creating favorable conditions for sailfish to feed.

Anglers in Pensacola often target sailfish during these months due to the increased likelihood of encountering these majestic billfish. The warmer water temperatures and abundance of baitfish make it an ideal time for sailfish to be actively feeding and cruising along the coast. Anglers can take advantage of this by venturing offshore and employing trolling techniques with artificial lures or live bait to entice sailfish strikes.

While sailfish can be caught in Pensacola's waters throughout the year, the peak months of May through September offer the best chances of success for anglers specifically targeting these elusive game fish. However, it's essential to keep in mind that weather conditions and other factors can also influence sailfish activity. Therefore, anglers should always stay informed about local fishing reports and consult with experienced captains or guides for the most up-to-date information on sailfish movements and behavior in Pensacola.

What techniques are popular for catching sailfish in Pensacola?

Fishing for sailfish in Pensacola requires a combination of patience, skill, and strategic techniques to increase the chances of a successful catch. One of the most common and effective methods for targeting sailfish is trolling. Anglers typically cruise along the edges of offshore currents, dragging a spread of large, brightly colored artificial lures or rigged baits behind their boat. The key is to cover a large area of water and vary trolling speeds and depths to mimic the movement of prey and entice strikes from cruising sailfish.

Another popular technique for sailfish fishing in Pensacola is live bait fishing. Anglers often use live baitfish such as ballyhoo, mullet, or blue runners to attract sailfish to the surface. These baits are typically rigged with circle hooks and deployed either behind the boat or suspended beneath a kite or balloon to keep them in the strike zone. Live bait fishing requires careful observation and quick reflexes, as anglers must be ready to react as soon as a sailfish strikes.

Once hooked, sailfish are known for their acrobatic leaps and powerful runs, making them a challenging and exciting species to target. Anglers must be prepared to handle the sheer strength and agility of sailfish, using heavy tackle and maintaining constant pressure to tire out the fish and bring it to the boat. With their breathtaking beauty and thrilling behavior, encountering a sailfish in Pensacola's waters is a memorable experience that epitomizes the excitement and adventure of offshore sport fishing.

What other species are popular in Pensacola?

Aside from sailfish, Pensacola's waters offer a plethora of other exciting species for anglers to target. One popular catch among anglers is the red snapper, prized for its size, strength, and delectable taste. These iconic reef fish inhabit offshore structures such as reefs, wrecks, and rocky bottoms, providing anglers with thrilling battles and rewarding catches. Additionally, red snapper season in Pensacola typically spans from June to August, offering ample opportunities for anglers to pursue these prized fish.

For those seeking inshore action, Pensacola offers abundant opportunities to target species like speckled trout, redfish, and flounder. These prized inshore game fish can be found patrolling the shallow waters of bays, estuaries, and marshes, where they feed on baitfish and crustaceans. Anglers can employ a variety of techniques, including casting lures or live bait along mangrove shorelines, grass flats, and oyster bars, to entice these elusive species. Whether fishing from shore, kayak, or boat, Pensacola's inshore waters provide plenty of excitement for anglers of all skill levels.

Moreover, Pensacola's rich offshore fishery includes pelagic species such as king mackerel, mahi-mahi, and tuna. These high-speed predators can be found cruising the Gulf waters, offering anglers thrilling opportunities for trolling or casting. Whether targeting nearshore reefs or venturing farther offshore, anglers can enjoy the challenge and excitement of pursuing these dynamic game fish. With such a diverse range of species available, Pensacola provides anglers with endless opportunities for adventure and memorable catches on the water.

Recent Reviews

  • ★★★★★
    Taylor was very knowledge and so nice! He is very dedicated to his passion.

    Jennifer V. | August 12, 2024

    Trip: 10 hour Extreme Offshore

  • ★★★★★
    Capt Brantley and Josh made the trip awesome. We tied into a pair of Wahoo on the trip out and ripped loads of fish while out Anyone and I mean anyone experience or not NEEDS to book and go out with these guys Thanks so much again See yall in the Fall

    Mark R. | June 25, 2024

    Trip: Combo Reef & Trolling Trips

  • ★★★★★
    We had a great time, caught a few keepers, and Chuck was awesome.

    Tonia E. | June 14, 2024

    Trip: Deep Sea-Nearshore Gulf Experience

  • ★★★★★
    Absolutely fantastic trip! Josh and Kurt took fantastic care of us, we caught plenty of fish, and locked into a really nice Amberjack!

    Jon S. | May 29, 2024

    Trip: Combo - Reef/Trolling

  • ★★★★★
    The trip was great. Captain Chuck is awesome. Your website and the information you provide needs to be better. This message was sent to me to at 3am before we even left for our trip.

    Onnallee G. | August 11, 2023

    Trip: Deep Sea-Nearshore Gulf Experience

  • ★★★★★
    Captain Matt and his deckhand, Steve were very competent and professional. We had 8 lines out trolling for most of the 14 hour day. Steve even continued on with a good laceration on his hand from the first wahoo we caught. We landed two wahoos and didn’t get many more bites even though they had us constantly trolling with many lines in the water. Matt is a good fisherman and I’ve been out with many over the years. We would definitely recommend them as a competent pelagic fishing operation.

    Charles M. | July 30, 2023

    Trip: Spring Offshore Special

  • ★★★★★
    5 stars for Harold and his deck hand Dominique apologizes I probably spelled your name wrong. Caught a lot of fish very friendly. Thank you for taking care of me (I got sick) and more importantly my children they had a blast and that’s what life is all about those memories!!! Will definitely contact again if I’m the area

    Michelle M. | July 5, 2023

    Trip: Destin Full-Day Fish Fest

  • ★★★★★
    Capt Harold and the mates Dominique and Cayden were just awesome!! They were very accommodating and always helpful! Capt Harold enaured we caught our limit. It was a great day!!

    Michelle C. | June 8, 2023

    Trip: Destin Full-Day Fish Fest

  • ★★★★★
    Outstanding boat captain and deck hand. These guys were the best we have ever had. The rewind will see us again as long as the two guys that took us are there. Great job guys and hope to see you guys soon. I would tell anybody that want to go offshore fishing to book the rewind with these guys.

    Brooks A. | June 1, 2023

    Trip: Harbor Hookup: Destin Fishing Fun

  • ★★★★★
    Great trip!

    Jordan M. | May 27, 2023

    Trip: Spring Offshore Special

  • ★★★★★
    Great captain, josh was also great, I would definitely go out with these guys again

    Larry E. | May 3, 2023

    Trip: Combo - Reef/Trolling

  • ★★★★★
    It was great even though we had a little bad weather. The Captain was awesome and put use on fish right when we left. The deck hand was great and helped everyone out and kept us going. I would so use them again and again.

    James C. | August 24, 2021

    Trip: Destin Full-Day Fish Fest

What's biting in Pensacola?

View Sailfish Fishing Reports from our damn good guides.

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:

See All Sailfish Trips in Pensacola