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Sailfish Fishing Charters In Summerland Key

Easily find a Summerland Key fishing guide that fits your needs. Confidently book your next day on the water.

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Recently Booked Sailfish Fishing Charters Near Summerland Key

Fishing in Stock Island

Deep Sea, Nearshore Fishing Charter in Stock Island

Key West Nearshore/Offshore Trip

100% (3)
63 ft 1 - 12 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West

Deep Sea, Nearshore Fishing Charter in Key West

Key West Fishing Slam

NEW
36 ft 1 - 6 People $$$
Fishing in Key West

Deep Sea Fishing Charter in Key West

Key West Offshore Action

86% (7)
33 ft 1 - 6 People $$
Fishing in Key West

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Key West Deep Sea Run - 40' Luhrs

100% (4)
40 ft 1 - 6 People $$$
Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Marathon Key Nearshore Run

100% (6)
31 ft 1 - 6 People $$

Most Popular Types of Sailfish Trips in Summerland Key

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Sailfish Fishing Charters Near Summerland Key

Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Mixed Bag Trip in Key West

Join Captain Brad on an exciting fishing adventure in Key West, Florida. Captain Brad is extremely friendly and courteous, and wants to help you reel in your personal best! On these 4, 6, and 8-hour adventures, Captain Brad will help you catch a variety of species, including Mahi Mahi / Dorado, Black Grouper, Goliath Grouper, Red Grouper, King Mackerel / Kingfish, Sailfish, Red Snapper (depending on the season), Yellowtail Snapper, and Wahoo. You’ll be fishing aboard Capt. Brad’s 43-foot sportfisher which is equipped with a large fishing cockpit, a functioning Tuna Tower, and an extra-large live well capacity. On this trip, Captain Brad emphasizes light tackle but is more than happy to accommodate for live bait slow trolling, reef & wreck, dead bait trolling, kite fishing, and blue water fly fishing. Captain Brad will provide Penn, Shimano, and Daiwa rods, reels, tackle, and lures. They will also provide live bait, drinks, fly fishing equipment, and fish cleaning/filleting at no extra cost. A first mate will be on board to help you at all times. Make sure you bring a hat, sunscreen, and some food/snacks for the day! The crew is excited to give you a great fishing trip – it doesn’t matter if you’ve fished a hundred times or whether this is your first time taking the family fishing – there’s something for everyone to enjoy! Read More

Deep Sea, Nearshore Fishing Charter in Key West

Key West Mixed Bag Trip

100% (3)
43 ft 1 - 6 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Offshore - 30’ Boca Grande in Marathon

Join Captain Joel on his 30' Boca Grande sportfisher for an exciting offshore fishing charter out of Marathon, FL! n this epic trip, you'll be targeting some of the most prized gamefish in the area, including Blackfin Tuna, Mahi Mahi, and Wahoo! As you board the boat, you'll be greeted by Captain Joel and his experienced crew, who will provide you with a safety briefing and a rundown of the day's itinerary. Once everyone is ready, you'll set off from the dock and head out into the crystal-clear waters of the Florida Keys. As you make your way out to the fishing grounds, Captain Joel will share his knowledge of the area and give you some tips and techniques to maximize your chances of landing a big catch. You'll be fishing with top-of-the-line equipment, including high-quality reels and rods, and all bait and tackle will be provided. Once you arrive at the fishing grounds, the excitement will begin! Blackfin Tuna, Mahi Mahi, and Wahoo are all known for their fast and furious fighting style, and you'll need to be quick and agile to reel them in. With Captain Joel's expert guidance, you'll have the best chance of landing the catch of a lifetime. Throughout the day, you'll have the opportunity to relax and enjoy the beautiful scenery of the Florida Keys, soak up some sun, and spend some quality time with your fishing buddies! And, of course, you'll have plenty of opportunities to snap some photos of your impressive catches to share with your friends and family. At the end of the charter, Captain Joel and his crew will clean and fillet your fish, so you can take your catch home and enjoy it for dinner. Whether you're a seasoned angler or a first-time fisherman, this offshore fishing charter with Captain Joel is sure to be an unforgettable experience. Read More

Deep Sea Fishing Charter in Marathon

Marathon Offshore - 30’ Boca Grande

100% (6)
30 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Ultimate Action Fishing in Key West in Key West

Experience world-class action fishing on the beautiful reefs, wrecks, and offshore of Key West. Captain Nick is experienced, friendly, and attentive, ensuring you an unforgettable day out on the ocean. Book your charter today and get ready for the adventure of a lifetime! These 2 person trips are discounted because the owner of the boat (also a fishing captain) will likely first mate on the trip and fish along with you, which is fun. We can easily handle 6 people, but we much prefer these 2 person trips to keep everyone fishing and having fun. Read More

Deep Sea, Nearshore Fishing Charter in Key West

Ultimate Action Fishing In Key West

100% (1)
33 ft 1 - 4 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Sportfish Trip in Key West

Captain Mark will guide you on an action-packed adventure through the waters of Key West, Florida! You’ll be fishing aboard Captain Mark’s 37-foot Contender side console powered by two 250 HP Yamaha engines. She comes with outriggers, downriggers, and a live bait well. She also boasts air conditioning, a multimedia system, TV, refrigerator, and an ice-box. On this trip, you’ll be targeting a wide variety of species, including Black Grouper, Blackfin Tuna, Blue Marlin, Dorado (Mahi Mahi), Yellowtail, Wahoo, and many more. The longer you go, the farther out you can travel, and the farther out you travel, the bigger the fish get! Don’t forget to bring a cooler to take home your day’s catch, food and drinks for the day (no glass), sunscreen, and a hat. Captain Mark will provide all rods, reels, tackle, and fishing licenses. Let go of your daily responsibilities and have some fun fishing with Captain Mark! Read More

Deep Sea, Nearshore Fishing Charter in Key West

Key West Sportfish Trip

100% (1)
37 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Morning 1/2 Day Fishing Charter in Key West

Wake up and go fishing! A 4-hour fishing trip is a great way to fish and explore the local waters surrounding Key West. Our half-day trips usually leave the dock around 7:30 a.m. and return around 11:30 a.m. However, this may change depending on the conditions, time of year, and customer preference. Captain John's mission is always to provide the best fishing experience possible with the conditions at hand. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water with Captain John! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Morning 1/2 Day Fishing Charter

67% (3)
25 ft 1 - 4 People $$
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Offshore Trip in Marathon

Offshore trips with Captain Larry will always start off with catching live baits! Depending on the season you will be either flying kites for sailfish, running to the humps for tuna, fishing grass patches for Mahi Mahi, or even deep dropping for tilefish, grouper, snapper, or swordfish. On a full day offshore, Captain Larry will usually switch tactics throughout the day so you can go home with a great mixed bag of fish! Offshore you can expect hard fighting, acrobatic, and beautiful Pelagic fish. Captain Larry bases all of his fishing around having fresh live bait and catching big fish! Everything is provided aboard his 33’ World Cat as it comes fully rigged with fuel, outriggers, Garmin electronics, 2 300 HP Suzuki's, coolers, massive live wells, a large t-top for shade, and plenty of rod holders. He will even clean and vacuum seal your fillets for you for superior storage and preservation. Captain Larry focuses on the little things to ensure you have the best possible experience aboard his boat from start to finish. All you need to bring are your favorite snacks and drinks, sunscreen, polarized sunglasses, and a camera if you'd like, and Captain Larry will make sure you're well taken care of. All you'll need to bring are your favorite snacks and drinks and Captain Larry will clearly take care of the rest! Read More

Deep Sea Fishing Charter in Marathon

Marathon Offshore Trip

NEW
33 ft 1 - 6 People $$$
See All Sailfish Trips in Summerland Key

Everything to Know About Booking a Summerland Key sailfish fishing charter

What are the best sailfish fishing charters in Summerland Key?

Our Damn Good Guides currently offer 37 sailfish trips in Summerland Key, and the most popular trips in the area are Key West Nearshore/Offshore Trip guided by Mike, Key West Fishing Slam guided by Mark, and Key West Offshore Action guided by John.

Our guides in Summerland Key are rated a 4.83 out of 5 based on 2565 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and 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.

The most popular cities to book a Sailfish charter in are Key West, Marathon and Naval Air Station Key West.

Looking for kid friendly sailfish guides / fishing lessons in Summerland Key? Check out our beginner and family friendly sailfish guides in Summerland Key.

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

Deep Sea fishing is the most popular for sailfish in Summerland Key as well as nearshore fishing, inshore fishing, and flats fishing.

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

How much do Summerland Key sailfish fishing charters cost?

for sailfish in Summerland Key prices can range anywhere from about $950 to $2,355, but the average price for a half day trip for sailfish in Summerland Key is $1,196. The average price for a full day trip for sailfish in Summerland Key is $1,752.

What month is best for sailfish fishing in Summerland Key?

The most popular season for sailfish fishing in Summerland Key is spring, and most anglers book their trips 21 days in advance.

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

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

Recent Reviews of Captain Experiences

  • ★★★★★
    Had a most excellent time. We were scheduled for an offshore trip but wind and waves caused us to cancel this trip. However, we rescheduled for later in the day for a tarpon fishing excursion. This was a blast ! We saw sharks up close and landed several yellow jacks which gave us a good fight before being returned to the water. After trying and trying (never give up) we snagged a good sized tarpon. After a good fight which included multiple boat maneuvers it was brought to the side of the boat before being cut loose to fight another day. We thoroughly enjoyed the time spent with the captain and first mate. Both were very attentive to us, making sure that our hooks were still baited and that we had all the help required for landing and documenting our catches before returning them to the water. A great time was had by all! The boat was immaculate and we had no issues if any sort.

    Lynn E. with Steve S. of Marathon, Florida

  • ★★★★★
    Mike and Cole were fantastic. We had four small kids with us, and they handled them perfectly. We caught lots of yellowtail snapper and a nurse shark! 10/10, would book again (and plan to).

    Daniel K. with Mike W. of Stock Island, Florida

  • ★★★★★
    Great experience with Captain Mike. Enjoyed our time on the water and caught an amazing meal of Yellowtail! Thank you Blind Squirrel and crew!

    Matthew P. with Mike W. of Stock Island, Florida

  • ★★★★★
    Had a fantastic trip with Captain John in July of 2023. Went for a morning trip on our honeymoon, caught tons of fish, had a lot of fun. John and his first mate were very competent, personable, and provided an excellent experience. The boat was well outfitted, John knew several spots with lots of fish, and gave us more time than we'd paid for. Great experience, will absolutely book again next time we're in the keys.

    Clare D. with John G. of Key West, Florida

  • ★★★★★
    Excellent trip with John. Good guys, on fish all day and had a great time. Definitely would book again!

    Kevin V. with John G. of Key West, Florida

  • ★★★★★
    Great fishing trip, memorable experience, would refer John and partner to anyone interested charting fishing trip in KeyWest!

    Rob R. with John G. of Key West, Florida

  • ★★★★★
    Our guide Nick is top notch, he is friendly, knowledgeable and certainly knows great spots to fish. We caught fish all day, brought home three very large mutton’s, some other mutton’s and good size yellow tail. We caught and released fish all day, hogfish, large groupers and other assorted fishes. Thanks Nick .

    Chris B. with Paul H. of Key West, Florida

  • ★★★★★
    We had a fantastic time with captain Brad. We tried different techniques and despite being a rough choppy day we still have out with a lot of fish. We all enjoyed it and highly recommend him to anyone!

    Shai K. with Brad S. of Key West, Florida

  • ★★★★★
    Great charter. Awesome Captain and First Mate

    Robert P. with Joel B. of Marathon, Florida

  • ★★★★★
    Captain Bill was outstanding. He found the fish for us and we caught yellow tail snappers, strawberry grouper, and blue bonnets. Will definitely use him again.

    Kathy S. with Bill G. of Marathon, Florida

  • ★★★★★
    Captain Chris and will were so much fun, they made it fun, comfortable and plain amazing let us catch live bait, and they let us reeel in the fish. The best fishing charter I have been on.

    Jerry H. with Mark B. of Key West, Florida

  • ★★★★★
    Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

    Linda F. with Chuck T. of Key West, Florida

  • ★★★★★
    Had a great time. They put us on lots of fish, with multiple species caught. Got to move around, very attentive baiting and removing fish. Lots of stories and fun atmosphere. Highly recommend them. Very relaxing day on the water. Book it!

    Dale G. with Steve S. of Marathon, Florida

  • ★★★★★
    We had the best time ever! It was my first time to go deep sea fishing and my husband and I both caught a Wahoo and plenty of other fish! mark and Nell’s were amazing! We had a local restaurant cook our fish for us that evening. Great trip!!

    Lynda B. with Mark B. of Key West, Florida

  • ★★★★★
    We had a great time out , Mark and crew did all they could to get on the fish.Thanks

    Dan C. with Mark B. of Key West, Florida

  • ★★★★★
    Awesome day. Great Capt. and 1st mate.

    Thomas E. with Ben Z. of Marathon, Florida

  • ★★★★★
    Captain Bill was awesome with our kids, and we caught a ton of fish, would definitely do this again.

    Mike S. with Bill G. of Marathon, Florida

  • ★★★★★
    Hands down…….this was the best experience for all of us! Steve and Billy were awesome! My husband and I were celebrating with our son and daughter in law on their 25th wedding anniversary and a fishing adventure was on our list…… Steve and Billy were very knowledgeable, explanatory, and patient and would help depending on our fishing skills. We all caught fish and had a fabulous day! We will come back ! Thanks Steve and Billy

    Pamela W. with Steve S. of Marathon, Florida

  • ★★★★★
    Fabulous fun and great experience with the crew!!!

    David H. with Chuck T. of Key West, Florida

  • ★★★★★
    Our charter with Captain John was fantastic! Despite the windy conditions, he managed to get us on fish in many different spots. John is very knowledgeable and a super fun guy! We will definitely be booking with Captain John again. Shannon & Greg Johnson

    Greg J. with John D. of Key West, Florida

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See All Sailfish Trips in Summerland Key