Fair Winds Fishing Charters
Ready to catch some fish in Summerland Key? Make it happen, with Fair Winds Fishing Charters!
Depending on conditions, you might hook into Tarpon, Bonefish, Permit, Snapper, Snook, Lemon Shark, Bonnethead Shark, Jack Crevalle, Redfish, and anything else that bites. Depending on the species you're after, you may find yourself light tackle fishing, or maybe something more specialized in this area. Capt. Ben also offers fly fishing and provides all the gear you will need.
Your vessel for the day is a 17' Flats boat that can carry up to 2 passengers. It has all the essentials. Capt. Ben will supply rods and reels for you, along with lures. Live bait is available, but be sure to ask about it so you know if you'll be catching it yourself.
Your fishing license for the day is covered by the charter boat, so all you have to do is look forward to your trip! Some fish have special regulations, including when you can keep them. Your captain will help you follow regulations while you fish.
Families who love fishing together will be glad to know that kids are welcome aboard! It's recommended to bring polarized sunglasses, snacks, sunscreen (non-spray), and a hat. Bottled water is included, free of charge. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.
For more information about fishing with Fair Winds Fishing Charters, feel free to send Capt. Ben a message down below.
Ready to catch some fish in Summerland Key? Make it happen, with Fair Winds Fishing Charters!
Depending on conditions, you might hook into Tarpon, Bonefish, Permit, Snapper, Snook, Lemon Shark, Bonnethead Shark, Jack Crevalle, Redfish, and anything else that bites. Depending on the species you're after, you may find yourself light tackle fishing, or maybe something more specialized in this area. Capt. Ben also offers fly fishing and provides all the gear you will need.
Your vessel for the day is a 17' Flats boat that can carry up to 2 passengers. It has all the essentials. Capt. Ben will supply rods and reels for you, along with lures. Live bait is available, but be sure to ask about it so you know if you'll be catching it yourself.
Your fishing license for the day is covered by the charter boat, so all you have to do is look forward to your trip! Some fish have special regulations, including when you can keep them. Your captain will help you follow regulations while you fish.
Families who love fishing together will be glad to know that kids are welcome aboard! It's recommended to bring polarized sunglasses, snacks, sunscreen (non-spray), and a hat. Bottled water is included, free of charge. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.
For more information about fishing with Fair Winds Fishing Charters, feel free to send Capt. Ben a message down below.
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Customer reviews
Rating
Anglers' gallery (38)
What anglers say
Reviews (35)
Isbel Muniz5.0VerifiedBest charter ever!
Half Day Trip – Flats - 1:00 PM on July 17, 2026 • 2 adultsAn unforgettable day on the water! Captain Ben was incredibly patient, knowledgeable, and truly an expert. He helped make my 13-year old sons dream come true by putting him on not one, but two tarpon! We also saw lots of dolphins, sharks, bonefish, barracudas, and stingrays, making the experience even more incredible. I couldn’t have asked for a better charter—highly recommend! We will definitely be back on the water with Ben!
Clark Forster5.0VerifiedCapt Ben is the best
Half Day Trip – Flats - 2:00 PM on January 2, 2026 • 1 adultCouldnt recommend Captain Ben more. Not only did he put me on all sorts of fish, he catered to my every need. We went to a variety of different spots and he was super flexible with his gameplan based on conditions and my perosnal preferences. My only regret is that I booked a half-day instead of a full-day. I will be back again to fish with Capt Ben!
Bill Vague5.0VerifiedBeautiful day on the flats.
Half Day Trip – Flats on February 20, 2026 • 2 adultsBen was a pleasure to fish with. Right on time and ready to roll. We hit several spots and saw some early and heavy action. Flats fishing is such a different experience than inshore fishing. we were sight fishing and casting right to the. Gear was very good wich always makes for a great day.
David HarriottRepeat angler5.0VerifiedExcellent!
3/4 Day Trip – Flats on July 28, 2026 • 2 adultsKnowledgable. Enthusiastic. Captain Ben is enjoyable to spend the day with.
Robert Edwards5.0VerifiedGreat trip
Half Day Trip – Flats on June 1, 2026 • 2 adultsBen worked hard to get us on fish. Very friendly and knowledgeable
Joseph BadhamRepeat angler5.0VerifiedExactly the trip I wanted!
3 Hour Trip Shark Trip on April 20, 2026 • 1 adultCapt. Ben is the guy I would want to fish with all the time! Caught countless snappers, a couple of barracuda, and rounded off the morning with a beautiful lemon shark! A fight of a lifetime! What a great day!
Jay IversonRepeat angler5.0VerifiedLots of unique action
Half Day Trip – Flats on March 10, 2026 • 2 adultsBen worked hard trying to create opportunities. From an airborne large baracuda launching out of the water to a beautiful big cobia being eaten by a huge bull shark boats idea, to the mess of snappers for lunch. Good times.
Sunny Stritesky5.0VerifiedGreat trip!
Half Day Trip – Flats on April 2, 2026 • 2 adultsWe had a great time! captain ben took us to some awesome spots. we caught plenty of fish and a shark - would absolutely book again and would recommend!!
Rob MaroneyRepeat angler5.0VerifiedBucket List Fish!
Full Day Trip – Flats on May 14, 2026 • 2 adultsCapt. Ben got my son and I both our first bonefish and a tarpon on the fly rod! Great guy to fish with!
Shane HestonRepeat angler5.0VerifiedGreat fishing trip boat and captian
Half Day Trip – Flats - 1:00 PM on April 20, 2026 • 1 adultgreat time limited out and we hooked a giant barracuda as a bonus
FAQs about Fair Winds Fishing Charters
- US $600 per group - Half Day Trip – Flats (4 hours)
- US $600 per group - Half Day Trip – Flats - 1:00 PM (4 hours)
- US $750 per group - 3/4 Day Trip – Flats (6 hours)
- US $850 per group - Full Day Trip – Flats (8 hours)
- GPS
- Fishfinder
- Ice box
- Rods, reels & tackle
- Live bait (During winter months fishing for live bait is sometimes necessary and is included in overall price.)
- Lures
- Catch cleaning & filleting (Cleaning fish is included in the price of the trip)
- Drinks (Bottled Water will be available.)
- Fishing license (Fishing license is covered and included with the charter.)
- Fly fishing equipment
- Inshore fishing
- Flats fishing
- Backcountry fishing
- Light tackle
- Fly fishing
- Bonefish
- Jack Crevalle
- Permit
- Redfish
- Shark (Bonnethead)
- Shark (Lemon)
- Snapper (Mangrove)
- Snapper (Mutton)
- Snook
- Tarpon
Your captain
Real catches by this captain
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Bonefish
Jack Crevalle
Permit
Redfish
Snapper (Mangrove)
Snapper (Mutton)
Snook
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