Fair Winds Fishing Charters 

5.0/5 (31 reviews)
 
State licensed
 State Road 4a, Little Torch Key, FL 33043, United States

Fair Winds Fishing Charters 

State licensed
Little Torch Key, FL, United States
17 ft
2
5.0/5 (31 reviews)

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

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Rating

5.0
31 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (30)

What anglers say

100%
Recommended
97%
Caught fish

All reviews (31)

Frequently mentioned
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Showing 15 of 31 reviews
Clark Forster
Clark Forster
us
Alabama, US
Member since 2026
5.0
Verified
Capt Ben is the best
Half Day Trip – Flats - 2:00 PM on January 2, 20261 adult

Couldnt 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!

Reported catch:
Bonefish
Tarpon
Bonnethead Shark
Great Barracuda
Response from Captain

Thank you very much for the kind words Clark. Hope we can do it again!

Eric Nee
Eric Nee
us
Maryland, US
Member since 2026
5.0
Verified
Outstanding day fishing!
Half Day Trip – Flats - 2:00 PM on April 2, 20262 adults

I told Captain Ben I wanted to catch barracuda to again relive the memories when I came down to the Keys decades ago during a college road trip. Scooting around the beautiful Florida Keys’ flats pursuing Cuda,” and then catching the toothy critters was a fantastic thill. Outstanding trip! Thanks Captain Ben!

Reported catch:
Great Barracuda
Response from Captain

Thanks for coming out Eric!

Bill Vague
Bill Vague
us
Missouri, US
Member since 2026
5.0
Verified
Beautiful day on the flats.
Half Day Trip – Flats on February 20, 20262 adults

Ben 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.

Reported catch:
Great Barracuda
Bonnethead Shark
Response from Captain

Thank you Bill!

Robert Edwards
Robert Edwards
us
Mishawaka, IN, US
Member since 2026
5.0
Verified
New
Great trip
Half Day Trip – Flats on June 1, 20262 adults

Ben worked hard to get us on fish. Very friendly and knowledgeable

Response from Captain

Thanks Bob!

Joe Badham
Joe Badham
Repeat angler
us
Michigan, US
Member since 2020
2 trips
5.0
Verified
Exactly the trip I wanted!
3 Hour Trip Shark Trip on April 20, 20261 adult

Capt. 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!

Reported catch:
Lemon Shark
Response from Captain

Thanks Joe!

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
June 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour Trip Shark Trip
3 hour trip multiple starting times (8:00 AM, 1:00 PM)
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US $400
Entire boat: 2 people
Half Day Trip – Flats
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
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US $600
Entire boat: 2 people
3/4 Day Trip – Flats
6 hour trip starts at 8:00 AM
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US $750
Entire boat: 2 people
Full Day Trip – Flats
8 hour trip starts at 8:00 AM
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US $850
Entire boat: 2 people
There are 7 people looking at this charter.

Customer reviews

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Rating

5.0
31 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (30)

What anglers say

100%
Recommended
97%
Caught fish

All reviews (31)

Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 31 reviews
Clark Forster
Clark Forster
us
Alabama, US
Member since 2026
5.0
Verified
Capt Ben is the best
Half Day Trip – Flats - 2:00 PM on January 2, 20261 adult

Couldnt 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!

Reported catch:
Bonefish
Tarpon
Bonnethead Shark
Great Barracuda
Response from Captain

Thank you very much for the kind words Clark. Hope we can do it again!

Eric Nee
Eric Nee
us
Maryland, US
Member since 2026
5.0
Verified
Outstanding day fishing!
Half Day Trip – Flats - 2:00 PM on April 2, 20262 adults

I told Captain Ben I wanted to catch barracuda to again relive the memories when I came down to the Keys decades ago during a college road trip. Scooting around the beautiful Florida Keys’ flats pursuing Cuda,” and then catching the toothy critters was a fantastic thill. Outstanding trip! Thanks Captain Ben!

Reported catch:
Great Barracuda
Response from Captain

Thanks for coming out Eric!

Bill Vague
Bill Vague
us
Missouri, US
Member since 2026
5.0
Verified
Beautiful day on the flats.
Half Day Trip – Flats on February 20, 20262 adults

Ben 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.

Reported catch:
Great Barracuda
Bonnethead Shark
Response from Captain

Thank you Bill!

Robert Edwards
Robert Edwards
us
Mishawaka, IN, US
Member since 2026
5.0
Verified
New
Great trip
Half Day Trip – Flats on June 1, 20262 adults

Ben worked hard to get us on fish. Very friendly and knowledgeable

Response from Captain

Thanks Bob!

Joe Badham
Joe Badham
Repeat angler
us
Michigan, US
Member since 2020
2 trips
5.0
Verified
Exactly the trip I wanted!
3 Hour Trip Shark Trip on April 20, 20261 adult

Capt. 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!

Reported catch:
Lemon Shark
Response from Captain

Thanks Joe!

FAQs about Fair Winds Fishing Charters

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The fish you can target

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What is the boat like?

Boat image
Boat category
Skiffs and flats boats
Capacity
2 persons
Boat length
17 ft
Year built
2003
Boat manufacturer
Maverick
Boat type
Flats boat
Engine model
Yamaha
Powered by
1 x 70HP
Max cruising speed
35 knots
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