Fair Winds Fishing Charters
Big Pine Key, Florida
33901 Overseas Highway, Big Pine Key, Florida, 33043
Captain Ben invites you to experience the excitement of sight fishing on the legendary flats of the Florida Keys!
As Captain Ben expertly navigates the shallow waters, you’ll have the opportunity to spot fish up close and personal. Feel the rush of adrenaline as you cast your line, presenting your bait, lure, or fly with precision.
Step aboard our 17′ Maverick Flats Skiff and get ready for an unforgettable adventure. Our charters can accommodate up to 3 anglers (maximum 2 adults). Whether it’s stalking elusive bonefish or engaging in thrilling battles with tarpon and permit, Fair Winds promises an exciting experience for all fishing enthusiasts.
We cater to both novice and experienced anglers, providing personalized trips to pursue the region’s abundant fish species in the shallow, crystal-clear waters. Captain Ben will give his best recommendation depending on the season, weather, and current fishing conditions.
Regardless of skill level, Captain Ben is committed to accommodating every angler, offering encouragement and instruction to help you achieve your fishing goals. Join us for an exceptional day of sight fishing amidst the breathtaking beauty of the Florida Keys.
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Half Day Flats Fishing AM
(Tarpon and More!)
$500.00 USD
Starts at: 07:00 AM
Duration: 4 hours
Join us for the ultimate half-day flats fishing adventure!
On this charter, we will target an array of species, including bonefish, permit, barracuda, jacks, tarpon, sharks, and more.
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Half Day Flats Fishing PM
(Tarpon and More!)
$500.00 USD
Starts at: 12:00 PM
Duration: 4 hours
Experience an afternoon of flats fishing!
Departing around lunch, our half-day trips provide the perfect opportunity to target an array of species, including bonefish, permit, barracuda, jacks, tarpon, sharks, and more.
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Full Day Flats Fishing
(Tarpon and More!)
$700.00 USD
Starts at: 08:00 AM
Duration: 8 hours
Are you ready for a full day of fishing the flats?
Having a full day will give you the flexibility to target a variety of species, including bonefish, permit, barracuda, jacks, tarpon, sharks, and more.
If you have a fish on your bucket-list, make sure you let Captain Ben know!
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Half Day Snapper Fishing
(AM)
$500.00 USD
Starts at: 08:00 AM
Duration: 4 hours
If you’re looking for action and delicious fish you can take home, we invite you to discover the excitement of snapper fishing in the picturesque backcountry of the Florida Keys.
Captain Ben’s intimate knowledge of the area will lead you to prime snapper fishing grounds where these delectable fish abound. Feel the anticipation build as you drop your line into a hole or near structure, awaiting the unmistakable tug of a hungry snapper.
With Captain Ben’s guidance and expertise, you’ll learn the techniques to hook these feisty fish and reel them in. As you enjoy the tranquility of the backcountry, surrounded by stunning mangroves and abundant wildlife, the thrill of landing a prized snapper will be a memory you won’t soon forget.
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Half Day Shark Fishing
(PM)
$500.00 USD
Starts at: 12:00 PM
Duration: 4 hours
Embark on an action packed, exhilarating adventure targeting sharks and barracudas on the beautiful flats of the Florida Keys. Feel the adrenaline surge as you cast your line at these fish and wait for them to strike.
Whether it’s the thrilling run of a lemon shark or the lightning-fast strike of a barracuda, the battles will test your skills and leave you with lasting memories. Captain Ben’s knowledge of these waters will ensure an unforgettable shark and barracuda fishing experience.
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Sandbar Trip
(Half Day)
$500.00 USD
Starts at: 10:00 AM
Duration: 4 hours
If you’re simply looking for a nice time on the water with no hooks involved join us for a memorable sandbar trip or sunset cruise! Relax and unwind as we navigate through the calm turquoise waters, surrounded by breathtaking views of the back country ecosystem of the lower Florida Keys.
On our sandbar trip, anchor at a secluded sandbar where you can soak up the sun, swim in the warm waters, and enjoy a refreshing beverage. Alternatively, embark on a romantic sunset cruise, where the golden hues of the sinking sun paint a picture-perfect backdrop for unforgettable moments. Bask in the serenity of the Lower Florida Keys, taking in the beauty of nature and the tranquility of the open water.
This charter accommodates up to 3 people (2 adults max).
Price Includes: 3 People
Charter Features:
Cleaning & Filleting
Upon arrival from your day on the water, your catch will be filleted and bagged for you and your family/friends to take home and enjoy!
Live Bait Well
Our Captain’s boat is equipped with a live bait well, which may be used to hold bait and other smaller fish you may catch.
Rods, Reels, & Tackle
Our Captains are prepared with all the equipment necessary to catch whatever may swim your way! All the rods, reels, tackle, and bait will be provided to target whatever species you are hoping to catch!
You Keep Catch
Aside from the species required to be released by law and some species that may not be recommended as table fair, whatever fish are landed while out on the water are yours to keep!
What To Bring:
Additional Drinks
Camera
Cash
Hat
Non-Spray Sunscreen
Snacks/Food
Sunglasses
Weather-Appropriate Clothing
Boat Specs:
- Length: 17'
- Year: 2003
- Type: Flats Skiff
- Model: Maverick
- Engine: 1 x 70HP (Yahama)
- Capacity: 3 Persons
Types of Fish:
- Barracuda
- Bonefish
- Drum (Redfish)
- Grouper (Goliath)
- Jack (Crevalle)
- Permit
- Pompano
- Shark
- Snapper (Dog)
- Snapper (Lane)
- Snapper (Mangrove)
- Snook
- Tarpon
Fishing Techniques:
- Fly Fishing
- Light Tackle
- Spinning
Charter Amenities:
- Child Friendly
- Cooler
Boat Reviews:
Henry Morris
Thanks ben for putting us on the fish, such a great guy, we learned a lot. 10/10 trip.
2023-07-16
Rating:
5.0
Nate Stewart
Flats fishing with Captain Ben was great, he is a hard working guide. We landed tarpon and bone fish. My kids said it was the best day ever.
2023-02-08
Rating:
5.0
Adam Collins
Great time with Captain Ben, went after the tarpon, in the afternoon we hit the flats and caught some bone fish, saw some sharks and dolphins too.
2022-11-12
Rating:
5.0
Jesus Edwards
Captain Ben was very knowledgeable about the big pine key area, he catered to each of our personalities and skillsets, brought home plenty for dinner and released plenty more.
2022-07-24
Rating:
5.0
Jose Cruz
Caught bone fish on the flats and then he taught my kids how to fish the sandbar, pointed out the sharks and the rays, great trip.
2022-05-16
Rating:
5.0
Tyler Parker
Recommend Fair Winds on your trip to the keys, Captain Ben got us on the fish!
2022-03-23
Rating:
5.0
Jarrod Turner
Great day flats fishing with Fair winds, Captain was knowledgeable and enthusiastic, was a trip to remember.
2021-12-31
Rating:
5.0
Dennis Evans
Went fly fishing with Captain Ben, went after the tarpon, very knowledgeable and patient as he taught us what to do, great time on the water.
2021-09-01
Rating:
5.0
Jack Philips
Amazing trip with Captain Ben, he was very knowledgeable and about the area, we tried fly fishing as well as with spinning reels.
2021-04-22
Rating:
5.0
Justine Gomez
Great day fishing with Ben, he put us on the fish! Caught a big variety, will be back.
2021-02-17
Rating:
5.0
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