Bonefishing Key West

231 Margaret Street
Key West FL, United States

Bonefishing Key West offers professionally guided shallow water sight fishing on the beautiful flats off Key West, Florida. You cannot find a bigger expert or a more patient teacher than Captain Lenny Leonard if you are a beginner. He has been fishing these waters since he was a child and will teach you anything you need to know with a smile on his face, as he wants you to experience the joy of flats fishing.

Key West, Florida consists of miles upon miles of protected marine sanctuaries and flats waiting to be fished. These flats are home to fish species such as Tarpon, Bonefish, Permit, Barracuda and Blacktip Sharks. These are the species you will target on your fishing adventure.

You will fish aboard a 2014 Maverick Mirage HPX carbon fiber flats boat. This skiff is designed for flats fishing. It is very comfortable to fish from, and the technical hull is stealthy quiet which helps when stalking Bonefish in 10 inches of water. The skiff is dry and comfortable riding and plenty fast at 40 plus mph. The boat is equipped with all the safety equipment you may need, as well as an icebox for the food and drinks you bring on the trip.

Bonefishing Key West has a strict catch and release policy, and their Captain Lenny is a firm believer in the preservation of the Key West fisheries. He is also a member of Reef Relief, Florida Fish and Wildlife, Oceana, Key West Chamber of Commerce, and We practice Catch & Release.

Bonefishing Key West offers professionally guided shallow water sight fishing on the beautiful flats off Key West, Florida. You cannot find a bigger expert or a more patient teacher than Captain Lenny Leonard if you are a beginner. He has been fishin

Select date to see available trips and rates:

Trip Date:
  • 8 Hour Flats Trip
    8 hour trip, starts at 8:00 AM
    US$ 650 private charter
  • 6 Hour Flats Trip
    6 hour trip, starts at 8:00 AM
    US$ 550 private charter
  • Half day charter
    4 hour trip, starts at 8:00 AM
    US$ 450 private charter
There are 3 people looking at this charter.

About this listing

Boat Specs

Maverick HPX (Flats boat) originally built in 2014. Powered by a 90HP Yamaha engine, with a maximum cruising speed of 34 knots.

17 ft
2 persons
Types of Fishing
Flats Fishing
Sight Fishing On The Flats
Backcountry Fishing
Tarpon Fishing
Fishing Techniques
Light Spinning Tackle
Fly Fishing
Technical Fly Fishing
Targeted Species
Barracuda (Great)

Shark (Blacktip)

Air Conditioning
Fighting Chair
Life Jackets
Fly Fishing Equipment
Snorkeling Equipment
Live Bait Well
Multimedia System
Wireless Trolling Motor
Tuna Tubes
Spearfishing Equipment
Ice Box
For Food & Drinks You Bring
Life Jackets
Fly Fishing Equipment
Ice Box
For Food & Drinks You Bring
Trip Includes
Rods, reels & tackle
Live Bait
We Use Live Bait At Times For Permit Fishing
Catch cleaning & filleting
First Mate
Fishing License Included
Fly Fishing Equipment
FREE Cancellation
You can cancel or change your booking free of charge up to 30 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.

Other Policies  
Catch and Release Allowed
Flats Fishing Is Catch & Release

30% deposit charged upfront by FishingBooker to guarantee your reservation. The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods: Cash, Visa, Mastercard, American Express, PayPal.

About the Captain

Lenny Leonard
Key West, Florida, United States
Member since December 2016
Captain Lenny has been fishing the Key West flats since he was a child and knows the best and most productive spots better than anyone else. He is a favorite among customers for his knowledge, his patience, excellent company, but above all his professionalism. He will work tirelessly to put you on fish and teach you all about fishing.
Response time: 16 hours
Response rate: 60%

Key West Fishing Calendar

Customer Reviews

5 out of 5 stars from 5 reviews

5 stars
4 stars
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1 star

Captain Lenny took my son and I out on a fantastic fishing trip.  He really worked hard to put us on the fish and make sure that we had a great day.  My son is 13 and Captain Lenny was patient and helped him in every way possible to make it a great experience. Highly recommend.

Fished January 27, 2017
  • Boat
  • Crew
  • Overall

As an avid fly fisherman, Lenny and I have been tarpon fishing together a couple times a year for about 5 years. Lenny lives in Key West and fishes these waters all year long, which is key to knowing the fishery. Lenny can always find fish. When we first fished together I was a novice to saltwater and Lenny was exceptionally patient as I learned the sport. Lenny helps me to be a better angler and fly fisherman each trip. He is not only an excellent guide, but also a great guy to spend time on the water with. Lenny is very passionate about fishing, guiding, and always goes the extra mile. He gets just as excited to see and hook fish as I do. I cannot recommend Lenny enough.

Fished January 25, 2017
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  • Crew
  • Overall

I have fished with Captain Lenny Leonard many times over many years. I keep coming back because of his great attitude (attitude makes the difference) and also because he is great with kids. Lenny works hard from morning til night - sometimes we’ve stayed out even as the sun dips below the horizon. He is very well versed with flats fishing, channel fishing and even reef fishing, and I can’t ever recall coming back in at the end of the day thinking that he didn’t give 110%. give Lenny a try and you’ll be glad you did. -Charlie Polsky

Fished December 26, 2016
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  • Crew
  • Overall