Westward Expeditions is a USCG-licensed and insured guide service specializing in the vast flats and expansive mangrove shorelines and bays of South Florida. Whether you decide to embark on a journey that surrounds you with the crystal clear waters and oceanside flats of Biscayne Bay and the Florida Keys or venture around the endless grass flats and mangrove estuaries of Flamingo, Everglades National Park in search of that “bucket list” fish, Captain Jake Leon’s got you covered. All skills and walks of life are welcomed. Lets turn those fishy dreams into a reality!
Your day will begin aboard a 2018 Chittum Skiffs SnakeBight, which will provide ride comfort and incredible fishability for the deep basins and shallow estuaries of South Florida. Specializing in light tackle and fly fishing.
Captain
Jake Leon
Most popular features:
Rating summary
Photos & videos by reviewers (57)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
85%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
91%
Caught fish
93%
Experience:
Boat
Crew
Overall
3/4 Day Fishing Trip on January 27, 2025
I have fished all my life but never flats fished! This was a great experience. Captain Jake was very knowledgeable about the area & the fishing! He put me on a variety of fish early on then did the bulk of flats fishing. It all ended with a 28 inch Snook out of the mangroves. What a battle! Captain Jake even got in the water to make sure the fish was landed after getting tangled in the Mangrove. Great experience all around and I will do it again if I am ever back in the area. Thx Captain Jake!
I have fished all my life but never flats fished! This was a great experience. Captain Jake was very knowledgeable about the area & the fishing! He put me on a variety of fish early on then did the bulk of flats fishing. It all ended with a 28 inch Snook out of the mangroves. What a battle! Captain Jake even got in the water to make sure the fish was landed after getting tangled in the Mangrove. Great experience all around and I will do it again if I am ever back in the area. Thx Captain...
Experience:
Boat
Crew
Overall
Full Day Fishing Trip on March 12, 2025
This was my first trip to the keys. Jake went out of the way to put me on the fish. Couldn’t find a better guide in the keys. Will definitely book again with westward expeditions
This was my first trip to the keys. Jake went out of the way to put me on the fish. Couldn’t find a better guide in the keys. Will definitely book again with westward expeditions
Trip was supposed to happen on June 21, 2025
The charter operator canceled 2 days prior to the trip date. This is an automated posting.
Experience:
Boat
Crew
Overall
3/4 Day Fishing Trip on December 27, 2024
Trip was exactly what we were looking for shallow water and casting small gear. Guide had us on fish all day, and was fun to fish with.
Trip was exactly what we were looking for shallow water and casting small gear. Guide had us on fish all day, and was fun to fish with.
Experience:
Boat
Crew
Overall
1/2 Day Fishing Trip on March 29, 2024
This trip was for my daughter (10yo) and myself. It was a windy day but Captain Jake put us on fish first thing that morning. He took us to numerous protected mangrove flats and we caught fish at every stop. We caught Barracuda, Mangrove Snapper, Jack Crevalle and Goliath Grouper using artificial bait and live shrimp. Captain Jake was very attentive and patient while working with my daughter. He took care of capturing our trip in pictures and sending them to us so all we had to do was fish and enjoy the trip. We can’t wait to go back to the keys and fish with Captain Jake again.
This trip was for my daughter (10yo) and myself. It was a windy day but Captain Jake put us on fish first thing that morning. He took us to numerous protected mangrove flats and we caught fish at every stop. We caught Barracuda, Mangrove Snapper, Jack Crevalle and Goliath Grouper using artificial bait and live shrimp. Captain Jake was very attentive and patient while working with my daughter. He took care of capturing our trip in pictures and sending them to us so all we had to do was fish and...
Westward Expeditions Flats Fishing! offers the following trips to customers:
When you book a trip with Westward Expeditions Flats Fishing!, you can expect the following amenities onboard:
Trips booked with Westward Expeditions Flats Fishing! include:
Westward Expeditions Flats Fishing! offers the following types of fishing:
Westward Expeditions Flats Fishing! offers the following fishing techniques:
Top targeted fish species with Westward Expeditions Flats Fishing! include:
Key Largo, Florida, United States
Being born and raised around the surrounding waters of South Florida, it didn’t long to catch the “Fishing Bug”. From catching bass with my father ever since I could walk to poling a technical skiff in the beautiful waters of Biscayne bay, The Everglades, and the Upper Florida Keys, every trip hoists new opportunities and experiences that continue to fuel my passion and hope to pass and instill this incredible feeling to you!
Lake Fishing
Inshore Fishing
Flats Fishing
Backcountry Fishing
Light Tackle
Fly Fishing
GPS
Live Bait Well
Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
Fishing License
Fly Fishing Equipment
Free cancellation up to 7 days prior to trip
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
You Keep Catch
Catch and Release Allowed
Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
Book with 20% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit 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
Checks
Westward Expeditions Flats Fishing! - Updated 2025 Prices