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.
Rating summary
Photos & videos by reviewers (60)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
83%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
91%
Caught fish
93%
Jan 27, 2025
3/4 Day Fishing Trip
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...
Mark review as helpful
Mark review as helpful
Sep 2, 2025
3/4 Day Fishing Trip
Capt Jake hit it out of the park. He was an engaged set of eyes the entire day calling out singles, doubles, and schools of our target fish. He guided me to my first SLAM - thanks Capt. BOOK EM!
Capt Jake hit it out of the park. He was an engaged set of eyes the entire day calling out singles, doubles, and schools of our...
Mark review as helpful
Mark review as helpful
Jun 21, 2025
The charter operator canceled 2 days prior to the trip date. This is an automated posting.
Mar 12, 2025
Full Day Fishing Trip
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....
Mark review as helpful
Mark review as helpful
Dec 27, 2024
3/4 Day Fishing Trip
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...
Mark review as helpful
Mark review as helpful
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Rating summary
Photos & videos by reviewers (60)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
83%
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...
Mark review as helpful
Experience:
Boat
Crew
Overall
3/4 Day Fishing Trip on September 2, 2025
Capt Jake hit it out of the park. He was an engaged set of eyes the entire day calling out singles, doubles, and schools of our target fish. He guided me to my first SLAM - thanks Capt. BOOK EM!
Capt Jake hit it out of the park. He was an engaged set of eyes the entire day calling out singles, doubles, and schools of our target fish. He guided me to my first SLAM - thanks Capt. BOOK EM!
Mark review as helpful
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
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
Mark review as helpful
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.
Mark review as helpful