Westward Expeditions Flats Fishing! 

5.0/5 (56 reviews)
 
State licensed
 Overseas Highway 104080, Key Largo, FL 33037, United States
You may qualify for a Loyalty Program discount with Westward Expeditions Flats Fishing!. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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.

Jake Leon

Captain

Jake Leon

7 years of experience
 ID & credentials verified
 responds within an hour

Most popular features:

 Fishing License
 Live Bait
 You Keep Catch
 Catch cleaning & filleting
 Drinks
 Child Friendly
 Rods, reels & tackle
 Food (Snacks)

Trip availability and prices

Trip Date:
Days:
Group Size:
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1/2 Day Fishing Trip
FREE Cancellation 7 days notice
4 Hour Trip, starts at 7:00 AM
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US $550 
Shared tour: for 2 people
1/2 Day Fly Fishing Trip!
FREE Cancellation 7 days notice
4 Hour Trip, starts at 7:00 AM
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US $550 
Shared tour: for 2 people
3/4 Day Fishing Trip
FREE Cancellation 7 days notice
6 Hour Trip, starts at 7:00 AM
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US $700 
Shared tour: for 2 people
3/4 Day Fly Fishing Trip!
FREE Cancellation 7 days notice
6 Hour Trip, starts at 7:00 AM
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US $700 
Shared tour: for 2 people
Full Day Fishing Trip
FREE Cancellation 7 days notice
8 Hour Trip, starts at 7:00 AM
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US $850 
Shared tour: for 2 people
Full day Fly Fishing Trip!
FREE Cancellation 7 days notice
8 Hour Trip, starts at 7:00 AM
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US $850 
Shared tour: for 2 people
There is 1 person looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 56 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (57)

Great Experience!!!
Great Experience!!!
Great Experience!!!
+54

Angler rating

52
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

85%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

91%

Caught fish

93%

Showing 1 - 5 of 57 reviews
Dean S.
Dean S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Experience!!!

VERIFIED

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...  

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 Dean S. recommends Westward Expeditions Flats Fishing!

Rick J.
Rick J.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Perfect trip!

VERIFIED

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  

 Rick J. recommends Westward Expeditions Flats Fishing!

Adam B.
Adam B.

The captain canceled

VERIFIED

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.

 

Jake Leon
Jake Leon (The Captain)

Andrew C.
Andrew C.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Jake

VERIFIED

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.  

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 Andrew C. recommends Westward Expeditions Flats Fishing!

David S.
David S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Easter vacation fishing trip.

VERIFIED

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...  

 David S. recommends Westward Expeditions Flats Fishing!

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FAQs about Westward Expeditions Flats Fishing!

What are the trip rates for Westward Expeditions Flats Fishing!?

Westward Expeditions Flats Fishing! offers the following trips to customers:

  • US $550 per group - 1/2 Day Fishing Trip (4 hours)
  • US $550 per group - 1/2 Day Fly Fishing Trip! (4 hours)
  • US $700 per group - 3/4 Day Fishing Trip (6 hours)
  • US $700 per group - 3/4 Day Fly Fishing Trip! (6 hours)
  • US $850 per group - Full Day Fishing Trip (8 hours)
  • US $850 per group - Full day Fly Fishing Trip! (8 hours)
Which amenities are available onboard with Westward Expeditions Flats Fishing!?

When you book a trip with Westward Expeditions Flats Fishing!, you can expect the following amenities onboard:

  • GPS
  • Live Bait Well
What's included in the trip price with Westward Expeditions Flats Fishing!?

Trips booked with Westward Expeditions Flats Fishing! include:

  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Fishing License
  • Fly Fishing Equipment
What types of fishing does Westward Expeditions Flats Fishing! offer?

Westward Expeditions Flats Fishing! offers the following types of fishing:

  • Lake Fishing
  • Inshore Fishing
  • Flats Fishing
  • Backcountry Fishing
What fishing techniques does Westward Expeditions Flats Fishing! offer?

Westward Expeditions Flats Fishing! offers the following fishing techniques:

  • Light Tackle
  • Fly Fishing
Which fish species can I catch with Westward Expeditions Flats Fishing!?

Top targeted fish species with Westward Expeditions Flats Fishing! include:

  • Bass (Largemouth)
  • Bass (Peacock)
  • Black Drum
  • Bonefish
  • Permit
  • Redfish
  • Snapper (Mangrove)
  • Snook
  • Spotted Seatrout
  • Tarpon

Your captain

Jake Leon

Key Largo, Florida, United States

ID & license verified
57 Customer reviews
Response time within an hour
Member since September 2021

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!

The fish you can target

Largemouth Bass
Largemouth Bass
Peacock Bass
Peacock Bass
Black Drum
Black Drum
Bonefish
Bonefish
Permit
Permit
Redfish
Redfish
Mangrove Snapper
Mangrove Snapper
Snook
Snook
Spotted Seatrout
Spotted Seatrout
Tarpon
Tarpon

What is the boat like?

Boat Image
Boat category
Skiffs and flats boats
Capacity
2 persons
Boat length
18 ft
Year built
2018
Boat manufacturer
Chittum Skiffs
Boat type
Flats boat

Engine model
Suzuki
Powered by
1 x 90HP
Max cruising speed
45 knots

What kind of fishing will you do?

Lake Fishing

Inshore Fishing

Flats Fishing

Backcountry Fishing

Which fishing techniques you can try

Light Tackle

Fly Fishing

Which amenities are available onboard

GPS

Live Bait Well

What’s included in the trip price

Rods, reels & tackle

Live Bait

Lures

Catch cleaning & filleting

Snacks

Drinks

Fishing License

Fly Fishing Equipment

How cancellations work

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.

What the listing policies are

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

How you can pay

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

What’s biting in Key Largo right now

BonefishBonefish
PermitPermit
RedfishRedfish
Snapper (Mangrove)Snapper (Mangrove)
SnookSnook
Spotted SeatroutSpotted Seatrout
TarponTarpon