Westward Expeditions Flats Fishing! 

5.0/5 (58 reviews)
 
State licensed
 Overseas Highway 104080, Key Largo, FL 33037, United States

Westward Expeditions Flats Fishing! 

 
State licensed
5.0/5 (58 reviews)
map-thumbnail
Overseas Highway 104080
Key Largo, FL, 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.

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 58 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (60)

A+ Slam
A+ Slam
A+ Slam
+57

Angler rating

53
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

83%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

91%

Caught fish

93%

Showing 1 - 5 of 58 reviews
Showing: 5 of 58 reviews
Dean S.
Dean S.
5.0/5

Jan 27, 2025

3/4 Day Fishing Trip

Great Experience!!!

VERIFIED

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...  

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 Dean S. recommends Westward Expeditions Flats Fishing!

Mark review as helpful

 Dean S. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


Alexander B.
Alexander B.
5.0/5

Sep 2, 2025

3/4 Day Fishing Trip

A+ Slam

VERIFIED
NEW

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...  

Review media 0
Review media 1
Review media 1
 Alexander B. recommends Westward Expeditions Flats Fishing!

Mark review as helpful

 Alexander B. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


Adam B.
Adam B.

Jun 21, 2025

The captain canceled

VERIFIED

The charter operator canceled 2 days prior to the trip date. This is an automated posting.

 

Captain replied
undefined (The Captain)

Rick J.
Rick J.
5.0/5

Mar 12, 2025

Full Day Fishing Trip

Perfect trip!

VERIFIED

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....  

 Rick J. recommends Westward Expeditions Flats Fishing!

Mark review as helpful

 Rick J. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


Andrew C.
Andrew C.
5.0/5

Dec 27, 2024

3/4 Day Fishing Trip

Fishing with Jake

VERIFIED

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...  

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Review media 1
Review media 0
 Andrew C. recommends Westward Expeditions Flats Fishing!

Mark review as helpful

 Andrew C. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
1/2 Day Fishing Trip
FREE Cancellation 7 days notice
4 Hour Trip, starts at 7:00 AM
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US $550 
Entire boat: up to 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 
Entire boat: up to 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 
Entire boat: up to 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 
Entire boat: up to 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 
Entire boat: up to 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 
Entire boat: up to 2 people

Customer reviews

Rating summary

5.0/5
out of 5 stars from 58 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (60)

A+ Slam
A+ Slam
A+ Slam
+57

Angler rating

53
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

83%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

91%

Caught fish

93%

Showing 1 - 5 of 58 reviews
Showing: 5 of 58 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...  

Review media 0
Review media 1
Review media 2
Review media 3
 Dean S. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


Alexander B.
Alexander B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

A+ Slam

VERIFIED
NEW

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!  

Review media 0
Review media 1
Review media 1
 Alexander B. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


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.

 

undefined (The Captain)

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!

Mark review as helpful


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.  

Review media 0
Review media 1
Review media 0
 Andrew C. recommends Westward Expeditions Flats Fishing!

Mark review as helpful


FAQs about Westward Expeditions Flats Fishing!

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The fish you can target

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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
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