Westward Expeditions Flats Fishing!
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Westward Expeditions Flats Fishing!

State licensed
Excellent
5.0 / 5
(52 reviews)
Map of Islamorada, FL, United States
Overseas Highway 80500
Islamorada, FL, United States
Trips & prices
Targeted species
What's included
Boat info
Reviews
Contact captain

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 2017 17ft Maverick HPX-V, 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.

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

Select date to see available trips and rates:

  • Private trip
    Half day Fly Fishing!
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    US $550
    Have a great time starting your trip in the morning/afternoon/or evening. Fly fishing for species on the shallow water flats and mangrove shorelines of the Florida Keys! Cooler full of ice and drinking water is provided. Reccomend bringing whatever specialty drinks/snacks for yourselves!
    Targeted fish
    Bonefish
    Bonefish
    Permit
    Permit
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spotted Seatrout
    Spotted Seatrout
  • Private trip
    Half Day Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    US $550
    Have a great time starting your trip in the morning! Live bait, artificial, and/or fly fishing bait are all included. The captain also provides a cooler full of ice and water. He also recommends you bring lunch or snacks and specialty drinks for yourself.
  • Private trip
    3/4 Day Fly Fishing!
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    US $700
    Have a great time starting your trip in the morning/afternoon. Fly fishing for species on the shallow water flats and mangrove shorelines of the Florida Keys! Cooler full of ice and drinking water is provided. Reccomend bringing whatever specialty drinks/snacks for yourselves!
    Targeted fish
    Bonefish
    Bonefish
    Permit
    Permit
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spotted Seatrout
    Spotted Seatrout
  • Private trip
    3/4 Day Trip
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    US $700
    Spend 6 hours fishing and enjoy even more time on the water! The captain covers you for all the tackle, bait, and a cooler full of water and ice. He also provides snacks but you're welcome to bring any food and specialty drinks you want.
  • Private trip
    Full day Fly Fishing!
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    US $850
    Have a great time starting your trip in the morning. Fly fishing for species on the shallow water flats and mangrove shorelines of the Florida Keys! Cooler full of ice and drinking water is provided. Reccomend bringing whatever specialty drinks/snacks for yourselves!
    Targeted fish
    Bonefish
    Bonefish
    Permit
    Permit
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spotted Seatrout
    Spotted Seatrout
  • Private trip
    Full Day Trip
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    US $850
    Morning start! The trip includes all the fishing gear, bait, as well as a cooler full of ice and water. The captain invites you to bring any lunch, snacks, and specialty beverages you like so you can enjoy your fishing adventure to the fullest!

FAQs about Westward Expeditions Flats Fishing!

Westward Expeditions Flats Fishing! offers the following trips to customers:
  • US $550 per group - Half day Fly Fishing! (4 hours)
  • US $550 per group - Half Day Trip (4 hours)
  • US $700 per group - 3/4 Day Fly Fishing! (6 hours)
  • US $700 per group - 3/4 Day Trip (6 hours)
  • US $850 per group - Full day Fly Fishing! (8 hours)
  • US $850 per group - Full Day Trip (8 hours)
When you book a trip with Westward Expeditions Flats Fishing!, you can expect the following amenities onboard:
  • GPS
  • Live Bait Well
Trips booked with Westward Expeditions Flats Fishing! include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Fishing License
  • Fly Fishing Equipment
Westward Expeditions Flats Fishing! offers the following types of fishing:
  • Lake Fishing
  • Inshore Fishing
  • Flats Fishing
  • Backcountry Fishing
Westward Expeditions Flats Fishing! offers the following fishing techniques:
  • Light Tackle
  • Fly 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

Meet the Captain

Jake Leon
Islamorada, Florida, United States
ID & license verified
53 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!

About this listing

Targeted species

Bass (Largemouth) Largemouth Bass
Bass (Peacock) Peacock Bass
Black Drum Black Drum
Bonefish Bonefish

Boat specs

Maverick (Flats boat) originally built in 2017. Powered by a 115HP Yamaha engine, with a maximum cruising speed of 50 knots.

Length
17 ft
Capacity
2 persons

Types of fishing

Lake Fishing
Inshore Fishing
Flats Fishing
Backcountry Fishing

Fishing techniques

Light Tackle
Fly Fishing

Amenities

GPS
Live Bait Well

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
Fishing License
Fly Fishing Equipment

Cancellation policy

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.

Listing policies

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
Report listing

Payment

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

Islamorada Fishing Calendar

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Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 52 reviews
See details
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (50)
8\/8\/23 Half-Day
8\/8\/23 Half-Day
8\/8\/23 Half-Day
+47
Angler rating
49
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
94%
Appropriate for children
84%
Satisfied with the boat
100%
Caught fish
93%
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Showing:
5 of 53 reviews
Michael M.

The captain canceled

VERIFIED   NEW  April 13, 2024
The charter operation canceled 1 days after the trip date.
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David S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Easter vacation fishing trip.

VERIFIED   NEW  Half Day 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....
David S. recommends Westward Expeditions Flats Fishing!
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David S. recommends Westward Expeditions Flats Fishing!
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John A.
Savannah, GA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

8/8/23 Half-Day

VERIFIED   Half Day Trip on August 8, 2023
Captain Jake put us on some finicky, but fun tarpon to start the day, and then we hit the flats for Snook until we lost count....
John A. recommends Westward Expeditions Flats Fishing!
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John A. recommends Westward Expeditions Flats Fishing!
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Eric I.
Columbia, SC
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3/4 day with Captain Jake

VERIFIED   3/4 Day Trip on July 3, 2023
We had a great time with captain Jake. He put me on plenty of snook and we were able to get a few tarpon to play as well. As...
Eric I. recommends Westward Expeditions Flats Fishing!
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Eric I. recommends Westward Expeditions Flats Fishing!
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William S.
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Fishing with Jake

VERIFIED   Full Day Trip on December 6, 2023
The weather didn’t cooperate. We had a cold front to deal with. The guide worked hard to help us catch fish in spite of the...
William S. recommends Westward Expeditions Flats Fishing!
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William S. recommends Westward Expeditions Flats Fishing!
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