Windward Fishing Charters 

4.9/5 (171 reviews)
 
State licensed
 946 Siesta Drive, Sarasota, FL 34242, United States
 
State licensed
4.9/5 (171 reviews)
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946 Siesta Drive
Sarasota, FL, United States

Windward Fishing Charters is located in Sarasota and offers to show you a memorable time out of Siesta Key and the surrounding areas. Whether you are an experienced fisherman or a first-timer, Capt. Timothy will ensure that everyone has a great time. Also, kids are more than welcome to come aboard, just make sure to let the captain know ahead of time to make sure he has child life jackets on board.

Capt. Timothy will do his best to make sure you have a fun day full of fishing. This involves many different trip options. On these trips, you can expect to use techniques such as light tackle, heavy tackle, bottom fishing, and trolling.

Your fishing adventure starts on a 22’ Pathfinder boat fully restored in 2022. It’s equipped with a tower for shade and sighting fish, power pole, GPS/sonar, coolers for drinks and fish, and a wireless trolling motor. She can safely take up to 5 anglers and also comes with an ice box to put the keeper fish in.

All rods, reels, terminal tackle, live bait, lures, bottled water, and ice are included in the price so you can focus on what really matters, fishing. Your trip will include all the necessary fishing licenses for the day. At the end of the trip, Capt. Tim will clean and bag the keepers that you want to take home.

Book your trip now and hit the water with Windward Fishing Charters!

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Customer reviews

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $600 
Entire boat: up to 5 people
4 Hour Trip (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
Seasonal trip Oct 1 - Jul 1
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US $600 
Entire boat: up to 5 people
6 Hour Trip
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $900 
Entire boat: up to 5 people
6 Hour Trip – Tarpon
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
Seasonal trip May 1 - Jul 24
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US $1,000 
Entire boat: up to 5 people

Customer reviews

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Showing: 1 of 1 review
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FAQs about Windward Fishing Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
5 persons
Boat length
22 ft
Year built
2000
Restored in
2022
Boat manufacturer
Pathfinder
Boat type
Center console

Engine model
Yamaha
Powered by
1 x 175HP
Max cruising speed
43 knots
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What’s biting in Sarasota right now

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Recent fishing reports


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