Windward Fishing Charters

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Windward Fishing Charters run fishing trips out of Sarasota and offer to show you all that the Gulf is all about. Captain Tim Crowley will be your guide for your trip. He grew up fishing the Sarasota waters and the surrounding area. Whether you are an experienced angler, a first timer, or a famil...
Windward Fishing Charters run fishing trips out of Sarasota and offer to show you all that the Gulf is all about. Captain Tim Crowley will be your guide for your trip. He grew up fishing the Sarasota waters and the surrounding area. Whether you are an experienced angler, a first timer, or a family with kids Captain Tim will make sure that you have a great time on your fishing trip. Your trip will take place on on a 22' center console. She's powered by a 175HP Yamaha engine and she's outfitted the the latest fish finding technology. All of your fishing gear will be supplied including the rods, reels, tackle, and lures. Captain Tim also supplies the fresh bait and the fishing license for the day. Depending on the trip and the season, you and your guests will be targets Snook, Tarpon, Cobia, Redfish, and more. At the end of your trip your fish will be cleaned and filleted for you to take home and enjoy. Book your Sarasota fishing adventure with Windward Fishing Charters for a memorable day on the water!

Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Fishing Tackle Included
  • Fishing Trips with Windward Fishing Charters start at: $600.00

    View Trips
  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Rods Reels Terminal Tackle
    • Drinks

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 946 Siesta Dr Sarasota, FL

    • King Mackerel
    • Spotted Seatrout
    • Spanish Mackerel
    • Cobia
    • Jack Crevalle
    • Snook
    • Tripletail
    • Sheepshead
    • Redfish
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

Half Day Trip (AM)

$600.00

Price includes up to 5 guests

8:00am - 12:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
This trip is a great way to spend the morning. The boat will depart at 8:00 a.m. and will go for a variety of species, also depending on what bite has been hot lately. Just bring some snacks and any drinks and the rest is taken care of!

Half Day Trip (PM)

$600.00

Price includes up to 5 guests

1:00pm - 5:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
This trip is a great way to spend the afternoon. The boat will depart at 1:00 pm and will go for a variety of species, depending on what bite has been the best lately. Just bring some snacks and drinks, and the rest is taken care of!

3/4 Day Trip

$850.00

Price includes up to 5 guests

8:00am - 2:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
If 4 hours are not enough, this 6-hour charter will give more time to fish longer and run farther. It's recommended to bring a lunch for this trip, or you can stop at a local restaurant on the water per request. You'll target many species and also have time to do different techniques.

Full Day Trip

$1,100.00

Price includes up to 5 guests

8:00am - 4:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
This all-day trip gives the most time to fish, and the most time to be able to run to the furthest fishing spots. It is recommended to bring a lunch for this trip. You will target many species and have time to do different techniques.
Customer Reviews
Average Review
4.93
(13)
(1)
(0)
(0)
(0)
Half Day Trip (AM)
Outstanding fishing guide Tim . Caught 50 plus fish including 50 pound grouper!!! Tim knew all the hot spots to go to. He was also incredibly gracious and very knowledgeable regarding how to land fish safely for the fish and fishermen!! We would go out with Tim in a heartbeat. My friend and I have gone on many fishing excursions in Florida, British Columbia, Ontario and North Carolina. Tim was the absolute best!! Thanks for a great day. Alan and Gord!
Outstanding fishing guide Tim . Caught 50 plus fish including 50 pound grouper!!! Tim knew all the hot spots to go to. He was also incredibly gracious and very knowledgeable regarding how to land fish safely for the fish and fishermen!! We would go out with Tim in a heartbeat. My friend and I have gone on many fishing excursions in Florida, British Columbia, Ontario and North Carolina. Tim was the absolute best!! Thanks for a great day. Alan and Gord!
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Half Day Trip (AM)
Our family enjoyed a morning half day fishing charter with captain Tim. He arrived early prepared with bait and we went to 4-5 different locations to fish. We were able to experience fishing in the Gulf, as well as fishing in the intercoastal at several spots. We did each catch 3-5 fish so we considered it a successful trip. Tim was determined to ensure we caught something and moved quickly. He is a very nice young man that did all of the dirty work baiting the hooks and getting the fish off the hooks and even cleaning the keepers. I would recommend Tim to anyone looking for a fun time.
Our family enjoyed a morning half day fishing charter with captain Tim. He arrived early prepared with bait and we went to 4-5 different locations to fish. We were able to experience fishing in the Gulf, as well as fishing in the intercoastal at several spots. We did each catch 3-5 fish so we considered it a successful trip. Tim was determined to ensure we caught something and moved quickly. He is a very nice young man that did all of the dirty work baiting the hooks and getting the fish off the hooks and even cleaning the keepers. I would recommend Tim to anyone looking for a fun time.
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Half Day Trip (AM)
This was our 2nd time booking with Captain Tim and once again, we all had a blast (2 adults and 3 kids 11 & 13). Captain Tim is awesome at what he does. He put us on a ton of fish and is very patient with the boys. We’ll be booking Captain Tim again soon!
This was our 2nd time booking with Captain Tim and once again, we all had a blast (2 adults and 3 kids 11 & 13). Captain Tim is awesome at what he does. He put us on a ton of fish and is very patient with the boys. We’ll be booking Captain Tim again soon!
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Rods Reels Terminal Tackle
  • Drinks

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