Windermere Fishing Charters

57 fishing charters

The best out of 57 charter fishing deals in Windermere - enter dates to check availability

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Top Fishing Charters in Windermere

Windermere: 57 fishing charters available

Showing 1 - 10

Angler's choice

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20 ft

Up to 3 people

Cast Out Fishing Charters-BASS/Salt

4.9/5 (265 reviews)
Orlando (21 min drive from Windermere)
Check out my lastest fishing reports! Thank you for considering to book with me! Here at Cast Out Fishing Charters - we take pride in fishing , not just an ordinary charter that buys bait and throws out and if something bites it's whatever!  I t

"My son, who is an avid fisherman, had been wanting to go out on a fishing charter, so after some research, we decided to book with Captain Stephen—and we couldn’t be happier with our choice!" —⁠ Max,
Trips from
US $339
Trips from
US $339

Angler's choice

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23 ft

Up to 4 people

Lucky Spot (Saltwater Fishing Near Orlando)

5.0/5 (44 reviews)
Orlando (20 min drive from Windermere)
With a quick 1 hour drive to Florida’s East Coast, you will be fishing some of the best saltwater flats and backcountry waters that Florida has to offer.

"We booked a trip with Jeshua and he was in contact immediately, making sure any questions we had were answered." —⁠ Anna,
Trips from
US $450
Trips from
US $450
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21 ft

Up to 4 people

Butler Orlando Bass Fishing Charters

5.0/5 (19 reviews)
Windermere
While many people come to Orlando for the theme parks, angler enthusiasts strive for catching trophy fish in the surrounding area. Orlando Bass Fishing Charters offers to take you to the local lakes only the natives know about.

"Captain Wayne is the absolute best guide I’ve ever fished with!" —⁠ Bo,
Trips from
US $375
Trips from
US $375

Angler's choice

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20 ft

Up to 4 people

Captain Erik's Trophy Bass – Toho/Orlando

5.0/5 (261 reviews)
Orlando (30 min drive from Windermere)
Many people come to Orlando for the amusement parks, but angler enthusiasts won’t miss a chance to get on some fishing action in the surrounding lakes.

"We had the absolute best time fishing with Captain Erik! From the moment we stepped onto the boat, he had us laughing and feeling right at home." —⁠ Julie,
Trips from
US $200
Trips from
US $200

Angler's choice

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21 ft

Up to 4 people

Fleetwood Bass Fishing

5.0/5 (31 reviews)
Winter Garden (24 min drive from Windermere)
Fleetwood Bass caters to your skill level and techniques.

"Blake was very knowledgeable, and very eager to assist with how to use certain types of lures." —⁠ Brandon,
Trips from
US $250
Trips from
US $250

Angler's choice

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20 ft

Up to 4 people

Makin Big Bass Memories

5.0/5 (186 reviews)
Orlando (32 min drive from Windermere)
If you’re a Bass fishing fanatic and you want to absolutely make sure you’ll get hooked up, look no further than Making Big Bass Memories.

"We had an incredible time out on the water! The captain was absolutely fantastic—professional, friendly, and really knew where to find the fish." —⁠ Brian,
Trips from
US $250
Trips from
US $250

Angler's choice

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Charter Highlights

20 ft

Up to 4 people

David Paycheck Fishing Charters

5.0/5 (386 reviews)
Orlando (30 min drive from Windermere)
"Orlando’s #1 rated fishing guide!" Fish for hundreds of schooling Bass or trophy Bass in Orlando with USCG Licensed Captain David “Paycheck” Pechacek. He has over 25 years of fishing experience all across the country.

"David was amazing from the start. Great communication to setup the trip." —⁠ FishingBooker Member,
Trips from
US $275
Trips from
US $275

Angler's choice

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20 ft

Up to 4 people

Fish it All

5.0/5 (118 reviews)
Orlando (29 min drive from Windermere)
When you charter a fishing trip with Captain Dave, you get decades of experience and knowledge.

"Captain Dave was a fun guide to fish with and was very polite to my wife and I." —⁠ Pete,
Trips from
US $250
Trips from
US $250
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18 ft

Up to 3 people

Hooked On Fishing Bass Charters

5.0/5 (10 reviews)
Orlando (30 min drive from Windermere)
Orlando has a fish with your name on it, so let Hooked On Fishing Bass Charters help you catch it! Largemouth Bass will be your targeted species.

"My son and I had an amazing time. We did a short 2 hr outing with Marc." —⁠ Ryan,
Trips from
US $250
Trips from
US $250
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21 ft

Up to 4 people

Captain Ron's Outdoor Services

5.0/5 (14 reviews)
Apopka (21 min drive from Windermere)
Running angling trips out of Apopka, Captain Ron’s Outdoor Services invites you to check out the local fishery in style. Capt. Ron will do his best to make sure you have a fun day full of fishing.

"Not new to fishing but new to fishing for Crappie in this part of Florida." —⁠ Joseph,
Trips from
US $350
Trips from
US $350

Top deep sea fishing trips in Windermere

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Top-rated family fishing trips in Windermere

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Half-day fishing trips in Windermere

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Top Targeted Species in Windermere

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Top Types of Fishing in Windermere

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Top Fishing Techniques in Windermere

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Frequently Asked Questions about Fishing Charters in Windermere

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Frequently Asked Questions about Fishing Charters in Windermere

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Fishing in Windermere

Windermere, Florida, offers exceptional freshwater fishing opportunities in the heart of Central Florida's lake-rich landscape. The crown jewel is the interconnected Butler Chain of Lakes, including Lake Butler, Lake Down, and Lake Bessie, renowned for pristine waters and abundant gamefish. Anglers consistently target trophy-sized largemouth bass lurking near submerged structures, docks, and hydrilla beds, while crappie, bluegill, and catfish provide exciting action year-round.

Crystal-clear lakes surrounded by lush scenery create an idyllic setting for both shore and boat fishing. Professional Windermere fishing charters leverage extensive local knowledge to navigate these fertile waters, employing techniques like topwater lures, plastic worms, and live shiners for maximum success. The area's proximity to Lake Tohopekaliga—just a short drive—further expands opportunities for landing legendary bass in diverse habitats.

Accessible canals, scenic shorelines, and expertly maintained boat ramps make Windermere ideal for anglers of all skill levels. Whether pursuing a personal best bass or enjoying family-friendly panfishing, these waters deliver unforgettable experiences amid Florida's natural beauty.

Windermere

4.9/5
Based on 29,188 reviews by FishingBooker anglers

Windermere Fishing Calendar

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Featured photos from Windermere

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What anglers said about fishing in Windermere

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How did anglers rate fishing charters in Windermere?

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Nearby Fishing Destinations

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