Hero banner

Windermere Fishing Charters

The best out of 58 charter fishing deals in Windermere - enter dates to check availability

Windermere Fishing Charters

Compare 58 captains, read reviews, and book in minutes

Trip date
banner
Loading...

Top Fishing Charters in Windermere

Windermere: 58 fishing charters available

Showing 1 - 10
 Show on map
Angler's Choice
Listing image
23 ft
Up to 4 people
Slick Calm Charters
4.8
/5
(12 reviews)
Orlando (16 min drive from Windermere)
Saltwater Fishing Guide - East Coast - New Smyrna Beach If saltwater fishing in is on your bucket list, look no further than Slick Calm Charters. With Captain Brian at the helm, you'll benefit from years of knowledge and experience.

"Captain Brian was proactive and offer to move our afternoon trip up to avoid thunderstorms." —⁠ Richard,
trips from
US $400
Angler's Choice
Listing image
23 ft
Up to 4 people
Lucky Spot (Saltwater Fishing Near Orlando)
5.0
/5
(92 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.

"I can’t say enough good things about my trip with Jeshua Kavanaugh." —⁠ Rylan,
trips from
US $600
Listing image
21 ft
Up to 3 people
Off The Hook Bass Fishing Charters
5.0
/5
(7 reviews)
Orlando (15 min drive from Windermere)
Spend the day with Off The Hook Fishing Charters and chase some giant Bass in the central Florida/Orlando area! Having logged many hours on these local bodies of water, Captain Matt knows where to look to target the biggest in the lakes! Lets go Fish! The

"I had an amazing experience on the charter with Matt! His communication was excellent, and he was super knowledgeable about all the fish, knowing exactly where and what to throw." —⁠ Andres,
trips from
US $349
Angler's Choice
Listing image
18 ft
Up to 3 people
Hooked On Fishing Bass Charters
5.0
/5
(36 reviews)
Orlando (30 min drive from Windermere)
Orlando has a fish with your name on it, so let Hooked On Fishing Bass Charters take you out on one of the many beautiful lakes they guide on and help you catch it! Family- friendly and no experience necessary.

"Great communication with Marc during the booking process. Marc is clearly a master of his trade 🎣 In addition, his investment in equipment was obvious when boarding his boat." —⁠ Antony,
trips from
US $250
Angler's Choice
Listing image
20 ft
Up to 4 people
Makin Big Bass Memories
5.0
/5
(294 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.

"If you wanna go fishing and catch fish the entire time your fishing, book a trip with Justin." —⁠ Stephen,
trips from
US $250
Listing image
21 ft
Up to 4 people
Fleetwood Bass Fishing
5.0
/5
(42 reviews)
Winter Garden (24 min drive from Windermere)
Fleetwood Bass caters to your skill level and techniques.

"We had a such a great fishing trip with Fleetwood Bass Fishing!" —⁠ Jon,
trips from
US $250
Angler's Choice
Listing image
20 ft
Up to 4 people
Fish it All
4.9
/5
(176 reviews)
Orlando (29 min drive from Windermere)
When you charter a fishing trip with Captain Dave, you get decades of experience and knowledge.
trips from
US $260
Angler's Choice
Listing image
21 ft
Up to 4 people
Family Style Fishing
4.9
/5
(104 reviews)
Orlando (28 min drive from Windermere)
Get ready for a freshwater adventure in Central Florida with Family Style Fishing! Your guide for the day, Allen Maddox, is a 3rd-generation angler and Florida native with a lifetime of experience fishing the lakes and rivers around Orlando.

"First I have to say that it was a fantastic day celebrating my father birthday and spening time with family." —⁠ Devetta,
trips from
US $350
Listing image
22 ft
Up to 4 people
Lake Toho Guides – Orlando & Kissimmee
4.9
/5
(471 reviews)
Kissimmee (42 min drive from Windermere)
Want to escape Orlando's busy streets and experience its most treasured natural resource? You're in the right place! Lake Toho is the #1 big bass lake in the state, and we fish it full-time.

"Our family had the most amazing experience fishing with Captain Steve!" —⁠ Minh,
trips from
US $250
Angler's Choice
Listing image
20 ft
Up to 4 people
Captain Erik's Trophy Bass – Orlando
5.0
/5
(291 reviews)
Orlando (30 min drive from Windermere)
Orlando's #1 guide for giant bass. CHECK OUT MY REVIEWS AND PICTURES! 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.

"If you want to go catching not fishing call Capt Erik. He was incredible with my kids and absolutely loves to Fish." —⁠ Patrick,
trips from
US $250
View all fishing charters
See all 58 fishing charters in Windermere

What's biting in Windermere

Top catches for September

Real catches shared by our community in Windermere

  • Get Hooked Bait & Tackle
    Get Hooked Bait & TackleWindermere, FL
    Great captain!
    Lee A.
    Lee A.
  • Makin Big Bass Memories
    Makin Big Bass MemoriesWindermere, FL
    Half Day Trip with Captain Justin
    James A.
    James A.

Frequently Asked Questions about Fishing Charters in Windermere

According to customer reviews, some of the most popular fishing charters in Windermere, Florida are:
    Full list of top fishing charters in Windermere
    According to customer reviews, some of the most popular fishing charters in Windermere, Florida are:
      Full list of top fishing charters in Windermere
      Powered by AI

      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

      Based on 31,694 reviews by FishingBooker anglers