Damn Good Lake Fishing Guides In Windermere

Check real-time availability and compare rates on Windermere lake fishing trips. Confidently book your next day on the water.

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Recently Booked Lake Fishing Guides In Windermere, Fl

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Lake Fishing in Windermere

Bass Fishing Central Florida

NEW
22 ft 1 - 4 People From $400
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River, Lake Fishing in Windermere

Orlando Bass Fishing Charter

100% (20)
20 ft 1 - 4 People From $375
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Lake Fishing in Windermere

South Florida Bass Fishing

100% (1)
20 ft 1 - 3 People From $350
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Orlando Bass Fishing

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24 ft 1 - 5 People From $400
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Largemouth Hookfest

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20 ft 1 - 4 People From $475
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Lake Toho Largemouth Bass Run

100% (8)
20 ft 1 - 4 People From $300

Top Types of Lake Trips in Windermere

Top Species for Lake Fishing in Windermere

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All Target Species in Windermere

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

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Central Florida Bass Fishing

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21 ft 1 - 3 People From $275
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100% (2)
18 ft 1 - 4 People From $200
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Kissimmee Bass Fishing

100% (3)
21 ft 1 - 3 People From $400
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100% (20)
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See All Lake Trips in Windermere

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Everything to Know About Booking a fishing trip in Windermere

Why should I book a lake fishing trip in Windermere with Captain Experiences?

Our Damn Good Guides currently offer 13 lake trips in Windermere, and the most popular trips in the area are Bass Fishing Central Florida guided by Joel, Orlando Bass Fishing Charter guided by Steve, and South Florida Bass Fishing guided by Justin.

Our guides in Windermere are rated a 5 out of 5 based on 5945 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly lake guides / fishing lessons in Windermere? Check out our beginner and family friendly lake guides in Windermere.

What types of lake fishing trips are common in Windermere?

The most commonly sought after species for lake fishing are: 1. bluegill, 2. crappie, 3. largemouth bass, 4. smallmouth bass, and 5. garfish.

The most common fishing techniques in Windermere are artificial lure fishing, light tackle fishing, and live bait fishing but jigging and trolling are popular as well.

How much does a Windermere lake fishing trip cost?

Prices for lake fishing in Windermere can range anywhere from about $350 to $700, but the average price for a half day trip for lake fishing in Windermere is $431. The average price for a full day trip for lake fishing in Windermere is $579.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for lake fishing in Windermere?

The most popular season for lake fishing in Windermere is spring, and most anglers book their trips 15 days in advance.

Do I need a Windermere fishing license and what are the bag limits in Windermere?

See here for more information on fishing licenses in Windermere, bag limits for target species, and fishing season regulations in Windermere. When in doubt, your fishing guide will always know the right rules and regulations in Windermere.

Recent Reviews

  • ★★★★★
    Captain Mike was awesome!

    Michael M. | October 20, 2025

    Trip: Pontoon Fishing Charter

  • ★★★★★
    We had such an amazing time bow fishing with John! He was super knowledgeable, patient, and made the whole trip a blast. The setup was great, the boat was comfortable, and he explained everything in a way that made it fun and easy to learn. We caught plenty of fish and made some awesome memories out on the water. Highly recommend booking a trip with John—you won’t be disappointed!

    Courtney T. | September 29, 2025

    Trip: Lake Toho Bowfishing

  • ★★★★★
    Steve was the greatest! We had so much fun and caught several big bass. We will absolutely book again!

    Jon S. | April 13, 2025

    Trip: Orlando Bass Fishing Charter

  • ★★★★★
    Steve was awesome, super flexible. He was great with the kids, he was social and made the whole trip fun. My son and his friends had an absolute blast for his birthday and my son caught his personal best bass. Thanks again captain steve.

    Jordan A. | April 6, 2025

    Trip: Pontoon Fishing Charter

  • ★★★★★
    Capt. Steve did an awesome job keeping our crew of six old salts on fish while battling the wind and unseasonably cold weather. We landed fish and were happy with our day out. Capt. Steve was professional and personable.

    Joseph G. | February 16, 2024

    Trip: Pontoon Fishing Charter

Other Types of Fishing in Windermere

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Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Lake Trips in Windermere