Damn Good Windermere Fishing Guides

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Recently Booked Fishing Guides In Windermere, Fl

Fishing in Destin
Fishing in Destin
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Lake Fishing Trip in Windermere

South Florida Bass Fishing

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20 ft 1 - 3 People From $350
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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing Trip in Windermere

Orlando Bass Fishing Charter

100% (3)
20 ft 1 - 4 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Bass Fishing The Kissimmee

100% (4)
18 ft 1 - 3 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Alligator Fishing, Hunting Trip near Windermere

Trophy Gator

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1 Person From $4,000
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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Kissimmee Bass Fishing Charter

100% (3)
20 ft 1 - 4 People From $350
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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, River Fishing Charter near Windermere

Inshore-Nearshore Run

100% (8)
24 ft 1 - 10 People From $300

Top Types of Trips in Windermere

Top Species for 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

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)

Lake Fishing Guides In Windermere, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Bass Fishing The Kissimmee

100% (4)
18 ft 1 - 3 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip in Windermere

South Florida Bass Fishing

NEW
20 ft 1 - 3 People From $350
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing Trip in Windermere

Orlando Bass Fishing Charter

100% (3)
20 ft 1 - 4 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Sunset Bass & Night Gator Eco-Tour

100% (4)
18 ft 1 - 2 People From $250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Largemouth Hookfest

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20 ft 1 - 4 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Night Bowfishing (4 Hours)

100% (4)
18 ft 1 - 3 People From $400

Inshore Fishing Guides In Windermere, Fl

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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter near Windermere

Offshore Fishing,Reef & Wreck And Sunset

100% (21)
35 ft 1 - 12 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, Flats Fishing Charter near Windermere

Snook Season!

100% (3)
20 ft 1 - 4 People From $475
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, Flats Fishing Charter near Windermere

Inshore Saltwater Adventure

100% (3)
20 ft 1 - 6 People From $400
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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, River Fishing Charter near Windermere

Inshore-Nearshore Run

100% (8)
24 ft 1 - 10 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing Charter near Windermere

Indian River Saltwater Trip

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20 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, Flats Fishing Charter near Windermere

Tarpon Trips

100% (3)
20 ft 1 - 4 People From $500

More Fishing Guides In Windermere, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Lake Toho Largemouth Bass Run

100% (2)
20 ft 1 - 4 People From $300
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Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing Trip near Windermere

Pontoon Fishing Charter

100% (3)
25 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Central Florida Bass Fishing

NEW
21 ft 1 - 3 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Night Bowfishing (4 Hours)

100% (4)
18 ft 1 - 3 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Lake Fishing Trip near Windermere

Largemouth Hookfest

NEW
20 ft 1 - 4 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty, Flats Fishing Charter near Windermere

Tarpon Trips

100% (3)
20 ft 1 - 4 People From $500
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Need a Place to Stay?

Everything to Know About Booking a Fishing Guide in Windermere

What are the best fishing trips in Windermere?

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

Our Damn Good Guides currently offer 25 trips in Windermere, and the most popular trips in the area are 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 3784 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 guides / fishing lessons in Windermere? Check out our beginner and family friendly guides in Windermere.

What types of fishing trips are common in Windermere?

Deep Sea fishing is the most popular type of fishing in Windermere as well as lake fishing, inshore fishing, and nearshore fishing.

The most commonly sought after species in Windermere are: 1. largemouth bass, 2. redfish, 3. snook, 4. tarpon, and 5. mangrove snapper.

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

How much does a Windermere fishing trip cost?

Prices in Windermere can range anywhere from about $374 to $2,510, but the average price for a half day trip in Windermere is $977. The average price for a full day trip in Windermere is $1,380.

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 fishing in Windermere?

The most popular season for fishing in Windermere is summer, and most anglers book their trips 34 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.

Popular Types of Fishing In Windermere

The most common types of fishing charters in Windermere, Florida are bass fishing charters and fly fishing charters. Bass fishing charters are perfect for those looking to catch largemouth bass, which is the most common fish found in the area. Fly fishing charters are great for those looking for a more challenging and adventurous experience.

Other types of fish that can be caught in Windermere include bluegill, crappie, and catfish. Depending on the type of fishing charter you choose, you may also have the opportunity to catch other species such as tilapia and sunshine bass.

When booking a Windermere fishing charter, be sure to ask about the landmarks you may visit during your trip. Some popular landmarks include Lake Butler, Lake Down, and the Butler Chain of Lakes. These areas are known for their beautiful scenery and abundant fish populations, making them the perfect spots for a day of fishing.

The Best Places To Fish In Windermere

Windermere, Florida is a great destination for fishing enthusiasts. With its numerous lakes and waterways, there are plenty of opportunities to catch a variety of fish. Here are some of the best places to fish in Windermere, Florida:

1. Lake Butler - This lake is known for its largemouth bass and is a popular spot for fishing charters.

2. Lake Down - Another great spot for largemouth bass, Lake Down is also home to bluegill, crappie, and catfish.

3. Lake Bessie - This lake is known for its trophy-sized bass and is a popular spot for fishing charters.

4. Lake Tibet - With its clear waters, Lake Tibet is a great spot for catching bass, crappie, and bluegill.

5. Lake Sheen - This lake is known for its largemouth bass and is a popular spot for fishing charters.

6. Lake Chase - This lake is home to a variety of fish, including largemouth bass, bluegill, and catfish.

7. Lake Louise - This lake is known for its trophy-sized bass and is a popular spot for fishing charters.

8. Lake Isleworth - With its clear waters, Lake Isleworth is a great spot for catching bass, crappie, and bluegill.

9. Lake Cypress - This lake is known for its largemouth bass and is a popular spot for fishing charters.

10. Lake Blanche - This lake is home to a variety of fish, including largemouth bass, bluegill, and catfish.

Other Things To Do In Windermere

While Windermere fishing charters are a popular attraction, there are plenty of other things to do in this charming Florida city. Take a stroll through the beautiful gardens at the Harry P. Leu Gardens or explore the local history at the Winter Garden Heritage Museum. For a fun day out with the family, head to the nearby Walt Disney World Resort or Universal Studios Orlando. If you're looking for a more relaxing activity, take a scenic boat tour on the Butler Chain of Lakes or enjoy a round of golf at one of the many world-class courses in the area. And don't forget to indulge in some delicious local cuisine at one of Windermere's many restaurants and cafes.

Does Windermere have good fishing?

Windermere, located in central Florida, is a charming destination known for its picturesque lakes and excellent fishing opportunities. The area is home to several lakes, with Lake Windermere being a notable spot for anglers. The lake's clear waters and well-maintained environment provide a great setting for fishing, with species such as largemouth bass, crappie, and bluegill commonly found. The lake's accessibility and scenic surroundings add to its appeal for both recreational and competitive fishing.

Fishing in Windermere is enjoyable throughout the year, with different seasons offering varying opportunities. Spring and summer are particularly favorable times, as the warmer temperatures encourage bass and other fish to become more active. These seasons are ideal for using a variety of lures and baits to attract fish. Fall and winter can also provide good fishing conditions, though the cooler temperatures might slow down fish activity. Regardless of the season, Windermere's lakes offer a reliable fishing experience for enthusiasts of all skill levels.

The local infrastructure in Windermere supports its fishing community with various amenities. The area features public access points to the lakes, including boat ramps and fishing piers, making it easy for anglers to get out on the water. Additionally, nearby bait shops and fishing guides can assist with equipment and local knowledge. Whether you're looking to enjoy a relaxing day on the lake or seek a productive fishing adventure, Windermere offers a pleasant and rewarding experience in a beautiful Florida setting.

Recent Reviews

  • ★★★★★
    Best trip ever! Had never tried bow fishing before- Randy made it one of the coolest experiences ever! Great guide, awesome coach, and very knowledgeable. I will recommend this to everyone!

    Patrick K. | December 11, 2024

    Trip: Night Bowfishing (4 Hours)

  • ★★★★★
    Had a blast with Steven would definitely go again!

    Trevor P. | September 9, 2024

    Trip: Inshore Saltwater Adventure

  • ★★★★★
    We highly recommend this father and son guided trip. Fishing with my husband and I were our 7 and 10 year old granddaughters, daughter and son in law. The boat was older but very clean. The cabin with a small fan and cooler filled with water and cold drinks was nice. We caught 7 mahi mahi and they made sure each one of us had the thrill of reeling in our fish. Back at the dock, our fish were cleaned and bagged to bring home. Our granddaughters were given the skins and shown how to hold them off the side of the boat to feed the huge tarpon while nurse sharks were circling. An exciting end to an awesome trip.

    Denise R. | August 12, 2024

    Trip: Offshore Fishing,Reef & Wreck and Sunset

  • ★★★★★
    Steven did a good job. Caught lots of fish including some large ones

    Jon A. | August 6, 2024

    Trip: Inshore Saltwater Adventure

  • ★★★★★
    Had a great time out in the water!

    Salvador G. | July 19, 2024

    Trip: Offshore Fishing,Reef & Wreck and Sunset

  • ★★★★★
    Tony and his Son Tony #15 Kicked Ass we caught Mahi 🤪 12. And a. 🌈 RAINBOW RUNNER 🏃‍♂️..MY daughter ate it on our way back to pur Room.. They are Family professionals. I would recommend you to call Tony direct he Rocks.. Best Fishing experience ever and they Fileted my fish and bagged them up 5 big bags full of about 500 dollars 💸 worth of fish.. I highly recommend them the are the 💣 bomb!!!

    Hugh H. | June 27, 2024

    Trip: Offshore Fishing,Reef & Wreck and Sunset

  • ★★★★★
    Terrific Day! We had a great time and full kudos!

    Charles P. | June 2, 2024

    Trip: Tarpon Trips

  • ★★★★★
    We were able to schedule a bow fishing trip with captain Bobby. We had an absolutely amazing experience with him. Ended up shooting a ton of fish and saw them constantly. Bobby was knowledgeable and very personable. I would recommend booking with Bobby, we will next time we’re in the area.

    Taylor A. | April 16, 2024

    Trip: Night Bowfishing (4 Hours)

  • ★★★★★
    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

  • ★★★★★
    Very knowledgeable captain and we caught lots of fish even though it wasn’t the best fishing day. Had an excellent time and would recommend to any level fisherman!

    Anthony L. | December 30, 2023

    Trip: Lake Toho Largemouth Bass Run

  • ★★★★★
    5star fishing with Randy. My daughter & I had a wonderful time.

    Judith J. | December 28, 2023

    Trip: Sunset Bass & Night Gator Eco-Tour

  • ★★★★★
    Great trip, way beyond expectations. Caught a great selection of large mouth. Thanks for the excellent time.

    Todd A. | December 17, 2023

    Trip: Lake Toho Largemouth Bass Run

  • ★★★★★
    Very nice man, a true professional! Great knowledge and work ethic. Handled the ages from 85-3 with grace and class! Thank you Steve!

    Douglas C. | November 6, 2023

    Trip: Pontoon Fishing Charter

  • ★★★★★
    Had the best time. Captain worked hard to keep all 6 of us fishing. Can’t wait to go again!

    William S. | November 23, 2022

    Trip: Pontoon Fishing Charter

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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:

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