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Windermere Fishing Guides

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Recently Booked Fishing Guides Near Windermere, Fl

Fishing in Windermere

Lake Fishing Trip in Windermere

South Florida Bass Fishing

NEW
20 ft 1 - 3 People From $350
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Windermere

Lake, River Fishing Trip in Windermere

Orlando Bass Fishing Charter

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

Alligator Fishing, Hunting Trip near Windermere

Trophy Gator

NEW
1 - 4 People From $4,000
Fishing in Sebastian

Flats, Inshore Fishing Charter near Windermere

Orlando Bowfishing

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23 ft 1 - 6 People From $650
Fishing in Kissimmee

Lake Fishing Trip near Windermere

Largemouth Hookfest

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

Lake Fishing Trip near Windermere

Lake Toho Largemouth Bass Run

100% (3)
20 ft 1 - 4 People From $300

Most Popular Types of Trips in Windermere

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Lake Fishing Guides Near Windermere, Fl

Fishing in Windermere

Lake Fishing Trip in Windermere

South Florida Bass Fishing

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20 ft 1 - 3 People From $350
Fishing in Kissimmee

Lake Fishing Trip in Kissimmee

Night Bowfishing (4 Hours)

100% (3)
18 ft 1 - 2 People From $200
Fishing in Kissimmee

Lake Fishing Trip in Kissimmee

Sunset Bass & Night Gator Eco-Tour

100% (3)
18 ft 1 - 2 People From $250
Fishing in Kissimmee

Lake Fishing Trip in Kissimmee

Largemouth Hookfest

NEW
20 ft 1 - 4 People From $400
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Windermere

Lake, River Fishing Trip in Windermere

Orlando Bass Fishing Charter

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

Lake Fishing Trip in Kissimmee

Bass Fishing The Kissimmee

100% (3)
18 ft 1 - 3 People From $300

Inshore Fishing Guides Near Windermere, Fl

Fishing in Kissimmee

Inshore Fishing Charter in Kissimmee

Indian River Saltwater Trip

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

Flats, Inshore Fishing Charter in Sebastian

Orlando Bowfishing

NEW
23 ft 1 - 6 People From $650
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Offshore Fishing,Reef & Wreck And Sunset

100% (8)
35 ft 1 - 6 People From $900

More Fishing Guides Near Windermere, Fl

Fishing in Kissimmee
Fishing in Kissimmee
Fishing in Kissimmee
trip description for Night Bowfishing (4 Hours) in Kissimmee

Get ready for four hours of action-packed nighttime bowfishing with Randy! Randy will take you to some of his favorite fishing spots on the Kissimmee Chain of Lakes, where you’ll be targeting Alligator Gar, Blue Catfish, Channel Catfish, and Tilapia. Bowfishing provides an exhilarating approach to fishing that is unlike any other. On this trip, Randy will take you out on his 18' airboat equipped with a 500 HP engine and an array of generator-powered lights to show where the fish are swimming. Glide through the water with your compound bow and spear some fish from a distance! No need to worry if you're new to bowfishing; you will head out an hour before dark so that Randy can explain the basics and walk you through how to use the equipment. Randy can accommodate 2 people on this 4-hour adventure. Randy will provide all the equipment you need and some drinks to keep you hydrated. You’ll want to bring a Florida fishing license and any snacks you might need! Enjoy your unique experience on the water with Randy! Read More

Lake Fishing Trip near Windermere

Night Bowfishing (4 Hours)

100% (3)
18 ft 1 - 2 People From $200
Fishing in Kissimmee
Fishing in Kissimmee
Fishing in Kissimmee
trip description for Bass Fishing the Kissimmee in Kissimmee

Hop on board with Captain Randy for an exciting day on the Kissimmee Chain of Lakes, headwaters to the Florida Everglades! On this trip, Captain Randy will help you catch a plethora of Florida Largemouth Bass that call this lake home. No matter if you're a beginner trying to land your first bass or an expert angler looking to set a new personal record, this trip is for you. The Kissimmee Chain of Lakes is one of the top lakes in the country for trophy bass fishing. Captain Randy also loves teaching beginners the tips and tricks of bass fishing. On this trip, Captain Randy will take you out on his 18' airboat equipped with a 500 HP engine and an array of generator-powered lights to show where the fish are swimming. Captain Randy can accommodate up to 3 people on this 2-hour adventure. You’ll want to bring food and drinks of your choice (no glass), an ice chest for your day’s catch, and, of course, some great company! Enjoy your day on the water with Captain Randy! Read More

Lake Fishing Trip near Windermere

Bass Fishing The Kissimmee

100% (3)
18 ft 1 - 3 People From $300
Fishing in Kissimmee
Fishing in Kissimmee
Fishing in Kissimmee
trip description for Indian River Saltwater Trip in Kissimmee

Whether you're sightcasting with lures or jigging with bait for Florida classics such as Redfish, Snook, and Trout, you'll have a great time fishing the flats, banks, oyster bars, and creeks with Captain David! You will be fishing from his shallow-draft 20' Ranger bay boat, a fishing machine that's perfect for inshore saltwater. Prizewinning Redfish, Trout, and Snook love to hang out among the mangrove islands and creeks, where they feel sheltered and safe. These hungry fish are just waiting to whack whatever's at the end of your line! Captain David caters to all ages and experience levels on his trips, and can provide expert advice and tips no matter your skills. He provides all the gear you will need for a successful adventure, including a cooler with ice. All he recommends you bring are your favorite snacks and drinks, some appropriate clothing for the day, and a pair of polarized sunglasses. He'll take care of the rest! Read More

Inshore Fishing Charter near Windermere

Indian River Saltwater Trip

NEW
20 ft 1 - 4 People From $600
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Offshore Fishing,Reef & Wreck and Sunset in Key West

Climb aboard with Captain Antonio "Tony" for an epic 4 to 8-hour experience up to 17 miles off the coast of the beautiful Florida Keys. Whether you want to troll the open waters or post up and do some bottom fishing, this luxurious 35' Egg Harbor sportfisher will have you covered! Trolling the open waters can produce hard fighting species like Amberjacks, Sailfish and Mahi. Trolling trips are great because the boat and the knowledge of your captain take care of half the work for you. You get to sit back, relax, enjoy the sweet sea breeze, and rest your arms while you wait for the reel to start screaming and your work to begin. Bottom fishing changes the target species to an entirely different set of fish. You can expect delicious and hard-fighting reef species like Snapper, Grouper, Cobia, Kingfish, and even Sharks! The experienced crew will provide all the fishing gear you need, and they'll even serve up some delicious sandwiches on the 6 and 8 hour trips. All that’s left to do is bring some drinks and sunscreen, and cast off with Captain Tony! Read More

Deep Sea, Inshore, Nearshore Fishing Charter near Windermere

Offshore Fishing,Reef & Wreck And Sunset

100% (8)
35 ft 1 - 6 People From $900
Fishing in Kissimmee
Fishing in Kissimmee
Fishing in Kissimmee
trip description for Sunset Bass & Night Gator Eco-Tour in Kissimmee

Hop on board with Captain Randy for an exciting sunset cruise on the Kissimmee Chain of Lakes, headwaters to the Florida Everglades! On this trip, Captain Randy will help you catch a plethora of Florida Largemouth Bass and take you to some incredible wildlife views along the way. No matter if you're a beginner trying to land your first bass or an expert angler looking to set a new personal record, this trip is for you. The Kissimmee Chain of Lakes is one of the top lakes in the country for trophy bass fishing. Captain Randy also loves teaching beginners the tips and tricks of bass fishing. On the night tours, you will see a variety of reptiles, insects, fish and amphibians. Alligators are very active at night. Captain Randy is a highly seasoned gator hunter and is very skilled at finding alligators in the darkness of night. Using lights to see the eyes of the alligator glowing at night, Captain Randy will get you up close to some of these prehistoric monsters. It’s not uncommon to see one to 100 gators on a tour! The temperatures are much cooler at night, a good way to beat the summer heat, and not bake in the sun. On this trip, Captain Randy will take you out on his 18' airboat equipped with a 500 HP engine and an array of generator-powered lights to show where the fish are swimming. Captain Randy can accommodate up to 3 people on this 2-hour adventure. You’ll want to bring food and drinks of your choice (no glass), an ice chest for your day’s catch, and, of course, some great company! Enjoy your day on the water with Captain Randy! Read More

Lake Fishing Trip near Windermere

Sunset Bass & Night Gator Eco-Tour

100% (3)
18 ft 1 - 2 People From $250
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Kissimmee
Fishing in Kissimmee
Fishing in Kissimmee
trip description for Pontoon Fishing Charter in Kissimmee

Enjoy the beautiful waters of Lake Toho in Kissimmee Florida aboard our, join Captain Steve on his pontoon boat. If you’re looking to cast a few lines, take in the sights, and have an all-around fun day, this is the Lake Toho charter for you. Families will have a great time with the captain. He knows these waterways in and out and makes sure you have everything you need for a memorable day onboard. There’s something for everyone aboard this pontoon boat. Youngsters, and the young at heart, can’t get enough of the fishing while the others sit back in the shade under the cover top. Those looking to relax can chill out on the comfortable couches with a beverage, take in the views, and take pictures of the catches. Captain Steve also has a cooler onboard so you don’t have to bring your own, and ample ice storage for food and drinks. Bass fishing on Lake Toho offers plenty of opportunities in a relaxed atmosphere. Hook trophy Bass, Crappie, Bluegill, and Florida Gar in these calm waters. Trips aboard the pontoon boat is mostly catch and release but he’s happy to bag the fish up for you. In Florida it is illegal for captains to clean and fillet your catch as it attracts alligators. So no cleaning at the docks like saltwater. There’s fishing equipment for every angler to use onboard, no matter how many. What you’ll want to bring is sunglasses, hats, drinks, food! Bottled water is provided and you’re free to bring any other drinks including alcohol. Please try to avoid refreshments in glass packaging. If you’re looking for a little more than just casting a line, may take in the sights, and have an all-around fun day, this is the charter for you. It’s also considered a fantastic wildlife tour because we see Bald Eagles and many other birds. The local Florida Alligator is a favorite and usually visits a trip. Read More

Lake, River Fishing Trip near Windermere

Pontoon Fishing Charter

100% (3)
25 ft 1 - 6 People From $550
See All Trips in Windermere

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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 21 trips in Windermere, and the most popular trips in the area are South Florida Bass Fishing guided by Justin and Orlando Bass Fishing Charter guided by Steve.

Our guides in Windermere are rated a 5 out of 5 based on 3245 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and 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 river fishing.

The most commonly sought after species in Windermere are: 1. largemouth bass, 2. crappie, 3. tilapia, 4. alligator gar, and 5. barracuda.

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

How much does a Windermere fishing trip cost?

Prices in Windermere can range anywhere from about $300 to $2,750, but the average price for a half day trip in Windermere is $1,067. The average price for a full day trip in Windermere is $875.

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 30 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.

Recent Reviews of Captain Experiences

  • ★★★★★
    He put us on the Best Fishing Day of our Life's... Hi and his Dad And His Son TONY #15. He was so Great and the day was Perfect 🥰. Now my whole family has caught a Mahi or Rainbow 🌈 Runner .

    Hugh H. with Antonio E. of Key West, Florida

  • ★★★★★
    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. with Antonio E. of Key West, Florida

  • ★★★★★
    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. with Randy D. of Kissimmee, Florida

  • ★★★★★
    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. with Steve N. of Kissimmee, Florida

  • ★★★★★
    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. with Jeanine P. of Kissimmee, Florida

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

    Judith J. with Randy D. of Kissimmee, Florida

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

    Todd A. with Jeanine P. of Kissimmee, Florida

  • ★★★★★
    Great time, caught a bunch of fish. Patrick was very knowledgeable and knew the spots to go. Will go again.

    Todd A. with Jeanine P. of Kissimmee, Florida

  • ★★★★★
    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. with Steve N. of Kissimmee, Florida

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

    William S. with Steve N. of Kissimmee, Florida

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