Windermere Fishing Guides

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Recently Booked Fishing Guides Near Windermere, Fl

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Lake, River Fishing Trip in Windermere

Orlando Bass Fishing Charter

NEW
20 ft 1 - 4 People From $125 / person

Lake Fishing Trip in Windermere

South Florida Bass Fishing

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20 ft 1 - 3 People From $127 / person
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Lake Fishing Trip in Kissimmee

Bass Fishing The Kissimmee

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18 ft 1 - 3 People From $100 / person

Alligator Fishing, Hunting Trip in Poinciana

Year-Round Nuisance Gator Wrangler / Hunting

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1 - 4 People From $463 / person
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Lake Fishing Trip in Kissimmee

Kissimmee Bass Fishing Charter

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20 ft 1 - 4 People From $125 / person

Lake Fishing Trip in Kissimmee

Lake Toho Largemouth Bass Run

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

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

Choose your trip by skill level

More Fishing Guides Near Windermere, Fl

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 in Key West

Offshore Fishing,Reef & Wreck And Sunset

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35 ft 1 - 6 People From $150 / person

Are you ready to hammer some incredible Largemouth in some of America's most productive bassfishing territory? Look no further—this trip with Captain David has everything you need for a great day, and is open to everyone, regardless of your experience level. Captain David is a highly successful tournament angler with several years of experience fishing this area, so you can be confident that you're in capable hands. You'll chase fish from the deck of Captain David's 20' Ranger bay boat, a perfect craft for fishing calm lakes and rivers. Cast out with a wide variety of artificial lures and bait, and get ready for the fight of your life! Bass here love to go after a huge variety of gear, from classic Ned and Texas rigs to mouse lures, live bait, and more. Captain David will provide everything you need for a great trip, including high-quality, rods, reels, and tackle. All you need to bring is sunscreen, sun protection, and a smile! Read More

Lake Fishing Trip in Kissimmee

Largemouth Hookfest

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20 ft 1 - 4 People From $100 / person
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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 in Kissimmee

Sunset Bass & Night Gator Eco-Tour

100% (1)
18 ft 1 - 2 People From $125 / person
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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 in Kissimmee

Night Bowfishing (4 Hours)

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18 ft 1 - 2 People From $200 / person
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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 in Kissimmee

Pontoon Fishing Charter

100% (3)
25 ft 1 - 6 People From $108 / person

We hunt only private properties giving us access to vast wetlands, canals and marshes. This allows for incredible alligator habitat. The most exciting, adrenaline pumping, hunts are on the water at night, using a bow/cross bow and harpoon. Once you hit your target, hold on because the fight is just beginning……. If you prefer, you can hunt on land during the day (stalk & shoot). But no matter how we go about it, it will be awesome. Our alligator hunts take place March through December with the best time of year being late summer, early fall and the best time of month is the dark of the moon or (new moon). Read More

Alligator Fishing, Hunting Trip in Clermont

Trophy Gator

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1 - 4 People From $1,000 / person
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Everything to Know About Booking a Fishing Guide in Windermere

What are the best fishing trips in Windermere?

Our Damn Good Guides currently offer 22 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 2409 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.

Other popular cities nearby for booking a charter include Kissimmee, Clermont and Poinciana.

Looking for kid friendly guides 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 in Windermere as well as lake fishing, river fishing, and inshore fishing.

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

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

How much does a Windermere fishing trip cost?

in Windermere prices can range anywhere from an affordable $200 to $3,000 and up, but the average price for a half day trip in Windermere is $1,061. The average price for a full day trip in Windermere is $979.

What month is best for fishing in Windermere?

The most popular season for fishing in Windermere is spring, and most anglers book their trips 12 days in advance.

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

If you’re thinking about a saltwater trip, you’re in luck! Our saltwater fishing tours in Windermere don’t require you to purchase a fishing license – your group is covered by your boat’s captain. For freshwater trips, you’ll still need to purchase a license. See here for more information on fishing licenses, bag limits, and fishing season regulations in Windermere. When in doubt, your fishing guide will always know the right rules and regulations.

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.

Didn't Find What You Were Looking For?

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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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