Kissimmee Bass Fishing

100% (3) Kissimmee, FL 1 - 3 People 4 - 6 Hours From $400 Trip #7234
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Water Type

Lake

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Discover the magic of Florida’s freshwater fishing with Captain Jackson, a skilled and personable angler who’s passionate about showing you the beauty and bounty of the state’s legendary lakes. Launching out of Kissimmee, Captain Jackson will guide you across the Kissimmee Chain of Lakes, the Winter Haven Chain, and other serene fishing hotspots teeming with prized Largemouth Bass. Whether you’re an experienced angler chasing that next trophy catch or introducing your kids to the joys...

About Your Trip

Discover the magic of Florida’s freshwater fishing with Captain Jackson, a skilled and personable angler who’s passionate about showing you the beauty and bounty of the state’s legendary lakes. Launching out of Kissimmee, Captain Jackson will guide you across the Kissimmee Chain of Lakes, the Winter Haven Chain, and other serene fishing hotspots teeming with prized Largemouth Bass. Whether you’re an experienced angler chasing that next trophy catch or introducing your kids to the joys of fishing, this trip promises unforgettable moments on the water.

Step aboard a 21’ Big "O" Boats Elite bass boat, custom-built for premium freshwater fishing adventures. Powered by a 250 HP Yamaha engine and equipped with advanced GPS and fishfinder technology, this sleek vessel ensures efficient and precise navigation. The wireless trolling motor lets you quietly work the best fishing spots, while the livewell keeps bait fresh and catches lively. There’s also an onboard ice box stocked with water to keep you refreshed throughout the trip.

Captain Jackson specializes in targeting Florida’s iconic Largemouth Bass using both light and heavy tackle. Depending on your preference, you can fish with artificial lures or live Wild Shiners—both options offer an excellent chance at landing that bucket-list bass. Whether you keep your catch or release it back into the water, Captain Jackson will tailor the experience to your style and skill level.

Families are more than welcome aboard, and Captain Jackson’s warm, inviting approach makes this trip perfect for kids and adults alike. For beginners, he’ll offer expert tips to help you develop your skills, and for seasoned anglers, his tournament-level expertise ensures you’ll be fishing with top-tier techniques and gear. In fact, Captain Jackson partners with 13 Fishing, so you’ll have access to the latest high-performance rods, reels, and tackle—including both left- and right-handed baitcasters and spinning setups.

After a morning of fishing, consider wrapping up your day with a visit to one of Winter Haven’s famous waterfront restaurants. Whether you book the 4-hour excursion for a quick and exciting outing or opt for the 6-hour trip to explore even more waters, this adventure is a must-do for anglers visiting Central Florida.

Captain Jackson will provide all rods, reels, tackle, lures, bottled water, and sunscreen—you just need to bring along your fishing licenses, snacks, and your sense of adventure. Get ready to make lifelong memories as you reel in Florida’s trophy bass alongside one of the region’s top fishing guides!
Amenities

Water Type

Lake

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is provided for an additional fee.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Fish Cleaning

No cleaning service provided.

Boat Restroom

No, this boat does not have a bathroom on board.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

4 hours 6 hours
1 Person
$400.00
$500.00
2 People
$400.00
$500.00
3 People
$500.00
$600.00
Pay 15% of the price as a deposit today, with the balance due on the day of the trip.
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About Your Guide

Jackson W.

Independent Guide
Instructional
Laid-back
Talkative
Beginner Oriented
Quality
Adventurous
Hop aboard with Captain Jackson for a freshwater fishing adventure through the heart of Central Florida! Departing from Kissimmee, you'll explore the legendary Kissimmee Chain, Winter Haven Chain, and other hidden gems loaded with Largemouth Bass and stunning scenery.

Friendly, knowledgeable, and passionate about the sport, Captain Jackson makes every trip feel like fishing with an old friend. Whether you're chasing your first catch or a personal best, he’ll tailor the day to your skill...

About Your Guide

Jackson W.

Independent Guide
Hop aboard with Captain Jackson for a freshwater fishing adventure through the heart of Central Florida! Departing from Kissimmee, you'll explore the legendary Kissimmee Chain, Winter Haven Chain, and other hidden gems loaded with Largemouth Bass and stunning scenery.

Friendly, knowledgeable, and passionate about the sport, Captain Jackson makes every trip feel like fishing with an old friend. Whether you're chasing your first catch or a personal best, he’ll tailor the day to your skill level and goals—offering expert tips along the way.

You’ll fish from a 21’ Big "O" Boats Elite bass boat, powered by a 250HP Yamaha and fully rigged with GPS and fishfinder tech to keep you locked on the bite. With room for up to six anglers, it's the perfect setup for a smooth and productive day on the water.
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Start Location & Lodging Options

Kissimmee, Florida
Areas Fished

About Your Boat

Boat photo for Kissimmee Bass Fishing
Boat photo for Kissimmee Bass Fishing
Boat Type
Bass Boat
Boat Manufacturer
Big "O" Boats
Year Built
2018
Boat Length
21'

About Your Boat

Boat Type
Bass Boat
Boat Manufacturer
Big "O" Boats
Year Built
2018
Boat Length
21'
Boat Restroom
No
Engine Manufacturer
Yamaha
Total Horsepower
250
Number of Engines
1
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Trip Details & Amenities

Water Type

Lake

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is provided for an additional fee.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Fish Cleaning

No cleaning service provided.

Boat Restroom

No, this boat does not have a bathroom on board.

Kid Friendly

This trip is not suited for small children.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
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)

Techniques

Everything Else to Know

Just bring some food and drinks as well as your fishing licenses.
You'll need to buy a fishing license before getting out there. Find out more about licenses here.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancel for free up to 14 days before the trip and receive credit back to your account. Cancelling within 14 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
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