Winter Park Fishing Charters

111 fishing charters

The best out of 111 charter fishing deals in Winter Park - enter dates to check availability

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Top Fishing Charters in Winter Park

Winter Park: 111 fishing charters available

Showing 1 - 10

Angler's choice

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22 ft

Up to 5 people

Freshwater Fishing Orlando

4.9/5 (23 reviews)
Casselberry (11 min drive from Winter Park)
Always wanted to chase florida crappie or largemouth bass? Close Encounters Fishing Charters offers a unique experience for both advanced and novice anglers alike to explore Orlando's many gamefish filled lakes and creeks by casting off on a one-to-o

"Xavier was tour/fishing guide. He is down-to-earth, answered a ton of questions my kids were asking, very knowledgeable and kind." —⁠ Daniel,
Trips from
US $325
Trips from
US $325

Angler's choice

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20 ft

Up to 4 people

Fish it All

5.0/5 (126 reviews)
Orlando (24 min drive from Winter Park)
When you charter a fishing trip with Captain Dave, you get decades of experience and knowledge.

"Captain Dave was a fun guide to fish with and was very polite to my wife and I." —⁠ Pete,
Trips from
US $250
Trips from
US $250
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22 ft

Up to 6 people

Flataddicted fishing charters

4.8/5 (25 reviews)
Orlando (15 min drive from Winter Park)
Orlando Florida is truly a wonderful place to visit, so come and experience it with Captain Tom Carver and his crew. We strive to make your day on the water a successful one, while providing outstanding service with a smile.

"I booked a 3hr charter 09-18-24 with Captain Tom on the Banana River as an anniversary surprise for hubby." —⁠ Mary,
Trips from
US $228
Trips from
US $228

Angler's choice

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20 ft

Up to 4 people

Makin Big Bass Memories

5.0/5 (188 reviews)
Orlando (25 min drive from Winter Park)
If you’re a Bass fishing fanatic and you want to absolutely make sure you’ll get hooked up, look no further than Making Big Bass Memories.

"I caught more fish with Justin than i have in my entire life fishing." —⁠ Colin,
Trips from
US $250
Trips from
US $250

Angler's choice

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20 ft

Up to 4 people

Captain Erik's Trophy Bass – Toho/Orlando

5.0/5 (262 reviews)
Orlando (25 min drive from Winter Park)
Many people come to Orlando for the amusement parks, but angler enthusiasts won’t miss a chance to get on some fishing action in the surrounding lakes.

"We had the absolute best time fishing with Captain Erik! From the moment we stepped onto the boat, he had us laughing and feeling right at home." —⁠ Julie,
Trips from
US $339
Trips from
US $339
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12 ft

Up to 2 people

Spring Lake SUP Fishing Charters

Altamonte Springs (19 min drive from Winter Park)
Ready for a fun and refreshing way of fishing? Join Spring Lake SUP Fishing Charters! This is Greater Orlando’s one and only Stand Up Paddle (SUP) fishing charter! Based in Altamonte Springs, Captain Trin offers unique fishing trips on Altamonte Spr
Trips from
US $600
Trips from
US $600
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16 ft

Up to 2 people

Saltwater Inshore Flats Fishing Trips Orlando

5.0/5 (1 review)
Orlando (12 min drive from Winter Park)
If you are in or visiting the Orlando and Disney World area, great fishing is available year round. Choose from technical sight fishing trips with light tackle or fly or easy catching trips for anglers with limited experience in the salt.

"Captain Chris was extremely knowledgeable and helpful.  This type of sightfishing requires precision casting, which I lack." —⁠ Jim,
Trips from
US $475
Trips from
US $475
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18 ft

Up to 3 people

Hooked On Fishing Bass Charters

5.0/5 (10 reviews)
Orlando (25 min drive from Winter Park)
Orlando has a fish with your name on it, so let Hooked On Fishing Bass Charters help you catch it! Largemouth Bass will be your targeted species.

"My son and I had an amazing time. We did a short 2 hr outing with Marc." —⁠ Ryan,
Trips from
US $250
Trips from
US $250

Angler's choice

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Charter Highlights

20 ft

Up to 4 people

David Paycheck Fishing Charters

5.0/5 (386 reviews)
Orlando (25 min drive from Winter Park)
"Orlando’s #1 rated fishing guide!" Fish for hundreds of schooling Bass or trophy Bass in Orlando with USCG Licensed Captain David “Paycheck” Pechacek. He has over 25 years of fishing experience all across the country.

"David was an awesome guide. My wife and I had an absolute awesome time on our two hour charter." —⁠ FishingBooker Member,
Trips from
US $275
Trips from
US $275
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23 ft

Up to 6 people

Central Florida Outdoors

5.0/5 (19 reviews)
Orlando (16 min drive from Winter Park)
With Central Florida Outdoors, even moments can last for a lifetime. Captain Thomas is dedicated to sharing his knowledge and passing it on to other anglers.

"Capt Tom, thank you so much for the guided tour. Top class service with over 31 fish caught." —⁠ Andy, Florida
Trips from
US $230
Trips from
US $230

Top deep sea fishing trips in Winter Park

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Top-rated family fishing trips in Winter Park

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Half-day fishing trips in Winter Park

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Top Targeted Species in Winter Park

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Top Types of Fishing in Winter Park

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Top Fishing Techniques in Winter Park

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Frequently Asked Questions about Fishing Charters in Winter Park

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Frequently Asked Questions about Fishing Charters in Winter Park

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Fishing in Winter Park

Winter Park, Florida, offers an exceptional urban fishing experience through its renowned Chain of Lakes, a series of six interconnected waterways including Lake Virginia, Lake Mizell, Lake Osceola, and Lake Maitland. These fertile waters are celebrated for abundant largemouth bass, with trophy-sized specimens lurking among lily pads and cypress trees. Anglers also regularly reel in bluegill, black crappie, and channel catfish using techniques ranging from topwater frogs to Junebug Red soft plastics.

Lake Osceola stands out as a prime bass fishery, where docks and dense lily pad fields provide optimal cover for aggressive strikes. The interconnected canals between lakes create diverse habitats, while cypress-lined shores of Lake Maitland add scenic variety to your adventure. Spring and fall bring peak action with cooler temperatures energizing the bite, though year-round opportunities exist across these urban gems.

Easy access via Dinky Dock Park's boat ramps and fishing piers allows seamless exploration. Electric motors or paddling (kayaks/canoes recommended) let you navigate historic canals quietly, observing herons and turtles between casts. With gas engines prohibited on most lakes, these tranquil waters remain uncrowded despite their Orlando-adjacent location, blending convenience with authentic Florida wilderness charm.

Winter Park

Based on 29,314 reviews by FishingBooker anglers

Winter Park Fishing Calendar

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Featured photos from Winter Park

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What anglers said about fishing in Winter Park

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How did anglers rate fishing charters in Winter Park?

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Nearby Fishing Destinations

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