Damn Good River Fishing Charters In Windermere

Check real-time availability and compare rates on Windermere river fishing trips. Confidently book your next day on the water.

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Recently Booked River Fishing Charters In Windermere, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing in Windermere

Orlando Bass Fishing Charter

100% (20)
20 ft 1 - 4 People From $375
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Dolphin Watching in Edgewater

Mosquito Lagoon Inshore

NEW
20 ft 1 - 8 People From $420
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River in Port Orange

4 Hour Inshore/Near 1-5pm

100% (13)
22 ft 1 - 4 People From $395
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing in Kissimmee

Bass Fishing Trip Florida

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

Inshore, River, Flats in Ormond Beach

Artificial Lures River Style

100% (36)
21 ft 1 - 2 People From $379
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Crystal River

A Day To Remember

100% (1)
20 ft 1 - 3 People From $350

Top Species for River 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

All 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)

More River Fishing Charters In Windermere, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in New Smyrna Beach

4-8 Hour Inshore Trip

NEW
23 ft 1 - 6 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty, River in New Smyrna Beach

3hr Inshore Fishing Charter

100% (22)
18 ft 1 - 6 People From $465
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing in Kissimmee

Pontoon Fishing Charter

100% (20)
25 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Crystal River

Crystal River Inshore Fishing

NEW
26 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

River, Lake Fishing in Fellsmere

Trophy Bass Trips – Headwaters

NEW
21 ft 1 - 4 People From $400
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

Inshore, River, Flats in Flagler Beach

Fantastic Flagler Beach Inshore

100% (36)
21 ft 1 - 4 People From $399
See All River Trips in Windermere

Need a Place to Stay?

Everything to Know About Booking a Windermere river fishing charter

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

Our Damn Good Guides currently offer 44 river trips in Windermere, and the most popular trips in the area are Orlando Bass Fishing Charter guided by Steve, Mosquito Lagoon Inshore guided by Craig, and 4 Hour Inshore/Near 1-5pm guided by Michael.

Our guides in Windermere are rated a 5 out of 5 based on 5945 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 river guides / fishing lessons in Windermere? Check out our beginner and family friendly river guides in Windermere.

What types of river fishing charters are common in Windermere?

The most commonly sought after species for river fishing are: 1. redfish, 2. snook, 3. mangrove snapper, 4. speckled trout, and 5. black drum.

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

How much do Windermere river fishing charters cost?

Prices for river fishing in Windermere can range anywhere from about $400 to $1,100, but the average price for a half day trip for river fishing in Windermere is $653. The average price for a full day trip for river fishing in Windermere is $795.

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 river fishing in Windermere?

The most popular season for river fishing in Windermere is spring, and most anglers book their trips 22 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.

Recent Reviews

  • ★★★★★
    Michael and Terry were excellent.

    Richard M. | November 29, 2025

    Trip: 4 Hour Inshore/Near 1-5pm

  • ★★★★★
    Captain Kenny will put you on the fish! Great experience! Definitely was great fishing

    Shane G. | November 26, 2025

    Trip: Half Day Melbourne

  • ★★★★★
    Captain Mike was awesome!

    Michael M. | October 20, 2025

    Trip: Pontoon Fishing Charter

  • ★★★★★
    We had a great day on the water. The bite was tough but Billy still got us some fish and we had a blast. We fished a lot of different spots and techniques all day. Will definitely book with Billy again when we come back.

    Jeremiah L. | October 13, 2025

    Trip: Inshore And Backwater Fishing

  • ★★★★★
    Todd brought us to the spot and we started catching right away. Got enough to feed 6 the next day. He is always baiting the hook or doing something for us. I would love to go with him again. David Doyle

    David D. | October 6, 2025

    Trip: 3 Hour AM Quick Trip

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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:

See All River Trips in Windermere