Damn Good Jigging Charters In Windermere

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

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Recently Booked Jigging 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

Deep Sea, Nearshore Fishing in Crystal River

Crystal River Offshore 50 Mile Max

100% (2)
27 ft 1 - 6 People From $1,295
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Port Orange

Port Orange Offshore

NEW
36 ft 1 - 12 People From $1,650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Port Orange

Daytona Nearshore Reef Fishing

100% (2)
25 ft 1 - 6 People From $575
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

Deep Sea, Nearshore Fishing in Crystal River

Crystal River Offshore 80 Mile Max

100% (2)
27 ft 1 - 6 People From $1,995

Top Types of Jigging Trips in Windermere

Top Species for Jigging 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 Jigging Charters In Windermere, Fl

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, Nearshore, Jetty in New Smyrna Beach

Inshore-Nearshore Run

100% (33)
24 ft 1 - 8 People From $325
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Crystal River

Epic Nature Coast Catch

100% (18)
22 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in New Smyrna Beach

Gulfstream Trolling & Bottom Fish

80% (5)
30 ft 1 - 6 People From $1,250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Crystal River

Crystal River Offshore 30 Miles Max

100% (2)
27 ft 1 - 6 People From $1,095
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Port Orange

Chasing Deep Water Giants

100% (5)
34 ft 1 - 12 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Port Orange

6hr Offshore Run Trophy Hunt

100% (51)
31 ft 1 - 12 People From $900
See All Jigging Trips in Windermere

Need a Place to Stay?

Everything to Know About Booking a Windermere jigging charter

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

Our Damn Good Guides currently offer 63 jigging trips in Windermere, and the most popular trips in the area are Orlando Bass Fishing Charter guided by Steve, Crystal River Offshore 50 Mile Max guided by Bobby, and Port Orange Offshore 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 jigging guides / fishing lessons in Windermere? Check out our beginner and family friendly jigging guides in Windermere.

What types of jigging charters are common in Windermere?

Deep Sea fishing is the most popular type of fishing for jigging in Windermere as well as inshore fishing, nearshore fishing, and river fishing.

The most commonly sought after species for jigging in Windermere are: 1. mangrove snapper, 2. redfish, 3. cobia, 4. snook, and 5. speckled trout.

How much do Windermere jigging fishing charters cost?

Prices for jigging in Windermere can range anywhere from about $449 to $3,300, but the average price for a half day trip for jigging in Windermere is $810. The average price for a full day trip for jigging in Windermere is $1,880.

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 on a jigging charter in Windermere?

The most popular season to go on a jigging charter in Windermere is spring, and most anglers book their trips 10 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

  • ★★★★★
    We had a great time! We would highly recommend Captain Nick!

    Sid W. | November 29, 2025

    Trip: Port Orange Offshore Adventure

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

    Richard M. | November 29, 2025

    Trip: 4 Hour Inshore/Near 1-5pm

  • ★★★★★
    We had a great time with Captain Ron. I went out with my two sons. He put us on fish, and was extremely helpful. We will be coming back again.

    Daniel K. | November 10, 2025

    Trip: Daytona Beach: Inshore Fishing

  • ★★★★★
    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

  • ★★★★★
    Me and my wife had fun good time all around!

    Brandon C. | September 25, 2025

    Trip: Inshore Fishing Daytona Beach

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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 Jigging Trips in Windermere