Damn Good Bottom Fishing Charters In Windermere

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

Choose a Date
4.92/5 Average Rating

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns

100% Weather Guarantee

We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Recently Booked Bottom 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
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

Deep Sea, Nearshore Fishing in Port Orange

4hr Offshore

100% (10)
32 ft 1 - 12 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Port Canaveral

Port Canaveral Bottom Fishing Trip

100% (2)
24 ft 1 - 4 People From $575
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

4 Hour Offshore

100% (5)
23 ft 1 - 8 People From $635
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Tampa

Inshore Fishing Trip

NEW
26 ft 1 - 5 People From $500

Top Types of Bottom Fishing Trips in Windermere

Top Species for Bottom 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 Bottom Fishing 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, River, Flats in Port Orange

Inshore Shark Frenzy

100% (36)
21 ft 1 - 4 People From $399
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Edgewater

Inshore Saltwater Adventure

100% (8)
20 ft 1 - 6 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Port Orange

4-6 Hour Inshore Fishing Trip

100% (3)
25 ft 1 - 8 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in New Smyrna Beach

Nearshore/Offshore Fishing Trip

NEW
25 ft 1 - 8 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Crystal River

Crystal River Inshore Trip

100% (2)
27 ft 1 - 6 People From $550
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, Jetty Fishing in Port Orange

Inshore Fishing Trip Port Orange

100% (53)
24 ft 1 - 6 People From $400
See All Bottom Fishing Trips in Windermere

Need a Place to Stay?

Everything to Know About Booking a Windermere bottom fishing charter

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

Our Damn Good Guides currently offer 119 bottom fishing trips in Windermere, and the most popular trips in the area are Orlando Bass Fishing Charter guided by Steve, 4hr Offshore guided by Timothy, and Port Canaveral Bottom Fishing Trip guided by Andrew.

Our guides in Windermere are rated a 4.92 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 bottom fishing guides / fishing lessons in Windermere? Check out our beginner and family friendly bottom fishing guides in Windermere.

What types of bottom fishing charters are common in Windermere?

Deep Sea fishing is the most popular type of fishing for bottom fishing in Windermere as well as deep sea fishing, nearshore fishing, and inshore fishing.

The most commonly sought after species for bottom fishing in Windermere are: 1. blacktip shark, 2. cobia, 3. flounder, 4. kingfish, and 5. lane snapper.

How much do Windermere bottom fishing charters cost?

Prices for bottom fishing in Windermere can range anywhere from about $459 to $2,400, but the average price for a half day trip for bottom fishing in Windermere is $809. The average price for a full day trip for bottom fishing in Windermere is $1,703.

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 bottom fishing charter in Windermere?

The most popular season to go on a bottom fishing charter 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?

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

  • ★★★★★
    Captain Chad was awesome, great laughs amazing trip. I definitely recommend. He made sure we had a great experience

    Gary B. | November 4, 2025

    Trip: Shark Fishing Experience

  • ★★★★★
    Captain Mike was awesome!

    Michael M. | October 20, 2025

    Trip: Pontoon Fishing Charter

  • ★★★★★
    Aaron is a lights out captain. Goes the extra mile and is funny and keeps things light and fun. My boys and I celebrated my birthday with 2 of the biggest reds of his season which was an awesome experience! Highly recommended.

    Todd A. | October 18, 2025

    Trip: Inshore Fishing Trip Port Orange

Other Featured Cities

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

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 Bottom Fishing Trips in Windermere