Watch Out Fishing Charters

4-8 Hour Offshore Trip

About Your Guide

Profile photo of Captain Experiences guide Matt Sexton
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.

Matt Sexton

Certified Damn Good Guide
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Independent Guide
Talkative
Hands-off
Hey, born and raised in beautiful Naples, Florida. As a lifelong native of the Gulf Coast, the ocean has always been my backyard. I’ve been fishing these waters for as long as I can remember, and I’ve held my U.S. Coast Guard Captain’s License since I was 18. Now at 27, I proudly hold a 100-Ton Master License and run one of the most unique charter experiences you’ll find in Southwest Florida.

We don’t just take you fishing — we deliver an unforgettable day on the water. Our charter is powered by one of the top catamarans on the market, built for comfort, speed, and stability. We use only the best rods, reels, and tackle — no shortcuts here — and we even offer onboard Starlink internet so you can stay connected while you disconnect.

What sets us apart? It’s the passion. I make it my mission to ensure every guest has a great time, catches plenty of fish, and walks away with memories that’ll last a lifetime — and maybe even dinner too!

Whether you’re looking for a fun...

About Your Guide

Profile photo of Captain Experiences guide Matt Sexton

Matt Sexton

Certified Damn Good Guide
Independent Guide
Hey, born and raised in beautiful Naples, Florida. As a lifelong native of the Gulf Coast, the ocean has always been my backyard. I’ve been fishing these waters for as long as I can remember, and I’ve held my U.S. Coast Guard Captain’s License since I was 18. Now at 27, I proudly hold a 100-Ton Master License and run one of the most unique charter experiences you’ll find in Southwest Florida.

We don’t just take you fishing — we deliver an unforgettable day on the water. Our charter is powered by one of the top catamarans on the market, built for comfort, speed, and stability. We use only the best rods, reels, and tackle — no shortcuts here — and we even offer onboard Starlink internet so you can stay connected while you disconnect.

What sets us apart? It’s the passion. I make it my mission to ensure every guest has a great time, catches plenty of fish, and walks away with memories that’ll last a lifetime — and maybe even dinner too!

Whether you’re looking for a fun
family outing, a serious angling adventure, or just a great day under the Florida sun, this is the experience you’ve been looking for.

Book your trip today — let’s make it a once-in-a-lifetime day on the water
Scroll for more

Watch Out Fishing Charters Trips

Choose a trip to get started
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 Fishing in Naples

American Red Snapper Trip

100% (3)
38 ft 1 - 12 People From $3,950
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 Fishing in Naples

4-8 Hour Offshore Trip

100% (3)
38 ft 1 - 6 People From $2,000
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 Fishing in Marco Island

EXTENDED RANGE PULLY RIDGE

100% (3)
38 ft 1 - 12 People From $6,500

Don't see what you're looking for?

Contact us to create a custom trip for you and your group.

Contact Us

Recent Reviews of Watch Out Fishing Charters

5.0
based on 1 review

Joseph

Verified Review

Awesome captain, beautiful boat and lots of fish. We had a great time and so did the kids. Thanks Matt!!!

Joseph

Verified Review

Awesome captain, beautiful boat and lots of fish. We had a great time and so did the kids. Thanks Matt!!!
Scroll for more

Potential Target Species

Color-coded seasonality below is based on .
  • 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)

Recent Fishing Reports

Mid July 2026
/
Early June 2026
/
Mid January 2026
/

Watch Out Fishing Charters Photo Gallery

4-8 Hour Offshore Trip
September 17th, 2025
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Marco Island, Florida
American Red Snapper Trip
May 27th, 2026
Naples, Florida
4-8 Hour Offshore Trip
March 11th, 2026
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Naples, Florida
American Red Snapper Trip
May 27th, 2026
Naples, Florida
4-8 Hour Offshore Trip
September 17th, 2025
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Marco Island, Florida
American Red Snapper Trip
February 21st, 2026
Naples, Florida
American Red Snapper Trip
May 27th, 2026
Naples, Florida
4-8 Hour Offshore Trip
March 11th, 2026
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Naples, Florida
4-8 Hour Offshore Trip
September 17th, 2025
Naples, Florida
4-8 Hour Offshore Trip
September 17th, 2025
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Naples, Florida
EXTENDED RANGE PULLY RIDGE
May 27th, 2026
Marco Island, Florida
Book Now

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions