Name: Second Generation Fishing Charter
Address: Key West, FL
Price range: $700 - $3000
Rating: 4.9

About Your 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.

Rob Delph

Certified Damn Good Guide

Independent Guide

Talkative

Instructional

Beginner Oriented

Laid-back

Adventurous

Quality

Capt. Rob has over 30 years of fishing and boating experience. His father Ralph was a champion tournament angler, and he passed his passion and experience down to Rob. Captain Rob holds a few IGFA World Record. The top IGFA World Record is for a 38lbs, 12oz King Mackerel on 4lbs. test line! The angler's name was Jerry Mathews. If you're looking for an awesome charter fishing experience in Key West, book a trip with Rob and Capt Mason Carlson and see what it's all about!

About Your Guide

Rob Delph

Certified Damn Good Guide

Independent Guide

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Recent Reviews of Second Generation Fishing Charter

4.9

based on 7 reviews

Jim

Verified Review

Captain Mason really did his best to put us on the fish. We came late on the season for Tarpon which unfortunately migrated early this year. We still got some great hits and the blacktip shark gave me the pull and dance around the boat that’s makes sport fishing so addictive. Nothing like feeling the power of these predators. I’d happily go back, but seasonal fishing is always a crapshoot.

Jim

Verified Review

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Jodie

Verified Review

The best

Jodie

Verified Review

The best

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Lee

Verified Review

Lee

Verified Review

We had an absolutely unforgettable day on the water with Captain Mason! Our family of six—ranging from more "seasoned" to children—was treated to a private fishing excursion that truly exceeded all expectations.

From the moment we stepped on the boat, the Mason made us feel completely at ease. He was incredibly accommodating, making sure each of us was comfortable, engaged, and having a great time. Whether it was adjusting for the kids' needs, helping with baiting hooks, or offering fishing tips to the beginners among us, his patience and positive energy never wavered.

What stood out the most was how safe and inclusive he made the entire experience. Every member of the family felt like part of the crew. He kept a watchful eye on everything while still creating a laid-back, fun atmosphere. We never once felt rushed or out of place—just fully present and enjoying every moment.

He also went above and beyond in every possible way—from extending our time a bit when the fish were biting to showing us local wildlife and secret spots only a seasoned pro would know. It truly felt like a one-of-a-kind adventure curated just for us.

Highly recommend this charter to anyone looking for a fun, family-friendly, and expertly guided day on the water. Can’t wait to book again next time we’re in town!

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Kip

Verified Review

Everything about our trip was outstanding! The boat, the Captian, Captain Carlson was fantastic. He wanted fish for every one of us on the boat even more than we wanted to catch! He worked so hard to load the boat and that we did!!! One of the best charters I have even been one. We all can’t wait to come back again and do it all over again!

Kip

Verified Review

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Blaine

Verified Review

We had a great time with mason-fun day on the water

Blaine

Verified Review

We had a great time with mason-fun day on the water

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Patrick

Verified Review

Mason was phenomenal. Easy to talk to, engaging, great at teaching, and fun to be with… we got Mahi-Mahi and an exotic. We had a blast and will go fishing with Mason again soon!!!

Patrick

Verified Review

Mason was phenomenal. Easy to talk to, engaging, great at teaching, and fun to be with… we got Mahi-Mahi and an exotic. We had a blast and will go fishing with Mason again soon!!!

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Robert

Verified Review

Second Generation fisherman Rob was absolutely the best. He knew where to go close to the Harbor to put us on the fish. Highly recommended.

Robert

Verified Review

Second Generation fisherman Rob was absolutely the best. He knew where to go close to the Harbor to put us on the fish. Highly recommended.

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Potential Target Species

Color-coded seasonality below is based on .

View Full Species Seasonality Chart » View Recent Key West Fishing Reports »

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)

Techniques

Artificial Lure Fishing

Types of Fishing

Deep Sea

Inshore

Nearshore

Recent Fishing Reports

Late July 2026

Early June 2026

Caught a 20 pound red snapper yesterday!

Mid January 2026

The Fishing has been amazing lately! With nonstop Cobia action in the gulf and fishing behind the shrimp boats for blackfin tuna and Bonitas as well as Fishing the Rex for mangrove, snappers, mutton, snappers and lane snappers. Lately the cobia’s have been good size. With the largest so far being 54 pounds.