Second Generation Fishing Charter

Key West, Florida
Second Generation Charters

About Your Guide

Profile photo of Captain Experiences guide Rob Delph
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
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
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 an IGFA World Record 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 see what it's all about!

About Your Guide

Profile photo of Captain Experiences guide Rob Delph

Rob Delph

Certified Damn Good Guide
Independent Guide
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 an IGFA World Record 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 see what it's all about!
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
1154lbs Bluefin Tuna on stand up tackle.
If you were cooking for all your friends what would you cook?
Snapper and Grouper
What’s your favorite band?
Scorpion
What’s your favorite movie?
StarWars series

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
1154lbs Bluefin Tuna on stand up tackle.
If you were cooking for all your friends what would you cook?
Snapper and Grouper
What’s your favorite band?
Scorpion
What’s your favorite movie?
StarWars series
What’s your favorite sports team?
UFC
What’s your drink of choice?
Monster Zero Ultra
What was your last halloween costume?
Unicorn security guard
What do you want for Christmas this year?
Another Year!!!
How did you get started guiding?
Father
What makes you different from other guides?
We take pride in keeping our boat in the best shape.
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Second Generation Fishing Charter 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, Nearshore Fishing Charter in Key West

Key West To Dry Tortugas Charter

100% (2)
36 ft 1 - 6 People From $1,400
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 Fishing Charter in Key West

Second Generation Bay Boat

100% (2)
25 ft 1 - 6 People From $800

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 Second Generation Fishing Charter

5.0
based on 2 reviews

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 .
January February March April May June July August September October November December
Barracuda
Good
Good
Great
Great
Good
Good
Good
Good
Good
Not Ideal
Good
Good
Blacktip Shark
Good
Good
Good
Great
Great
Great
Great
Great
Great
Great
Good
Good
Bonefish
Great
Great
Great
Great
Great
Great
Good
Good
Good
Good
Great
Great
Bull Shark
Good
Good
Good
Good
Great
Great
Great
Great
Good
Good
Good
Good
Cero Mackerel
Good
Good
Good
Good
Good
Good
Good
Good
Good
Good
Good
Good
Cobia
Good
Good
Great
Great
Great
Good
Good
Good
Good
Good
Great
Good
Florida Pompano
Good
Good
Great
Great
Great
Great
Great
Great
Good
Good
Good
Good
Gag Grouper
Not Ideal
Not Ideal
Not Ideal
Not Ideal
Good
Good
Good
Good
Good
Good
Good
Not Ideal
Goliath Grouper
Good
Good
Great
Great
Good
Good
Good
Good
Not Ideal
Not Ideal
Good
Good
Hammerhead Shark
Good
Good
Good
Good
Great
Great
Good
Good
Good
Great
Good
Good
Jack Crevalle
Good
Good
Good
Good
Great
Great
Good
Good
Good
Great
Good
Good
Lane Snapper
Good
Good
Good
Good
Good
Good
Good
Great
Great
Good
Good
Good
Lemon Shark
Good
Good
Good
Good
Great
Great
Great
Great
Great
Good
Good
Good
Mahi Mahi
Great
Great
Great
Great
Great
Great
Great
Good
Good
Good
Great
Great
Mutton Snapper
Good
Good
Good
Great
Great
Great
Good
Good
Good
Good
Great
Good
Permit
Great
Great
Great
Great
Great
Great
Good
Good
Good
Good
Great
Great
Sailfish
Good
Good
Good
Great
Great
Great
Good
Good
Good
Great
Good
Good
Tarpon
Great
Great
Great
Great
Great
Great
Good
Good
Good
Good
Great
Great
Wahoo
Great
Great
Great
Great
Great
Good
Good
Good
Not Ideal
Not Ideal
Good
Great
Yellowtail Snapper
Good
Good
Great
Great
Good
Good
Good
Good
Good
Not Ideal
Good
Good
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  • 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
Bottom Fishing
Cut Bait Fishing
Deep Dropping
Drift Fishing
Fly Fishing
Heavy Tackle Fishing
Jigging
Kite Fishing
Light Tackle Fishing
Live Bait Fishing
Sight Casting
Topwater Fishing
Trolling

Types of Fishing

Deep Sea
Inshore
Nearshore

Need a Place to Stay?

Second Generation Fishing Charter Photo Gallery

Second Generation Bay Boat
May 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 23rd, 2024
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
May 16th, 2022
Key West, Florida
Key West to Dry Tortugas Charter
April 9th, 2023
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
Key West to Dry Tortugas Charter
April 20th, 2024
Key West, Florida
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