Second Generation Fishing Charters is located in Stock Island and offers to show you a memorable time in these waters. The Delph fishing family has been fishing out of Key West for over 50 years. These anglers have over 300 IGFA world records and they enjoy teaching fishing and making smiles.

Capt. Rob will do his best to make sure you have a fun day full of fishing. This involves 4 to 8-hour trips, mainly fishing for Tuna, Snapper, Sailfish, Grouper, Wahoo, and King Mackerel, depending on the season and conditions on the day. On these trips, you can expect to use techniques such as light tackle, bottom fishing, fly fishing, big game fishing, drift fishing, and jigging.

Your fishing adventure starts on a 37’ Yellowfin boat that can safely take up to 6 anglers. This boat comes with an ice-box.

All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing. Your trip will include all the necessary fishing licenses for the day. The crew will clean and fillet your catch for you to take home at the end of the trip.

Book your trip now and hit the water with Second Generation Fishing Charters.



Select date to see available trips and rates:

  • Private trip
    Half Day Trip – Key West
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    $1,200
    Fishing in Key West for the first time is a huge experience. The crew offers a 4-hour reef, wreck, or inshore fishing trip. The captain will try to customize your fishing needs in order to provide you with the best experience possible.
  • Private trip
    Full Day Trip – Tarpon
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:00 AM
    $1,800
    A full day of Tarpon fishing in the Key West harbor or out by the Marquesas is quite the experience if you’re looking to hook into the big Silver King. On this trip, you and the captain will have lots of fun and excitement chasing this tough-fighting species for 8 hours.
  • Private trip
    Full Day Trip – Key West
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:00 AM
    $2,100
    A full day trip allows you to fish the beautiful waters of Key West offshore or inshore, making it an easy and fun day on the water. You and Captain Rob will leave the dock at 8:00 a.m. and spend 8 fun-packed hours chasing many different species.
  • Private trip
    Full Day Trip – Swordfish
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:00 AM
    $2,300
    Second Generation Fishing Charters also offers daytime broadbill Swordfish trips, 1600’ down. The captain will provide all the fishing equipment and licenses as well as free catch cleaning and filleting at the end of the trip.
  • Private trip
    Full Day Trip – Dry Tortugas
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:00 AM
    $2,600
    On this trip, you'll be fishing with live bait most of the time from Key West to the Dry Tortugas. Fishing for pelagic species to bottom fishing, you can catch Tuna, Sailfish, Kingfish, Wahoo, Mutton Snapper, Grouper, and more. The crew's boats have top-of-the-line equipment.

FAQs about Second Generation Fishing Charters

Second Generation Fishing Charters offers the following trips to customers:
  • $1,200 per group - Half Day Trip – Key West (4 hours)
  • $1,800 per group - Full Day Trip – Tarpon (8 hours)
  • $2,100 per group - Full Day Trip – Key West (8 hours)
  • $2,300 per group - Full Day Trip – Swordfish (8 hours)
  • $2,600 per group - Full Day Trip – Dry Tortugas (8 hours)

When you book a trip with Second Generation Fishing Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well
  • Ice Box
  • Radar

Trips booked with Second Generation Fishing Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Catch cleaning & filleting
  • Fishing License

Second Generation Fishing Charters offers the following types of fishing:
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Second Generation Fishing Charters offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Jigging
  • Fly Fishing
  • Drift Fishing
  • Deep Sea Fishing

Top targeted fish species with Second Generation Fishing Charters include:
  • Amberjack
  • Cobia
  • Grouper (Black)
  • King Mackerel (Kingfish)
  • Sailfish
  • Snapper (Mutton)
  • Swordfish
  • Tuna (Blackfin)
  • Wahoo

Meet the Captain

Rob Delph
Stock Island, Florida, United States
4 Fishing Reports
ID & license verified
4 Customer reviews
Response time within an hour
Member since March 2022
Captain Rob's father was a great fishing guide and the captain started fishing with him as a young kid. They are a fishing family welcoming everybody to join in for a memorable day of fishing in Florida.
Our Team
Mason C.
Captain

About this listing

Targeted species

Amberjack Amberjack
Cobia Cobia
Grouper (Black) Black Grouper
King Mackerel (Kingfish) King Mackerel (Kingfish)

Boat specs

Yellowfin (Sportfishing) originally built in 2003. Powered by 3 300HP Yamaha engines, with a maximum cruising speed of 45 knots.

Length
36 ft
Capacity
6 persons

Types of fishing

Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Bottom Fishing
Jigging
Fly Fishing
Drift Fishing
Deep Sea Fishing

Amenities

GPS
Fishfinder
Live Bait Well
Ice Box
Radar

Trip includes

Rods, reels & tackle
Live Bait
Catch cleaning & filleting
Fishing License

Cancellation policy

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch

Payment

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
Visa
Mastercard
American Express
PayPal
When paying the remaining balance with a credit card, an additional 1.5% charge will apply.

Stock Island fishing calendar

Loading Fish Calendar!
Please Wait...

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 2 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (2)
Fishing with Rob
Also caught a tarpon!
Angler rating
2
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
50%
Sort by:
Featured  
Showing:
2 of 2 reviews
Will P.
Fort Myers, FL
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Rob

VERIFIED   Half Day Trip – Key West on July 5, 2023
Will P. recommends Second Generation Fishing Charters
Mark review as helpful
You found this review helpful
Will P. recommends Second Generation Fishing Charters
Mark review as helpful
You found this review helpful

John S.
Del Valle, TX
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Rob

VERIFIED   Full Day Trip – Tarpon on May 29, 2023
Captain Mason was a joy and put us on the fish! Boat was big and clean!!
John S. recommends Second Generation Fishing Charters
Mark review as helpful
You found this review helpful
John S. recommends Second Generation Fishing Charters
Mark review as helpful
You found this review helpful