Second Generation Fishing
Key West, Florida
6000 Peninsular Avenue, Key West, Florida, 33040
Second Generation Fishing Charters is located in Stock Island and will be sure to show you a memorable time in these waters! The Delph family has been fishing out of Key West for over 50 years and hold over 300 IGFA world records. Captain Rob will do his best to make sure you have a fun day full of fishing! You can book 4 to 8-hour trips, where you will target fish such as Tuna, Snapper, Sailfish, Grouper, Wahoo, and King Mackerel (depending on the season and conditions). We also have specialized trips that will take you to the Dry Tortugas and beyond. On these trips, you can expect to use techniques such as light tackle, bottom fishing, fly fishing, big game fishing, drift fishing, and/or jigging.
Your fishing adventure starts on a 37’ Yellowfin boat that can safely take up to 6 anglers. 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!
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Full Day Fishing - Local
$2100.00 USD
Starts at: 08:00 AM
Duration: 8 hours
Full day of fishing out front Key West. Suitable for up to 6 anglers. This is a 8 hour fishing charter.
Book Now3/4 Day Fishing - Local
$1800.00 USD
Starts at: 08:00 AM
Duration: 6 hours
Full day of fishing out front Key West. Suitable for up to 6 anglers. This is a 6 hour fishing charter.
Book NowHalf Day Fishing - Local
$1200.00 USD
Starts at: 08:00 AM
Duration: 4 hours
Full day of fishing out front Key West. Suitable for up to 6 anglers. This is a 4 hour fishing charter.
Book NowSwordfishing Trip (Full Day)
$2300.00 USD
Starts at: 08:00 AM
Duration: 8 hours
Second Generation Fishing Charters 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. This is a 8 hour fishing charter.
Book NowDry Tortugas Trip (Full Day)
$2600.00 USD
Starts at: 08:00 AM
Duration: 8 hours
Embark on an exciting day of fishing as we venture from Key West to the Dry Tortugas! This trip is approximately 2 hour ride and is specifically for those who are wanting to spend majority of the day on the water. We’ll fish for a variety of species and will use live bait as our secret weapon. Don’t forget to bring sunscreen, food, and anything else you may want to have on board! Book with us today and prepare for an unforgettable day of fishing and exploring the Dry Tortugas.
This charter accommodates up to 6 passengers.
Book NowFull Day Shrimp Boat Tuna Fishing
$2600.00 USD
Starts at: 12:00 AM
Duration: 8 hours
On this trip we make a run north of the Marquesas islands into the Gulf 50-60 miles to fish for black fin tuna and Cobia behind shrimping vessels. We also target snapper species or wrecks! This is a visual experience to see with the whole family. Gulf federal permit approved! This is a 8 hour fishing charter.
Book NowRed Snapper Fishing
$3000.00 USD
Starts at: 12:00 AM
Duration: 8 hours
(During open season only) On this trip we make a run far west from Key West into the Gulf of Mexico to target the American Red Snapper, along with various other bottom and pelagic species. This is a 8 hour fishing charter.
Book NowTrip Features:
Cleaning & Filleting
Upon arrival from your day on the water, your catch will be filleted and bagged for you and your family/friends to take home and enjoy!
Live Bait Well
Our Captain’s boat is equipped with a live bait well, which may be used to hold bait and other smaller fish you may catch.
Rods, Reels, & Tackle
Our Captains are prepared with all the equipment necessary to catch whatever may swim your way! All the rods, reels, tackle, and bait will be provided to target whatever species you are hoping to catch!
You Keep Catch
Aside from the species required to be released by law and some species that may not be recommended as table fair, whatever fish are landed while out on the water are yours to keep!
What To Bring:
Additional Drinks
Camera
Cash
Hat
Non-Spray Sunscreen
Small Cooler
Snacks/Food
Sunglasses
Weather-Appropriate Clothing
Boat Specs:
36’ Yellowfin | Center Console | Second Station Tower | Triple Yamaha 300HP Outboards- Length: 36'
- Capacity: 6 Persons
- Hull: Yellowfin
- Built: 2003
Types of Fish:
- African Pompano
- Amberjack (Greater)
- Barracuda
- Bonito (Atlantic)
- Cobia
- Dolphin (Mahi Mahi)
- Grouper (Black)
- Grouper (Gag)
- Grouper (Goliath)
- Grouper (Red)
- Grouper (Rock Hind)
- Grouper (Scamp)
- Grouper (Snowy)
- Grouper (Yellowedge)
- Jack (Almaco)
- Jack (Crevalle)
- Jack (Horse-Eye)
- Mackerel (Cero)
- Mackerel (King)
- Mackerel (Spanish)
- Permit
- Red Snapper
- Sailfish
- Shark
- Snapper (Cubera)
- Snapper (Dog)
- Snapper (Lane)
- Snapper (Mangrove)
- Snapper (Mutton)
- Snapper (Queen)
- Snapper (Red)
- Snapper (Schoolmaster)
- Snapper (Silk)
- Snapper (Vermilion)
- Snapper (Yellowtail)
- Snook
- Swordfish
- Tarpon
- Tilefish (Blue)
- Tilefish (Golden)
- Triggerfish (Gray)
- Tripletail
- Tuna (Blackfin)
- Wahoo
Listing Policies:
- Child Friendly
- Cooler
- Fish Processing
- Pet Friendly
Boat Reviews:
Dennis Weiss
We've been fishing with Captain Rob every year since 2007. We continue to fish with him as he is the best I've fished with.
2022-06-01
Rating:
5.0
Robert Gregg
Some of my greatest fishing trips were spent off Key West with Rob. A great guy, with loads of knowledge, who knows where the fish are.
Took me to a record blackfin tuna a few years ago that won the Key West Fishing Tournament.
Thanks again. Rob.
I'm getting ready to schedule a trip with my two sons, maybe bring Steve Herbruck along.
Maybe even give those swordfish a try.
2022-05-31
Rating:
5.0
Rick A. Franklin
Great time, great equipment and great boat!
2022-05-26
Rating:
5.0
Justin Jennings
Fishing with Robby is bound to be a great day. Highly recommended. Truly the best of key west
2022-05-21
Rating:
5.0
Robert Monetti
I’ve been fishin with Capt Rob since 1993!
Simply the hardest workin’ knowledgeable dry, cool fishin’ guide in all the Keys. Robbie always finds the fish...period.
2022-05-13
Rating:
5.0
Bradford Lebbing
my wife and I have been fishing with Robbie for years without a doubt the best captain I've ever fished with... he always finds the fish
2022-04-30
Rating:
5.0
Troy Roper
the best in key west!!!!!!!!!!!
2022-04-21
Rating:
5.0
Mike E Jackson
Rob has the knowledge and experience that many others lack. He is truly a great fisherman and person as well.
2022-04-12
Rating:
5.0
Collins Forman
Rob is a great fisherman and a chill captain. He always puts you in fish and fishing with him is always a very pleasant experience. Apple doesn’t fall too far from the tree.
2022-03-31
Rating:
5.0
Matt Goione
Very professional. Works hard to find the fish everyday. Lots of knowledge to learn from.
2022-03-01
Rating:
5.0
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