Second Generation Fishing
Key West, Florida
6000 Peninsular Avenue, Key West, Florida, 33040
There’s no doubt that Second Generation Fishing will show you what fishing is all about!
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!
Your fishing adventure starts on a 36’ Yellowfin boat that can safely accommodate up to 6 anglers.
Choose from a variety of our trips, depending on your needs and preferences. While on a charter with us, you can expect to target fish such as Tuna, Snapper, Sailfish, Grouper, Wahoo, King Mackerel and more (depending on the season and conditions).
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.
We also have specialized trips that will take you to the Dry Tortugas and beyond.
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
Experience a full day of fishing out front of Key West!
If you’re looking to spend an entire day on the water, then this charter is for you.
Depending on the conditions, we will venture offshore or fish the reefs and wrecks for a variety of species, such as grouper, snapper, wahoo, kingfish, and more!
Our full day charter gives you the best opportunity to catch your bucket list fish.
Price Includes: 6 People
3/4 Day Fishing
(Local)
$1800.00 USD
Starts at: 08:00 AM
Duration: 6 hours
Our 6 hour trip is a popular choice as it gives you a good amount of time to be out on the water, while getting you back home for dinner.
During this trip, we will fish the local Key West waters, and check out some different fishing hotspots nearby.
Depending on the season and time of year, you can expect to catch species, such as snapper, grouper, wahoo, kingfish, and more.
Price Includes: 6 People
Half Day Fishing
(Local)
$1200.00 USD
Starts at: 08:00 AM
Duration: 4 hours
Looking for a fishing charter for the whole family? Our half-day charter might be a great option for you!
This shorter trip gives you a great opportunity to experience the fishery in Key West. You might even get to watch your children reel in their first catch!
Depending on the season and time of year, you can expect to catch species, such as snapper, grouper, wahoo, kingfish, and more.
This charter departs in the morning and will get you back around the lunch hour.
Price Includes: 6 People
Sandbar Adventure
(3/4 Day)
$1800.00 USD
Starts at: 10:00 AM
Duration: 6 hours
Enjoy a 6-hour escape to the sandbar, perfect for friends, family, work events, or bachelorette parties.
This trip offers plenty of time for swimming, sunbathing, and socializing in a relaxing setting.
Bring your own beverages (BYOB, no glass containers) and feel free to pack extra food and drinks to keep everyone refreshed.
Whether you’re celebrating a special occasion or just looking to relax, our 6-hour sandbar excursion promises a great day on the water.
Price Includes: 6 People
Swordfishing Trip
(Full Day)
$2300.00 USD
Starts at: 07:00 AM
Duration: 8 hours
Are you looking to target the giants of the sea?
Second Generation Fishing Charters offers daytime broadbill Swordfish trips, 1600’ down!
These trips are recommended for those wanting to spend an entire day on the boat, waiting for adrenaline pumping bite!
Swordfishing is often times hit or miss, but when the opportunity comes, it’s an experience like no other!
Price Includes: 6 People
Dry Tortugas Trip
(Full Day)
$3000.00 USD
Starts at: 07:00 AM
Duration: 10 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 perfect for those wanting to spend majority of the day on the water exploring new ground.
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!
Get ready for an unforgettable day of fishing and exploring the Dry Tortugas!
Price Includes: 6 People
Shrimp Boat Tuna Fishing
(Full Day)
$2600.00 USD
Starts at: 07:00 AM
Duration: 8 hours
looking to do some epic tuna fishing!? This trip is perfect for you.
On this charter we will make a 50-60 mile run north of the Marquesas Islands into the Gulf 50-60.
Once we find the shrimp boats, we will fish behind them for Blackfin Tuna and Cobia. We also target a variety of Snapper species.
This trip really is an incredible experience, especially for those who love epic fish!
Price Includes: 6 People
Red Snapper Fishing
(Full Day)
$3000.00 USD
Starts at: 07:00 AM
Duration: 8 hours
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!
Please Note: this trip is only available during red snapper season.
Price Includes: 6 People
Charter 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:
- Length: 36'
- Year: 2003
- Type: Center Console
- Model: Yellowfin
- Engine: 3 x 300HP (Yamaha)
- Capacity: 6 Persons
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
- 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
Fishing Techniques:
- Bottom Fishing
- Deep Dropping
- Deep Sea Fishing
- Drift Fishing
- Heavy Tackle
- Jigging
- Kite Fishing
- Light Tackle
- Live Bait Fishing
- Spinning
- Trolling
Charter Amenities:
- Child Friendly
- Cooler
- 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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