We still have days open. Call now 305-522-1904


Welcome To Key West Second Generation

Fishing Charters & Excursions

Fishing Charters & ExcursionsFishing Charters & ExcursionsFishing Charters & Excursions

Reserve your fishing adventure!

Deep Sea & Inshore Tours

Welcome to Key West

Let us, take your family on a trip you won't forget. Capt. Rob Delph has been fishing in Key West for his whole life. We can customize your inshore or Offshore trip to your needs. 

We have Yeti coolers and ice for all your food for the day we also cover your family up to 6 people fishing license on the Second Generation. 

You just need to bring your sunglasses  lunch and beverage and maybe some sunscreen.

Boat: 36 Yellowfin with (3) F300hp Yamaha's

Contact Us

Drop us a line! What day do you what to fish?

Maybe Out on the water

We love our customers, so feel free to call or text during normal business hours.

I may be out on the water leave me message.

Second Generation Fishing Charters

3 West Cypress Terrace, Key West, Florida 33040, United States

(305) 522-1904



07:30 am – 04:00 pm


07:30 am – 04:00 pm


07:30 am – 04:00 pm


07:30 am – 04:00 pm


07:30 am – 04:00 pm


07:30 am – 04:00 pm


07:30 am – 04:00 pm

Menu / Price List

Key West fishing Prices are limited to 30 miles out. Over 30 miles plus fuel will be charged.

About Us


Key West Fishing

Tuna Fishing in the Gulf of Mexico

Dry Tortugas Fishing

Lets stay close to Key West. Some families are looking for a fun day fishing on the water but not to far from home. This is a flat rate charter limited to 30 miles from Key West.

Full, 3/4, 1/2 day

Sometimes you don't need to Run far to find fish. 


Dry Tortugas Fishing

Tuna Fishing in the Gulf of Mexico

Dry Tortugas Fishing

I want to fish the Dry Tortugas. This is a 50-150 mile run depending on the time of year. Fishing the Dry Tortugas can be a trip of a lift time. Do to running long distance there is a fuel charge on top of a flat rate.

Full day only

Yellowtail Snapper, Mutton Snapper, Grouper, Tuna, Kingfish, Wahoo, Amber Jack,  

African Pompano


Tuna Fishing in the Gulf of Mexico

Tuna Fishing in the Gulf of Mexico

Tuna Fishing in the Gulf of Mexico

Long Range fishing  in the gulf of Mexico behind the Shrimp Boats. 

Break out the tackle and hang on. You can use bait or Virtual jigging or uses fly rods for Blackfin Tuna and Little Tunny. It doesn't get any crazier then this. Hand feeding fast moving fish crashing right next to the boat. Try to pick out the Blackfin tuna among all the Little tunny. This is a challenge in its self.

We all so have Gulf wreak fishing. Amber Jacks ,Barracuda, Grey Snapper, Yellowtail Snapper, Permit and Golith Grouper.

This trip does have a fuel charge for fuel used for the day.

Full Day only

About Us


Day Time Swordfish on Stand up Tackle

Day Time Swordfish on Stand up Tackle

Day Time Swordfish on Stand up Tackle

Swordfishing starts 25 miles  offshore. We start by dropping down 1600ft to the bottom looking for the rod tip to indicate a strike. When the strike come get ready to go to work. Pick up the rod  and strap in to your harness. the fight begins.

If catching a Swordfish has been a dream of yours give it a try on stand up tackle. use the power assist or start reeling. Your choice. This is one off my favorite fish to go after. 


Shark Fishing

Day Time Swordfish on Stand up Tackle

Day Time Swordfish on Stand up Tackle

Key West is known for some of the best waters for Shark Fishing. The MAD FIN SHARK TOURNAMENT was filmed out of Key West.

 We have a lot of costumers that come to Key West looking to fight a big shark. Well we can do that. 

Lemon Sharks, Bull Sharks, Hammerhead Sharks, 

Tiger Sharks, Blacktip Sharks

This is the real Shark Tank.

Lets Just say Amazing family Snorking.

4 hr Looe Key snorkeling Trip

Day Time Swordfish on Stand up Tackle

4 hr Looe Key snorkeling Trip

Lets take a trip to Look Key

 Looe Key is know for great snorkeing. It is located out on the reef and is protected inside the sanctuary. You will see amazing fish and sea life while you are snorkeing. This a very easy trip to take your kids out on. This trip can be a great Birthday gift also. After the 4 hr trip you can hang out at our Marina swimming pool or tan on a small privet beach. They have a great staff that can take your Food orders so you can relaxes with your Family.

Capt. Rob Delph / Second Generation Fishing

Lets talk about fishing,


Second Generation fishing T-shirts

Pay with PayPal or a debit/credit card

We have the Second Generation Fishing T-shirts 


Woman PINK

SIZE: MED Large X Large 

Sponsers of Second Generation Charters

Costa Sunglass
Cuda Brand