Super Grouper Charters
Key West, Florida
5110 Overseas Hwy #1, Key West, Florida, 33040
Captain Chippy is widely recognized as one of the best fishermen in Key West and is often called the GOAT (Greatest of All Time). With 108 world records under his belt, his expertise on private fishing charters in Key West is unparalleled. His secret fishing spots ensure non-stop action, making every trip an adventure.
Specializing in Snapper, Captain Chippy also offers a top-notch grouper fishing charter experience along with opportunities to catch Tuna, Sailfish, Mahi-Mahi, Kingfish, and Wahoo. He offers 4, 6, and 8-hour offshore trips—ideal for families and seasoned anglers alike. All charters accommodate up to 4 people, with the option to add a 5th guest for an additional $150.
All bait, tackle, equipment, and licenses are provided. Just bring your food, drinks, and a great attitude, and get ready for an incredible day on the water!
Please Note: A fuel surcharge of $200.00 will be applied for trips that go 30 miles or more offshore. Captain Chippy will inform you of this ahead of time.
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Offshore Fishing
(Half Day AM)
$1200.00 USD
Starts at: 08:00 AM
Duration: 4 hours
Join Captain Chippy for a half-day morning fishing trip that gets you home for lunch!
Spending four hours on the water gives you a great opportunity to catch various species on nearby reefs and wrecks and get a taste of the Key West fishery.
This charter is ideal for families with kids or those who want to spend just a few hours on the water.
Price Includes: 4 People
Extra Guests: $150/Person (Max: 5 People)
Offshore Fishing
(Half Day PM)
$1200.00 USD
Starts at: 08:00 AM
Duration: 4 hours
Join Captain Chippy for a half-day afternoon fishing trip that departs after lunch and gets you home by dinner!
Spending four hours on the water gives you a great opportunity to catch various species on nearby reefs and wrecks and get a taste of the Key West fishery.
This charter is ideal for families with kids or those who want to spend just a few hours on the water.
Price Includes: 4 People
Extra Guests: $150/Person (Max: 5 People)
Offshore Fishing
(3/4 Day)
$1500.00 USD
Starts at: 08:00 AM
Duration: 6 hours
Our three-quarter day charter is the”happy medium”, offering a few extra hours to target additional species and venture further offshore.
If you have a specific fish you’d like to target, let Captain Chippy know, and he’ll do his best to put you on it!
We recommend bringing food and any additional drinks you may want to have on board.
Price Includes: 4 People
Extra Guests: $150/Person (Max: 5 People)
Offshore Fishing
(Full Day)
$1800.00 USD
Starts at: 08:00 AM
Duration: 8 hours
Our full-day trip provides the best opportunity to target a wide array of fish species and maximize your fishing experience.
With eight hours on the water, you’ll have the best opportunity to pursue your dream fish and venture to Captain Chippy’s “secret spots”.
This trip is not recommended for young children or those who experience sea-sickness. We recommend bringing food and any additional drinks you may want to have on board.
Price Includes: 4 People
Extra Guests: $150/Person (Max: 5 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
Weather-Appropriate Clothing
Boat Specs:
- Length: 33'
- Year: 2015
- Type: Center Console
- Model: Invincible
- Engine: 2 x 300 (Yamaha)
- Capacity: 5 Persons
Types of Fish:
- African Pompano
- Amberjack (Greater)
- Barracuda
- Cobia
- Dolphin (Mahi Mahi)
- Grouper (Black)
- Grouper (Goliath)
- Grouper (Red)
- Jack (Almaco)
- Jack (Crevalle)
- Mackerel (Atlantic)
- Mackerel (Cero)
- Mackerel (King)
- Mackerel (Spanish)
- Sailfish
- Shark
- Snapper (Mangrove)
- Snapper (Mutton)
- Snapper (Yellowtail)
- Tuna (Blackfin)
- Wahoo
Fishing Techniques:
- Bottom Fishing
- Deep Sea Fishing
- Heavy Tackle
- Jigging
- Kite Fishing
- Light Tackle
- Spinning
Charter Amenities:
- Child Friendly
- Cooler
Boat Reviews:
Natalie Brooks
Captain Chippy delivered a perfect day. The highlight was a beautiful Red Grouper, but we caught plenty of Yellowtail too. Super helpful and great with beginner anglers like me.
2024-11-16
Rating:
5.0
Raymond Foster
Booked with Captain Chippy for my birthday—what a day! The water was calm, the Snapper bite was solid, and we ended with a surprise Wahoo. Best birthday in years!
2024-10-04
Rating:
5.0
Denise Holland
Couldn’t ask for a better day on the water. Grouper, Snapper, and even a Sailfish showed up to play. The 6-hour trip felt like a dream. Thank you, Chippy!
2024-08-31
Rating:
5.0
Brian Kelley
Our 4-hour morning trip was awesome! Caught plenty of Mangrove Snapper and even hooked a feisty Kingfish. Captain Chippy is a true professional and super friendly.
2024-07-29
Rating:
5.0
Amanda Rowe
The Snapper bite was nonstop! Captain Chippy knew just where to go and put us right on the fish. My husband and I had the time of our lives. Can't wait to book again next season.
2024-06-17
Rating:
5.0
Thomas Greene
Captain Chippy is a legend! We booked the 8-hour trip and it paid off—we caught Grouper, Tuna, and Mahi. He cleaned the fish perfectly, and we grilled it that night at our rental. 10/10 experience.
2024-05-25
Rating:
5.0
Darius Bennett
Awesome charter! We started early and were pulling in Snapper left and right. Chippy’s energy and knowledge made the trip fly by. Everything was well organized and professional.
2024-04-28
Rating:
5.0
Naomi Stephens
My husband and I had such a fun charter with Captain Chippy! We focused on Snapper and Grouper, and he knew exactly where to go. He even helped us find a local restaurant that cooked our catch.
2024-03-16
Rating:
5.0
Trevor Allen
If you're looking for an easygoing, family-friendly fishing experience in Key West, this is it! Chippy found the fish quickly, and we caught our limit of Snapper within hours. We’ll definitely book an 8-hour trip next time.
2024-02-24
Rating:
5.0
Melissa Price
Captain Chippy was phenomenal! We were targeting Snapper but ended up reeling in a surprise Kingfish too. He’s super knowledgeable and made the entire experience enjoyable—even for the first-timers in our group.
2024-01-17
Rating:
5.0
Jordan McKenzie
We had an incredible time fishing with Captain Chippy! The Snapper bite was non-stop and we even got into a few Mahi-Mahi. His boat was perfect for our group of four, and he handled everything from baiting hooks to filleting our fish afterward.
2023-12-29
Rating:
5.0
Keenan Nettles
Captain Chippy is the best that Key West has to offer! I won't fish with anyone else!
2023-12-11
Rating:
5.0
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