Jolly Roger IIΒ
Booked with us before? You may qualify for a Loyalty Discount. Sign in to check.
Exceptional sport fishing experience, exclusively focusing on topwater action. No bottom fishing.
Key West, FL is home to some of the world's most famous fishing grounds β what better way to discover them than alongside a captain who grew up exploring these waters? Captain Joe Mercurio comes from a long line of Floridian fishermen, and can't wait to pass on the knowledge he's inherited. Come aboard Jolly Roger II and get ready to discover plenty of local tips and tricks β you'll be fishing like a native Floridian in no time!
Capt. Joe has been fishing these waters for over 37 years. He bought the 'Jolly Roger II' boat from his father, and his grandfather owned one of the first charters boats in Key West in the 40s β it's safe to say that a passion for angling is a true family tradition for him! He uses his wealth of knowledge to provide a variety of angling adventures that are suitable for guests of all ages and skill levels, all on board a luxurious fishing machine.
The vessel in question is an impressive 39' Chu Chu sportfishing vessel, able to accommodate up to 6 anglers. She's the perfect choice if you're looking for a fun family getaway, or want to tangle lines with some of your best angling buddies. There are 5 fishing chairs on the back deck, a fighting chair for battling big game, and outriggers to cover plenty of ground when trolling.
Speaking of trolling, your captain specializes in putting guests on fish by using his 'reef to bluewater' trolling method. This means that you'll be exploring fishing grounds around the local reefs, as well as up to 25 miles offshore. You'll have the chance to hook Mahi Mahi, a variety of Marlin, Barracuda, Wahoo, Tuna, and more. Don't worry if you've never fished before β your captain and first mate will be on hand to show you the ropes.
Your trip includes rods, reels, bait, tackle, and a fishing license. Your captain will fillet your catch, too. Come aboard Jolly Roger II and learn how to fish like a true Floridia
Exceptional sport fishing experience, exclusively focusing on topwater action. No bottom fishing.
Key West, FL is home to some of the world's most famous fishing grounds β what better way to discover them than alongside a captain who grew up exploring these waters? Captain Joe Mercurio comes from a long line of Floridian fishermen, and can't wait to pass on the knowledge he's inherited. Come aboard Jolly Roger II and get ready to discover plenty of local tips and tricks β you'll be fishing like a native Floridian in no time!
Capt. Joe has been fishing these waters for over 37 years. He bought the 'Jolly Roger II' boat from his father, and his grandfather owned one of the first charters boats in Key West in the 40s β it's safe to say that a passion for angling is a true family tradition for him! He uses his wealth of knowledge to provide a variety of angling adventures that are suitable for guests of all ages and skill levels, all on board a luxurious fishing machine.
The vessel in question is an impressive 39' Chu Chu sportfishing vessel, able to accommodate up to 6 anglers. She's the perfect choice if you're looking for a fun family getaway, or want to tangle lines with some of your best angling buddies. There are 5 fishing chairs on the back deck, a fighting chair for battling big game, and outriggers to cover plenty of ground when trolling.
Speaking of trolling, your captain specializes in putting guests on fish by using his 'reef to bluewater' trolling method. This means that you'll be exploring fishing grounds around the local reefs, as well as up to 25 miles offshore. You'll have the chance to hook Mahi Mahi, a variety of Marlin, Barracuda, Wahoo, Tuna, and more. Don't worry if you've never fished before β your captain and first mate will be on hand to show you the ropes.
Your trip includes rods, reels, bait, tackle, and a fishing license. Your captain will fillet your catch, too. Come aboard Jolly Roger II and learn how to fish like a true Floridia
Select date to see availability
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Customer reviews
Rating
Anglers' gallery (1389)
What anglers say
Reviews (744)
Kevin PozdolRepeat angler5.0VerifiedAmazing experience and crew!!
3/4 Day Trip on June 17, 2026Β β’Β 4 adultsΒ β’Β 1 childThis is our familyβs first fishing trip in Key West and Capt Joe and Brian were nothing less than awesome!! Capt Joe called the day before and explained everything about the boat and trip. I am very thankful because we had no idea about sport fishing! We were the first boat off the dock in the morning and within an hour he put us on some Mahi Mahi. Brian, mate, was fantastic. He worked his tail off all day, taught us about where they find the fish, helped everyone reel in a mahi. I cannot say enough good things about him. They said fishing had been up/down this week, but we caught 15 fish, a bunch of keepers, and a 24 pound Mahi. Catching fish is never guaranteed, but you can tell Capt Joe and Brian love what they do! It was an epic trip and I highly recommend the Jolly Roger II for anyone. Thanks for a memorable experience!
Randall SonderhouseRepeat angler5.0VerifiedAwesome 60th Birthday!!!
Half Day Trip on September 15, 2026Β β’Β 4 adultsExcellent communication from the time of booking, at the dock before boarding, and while fishing! We had a party of 4 to celebrate my 60th Birthday. We explained to the Captain that we wanted fresh fish for dinner and some excitement. With that in mind, we went offshore for Dorado (Mahi-Mahi). 45 minutes in, we landed a 12-15 lbs fish. The Captain worked hard to find fish. In total, we caught 4 Dorado. The first mate cleaned the fish and did a stellar job. We will book with this Captain again.
Gregory Lewis5.0VerifiedYou want to fish on the Jolly Roger with Captain Joe
3/4 Day Trip on August 14, 2026Β β’Β 2 adultsAbsolutely incredible experience. If you want to go fishing in Key West, look no further. Captain Joe and his first mate, Brain, not only delivered an incredibly successful fishing trip but their knowledge of the area and the science and art of deep sea fishing really shows. They took care of everything. Boat was super clean, equipment was excellent and they truly cared about delivering the best experience possible. Incredible ΒΎ day trip. Would do it again in a heartbeat.
Windy JansenRepeat angler5.0VerifiedIncredible Trip!
3/4 Day Trip on April 20, 2026Β β’Β 6 adultsΒ β’Β 2 childrenWe had an incredible time out on the water with Captain Joe and Brian. In the days leading up to the charter, Captain Joe shared that the fishing report offshore had been very poor with very few fish being caught. Knowing this, he helped us create a revised plan which would still allow us to catch a large quantity of fish. The plan worked perfectly, and we started the day with dozens of good sized cero mackerel and a couple false albacore. Thanks to the transperency of Captain Joe, we were able to change plans and have an extremely successful day that otherwise would not have happened. We then headed offshore, knowing the chaces of us catching would be very poor. Despite this, we managed to still bring in a blackfin tuna before heading back in for the day. The skill and knowledge of both Capatin Joe and his first mate Brian absolutely made this day as successful as possible. They helped us outfish most if not all the surrounding boats and shared their invaluable local knowledge and tips. The trip was the best experience we have had on a charter and I would only want to fish with him here in the future.
Todd Ely5.0Verifiedgreat crew that put us fish quick!!
3/4 Day Trip on November 19, 2025Β β’Β 4 adultsWe had an amazing experience on the Jolly Roger II with Captain Joe and First Mate Brian. Both of them were incredibly easygoing, informative, and made the entire trip enjoyable from start to finish. Captain Joe got us on the fish quickly β we ended up catching 7 mahi-mahi, 2 barracuda, and 2 tuna. Brian worked nonstop the entire time, from setting us up at the start all the way through bringing the lines in as we headed back to shore. He truly goes above and beyond. Brian also recommended taking our fresh catch to Half Shell Raw Bar, and weβre so glad we did. They cooked our fish for just $15.99 per pound, served with two sides. We had half blackened and half fried β everything was absolutely delicious. Highly recommend Captain Joe, Brian, and the Jolly Roger II for anyone looking for a fun, successful, and memorable fishing trip!
Patrick FoxRepeat angler5.0VerifiedSAILFISH!!
3/4 Day Trip - 12:30 PM on November 25, 2025Β β’Β 4 adultsHad an absolutely incredible day aboard the Jolly Roger II with Captain Joe and First Mate Brian! We filled the box with mahi, picked up a king mackerel and a barracuda, and the highlight of the trip was my daughter landing a 6.5-foot sailfishβan unforgettable moment and truly the catch of a lifetime. Captain Joe and Brian were amazing from start to finish: knowledgeable, hardworking, and fun to be around. Couldnβt have asked for a better crew or a better day on the water. Highly recommend the Jolly Roger II for anyone looking for a top-notch fishing experience!
Ty Coats5.0VerifiedNewwould do it again
3/4 Day Trip on October 30, 2026Β β’Β 2 adultsJolly Roger had to work today, fish were slow to come. Still managed to get a few by the end of the trip. Had a great time! Joe and Jerry were both fun and knowledgable. A pleasure to be around as well!
Mike Jobgen5.0VerifiedAmazing trip!!
3/4 Day Trip on August 8, 2026Β β’Β 5 adultsCaptain Joe and Brian were amazing! They were professional and knowledgeable!! They had us on fish the whole time. The 3/4 day was perfect. Let me tell you Brian was working his butt off and made our day effortless so we could focus on reeling in the Mahi! Highly recommend and will be coming back and booking with Captain Joe on the Jolley Roger II again!
Doug MainsRepeat angler5.0VerifiedNewDeep water fishing
3/4 Day Trip on October 23, 2026Β β’Β 2 adultsI went out looking to catch some big fish. I was able to catch one mahi mahi, several snappers, Barracuda, and mackerel. Had a shark on for a little while until it bit through the line.
Tyler Griffin5.0VerifiedNewHard Working and Personable
3/4 Day Trip on October 16, 2026Β β’Β 2 adultsJoe and Brian worked hard for us today and were great to share a boat with. Fishing was tough but they kept working, ended up with 2 nice Mahi, a Wahoo, Bonito, and released 3 Barracuda.
Rating
Anglers' gallery (1389)
What anglers say
All reviews (744)
This is our familyβs first fishing trip in Key West and Capt Joe and Brian were nothing less than awesome!! Capt Joe called the day before and explained everything about the boat and trip. I am very thankful because we had no idea about sport fishing! We were the first boat off the dock in the morning and within an hour he put us on some Mahi Mahi. Brian, mate, was fantastic. He worked his tail off all day, taught us about where they find the fish, helped everyone reel in a mahi. I cannot say enough good things about him. They said fishing had been up/down this week, but we caught 15 fish, a bunch of keepers, and a 24 pound Mahi. Catching fish is never guaranteed, but you can tell Capt Joe and Brian love what they do! It was an epic trip and I highly recommend the Jolly Roger II for anyone. Thanks for a memorable experience!
Excellent communication from the time of booking, at the dock before boarding, and while fishing! We had a party of 4 to celebrate my 60th Birthday. We explained to the Captain that we wanted fresh fish for dinner and some excitement. With that in mind, we went offshore for Dorado (Mahi-Mahi). 45 minutes in, we landed a 12-15 lbs fish. The Captain worked hard to find fish. In total, we caught 4 Dorado. The first mate cleaned the fish and did a stellar job. We will book with this Captain again.
Absolutely incredible experience. If you want to go fishing in Key West, look no further. Captain Joe and his first mate, Brain, not only delivered an incredibly successful fishing trip but their knowledge of the area and the science and art of deep sea fishing really shows. They took care of everything. Boat was super clean, equipment was excellent and they truly cared about delivering the best experience possible. Incredible ΒΎ day trip. Would do it again in a heartbeat.
We had an incredible time out on the water with Captain Joe and Brian. In the days leading up to the charter, Captain Joe shared that the fishing report offshore had been very poor with very few fish being caught. Knowing this, he helped us create a revised plan which would still allow us to catch a large quantity of fish. The plan worked perfectly, and we started the day with dozens of good sized cero mackerel and a couple false albacore. Thanks to the transperency of Captain Joe, we were able to change plans and have an extremely successful day that otherwise would not have happened. We then headed offshore, knowing the chaces of us catching would be very poor. Despite this, we managed to still bring in a blackfin tuna before heading back in for the day. The skill and knowledge of both Capatin Joe and his first mate Brian absolutely made this day as successful as possible. They helped us outfish most if not all the surrounding boats and shared their invaluable local knowledge and tips. The trip was the best experience we have had on a charter and I would only want to fish with him here in the future.
We had an amazing experience on the Jolly Roger II with Captain Joe and First Mate Brian. Both of them were incredibly easygoing, informative, and made the entire trip enjoyable from start to finish. Captain Joe got us on the fish quickly β we ended up catching 7 mahi-mahi, 2 barracuda, and 2 tuna. Brian worked nonstop the entire time, from setting us up at the start all the way through bringing the lines in as we headed back to shore. He truly goes above and beyond. Brian also recommended taking our fresh catch to Half Shell Raw Bar, and weβre so glad we did. They cooked our fish for just $15.99 per pound, served with two sides. We had half blackened and half fried β everything was absolutely delicious. Highly recommend Captain Joe, Brian, and the Jolly Roger II for anyone looking for a fun, successful, and memorable fishing trip!
