Jolly Roger II 

4.9/5 (711 reviews)
 
Federally permitted
 1801 North Roosevelt Boulevard, Key West, FL 33040, United States

Jolly Roger II 

Federally permitted
Key West, FL, United States
39 ft
6
4.9/5 (711 reviews)

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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 – 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 – 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 – 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 – 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 – 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 – 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 – 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 – 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

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Customer reviews

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Rating

4.9
711 reviews
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (1331)

What anglers say

98%
Great experience
93%
Family friendly
100%
Friendly captain
100%
Good boat
99%
Recommended
94%
Caught fish

All reviews (711)

Frequently mentioned
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Showing 15 of 711 reviews
Kevin Pozdol
Kevin Pozdol
Repeat angler
us
Washington D.C., US
Member since 2022
4 trips
5.0
Verified
New
Amazing experience and crew!!
3/4 Day Trip on June 17, 20263 adults1 child

This is our family’s 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!

Reported catch:
Dolphin (Mahi Mahi)
Response from Captain

thank you so much for the kind words you guys were awesome and what a great day. See you next time. 😎🙏

Windy Jansen
Windy Jansen
Repeat angler
us
Connecticut, US
Member since 2025
2 trips
5.0
Verified
Incredible Trip!
3/4 Day Trip on April 20, 20264 adults2 children

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.

Response from Captain

you guys were awesome. The boys were awesome. Can’t wait to take you again someday. It was and did work out very well as planned. Hope dinner was awesome. Take care. See you next time. 😎💕 thank you for all the kind words.🎣

Gary Kelley
Gary Kelley
Repeat angler
us
Ohio, US
Member since 2023
4 trips
5.0
Verified
beautiful key west day and charter!
Full Day Trip on May 5, 20262 adults

Captain Joe and first mate Adam were fantastic. It was a beautiful day on the water in Key West! Our first bite was a sailfish, got to see him but he spit the hook. then we caught 2 blackfin tuna which was on our bucketlist. Then to end the day my brother in law landed a beast of a mahi on a day when fish were not biting very frequently. Great crew whom actually cared that we were there and treated us like friends right from the start. Will definitely be booking them again!

Reported catch:
Dolphin (Mahi Mahi)
Response from Captain

thank you so much for the review, glad you guys had a good time. Sorry it was slow but a beautiful day, enjoy the Fish. Hope dinner is awesome. 😎🎣🙏

Michael Edmonds
Michael Edmonds
us
Nevada, US
Member since 2026
5.0
Verified
excellent end to our trip
Half Day Trip - 12:30 PM on April 19, 20264 adults

Captain Joe and Bryan were awesome! they were knowledgeable about the area and knew where to go for our best chance to catch fish! Great time was had by all!! For the true sport fisherman or the party just looking to catch fish Captain Joe and the Jolly Roger II is right for you! Decide what you want to fish befor you go, but the crew will guide you either way! this was an excellent charter and we will definitely recommend to others!

Reported catch:
King Mackerel (Kingfish)
Response from Captain

thank you so much, appreciate all the kind words of course. We try hard. Hope you enjoyed it all and see you next time.

Edward Kammerer
Edward Kammerer
Repeat angler
us
Ohio, US
Member since 2023
2 trips
5.0
Verified
Wind Blowing 25 knots, but still had a great trip
3/4 Day Trip - 12:30 PM on January 21, 20266 adults

We went out with Cap Joe and Brian on a less than ideal weather day, but it was the only day we could fish while in KW. The wind had been blowing hard for several days and still blowing the day we went out. Despite the weather, we stiil had a great time. The boat was very comfortable even in rough seas and they even managed to put us on some fish. Definitely recommend these guys even if you think the weather is not ideal. We will be back!

Reported catch:
King Mackerel (Kingfish)
Great Barracuda
Response from Captain

thank you for all the kind words, waste every day could be awesome and beautiful weather. It was a pleasure having you and thank you so much.😎🙏

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
June 2026
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Number of days
1
Group Size
2 adults • 0 children
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Half Day Trip
4 hour trip multiple starting times (7:30 AM, 12:30 PM, 1:30 PM)
US $950
Entire boat: up to 6 people
3/4 Day Trip
6 hour trip multiple starting times (7:30 AM, 12:30 PM)
US $1,200
Entire boat: up to 6 people
Full Day Trip
8 hour trip starts at 7:30 AM
US $1,500
Entire boat: up to 6 people
There are 25 people looking at this charter.

Customer reviews

Loading...

Rating

4.9
711 reviews
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (1331)

What anglers say

98%
Great experience
93%
Family friendly
100%
Friendly captain
100%
Good boat
99%
Recommended
94%
Caught fish

All reviews (711)

Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 711 reviews
Kevin Pozdol
Kevin Pozdol
Repeat angler
us
Washington D.C., US
Member since 2022
4 trips
5.0
Verified
New
Amazing experience and crew!!
3/4 Day Trip on June 17, 20263 adults1 child

This is our family’s 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!

Reported catch:
Dolphin (Mahi Mahi)
Response from Captain

thank you so much for the kind words you guys were awesome and what a great day. See you next time. 😎🙏

Windy Jansen
Windy Jansen
Repeat angler
us
Connecticut, US
Member since 2025
2 trips
5.0
Verified
Incredible Trip!
3/4 Day Trip on April 20, 20264 adults2 children

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.

Response from Captain

you guys were awesome. The boys were awesome. Can’t wait to take you again someday. It was and did work out very well as planned. Hope dinner was awesome. Take care. See you next time. 😎💕 thank you for all the kind words.🎣

Gary Kelley
Gary Kelley
Repeat angler
us
Ohio, US
Member since 2023
4 trips
5.0
Verified
beautiful key west day and charter!
Full Day Trip on May 5, 20262 adults

Captain Joe and first mate Adam were fantastic. It was a beautiful day on the water in Key West! Our first bite was a sailfish, got to see him but he spit the hook. then we caught 2 blackfin tuna which was on our bucketlist. Then to end the day my brother in law landed a beast of a mahi on a day when fish were not biting very frequently. Great crew whom actually cared that we were there and treated us like friends right from the start. Will definitely be booking them again!

Reported catch:
Dolphin (Mahi Mahi)
Response from Captain

thank you so much for the review, glad you guys had a good time. Sorry it was slow but a beautiful day, enjoy the Fish. Hope dinner is awesome. 😎🎣🙏

Michael Edmonds
Michael Edmonds
us
Nevada, US
Member since 2026
5.0
Verified
excellent end to our trip
Half Day Trip - 12:30 PM on April 19, 20264 adults

Captain Joe and Bryan were awesome! they were knowledgeable about the area and knew where to go for our best chance to catch fish! Great time was had by all!! For the true sport fisherman or the party just looking to catch fish Captain Joe and the Jolly Roger II is right for you! Decide what you want to fish befor you go, but the crew will guide you either way! this was an excellent charter and we will definitely recommend to others!

Reported catch:
King Mackerel (Kingfish)
Response from Captain

thank you so much, appreciate all the kind words of course. We try hard. Hope you enjoyed it all and see you next time.

Edward Kammerer
Edward Kammerer
Repeat angler
us
Ohio, US
Member since 2023
2 trips
5.0
Verified
Wind Blowing 25 knots, but still had a great trip
3/4 Day Trip - 12:30 PM on January 21, 20266 adults

We went out with Cap Joe and Brian on a less than ideal weather day, but it was the only day we could fish while in KW. The wind had been blowing hard for several days and still blowing the day we went out. Despite the weather, we stiil had a great time. The boat was very comfortable even in rough seas and they even managed to put us on some fish. Definitely recommend these guys even if you think the weather is not ideal. We will be back!

Reported catch:
King Mackerel (Kingfish)
Great Barracuda
Response from Captain

thank you for all the kind words, waste every day could be awesome and beautiful weather. It was a pleasure having you and thank you so much.😎🙏

FAQs about Jolly Roger II

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The fish you can target

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What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
39 ft
Year built
1979
Restored in
2019
Boat manufacturer
Chu Chu
Boat type
Sportfishing
Engine model
3126 Cats
Powered by
2 x 350HP
Max cruising speed
17 knots
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