Jolly Roger II 

4.9/5 (718 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 (718 reviews)

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 – 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

Joe Mercurio III
Captain
Joe Mercurio III
35 years of experience
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
In high demand Last booked: 2 days ago
FREE Cancellation 7 days notice
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
In high demand Last booked: 3 days ago
FREE Cancellation 7 days notice
6 hour trip multiple starting times (7:30 AM, 12:30 PM)
US $1,200
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 7 days notice
8 hour trip starts at 7:30 AM
US $1,500
Entire boat: up to 6 people
There are 14 people looking at this charter.

Customer reviews

Loading...

Rating

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

Anglers' gallery (1340)

What anglers say

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

All reviews (718)

Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 718 reviews
Kevin Pozdol
Kevin Pozdol
Repeat angler
us
Washington D.C., US
Member since 2022
4 trips
5.0
Verified
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)
Joe Mercurio III
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.

Joe Mercurio III
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)
Joe Mercurio III
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)
Joe Mercurio III
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.

Todd Ely
Todd Ely
us
Pennsylvania, US
Member since 2025
5.0
Verified
great crew that put us fish quick!!
3/4 Day Trip on November 19, 20254 adults

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 — 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 we’re 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 — 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!

Reported catch:
Dolphin (Mahi Mahi)
Great Barracuda
Joe Mercurio III
Response from Captain

you guys were awesome, enjoyed the fish. Have a safe flight home, see you next time. Thank you so much for choosing us.😎🎣

FAQs about Jolly Roger II

Jolly Roger II offers the following trips to customers:
  • US $950 per group - Half Day Trip (4 hours)
  • US $950 per group - Half Day Trip - 1:30 PM (4 hours)
  • US $950 per group - Half Day Trip - 12:30 PM (4 hours)
  • US $1,200 per group - 3/4 Day Trip (6 hours)
  • US $1,200 per group - 3/4 Day Trip - 12:30 PM (6 hours)
  • US $1,500 per group - Full Day Trip (8 hours)
When you book a trip with Jolly Roger II, you can expect the following amenities onboard:
  • Toilet Full, enclosed
  • Fighting chair
  • GPS
  • Fishfinder
  • Flybridge
  • Live bait well
  • Outriggers
  • Ice box
Trips booked with Jolly Roger II include:
  • Rods, reels & tackle
  • Lures
  • Catch cleaning & filleting (After the trip)
  • First mate
  • Fishing license
Jolly Roger II offers the following types of fishing:
  • Inshore fishing
  • Offshore fishing
  • Reef fishing
  • Wreck fishing
Jolly Roger II offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Trolling
Top targeted fish species with Jolly Roger II include:
  • Amberjack
  • Barracuda (Great)
  • Cobia
  • Dolphin (Mahi Mahi)
  • Grouper (Goliath)
  • King Mackerel (Kingfish)
  • Marlin (Blue)
  • Marlin (White)
  • Sailfish
  • Tuna (Albacore)
  • Tuna (Skipjack)
  • Wahoo

Your captain

Joe Mercurio III
Joe Mercurio III
Joe Mercurio III

Key West, Florida, United States

ID & license verified
718 Customer reviews
Typical response within an hour
Member since January 2019
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

Capt. Joe has been fishing for the past 37 years, and has been a licensed captain for 27 of then. He was born and raised in Key West, so it's safe to say he knows these waters like the back of his hand. When it comes to the boat you'll be fishing from, it's pretty much a piece of Key West history – Capt. Joe's father owned the boat before him. This family's tradition of fishing doesn't stop there, though. Capt. Joe's grandfather had one of the first charterboats in Key West in the late 40's. Come aboard and make yourself a part of Floridian fishing history!

ID & license verified
718 Customer reviews
Typical response within an hour
Member since January 2019
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

Capt. Joe has been fishing for the past 37 years, and has been a licensed captain for 27 of then. He was born and raised in Key West, so it's safe to say he knows these waters like the back of his hand. When it comes to the boat you'll be fishing from, it's pretty much a piece of Key West history – Capt. Joe's father owned the boat before him. This family's tradition of fishing doesn't stop there, though. Capt. Joe's grandfather had one of the first charterboats in Key West in the late 40's. Come aboard and make yourself a part of Floridian fishing history!

The fish you can target

Amberjack
Amberjack
Great Barracuda
Great Barracuda
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Goliath Grouper
Goliath Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Blue Marlin
Blue Marlin
White Marlin
White Marlin
Sailfish
Sailfish
Albacore Tuna
Albacore Tuna
Skipjack Tuna
Skipjack Tuna
Wahoo
Wahoo
Amberjack
Amberjack
Great Barracuda
Great Barracuda
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Goliath Grouper
Goliath Grouper

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

What kind of fishing will you do?

Inshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Trolling

Which amenities are available onboard

Toilet
Full, enclosed
Fighting chair
GPS
Fishfinder
Flybridge
Live bait well
Outriggers
Ice box

What's included in the trip price

Rods, reels & tackle
Lures
Catch cleaning & filleting
After the trip
First mate
Fishing license

How cancellations work

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
No minimum age
You keep catch
Catch and release allowed

How you can pay

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in Key West right now

AmberjackAmberjack
Barracuda (Great)Barracuda (Great)
CobiaCobia
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
King Mackerel (Kingfish)King Mackerel (Kingfish)
Marlin (Blue)Marlin (Blue)
SailfishSailfish
Tuna (Skipjack)Tuna (Skipjack)
WahooWahoo

Compare similar fishing charters

Current
Jolly Roger II
Jolly Roger II
Federally permitted
4.9
(718)
39 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 6 persons
US $950