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. On board, you’ll find top-of-the-line navigational and safety gear, as well as a full toilet. 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 Floridian!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 7:30 AM
    $900
    This 4-hour morning trip is the perfect option for anglers looking for an introduction to Key West's stunning fishing grounds! You'll mostly be trolling from 5–25 miles offshore for the chance to hook Barracuda, King Mackerel, Wahoo, and plenty of other saltwater favorites. You'll be joined by your captain and a friendly first mate, who'll show you the ropes. Your captain is very adaptable, so just let him know what you want to reel in. Your trip includes rods, reels, bait, and a fishing license.
  • Private trip
    Half Day Trip (PM)
    In demand! Last booked: 3 days ago
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 12:30 PM
    $900
    Spend your morning exploring Key West by land, and then join your captain for a 4-hour trip out to the hottest fishing grounds! Your captain mostly takes guests trolling – he calls it "reef to bluewater trolling," as these are the areas you'll be targeting. You'll have the opportunity to hook anything from King Mackerel, Wahoo, Barracuda, and maybe even a Mahi Mahi or two. Your captain loves tailoring trips to suit your needs, so let him know what you want to catch. Rods, reels, bait, and tackle included.
  • Private trip
    Half Day Trip PM – Later Departure
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:30 PM
    $900
    Spend your morning exploring Key West by land, and then join your captain for a 4-hour trip out to the hottest fishing grounds! Your captain mostly takes guests trolling – he calls it "reef to bluewater trolling," as these are the areas you'll be targeting. You'll have the opportunity to hook anything from King Mackerel, Wahoo, Barracuda, and maybe even a Mahi Mahi or two. Your captain loves tailoring trips to suit your needs, so let him know what you want to catch. Rods, reels, bait, and tackle included.
  • Private trip
    3/4 Day Trip (AM)
    In demand! Last booked: 5 days ago
    FREE Cancellation 14 days notice
    6 Hour Trip, starts at 7:30 AM
    $1,150
    This 6-hour trip will give you more time out on the water, which means you'll have plenty of time to hook your dream catch! You'll mainly be "reef to bluewater" trolling with your captain, which means you'll be targeting the local reefs and waters 5 to 25 miles offshore to hook anything from Mahi Mahi, a variety of Tuna, King Mackerel, and plenty more. Your captain loves customizing trips, so let him know if there's a species you'd like to catch. Rods, reels, bait, tackle, and your license are included.
  • Private trip
    3/4 Day Trip (PM)
    FREE Cancellation 14 days notice
    6 Hour Trip, starts at 12:30 PM
    $1,150
    This 6-hour trip will give you more time out on the water, which means you'll have plenty of time to hook your dream catch! You'll mainly be "reef to bluewater" trolling with your captain, which means you'll be targeting the local reefs and waters 5 to 25 miles offshore to hook anything from Mahi Mahi, a variety of Tuna, King Mackerel, and plenty more. Your captain loves customizing trips, so let him know if there's a species you'd like to catch. Rods, reels, bait, tackle, and your license are included.
  • Private trip
    Full Day Trip
    In demand! Last booked: 3 days ago
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 7:30 AM
    $1,400
    This full day trip is a great option for anglers looking to explore the best fishing opportunities that Key West has to offer! You'll have the chance to head up to 25 miles offshore, as well as exploring the local reefs, using a method that your captain calls "reef to bluewater trolling." You'll be targeting anything from Mahi Mahi, to King Mackerel, to Skipjack and Albacore Tuna, as well as Sailfish and White/Blue Marlin. Your captain will provide top-notch rods and reels, bait, tackle, and your license.
There are 21 people looking at this charter.

About the Captain

Joe Mercurio III
Key West, Florida, United States
ID & License verified
352 Customer reviews
Response time 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!

About this listing

Targeted species

Amberjack Amberjack
Barracuda (Great) Great Barracuda
Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)

Boat specs

Chu Chu (Offshore sport fishing) originally built in 1979, and restored in 2019. Powered by 2 350HP 3126 Cats engines, with a maximum cruising speed of 17 knots.

Length
39 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Trolling

Amenities

Toilet
Full, enclosed
Fighting Chair
GPS
Fishfinder
Flybridge
Live Bait Well

Trip includes

Rods, reels & tackle
Shimano, Penn, Key Largo
Lures
Catch cleaning & filleting
After the trip
First Mate
Fishing License

Cancellation policy

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 days 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.

Listing policies

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

Payment

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.

Key West Fishing Calendar

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Customer reviews

Rating Summary
Excellent
4.9 / 5
out of 5 stars from 352 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (616)
Full day trip with captain Joe
Full day trip with captain Joe
Half day on the Jolly Roger ll
+613
Angler Rating
331
16
2
2
0
Anglers Claimed
Good experience
97%
Friendly captain
100%
Recommend this charter
98%
Appropriate for children
95%
Satisfied with the boat
100%
Catch intended fish
89%
Sort By:
Featured  
Showing:
5 of 352 reviews
Margie M.
Littleton, CO
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day trip with Capt Joe

VERIFIED   NEW  Half Day Trip (PM) on November 17, 2022
I booked this trip for my husband’s 50th bday, and it far exceeded our expectations. It was an afternoon 4 hour trip mid-November....
Margie M. recommends Jolly Roger II
Mark review as helpful
You found this review helpful
  Joe Mercurio III Captain replied

Megan M.
Maryville, TN
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

First time deep sea fishing was a blast!

VERIFIED   NEW  Half Day Trip (PM) on November 13, 2022
This was our first time deep sea fishing and Capt Joe and First Mate Joel were wonderful! They were patient and helpful and...
Megan M. recommends Jolly Roger II
Mark review as helpful
You found this review helpful
  Joe Mercurio III Captain replied

Jarrod R.
Cleveland, TN
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full day with Joe and Joel

VERIFIED   Full Day Trip on September 24, 2022
Joe was a very knowledgeable and communicative captain. Expect ground rules to be set when you dock the boat. Nothing bad....
Jarrod R. recommends Jolly Roger II
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You found this review helpful
  Joe Mercurio III Captain replied

Michelle T.
Bishop, GA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Top Notch Adventure!

VERIFIED   Half Day Trip (PM) on August 11, 2022
Captain Joe and his fabulous crew took AMAZING care of my clients while on their Honeymoon! From the moment I spoke...
Michelle T. recommends Jolly Roger II
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  Joe Mercurio III Captain replied

Carrie M.
Tampa, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3/4 Day Mahi-mahi Trip

VERIFIED   3/4 Day Trip (AM) on July 6, 2022
Captain Joe and his First Mate were absolutely amazing!! They were great with instructions and helping our 3 teenage boys all...
Carrie M. recommends Jolly Roger II
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  Joe Mercurio III Captain replied

FAQs about Jolly Roger II

Jolly Roger II offers the following trips to customers:
  • $900 per group - Half Day Trip (AM) (4 hours)
  • $900 per group - Half Day Trip (PM) (4 hours)
  • $900 per group - Half Day Trip PM – Later Departure (4 hours)
  • $1,150 per group - 3/4 Day Trip (AM) (6 hours)
  • $1,150 per group - 3/4 Day Trip (PM) (6 hours)
  • $1,400 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 (Shimano, Penn, Key Largo)
  • 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