Jolly Roger Ii
Captain

Jolly Roger Ii

Key West, United States
Federal waters
Angler's choice
500+ reviews
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!

Charter

Jolly Roger II
Key West
Instant Confirmation
Trips from
US $1,000

Rating

4.9
731 reviews
4.9
Boat & Equipment
5.0
Captain & Crew
4.9
Fishing Experience

What anglers say

98%
Good experience
100%
Friendly captain
99%
Recommend this charter
94%
Appropriate for children
100%
Satisfied with the boat
94%
Caught fish

All reviews (731)

ShowingΒ 1 – 5Β ofΒ 731Β reviews
  • Kevin Pozdol
    Kevin Pozdol
    Repeat angler
    us
    Washington D.C., US
    β€’
    Member since 2022
    β€’
    4 trips
    5.0
    Verified

    Amazing experience and crew!!

    3/4 Day Trip β€’ 4 adults β€’ 1 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. πŸ˜ŽπŸ™οΏΌ

  • Windy Jansen
    Windy Jansen
    Repeat angler
    us
    Connecticut, US
    β€’
    Member since 2025
    β€’
    2 trips
    5.0
    Verified

    Incredible Trip!

    3/4 Day Trip β€’ 6 adults β€’ 2 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. πŸ˜ŽπŸ’• thank you for all the kind words.🎣

  • Gregory Lewis
    Gregory Lewis
    us
    Texas, US
    β€’
    Member since 2026
    5.0
    Verified
    NEW

    You want to fish on the Jolly Roger with Captain Joe

    3/4 Day Trip β€’ 2 adults

    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.

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

    you guys were awesome. What a great day, absolutely awesome. Hope to see you again, 😎🎣

  • Gary Kelley
    Gary Kelley
    Repeat angler
    us
    Ohio, US
    β€’
    Member since 2023
    β€’
    4 trips
    5.0
    Verified

    beautiful key west day and charter!

    Full Day Trip β€’ 2 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. πŸ˜ŽπŸŽ£πŸ™

  • Michael Edmonds
    Michael Edmonds
    us
    Nevada, US
    β€’
    Member since 2026
    5.0
    Verified

    excellent end to our trip

    Half Day Trip - 12:30 PM β€’ 4 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.

Real catches shared by our community

  • Jolly Roger II
    Jolly Roger IIKey West, FL
    1st time and it was awesome
    Brenda P.
    Brenda P.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    You want to fish on the Jolly Roger with Captain Joe
    Gregory L.
    Gregory L.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Great Trip. Great crew
    Pat T.
    Pat T.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Amazing trip!!
    Mike J.
    Mike J.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Great trip
    Brian C.
    Brian C.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Great day on the water!
    Renita J.
    Renita J.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Great Trip
    Jonathan D.
    Jonathan D.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Fishing with Joe
    Aaron G.
    Aaron G.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    50” Mahi Awesome
    Michael N.
    Michael N.
  • Jolly Roger II
    Jolly Roger IIKey West, FL
    Great trip Great Crew
    Jeff J.
    Jeff J.

What's biting with Jolly Roger II in Key West

The weather cools and the crowds thin. This is the best time of year to score a Slam on the flats. The weather can be unpredictable with hurricanes, but the fishing makes it worth while.

Top catches for September