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Jimmy Reagan
Captain

Jimmy Reagan

Holmes Beach, United States
100+ reviews
When Capt. Jimmy was a little boy, he'd go fishing with his grandmother on the bank of the creeks, going after Bluegills for hours on end. He's not lost that passion and gets the same thrill when catching every new fish. He's now been fishing for over 55 years and has been a captain since 2013, after seeing the opportunity to combine his passion with a way to take people out. This is more than a job for him, and he hopes to show each and every customer the beauty of fishing in some stunning waters.

Charters

Rating

4.8
118 reviews
4.6
Boat & Equipment
4.9
Captain & Crew
4.8
Fishing Experience

What anglers say

94%
Good experience
100%
Friendly captain
97%
Recommend this charter
97%
Appropriate for children
99%
Satisfied with the boat
79%
Caught fish

All reviews (118)

Showing 1 – 5 of 118 reviews
  • Bib Lohr
    Bib Lohr
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Fishing with Jimmy

    Half Day Trip (AM) • 4 adults
    Reported catch:
    Speckled Trout
  • Ethan Nielsen
    Ethan Nielsen
    us
    Ohio, US
    Member since 2026
    3.3
    Verified

    caught fish but not the ones we wanted

    Half Day Trip (AM) • 3 adults • 2 children

    hot day and weather aasnt ideal but we still made it out into the bay and caught a few. its called fushing and not cathing for a reason.

    Response from Captain

    I always try to do my very best

  • Will Mcdaniel
    Will Mcdaniel
    us
    Georgia, US
    Member since 2023
    5.0
    Verified

    Half Day Trip with Captain Jimmy

    Half Day Trip (AM) • 5 adults

    Such a great day on the water with my family of 5. Captain Jimmy is amazing. He worked his tail off finding us the right fishing spots and putting us on fish. He’s been fishing down here since 1985 and knows the area better than anyone. Worked his tail off as he kept hooks baited and our lines in the water except when we were reeling in fish. Best part of the trip was Captain Jimmy. Had some great stories and history of the area. But went above and beyond working with our kids and teaching them different techniques based on what we were fishing for. Also, he even found some extra time on our way in for us to all to jump in the water and have some family play time, as well. He also sent us some great recipes on how to cook the fish including videos. There are a lot of fishing charter options to choose from in the area. I can guarantee you won’t find a better one that Captain Jimmy. I can’t guarantee how many fish you will catch but I guarantee you will have a blast on the water.

    Response from Captain

    You guys were the Bomb .. loved every minute of it.. sooo enjoyed our day on the water..it was awesome..🥂

  • David Blundell
    David Blundell
    gb
    United Kingdom
    Member since 2022
    5.0
    Verified

    Half day boat trip with Captain Jiy

    4 Hour Trip – Family/Group Fun (PM) • 4 adults

    Thank you Jimmy for a brilliant afternoon out - as first time visitors from London. England, we loved our family trip on the water - saw everything we hoped right from the off - sting rays, dolphins, turtles. manatees, as well as plenty of bird life - loved the fishing experience & we all successfully landed some good fish (not to mention the shark that got away!) - great boat, great local knowledge & great Skipper - thank you Captain Jimmy- highly recommend & we will def come back again 👍

    Response from Captain

    You guys were great... was such a pleasure to spend time on the water with you and your family 🚣‍♂️🎣🦈

  • Robert Seda
    Robert Seda
    us
    Texas, US
    Member since 2023
    5.0
    Verified

    3hr trip, fish and sightseeing

    Sightseeing & Fishing Trip • 4 adults • 1 child

    Captain Jimmy provided an excellent experience for our family. This was our first time fishing in ocean waters and our 10 year old daughter had an experience of a lifetime. You have to love when the young ones catch the most fish in a group of 4. We’ll definitely be rebooking in the future.

    Reported catch:
    Mangrove Snapper

Real catches shared by our community

  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    A young angler proudly displaying a Speckled Trout while fishing from a boat in a coastal waterway.
    Ethan N.
    Ethan N.
    hot day and weather aasnt ideal but we still made it out into the bay and caught a few. its called fushing and not cathing for a reason.
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    An angler proudly displaying a Speckled Trout while fishing on a boat in calm waters.
    Fish 1
    Redfish
    Great day on the water did some awesome fishing lot of fun caught a lot of fish
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    A family enjoying a day in the water, showcasing a fun beach atmosphere.
    Joshua B.
    Joshua B.
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    A lively scene at a popular boating spot, featuring multiple boats and people enjoying the water on a sunny day.
    Frank S.
    Frank S.
    Had a great trip with Capt. Jimmy! Very knowledgeable fisherman and guide! Would definitely fish with him again!
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Young angler proudly displays a small fish while holding a spinning rod aboard a boat in a sunny residential marina.
    Fish 1
    White Mullet
    Kristi L.
    Kristi L.
    Jimmy was very professional and accommodating—calling us the night before to go over details. He engaged us in some light fishing, some sightseeing, and shelling. Would do the trip again!
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Angler proudly holds a freshly caught spotted fish aboard a center-console boat during an offshore fishing trip.
    Fish 1
    Spanish Mackerel
    Will M.
    Will M.
    Such a great day on the water with my family of 5. Captain Jimmy is amazing. He worked his tail off finding us the right fishing spots and putting us on fish. He’s been fishing down here since 1985 and knows the area better than anyone. Worked his tail off as he kept hooks baited and our lines in the water except when we were reeling in fish. Best part of the trip was Captain Jimmy. Had some great stories and history of the area. But went above and beyond working with our kids and teaching them different techniques based on what we were fishing for. Also, he even found some extra time on our way in for us to all to jump in the water and have some family play time, as well. He also sent us some great recipes on how to cook the fish including videos. There are a lot of fishing charter options to choose from in the area. I can guarantee you won’t find a better one that Captain Jimmy. I can’t guarantee how many fish you will catch but I guarantee you will have a blast on the water.
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Group posing inside a center-console fishing boat on clear turquoise water, with the open deck and seating area visible.
    Fish 1
    Fish 2
    Lane Snapper
    Sherri W.
    Sherri W.
    Had a great time fishing and sightseeing with Captain Jimmy!
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Group of adult anglers seated together on the open deck of a center-console fishing boat on calm blue water.
    Tiffany H.
    Tiffany H.
    A great time had by all! Enjoyed it so much that we are ready to book again!
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Group of four anglers seated at the bow of a boat on open blue water, with onboard seating and coolers visible.
    David B.
    David B.
    Thank you Jimmy for a brilliant afternoon out - as first time visitors from London. England, we loved our family trip on the water - saw everything we hoped right from the off - sting rays, dolphins, turtles. manatees, as well as plenty of bird life - loved the fishing experience & we all successfully landed some good fish (not to mention the shark that got away!) - great boat, great local knowledge & great Skipper - thank you Captain Jimmy- highly recommend & we will def come back again 👍
  • Anna Maria Ville Charters
    Anna Maria Ville ChartersHolmes Beach, FL
    Group portrait of five adult anglers posing together on the deck of a fishing boat with open water in the background.
    Lukas D.
    Lukas D.

Our Fishing Locations

What's biting with Anna Maria Ville Charters in Holmes Beach

Top catches for November

Fishing reports

An angler proudly displaying a Speckled Trout while fishing on a boat in calm waters.

Great day on the Water

Jun 10, 2026 • Holmes Beach
Great day on the water did some awesome fishing lot of fun caught a lot of fish
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