Discover the incredible fishing on offer in the Tampa Bay and beyond with Anna Maria Ville Charters. Fish the shallow waters inshore or head to the nearshore reefs in the Gulf and get ready for some unbeatable rewards.

Under the guidance of Captain Jimmy Reagan, you’ll have all the support you need for a productive day on the water. An avid angler since he was a little boy, there’s nothing he likes more than sharing his passion with others. He promises to take you to the fishing grounds, giving you a helping hand to land that dream catch.

Step aboard his 21’ Triton dual console and let the magic begin. Light and agile, she’ll speed off across the bays, and will make sure to keep you afloat in the skinny waters. Up to 8 guests are welcome aboard, and up to 6 of you will be able to fish at the same time. Get ready to challenge each other as you look to hook a trophy-sized monster aboard.

Capt. Jimmy will provide everything you need for a productive day on the water. The outriggers will let you cover a wide range of water as you troll, and you’ll use only the latest fishing gear as you bottom fish. You’ll fish with live bait to lure the bite of your target fish, and you can even go Flounder gigging, spearfishing, or fly fishing. Just let your captain know beforehand so he can set everything up.

You’re in for a thrilling day going after some prized species. Along the nearshore reefs, you’ll battle it out with such beauties as Snappers, Groupers, Cobia, and many more. Hit up the flats inshore and you’ll have your hands full with some tough-fighters like Tarpon, Snook, Redfish, and Mackerel. You’ll be made to work for your dinner, so bring your A-game to fill the boat.

At the end of your trip, Capt. Jimmy will clean and fillet your catch for you to take home. Everything you need is taken care of, so just bring some food and drinks along and settle in for a real adventure with Anna Maria Ville Charters. Come and see what western Florida fishing is all about!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip
    FREE Cancellation 14 days notice
    6 Hour Trip, starts at 8:00 AM
    $700
    An 8-hour trip will let you get to know the range of waters out of Holmes Beach as you hit the shallows of the Tampa Bay, the nearshore reefs, and get your fish on. Troll and bottom fish, and you can even engage in some spearfishing or bowfishing if you'd like to land a range of monster fish. This little piece of paradise is overflowing with exciting species, so get ready to do battle with Snappers, Groupers, Barracuda, Redfish, Mackerel, Snook, and the "Silver King" – Tarpon.
  • Private trip
    Tarpon Sight Fishing (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    $600
    Sight fish for the Silver King! Cast using conventional gear or fly fish and experience the thrill of reeling in a Tarpon. The boat has a casting tower making it the perfect vessel for this trip.
  • Private trip
    Tarpon Sight Fishing (Night)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 5:00 PM
    $600
    Sight fish for the Silver King! Cast using conventional gear or fly fish and experience the thrill of reeling in a Tarpon. The boat has a casting tower making it the perfect vessel for this trip.
  • Private trip
    Tarpon Sight Fishing (PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:00 PM
    $600
    Sight fish for the Silver King! Cast using conventional gear or fly fish and experience the thrill of reeling in a Tarpon. The boat has a casting tower making it the perfect vessel for this trip.
  • Private trip
    Half Day Trip (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    $550
    Start the day with the wind in your hair and the sound of the sea calling you out to fish. Spend 4 hours on the water and test your angling skills against a range of tough-fighting, exciting fish. Bottom fish the shallow inshore waters for Redfish, Snook, Tarpon, and many more. While a trip to the nearshore reefs will see you take on Barracuda, Snappers, Groupers, and more.
  • Private trip
    Half Day Trip (PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:00 PM
    $550
    Make the most of your afternoon and get out on the productive waters of the Tampa Bay or the Gulf's nearshore. Bottom fish or troll for a range of exciting species from Tarpon to Grouper, Snook to Snapper, Kingfish to Cobia, and many more. You'll even have the chance to go bowfishing or spearfishing, just let your captain know beforehand so that he can prepare the equipment for you.

About the Captain

Jimmy Reagan
Holmes Beach, Florida, United States
ID & License verified
58 Customer Reviews
Response time 3 hours
Member since April 2019
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.

About this listing

Targeted Species

Amberjack Amberjack
Barracuda (Great) Barracuda (Great)
Cobia Cobia
King Mackerel (Kingfish) King Mackerel (Kingfish)

Redfish Redfish
Snapper (Mangrove) Snapper (Mangrove)
Snook Snook
Tarpon Tarpon

Boat Specs

Triton (Dual console) originally built in 2018. Powered by a 175HP Mercury engine.

Length
21 ft
Capacity
3 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Fly Fishing
Spearfishing
Deep Sea Fishing

Amenities

Toilet
GPS
Fishfinder
Snorkeling Equipment
Live Bait Well
Outriggers
Spearfishing Equipment
Ice Box
Toilet
GPS
Fishfinder
Snorkeling Equipment
Live Bait Well
Outriggers

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
Fishing License
Fly Fishing Equipment

Cancellation Policy

Free cancellation up to 14 days prior to trip

Customers can cancel or modify their booking up to 14 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
No Smoking
You Keep Catch
Catch and Release Allowed

Payment

Book with 10% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.
Pay remaining balance to captain
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

When paying the remaining balance with a credit card, there is a 3% fee.

Holmes Beach Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (13)
5.00
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 3 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
Fishing trip
Fishing trip
Fishing trip
+10
Angler Rating
3
0
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
100%
Sort By:
Featured  
Showing:
3 of 3 reviews
David H.
Omaha, Nebraska
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Fishing trip

VERIFIED   Full Day Trip on February 15, 2021
CaptyJeff was very helpful and knowledgeable We caught many fish and I recommended him to others
David H. recommends Anna Maria Ville Charters II
Mark as helpful
You found this helpful
  Jimmy Reagan Captain replied

Mark H.
Bellevue, WA
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half day trip with Captain Jimmy

VERIFIED   Half Day Trip (PM) on September 4, 2020
Captain Jimmy was great with my 2 boys and helped them with multiple catches. We pulled up a bunch of mackerel and even a black...
Mark H. recommends Anna Maria Ville Charters II
Mark as helpful
You found this helpful
  Jimmy Reagan Captain replied

David S.
Euharlee, GA
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Cpt Jimmy put us on the right spots!

VERIFIED   Half Day Trip (AM) on July 1, 2020
The boys and I had a great experience with Cpt Jimmy on our half day trip! As soon as the lines hit the water, we were pulling...
David S. recommends Anna Maria Ville Charters II
Mark as helpful
You found this helpful
  Jimmy Reagan Captain replied

FAQs about Anna Maria Ville Charters II

Anna Maria Ville Charters II offers the following trips to customers:
  • $550 per group, additional $65 per person after 2 guests - Half Day Trip (AM) (4 hours)
  • $550 per group, additional $65 per person after 2 guests - Half Day Trip (PM) (4 hours)
  • $600 per group, additional $65 per person after 2 guests - Tarpon Sight Fishing (AM) (4 hours)
  • $600 per group, additional $65 per person after 2 guests - Tarpon Sight Fishing (Night) (4 hours)
  • $600 per group, additional $65 per person after 2 guests - Tarpon Sight Fishing (PM) (4 hours)
  • $700 per group, additional $65 per person after 2 guests - Full Day Trip (6 hours)

When you book a trip with Anna Maria Ville Charters II, you can expect the following amenities onboard:
  • Toilet (Private porta-potty)
  • GPS
  • Fishfinder
  • Snorkeling Equipment
  • Live Bait Well
  • Outriggers
  • Spearfishing Equipment
  • Ice Box

Trips booked with Anna Maria Ville Charters II include:
  • Rods, reels & tackle
  • Live Bait (May be caught during the trip)
  • Lures
  • Catch cleaning & filleting
  • Drinks (W)
  • Fishing License
  • Fly Fishing Equipment

Anna Maria Ville Charters II offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing
  • Wreck Fishing
  • Flats Fishing
  • Backcountry Fishing

Anna Maria Ville Charters II offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Fly Fishing
  • Spearfishing
  • Deep Sea Fishing

Top targeted fish species with Anna Maria Ville Charters II include:
  • Amberjack
  • Barracuda (Great)
  • Cobia
  • King Mackerel (Kingfish)
  • Redfish
  • Snapper (Mangrove)
  • Snook
  • Tarpon