A whole world of exciting fishing awaits you in Holmes Beach. Step aboard Anna Maria Ville Charters and explore the pristine Tampa Bay and the Gulf’s nearshore reefs and go after a range of exciting and delicious fish.

Captain Jimmy Reagan has been an avid angler for as long as he can remember. He used to go fishing with his grandmother as a young boy and has not lost any of the enthusiasm he had back then. He’s delighted to combine his passion for fishing with meeting new people, and hopes to take you on the trip of a lifetime as you seek to fill the boat.

Talking of the boat, the 26’ Donzi center console is the perfect fishing vessel for fishing these shallow waters. Light and nimble, she’ll whizz off across the bay to get to the fishing grounds in no time. Depending on your trip, up to 6 guests are welcome aboard, with 4 anglers being able to fish at the same time. You’ll have near 360-degree views and plenty of space to battle it out with the fish on the end of your line.

Fitted with outriggers, you’ll cover a wide area of water when trolling, while you’ll also be using the latest rods and reels as you bottom fish. Get in touch with your captain if you’d like to try bowfishing, spearfishing, or fly fishing, and he’ll sort the equipment for you too.

Get ready to battle it out with a range of highly-prized species. You’re in for an intense battle in the flats, as you go after Redfish, Snook, and the “Silver King” – Tarpon. Along the reefs, you’ll target Snappers, Groupers, Cobia, and many more delicious creatures to take home for a delicious dinner. Savor the taste of success at the end of your workout, and you’ll be itching for more.

Capt. Jimmy or his first mate will clean and fillet your catch at the end of your trip, so there’s nothing left for you to do. Everything you need for a productive day on the water awaits you on board with Anna Maria Ville Charters. Bring some snacks and drinks aboard and settle in for a memorable fishing expedition.



Select date to see available trips and rates:

  • Private trip
    Offshore 4-6 Hr Trip
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 9:00 AM
    $950
    Offshore reef and structure fishing for Grouper, Snapper, Kingfish, Amberjack, Barracuda, Shark, Tuna. All offshore trips are weather dependent.
  • Private trip
    Full Day Trip (6 MAX)
    FREE Cancellation 14 days notice
    6 Hour Trip, starts at 8:30 AM
    $800
    Whether it's inshore or nearshore fishing that you want, or both, this trip has you covered. You'll get to test a variety of fishing techniques, practicing your skills and challenging your strength. Target Tarpon, Snook, and Redfish in the Tampa Bay; hit the reefs and wrecks for Groupers and Cobia; or troll offshore for monster Barracuda, Kingfish, and many more on this thrilling trip into the Gulf. This trip is for up to 6 guests, but please be aware that 4 can fish at the same time.
  • Private trip
    Half Day Trip (AM) (6 MAX)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 9:00 AM
    $600
    Is there a better way to start the day than with the sound of the water crashing against the hull of the boat? Get out on the water and discover the Tampa Bay or Gulf of Mexico's nearshore waters. Target Snook to a Snapper, Tarpon to Cobia, Redfish to Barracuda, and many more. Let your captain know what you'd like to do and you'll spend 4 hours trolling, bottom fishing, popping, or even bowfishing. This trip is for up to 6 guests, but please be aware that 4 can fish at the same time.
  • Private trip
    Half Day Trip (PM) (6 MAX)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 2:00 PM
    $600
    Spend your afternoon on the productive waters of the bays or nearshore reefs as you explore a wealth of fishing along Florida's western coast. Each trip can be tailored for you, so get in touch with the captain. Bottom fish the flats for Snook, Tarpon, and Redfish, or hit up the nearshore reefs where you'll troll and jig to land Cobia, Barracuda, Groupers, Snappers, and many more delicious creatures to take home. This trip is for up to 6 guests, but please be aware that 4 can fish at the same time.
  • Private trip
    Specialty Tarpon Trip (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    Seasonal trip Apr 15 - Jul 20
    $600
    Fish for the Silver King ... specialty Tarpon trips scheduled upon request.
  • Private trip
    Specialty Tarpon Trip (PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:00 PM
    Seasonal trip Apr 15 - Jul 20
    $600
    Fish for the Silver King ... specialty Tarpon trips scheduled upon request.
  • Private trip
    4-6 Hr Specialty Cruises (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 9:00 AM
    $450
    The four to six-hour specialty cruises can be tailored around your schedule and your desires. Beautiful sightseeing trips around Anna Maria Island, lunch and dinner by the water, breathtaking sunset/cocktail cruises or fun in the sun at Passage Key are just some of the many options and varieties available. Fishing gear is always on board as well. Customize your trip and spend a day making memories!
  • Private trip
    4-6 Hr Specialty Cruises(PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 2:00 PM
    $450
    The four to six-hour specialty cruises can be tailored around your schedule and your desires. Beautiful sightseeing trips around Anna Maria Island, lunch and dinner by the water, breathtaking sunset/cocktail cruises or fun in the sun at Passage Key are just some of the many options and varieties available. Fishing gear is always on board as well. Customize your trip and spend a day making memories!
  • Private trip
    Family/Group Fun Trip (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 9:00 AM
    $450
    This is a great trip for families and/or friends to gather together on the beautiful waters of Tampa Bay. This trip combines everything into one, giving you the option to customize your adventure with activities such as fishing, dolphin/wildlife cruise, picnic, exploring, and more.
  • Private trip
    Family/Group Fun Trip (PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:00 PM
    $450
    This is a great trip for families and/or friends to gather together on the beautiful waters of Tampa Bay. This trip combines everything into one, giving you the option to customize your adventure with activities such as fishing, dolphin/wildlife cruise, picnic, exploring, and more.
  • Private trip
    Sightseeing & Fishing Trip
    FREE Cancellation 14 days notice
    3 Hour Trip, starts at 1:00 PM
    $425
    Discover the wonders of Florida's western coast as you spend 3 hours on the water, engaging in some light fishing. Try bottom fishing these productive waters and catch something tasty to take home with you, and you'll even have the chance to go snorkeling to discover a magical world under the water. Departure times can change to suit your needs, so get in touch with the captain. This trip is for up to 9 guests, but please be aware that 4 can fish at the same time.
  • Private trip
    Sightseeing & Fishing Trip
    FREE Cancellation 14 days notice
    3 Hour Trip, starts at 9:00 AM
    $425
    Discover the wonders of Florida's western coast as you spend 3 hours on the water, engaging in some light fishing. Try bottom fishing these productive waters and catch something tasty to take home with you, and you'll even have the chance to go snorkeling to discover a magical world under the water. Departure times can change to suit your needs, so get in touch with the captain. This trip is for up to 6 guests, but please be aware that 4 can fish at the same time.
  • Private trip
    Sightseeing/Dolphin Trip AM
    FREE Cancellation 14 days notice
    3 Hour Trip, starts at 9:00 AM
    $350
    Enjoy the beautiful waters of Anna Maria Island and scenic Tampa Bay. Cruise to Passage Key for Sand Dollars and fun in the sun, Visit historic Egmont Key or take a special Dolphin Watch Cruise or our breathtaking Sunset Extravaganza. Trips and timing of those trips can be tailored around your schedule. Light fishing is available as well on these trips.
  • Private trip
    Sightseeing/Dolphin Trip PM
    FREE Cancellation 14 days notice
    3 Hour Trip, starts at 1:00 PM
    $350
    Enjoy the beautiful waters of Anna Maria Island and scenic Tampa Bay. Cruise to Passage Key for Sand Dollars and fun in the sun, Visit historic Egmont Key or take a special Dolphin Watch Cruise or our breathtaking Sunset Extravaganza. Trips and timing of those trips can be tailored around your schedule. Light fishing is available as well on these trips.
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About the Captain

Jimmy Reagan
Holmes Beach, Florida, United States
ID & License verified
67 Customer Reviews
Response time 2 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

Barracuda (Great) Barracuda (Great)
Cobia Cobia
Flounder Flounder
Grouper (Goliath) Grouper (Goliath)

King Mackerel (Kingfish) King Mackerel (Kingfish)
Redfish Redfish
Seabass (Black) Seabass (Black)
Snapper (Mangrove) Snapper (Mangrove)

Snook Snook
Spanish Mackerel Spanish Mackerel
Spotted Seatrout Spotted Seatrout
Tarpon Tarpon

Boat Specs

Donzi (Center console) originally built in 2001, and restored in 2018. Powered by a 225HP Merc 3.0 engine, with a maximum cruising speed of 52 knots.

Length
26 ft
Capacity
6 persons

Types of Fishing

River Fishing
Lake Fishing
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Fishing Techniques

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

Amenities

Toilet
Fighting Chair
GPS
Fishfinder
Flybridge
Snorkeling Equipment
Live Bait Well
Outriggers
Ice Box
Toilet
Fighting Chair
GPS
Fishfinder
Flybridge
Snorkeling Equipment

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
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
Bank Transfer

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 (205)
4.7
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 62 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
great crew
Fishing with Jimmy
Good Day on the Water
+202
Angler Rating
52
6
2
1
0
Anglers Claimed
Good experience
92%
Friendly captain
100%
Recommend this charter
95%
Appropriate for children
96%
Satisfied with the boat
100%
Catch intended fish
75%
Sort By:
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Showing:
5 of 62 reviews
Joshua S.
Medford Lakes, NJ
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

3 Hour Sightseeing and Fishing Charter

VERIFIED   Sightseeing & Fishing Trip on April 8, 2021
My family of four (including two teenage boys) had a really great time on this charter. Captain Jimmy was great with our boys,...
Joshua S. recommends Anna Maria Ville Charters
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful
  Jimmy Reagan Captain replied

Treasure R.
Riverview, Florida
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Great relaxing afternoon on the water!

VERIFIED   Family/Group Fun Trip (PM) on April 3, 2021
Took my young boys our fishing for the first time on the ocean. Perfect and easy experience with all the assistance and equipment...
Treasure R. recommends Anna Maria Ville Charters
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You found this helpful
  Jimmy Reagan Captain replied

Chris H.
San Juan
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Fishing with Jimmy

VERIFIED   Sightseeing & Fishing Trip on June 19, 2021
We took a 3 hr fishing trip with captain jimmy and had a blast! Having a boat to yourself was way better than being on a big...
Chris H. recommends Anna Maria Ville Charters
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You found this helpful
  Jimmy Reagan Captain replied

Eugene T.
Austin, TX
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half a day fishing with captain Jimmy

VERIFIED   Half Day Trip (AM) (6 MAX) on July 11, 2021
We had 4 hours of fishing with captain Jimmy who did everything to make our trip unforgettable experience and also have pretty...
Eugene T. recommends Anna Maria Ville Charters
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You found this helpful
  Jimmy Reagan Captain replied

Jill C.
Cincinnati, OH
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

June fishing trip

VERIFIED   Sightseeing & Fishing Trip on June 26, 2021
This was such a beautiful experience for us! Very friendly, he even let us take extra time to enjoy the dolphins. Was a super...
Jill C. recommends Anna Maria Ville Charters
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You found this helpful
  Jimmy Reagan Captain replied

FAQs about Anna Maria Ville Charters

Anna Maria Ville Charters offers the following trips to customers:
  • $350 per group, additional $45 per person after 4 guests - Sightseeing/Dolphin Trip AM (3 hours)
  • $350 per group, additional $45 per person after 4 guests - Sightseeing/Dolphin Trip PM (3 hours)
  • $425 per group, additional $45 per person after 4 guests - Sightseeing & Fishing Trip (3 hours)
  • $425 per group, additional $45 per person after 4 guests - Sightseeing & Fishing Trip (3 hours)
  • $450 per group, additional $55 per person after 4 guests - 4-6 Hr Specialty Cruises (AM) (4 hours)
  • $450 per group, additional $55 per person after 4 guests - 4-6 Hr Specialty Cruises(PM) (4 hours)
  • $450 per group, additional $45 per person after 4 guests - Family/Group Fun Trip (AM) (4 hours)
  • $450 per group, additional $45 per person after 4 guests - Family/Group Fun Trip (PM) (4 hours)
  • $600 per group, additional $65 per person after 4 guests - Half Day Trip (AM) (6 MAX) (4 hours)
  • $600 per group, additional $65 per person after 4 guests - Half Day Trip (PM) (6 MAX) (4 hours)
  • $600 per group, additional $65 per person after 4 guests - Specialty Tarpon Trip (AM) (4 hours)
  • $600 per group, additional $65 per person after 4 guests - Specialty Tarpon Trip (PM) (4 hours)
  • $800 per group, additional $70 per person after 4 guests - Full Day Trip (6 MAX) (6 hours)
  • $950 per group, additional $85 per person after 4 guests - Offshore 4-6 Hr Trip (4 hours)

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

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

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

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

Top targeted fish species with Anna Maria Ville Charters include:
  • Barracuda (Great)
  • Cobia
  • Flounder
  • Grouper (Goliath)
  • King Mackerel (Kingfish)
  • Redfish
  • Seabass (Black)
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Spotted Seatrout
  • Tarpon