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
    3 Hour Trip – Sightseeing & Fishing
    FREE Cancellation 30 days notice
    3 Hour Trip, starts at 2:00 PM
    US $500
    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 & Fishing Trip
    FREE Cancellation 30 days notice
    3 Hour Trip, starts at 9:30 AM
    US $500
    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
    4 Hour Trip – Family/Group Fun (AM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 9:30 AM
    US $550
    This is a great trip for families and/or friends to gather together on the beautiful waters of Tampa Bay. This trip combines a bit of everything into one, giving you the chance to enjoy your adventure and day on the water with activities such as fishing, dolphin, sea turtles, manatees/wildlife cruise, shelling, picnicking, snorkeling, swimming, exploring, visiting Passage Key, sunning or just a fun in the sun day on the boat and more.
  • Private trip
    4 Hour Trip – Family/Group Fun (PM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 2:00 PM
    US $550
    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 chance to enjoy your adventure with activities such as fishing, dolphin sea turtle, manatee/wildlife cruise, snorkeling, shelling, swimming, picnicking, exploring, or simply sunning, visiting passage key and enjoying your fun in the sun day on the water in a boat and more!
  • Private trip
    3 Hour Fishing Trip (AM)
    FREE Cancellation 30 days notice
    3 Hour Trip, starts at 9:30 AM
    US $625
    3-hour inshore fishing trip for Trout, Snook, Redfish, Mackeral, Mangrove, Snapper, Jack Crevel, Flounder, Shark...
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Seabass (Black)
    Black Seabass
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Ladyfish
    Ladyfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Pompano
    Pompano
    Flounder
    Flounder
    Grunt
    Grunt
  • Private trip
    3 Hour Fishing Trip (PM)
    FREE Cancellation 30 days notice
    3 Hour Trip, starts at 2:00 PM
    US $625
    3-hour inshore fishing trip for Trout, Snook, Redfish, Jack Crevel, Flounder, Mangrove Snapper, Shark, Sea Bass
  • Private trip
    4 Hour – 'Night' Tarpon or Snook
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 8:00 PM
    Seasonal trip May 1 - Sep 1
    US $660
    A specialty trip fishing for Snook or the "Silver King" in the moonlight.
  • Private trip
    Half Day Trip (AM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 9:30 AM
    US $660
    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 bow fishing. 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)
    In demand! Last booked: 15 hours ago
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 2:00 PM
    US $660
    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, Grouper, Snapper, 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 30 days notice
    4 Hour Trip, starts at 8:30 AM
    Seasonal trip Apr 15 - Jul 20
    US $660
    Fish for the Silver King ... specialty Tarpon trips scheduled upon request.
  • Private trip
    Specialty Tarpon Trip (PM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 2:00 PM
    Seasonal trip Apr 15 - Jul 20
    US $660
    Fish for the Silver King ... specialty Tarpon trips scheduled upon request.
  • Private trip
    3/4 Day Trip
    FREE Cancellation 30 days notice
    6 Hour Trip, starts at 9:30 AM
    US $860
    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 Grouper 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
    4 Hour Trip – Offshore
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 9:30 AM
    US $1,200
    Offshore reef and structure fishing for Grouper, Snapper, Kingfish, Amberjack, Barracuda, Shark, Tuna. All offshore trips are weather and species-dependent.
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FAQs about Anna Maria Ville Charters

Anna Maria Ville Charters offers the following trips to customers:
  • US $500 per group, additional US $45 per person after 4 guests - 3 Hour Trip – Sightseeing & Fishing (3 hours)
  • US $500 per group, additional US $45 per person after 4 guests - Sightseeing & Fishing Trip (3 hours)
  • US $550 per group, additional US $35 per person after 4 guests - 4 Hour Trip – Family/Group Fun (AM) (4 hours)
  • US $550 per group, additional US $35 per person after 4 guests - 4 Hour Trip – Family/Group Fun (PM) (4 hours)
  • US $560 per group, additional US $65 per person after 1 guest - 3 Hour Fishing Trip (AM) (3 hours)
  • US $560 per group, additional US $65 per person after 1 guest - 3 Hour Fishing Trip (PM) (3 hours)
  • US $660 per group, additional US $65 per person after 4 guests - 4 Hour – 'Night' Tarpon or Snook (4 hours)
  • US $660 per group, additional US $65 per person after 4 guests - Half Day Trip (AM) (4 hours)
  • US $660 per group, additional US $65 per person after 4 guests - Half Day Trip (PM) (4 hours)
  • US $660 per group, additional US $65 per person after 4 guests - Specialty Tarpon Trip (AM) (4 hours)
  • US $660 per group, additional US $65 per person after 4 guests - Specialty Tarpon Trip (PM) (4 hours)
  • US $860 per group, additional US $70 per person after 4 guests - 3/4 Day Trip (6 hours)
  • US $1,200 per group - 4 Hour Trip – Offshore (4 hours)

When you book a trip with Anna Maria Ville Charters, you can expect the following amenities onboard:
  • Toilet Private porta-pott
  • GPS
  • Fishfinder
  • Snorkeling Equipment
  • Live Bait Well
  • Wireless Trolling Motor
  • 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 (Redfish snook bass)
  • Lake Fishing (Specialty trips lake Okeechobee and others)
  • 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
  • Bowfishing
  • 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

Meet the Captain

Jimmy Reagan
Holmes Beach, Florida, United States
ID & license verified
114 Customer reviews
Response time 5 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) Great Barracuda
Cobia Cobia
Flounder Flounder
Grouper (Goliath) Goliath Grouper

Boat specs

Wellcraft (Center console) originally built in 2001, and restored in 2018. Powered by a 225HP Merc 3.0 engine, with a maximum cruising speed of 46 knots.

Length
26 ft
Capacity
6 persons

Types of fishing

River Fishing
Redfish snook bass
Lake Fishing
Specialty trips lake Okeechobee and others
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
Bowfishing
Deep Sea Fishing

Amenities

Toilet
Private porta-pott
GPS
Fishfinder
Snorkeling Equipment
Live Bait Well
Wireless Trolling Motor

Trip includes

Rods, reels & tackle
Live Bait
May be caught during the trip
Lures
Catch cleaning & filleting
Fishing License
Fly Fishing Equipment

Cancellation policy

Free cancellation up to 30 days prior to trip

You can cancel or modify your booking up to 30 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 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, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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
Bank Transfer

Holmes Beach Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 108 reviews
Boat
Excellent
4.6 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (308)
Great 3 hour trip with Jimmy!
Great 3 hour trip with Jimmy!
Great 3 hour trip with Jimmy!
+305
Angler rating
95
7
3
2
0
Anglers claimed
Good experience
93%
Friendly captain
100%
Recommend this charter
95%
Appropriate for children
98%
Satisfied with the boat
99%
Caught fish
77%
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Featured  
Showing:
5 of 108 reviews
Will M.
Tampa, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half Day Trip with Captain Jimmy

VERIFIED   Half Day Trip (AM) on July 3, 2023
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...
Will M. recommends Anna Maria Ville Charters
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  Jimmy Reagan Captain replied

Chris B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great family trip!

VERIFIED   NEW  Half Day Trip (AM) on March 26, 2024
Great time with Captain Jimmy! Great with the kid and made the most of some tough weather.
Chris B. recommends Anna Maria Ville Charters
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Chris B. recommends Anna Maria Ville Charters
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Robert S.
Orlando, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3hr trip, fish and sightseeing

VERIFIED   Sightseeing & Fishing Trip on July 13, 2023
Captain Jimmy provided an excellent experience for our family. This was our first time fishing in ocean waters and our 10 year...
Robert S. recommends Anna Maria Ville Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
Robert S. recommends Anna Maria Ville Charters
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1 person finds this review helpful
You and 1 other person found this review helpful

Kristi L.
Bradenton, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great 3 hour trip with Jimmy!

VERIFIED   Sightseeing & Fishing Trip on July 10, 2023
Jimmy was very professional and accommodating—calling us the night before to go over details.  He engaged us in some light...
Kristi L. recommends Anna Maria Ville Charters
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  Jimmy Reagan Captain replied

Brandi G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

July fishing trip

VERIFIED   4 Hour Trip – Family/Group Fun (AM) on July 6, 2023
Brandi G. recommends Anna Maria Ville Charters
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Brandi G. recommends Anna Maria Ville Charters
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You found this review helpful