Bailey's Charters 

5.0/5 (21 reviews)
 
Federally permitted
 4870 Ocean Street, Jacksonville, FL 32233, United States

There’s not a better way to enjoy your time in Florida than being on the water. This way of living is in the heart of Bailey’s Charters and Captain Stephen. Whether you’re here to catch some fish, find a new waterfront restaurant, or simply relax with your loved ones, you’ll find all of that here. With a year round fishing season, any time is a good time for fishing.

Capt. Stephen welcomes you aboard his 25’ Sea Born boat that accommodates up to 5 guests. Powered by a 300 HP Mercury Verado engine, this center console will take you where the fish are with speed and ease. She’s always ready for catching fish, as she’s equipped with a live bait tank, a cooler, a wireless trolling motor, and navigational electronics.

Most of the fishing will be just off the beaches, the Mayport Jetties, the St. John’s River and out to 10 miles to offshore wrecks and live bottom/reefs, and out to 25 miles into deep sea fishing of 120’. You’ll use high quality Daiwa Saltist and Shimano spin reels, spooled with the industry’s best braid and topped off with 100% fluorocarbon leader. Free lining, bottom fishing, jigging, and trolling are the most reliable way to get hooked up on Snappers, Grouper, Jacks, Mackerals, Dolphin (Mahi Mahi), Tunas, Sea Bass, Tarpon, and Cobia

Your fishing equipment and licenses are included in the price. As an extra treat, the captain cleans and fillets your catch after the trip, free of charge. Ask him to recommend a great dockside restaurant and head there for a feast! You only need to bring food, drinks, and sunscreen for your trip.

Get in touch with Bailey’s Charters for an amazing day out on Florida’s northeast coast and enjoy the Atlantic’s most exciting fishing!

Stephen Bailey

Captain

Stephen Bailey

9 years of experience
 ID & credentials verified
 responds within an hour

Most popular features:

 Fishing License
 Live Bait
 You Keep Catch
 Catch cleaning & filleting
 Drinks
 Toilet
 Child Friendly
 Ice Box
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
4 hr Inshore/Nearshore Trip
FREE Cancellation 7 days notice
4 Hour Trip, starts at 7:00 AM
Price for 2 people
US $550 
6 hr Inshore/Nearshore Trip
FREE Cancellation 7 days notice
6 Hour Trip, starts at 7:30 AM
Price for 2 people
US $700 
6 Hr. Offshore Fishing Deep Sea
FREE Cancellation 7 days notice
6 Hour Trip, starts at 8:00 AM
Price for 2 people
US $850 
8 Hr. Offshore Fishing Deep Sea
FREE Cancellation 7 days notice
8 Hour Trip, starts at 8:00 AM
Price for 2 people
US $1,000 
There are 3 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 21 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (63)

6 hour inshore trip
6 hour inshore trip
Awesome Trip!
+60

Angler rating

21
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 21 reviews
Kristin P.
Kristin P.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome Trip!

VERIFIED
NEW

4 hr Inshore/Nearshore Trip on May 22, 2025

My wife and I booked this trip as part of our vacation! We are from Ct and had never fished in Florida. Captain Steve was a true professional! He was very patient, courteous and a wealth of knowledge! We caught 2 red fish, 1 sheep’s head, 2 sting ray & 1bonnet head adult shark! We had fun and I learned allot… At the end of our trip we took our catch ( just the red 2 red fish & the sheep’s head) to a local hole in the wall restaurant called Singleton’s Seafood Shack ( very close to marina) and they cheffed it up for us! This fishing trip made some great memories and was one of the highlights of our vacation! If you’re having any hesitation Just Pull The Trigger!!! You won’t regret it!!! Thanks Captain Steve!

My wife and I booked this trip as part of our vacation! We are from Ct and had never fished in Florida. Captain Steve was a true professional! He was very patient, courteous and a wealth of knowledge! We caught 2 red fish, 1 sheep’s head, 2 sting ray & 1bonnet head adult shark! We had fun and I learned allot… At the end of our trip we took our catch ( just the red 2 red fish & the sheep’s head) to a local hole in the wall restaurant called Singleton’s Seafood Shack ( very close to marina)...  

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 Kristin P. recommends Bailey's Charters
Stephen Bailey
Stephen Bailey (The Captain)
Replied on June 7, 2025
Hi Kristen, and thank you for the great review and taking the time to do it. So glad you and your wife had a great time fishing with me. You did great a for your first Saltwater fishing experience! Till next time! Captain Bailey

Alex B.
Alex B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

6 hour inshore

VERIFIED

6 hr Inshore/Nearshore Trip on February 22, 2025

Had a great time with Captain Stephen on our 6 hour trip. Started at the Jetties jigging, caught a sheepshead and a black drum. Was a windy day with a little bit of chop. Took a 15-20 minute ride inland and used Carolina rigs and jigging to try and catch more sheepshead around a bridge. Moved one last time to an underwater grass area where we used float rigs to catch 5 reds( kept 2),and 2 bluefish. Overall a great day of fishing. Captain was knowledgeable of the area and was set up to try different types of techniques and teach us how to use them properly. Definitely would recommend and use captain Stephen again!

Had a great time with Captain Stephen on our 6 hour trip. Started at the Jetties jigging, caught a sheepshead and a black drum. Was a windy day with a little bit of chop. Took a 15-20 minute ride inland and used Carolina rigs and jigging to try and catch more sheepshead around a bridge. Moved one last time to an underwater grass area where we used float rigs to catch 5 reds( kept 2),and 2 bluefish. Overall a great day of fishing. Captain was knowledgeable of the area and was set up to try different...  

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 Alex B. recommends Bailey's Charters
Stephen Bailey
Stephen Bailey (The Captain)
Replied on February 23, 2025
Thank you Alex, much appreciated and for the thoughtful time you spent writing your review. I always love to hear kind words and praises, but I really love seeing enjoying their time fishing, and actually learning and then catching the fish we set out to catch and learn about. Thank you for books charter with me for you and your friend Kevin, and also for your 30th b day gift to yourself. Congrats! May you have many more head and happy years to come. Captain Stephen Bailey
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Reynold M.
Reynold M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

6 hour inshore trip

VERIFIED
NEW

6 hr Inshore/Nearshore Trip on June 6, 2025

We did a 6 hour inshore trip. Captain Bailey brought the gear for all of us and did nearly all the work for the inexperienced fishers. Not only was he a phenomenal guide but an amazing mentor as well. Within the first few minutes we all were reeling in fish. He cheered us on and helped us to success. He truly is a professional at this and we plan on doing another trip with him!!

We did a 6 hour inshore trip. Captain Bailey brought the gear for all of us and did nearly all the work for the inexperienced fishers. Not only was he a phenomenal guide but an amazing mentor as well. Within the first few minutes we all were reeling in fish. He cheered us on and helped us to success. He truly is a professional at this and we plan on doing another trip with him!!  

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 Reynold M. recommends Bailey's Charters
Stephen Bailey
Stephen Bailey (The Captain)
Replied on June 7, 2025
Lots of cheering going on, lol! Thanks for booking a charter with me, it was a fun day and happy to share with your girlfriend her first fishing trip, or at least in a long time. He was a natural pro, and little man Luca, well he’s is a league of his own. Great young boy, thanks for having him come along too. Hope to see you again, let’s go offshore next time if you can. Thank you again, Captain Bailey
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Creighton B.
Creighton B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great 6 hour offshore fishing charter for new and experienced fisherman!

VERIFIED

6 Hr. Offshore Fishing Deep Sea on July 3, 2024

I booked an 6 hour offshore fishing charter for me, my wife, my 14 year old son and another friend of mine. Captain Bailey was professional and very helpful for those of us new to offshore. His boat was clean, effective and a nice ride offshore. He did a great job of putting us on some fish by going to multiple spots and cleaned/prepped the fish we caught when we got back to shore. It was a memorable experience for all of us, especially my son and we will book again with Captain Bailey in the future!

I booked an 6 hour offshore fishing charter for me, my wife, my 14 year old son and another friend of mine. Captain Bailey was professional and very helpful for those of us new to offshore. His boat was clean, effective and a nice ride offshore. He did a great job of putting us on some fish by going to multiple spots and cleaned/prepped the fish we caught when we got back to shore. It was a memorable experience for all of us, especially my son and we will book again with Captain Bailey in the...  

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 Creighton B. recommends Bailey's Charters
Stephen Bailey
Stephen Bailey (The Captain)
Replied on July 6, 2024
Thank you Creighton for booking a charter with me through Fishing Booker, and great to hear again how much you and your family had out fishing with Bailey's Charters! It was a great day, and you all took to it like you had been fishing all your life out in the deep blue waters off Jacksonville. Thank you again for the kind words, and look forward to seeing you again. Best regards, Captain Stephen Bailey

Ashley L.
Ashley L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fantastic day with Captain Bailey!

VERIFIED

4 hr Inshore/Nearshore Trip on March 2, 2025

Had an awesome time with Captain Bailey! Despite the weather not being in our favor, he was determined to ensure we caught some fish. Captain Bailey was professional, friendly, and really knowledgeable. He took the time to teach us various fishing techniques. Highly recommend if you’re looking for a fun and memorable day on the water!

Had an awesome time with Captain Bailey! Despite the weather not being in our favor, he was determined to ensure we caught some fish. Captain Bailey was professional, friendly, and really knowledgeable. He took the time to teach us various fishing techniques. Highly recommend if you’re looking for a fun and memorable day on the water!  

 Ashley L. recommends Bailey's Charters
Stephen Bailey
Stephen Bailey (The Captain)
Replied on March 6, 2025
Yes, weather and the cold front wasn’t great, but we found a few fish that wanted to play, and seas we could fish in. Thank you very much for the review and booking a charter with me. Hope you land that job interview and get to move to Jacksonville! We have a great city, people, and fishing of course!
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FAQs about Bailey's Charters

What are the trip rates for Bailey's Charters?

Bailey's Charters offers the following trips to customers:

  • US $550 per group, additional US $50 per person after 2 guests - 4 hr Inshore/Nearshore Trip (4 hours)
  • US $700 per group, additional US $50 per person after 2 guests - 6 hr Inshore/Nearshore Trip (6 hours)
  • US $850 per group, additional US $100 per person after 2 guests - 6 Hr. Offshore Fishing Deep Sea (6 hours)
  • US $1,000 per group, additional US $100 per person after 2 guests - 8 Hr. Offshore Fishing Deep Sea (8 hours)
Which amenities are available onboard with Bailey's Charters?

When you book a trip with Bailey's Charters, you can expect the following amenities onboard:

  • Toilet Full flush toilet inside center compartment in helm area. Marine toilet grade paper supplied, a light inside area as well as a door for privacy.
  • GPS
  • Fishfinder
  • Live Bait Well
  • Wireless Trolling Motor
  • Ice Box
What's included in the trip price with Bailey's Charters?

Trips booked with Bailey's Charters include:

  • Rods, reels & tackle
  • Live Bait (I typically don't include catching live bait on the trip if it takes more than 30 minutes to gather. I will extend the actual trip if possible with client to give them more actual fishing time. 8 hr offshore trips include this extra time to harvest qualit)
  • Lures
  • Catch cleaning & filleting (I clean fish at the Mayport fish cleaning station after loading the boat on it's trailer. Fish are filleted and put on fresh ice in clean zip loc bags. I also share cooking and recipes for the fish caught.)
  • Drinks (bottled water)
  • Fishing License (Fishing licenses are included except if parties over 4. The extra people will need to get a one day fishing license if they do not already have a Florida Saltwater fishing License. )
What types of fishing does Bailey's Charters offer?

Bailey's Charters offers the following types of fishing:

  • River Fishing (St. John's River and tributaries)
  • Inshore Fishing (St. John's River and Mayport Jetties, )
  • Nearshore Fishing
  • Reef Fishing (natural bottom with live coral out to 25 miles )
  • Wreck Fishing
What fishing techniques does Bailey's Charters offer?

Bailey's Charters offers the following fishing techniques:

  • Light Tackle
  • Bottom Fishing
  • Trolling (For King Mackerel, Tuna, Dolphin, and Spanish)
  • Spinning
  • Deep Sea Fishing
Which fish species can I catch with Bailey's Charters?

Top targeted fish species with Bailey's Charters include:

  • Amberjack
  • Cobia
  • Grouper (Gag)
  • King Mackerel (Kingfish)
  • Redfish
  • Seabass (Black)
  • Sheepshead
  • Snapper (Mangrove)
  • Snapper (Red)
  • Snapper (Vermilion)
  • Spanish Mackerel
  • Spotted Seatrout

Your captain

Stephen Bailey

Jacksonville, Florida, United States

ID & license verified
21 Customer reviews
Response time within an hour
Member since May 2020
angler's choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

I believe it's not only about the fish you hook up on, or the great photos and memories of fish caught, but getting to enjoy life on the water as we Floridians proudly call it. Welcome to my backyard! I have fished all my life, and passionate about seeing people catch fish, even more than I love to. Creating lasting memories and a day out on the water catching fish is my goal.

The fish you can target

Amberjack
Amberjack
Cobia
Cobia
Gag Grouper
Gag Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Redfish
Redfish
Black Seabass
Black Seabass
Sheepshead
Sheepshead
Mangrove Snapper
Mangrove Snapper
Red Snapper
Red Snapper
Vermilion Snapper
Vermilion Snapper
Spanish Mackerel
Spanish Mackerel
Spotted Seatrout
Spotted Seatrout

What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
4 persons
Boat length
25 ft
Year built
2018
Boat manufacturer
Sea Born
Boat type
Center console

Engine model
Mercury Verado
Powered by
1 x 300HP
Max cruising speed
40 knots

What kind of fishing will you do?

River Fishing

St. John's River and tributaries

Inshore Fishing

St. John's River and Mayport Jetties,

Nearshore Fishing

Reef Fishing

natural bottom with live coral out to 25 miles

Wreck Fishing

Which fishing techniques you can try

Light Tackle

Bottom Fishing

Trolling

For King Mackerel, Tuna, Dolphin, and Spanish

Spinning

Deep Sea Fishing

Which amenities are available onboard

Toilet

Full flush toilet inside center compartment in helm area. Marine toilet grade paper supplied, a light inside area as well as a door for privacy.

GPS

Fishfinder

Live Bait Well

Wireless Trolling Motor

Ice Box

What’s included in the trip price

Rods, reels & tackle

Live Bait

I typically don't include catching live bait on the trip if it takes more than 30 minutes to gather. I will extend the actual trip if possible with client to give them more actual fishing time. 8 hr offshore trips include this extra time to harvest qualit

Lures

Catch cleaning & filleting

I clean fish at the Mayport fish cleaning station after loading the boat on it's trailer. Fish are filleted and put on fresh ice in clean zip loc bags. I also share cooking and recipes for the fish caught.

Drinks

bottled water

Fishing License

Fishing licenses are included except if parties over 4. The extra people will need to get a one day fishing license if they do not already have a Florida Saltwater fishing License.

How cancellations work

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 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.

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child Friendly

I love children and have more patience than most, and have been referred to as having the patience of Job. I love to teach and see children catch their first fish on Bailey's Charters! There is no age group, just what the parents feel their child is capab

You Keep Catch

Catch and Release Allowed

How you can pay

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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

 PayPal

 Bank Transfer

What’s biting in Jacksonville right now

AmberjackAmberjack
CobiaCobia
Grouper (Gag)Grouper (Gag)
King Mackerel (Kingfish)King Mackerel (Kingfish)
RedfishRedfish
Snapper (Red)Snapper (Red)
Spanish MackerelSpanish Mackerel
Spotted SeatroutSpotted Seatrout
3 people are looking at this charter.