Bailey's Charters
+72There’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!
Captain
Stephen Bailey
Most popular features:
Trip availability and prices
Customer reviews
Rating summary
Photos & videos by reviewers (63)
+60Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
Awesome Trip!
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)...
Experience:
Boat
Crew
Overall
6 hour inshore
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...
Experience:
Boat
Crew
Overall
6 hour inshore trip
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!!
Experience:
Boat
Crew
Overall
Great 6 hour offshore fishing charter for new and experienced fisherman!
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...
Experience:
Boat
Crew
Overall
Fantastic day with Captain Bailey!
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!
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
Jacksonville, Florida, United States
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
What is the boat like?
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
Amberjack
Cobia
Grouper (Gag)
King Mackerel (Kingfish)
Redfish
Snapper (Red)
Spanish Mackerel
Spotted Seatrout