Head First Fishing brings enthusiasm and a sense of adventure to your fishing trip. Perfect for families, beginners, or veteran anglers, they aim to deliver an exciting day of fishing on Tampa Bay that will be remembered for years to come. With over 27 years of fishing experience, HFF knows where the fish lurk.

Capt. Joseph always works hard to deliver an outstanding fishing experience that exceeds your expectations. That’s why he can guarantee the catch on every trip! Fishing is his passion and the greatest joy for him is to give someone the exciting experience of fighting a big fish for the first time or delivering a record-setting day full of amazing catches.

The captain specializes in catching Snook, Redfish, and Speckled Trout on the flats and mangrove shorelines as well as targeting Mangrove Snapper, Grouper, Sheepshead, and Mackerel in the shipping channel and other reefs.

You’ll be fishing on a 22’ Century boat that accommodates up to 4 guests. This bay boat is powered by a 250 HP Yamaha engine and reaches a maximum speed of 40 knots. There’s also a live bait tank and a cooler for your catch. This swift and capable boat is equipped with the latest in modern fishing accessories including Simrad Sonar with Sidescan, GPS Spotlock trolling motor, and Power Pole shallow water anchor.

All skill levels are welcome. All tackle, bait, licenses, and fish cleaning is included in the price. Just bring your food, drinks, hats, sunglasses, and sunscreen.

Head First Fishing Adventures and Capt. Joseph can’t wait to show you the area and help you catch lots of fish!



Select date to see available trips and rates:

  • Private trip
    8 Hour Trip – Inshore
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    $650
    Spend the day exploring Tampa Bay for desirable gamefish and table fare fish. There's no extra charge for kids under 12 years old. Time of departure varies with fishing conditions and best fishing times. All fishing equipment and licenses are covered.
  • Private trip
    6 Hour Afternoon Trip – Inshore
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 1:30 PM
    $550
    The most popular fishing trip that provides ample time to fish different locations for different species of fish. Commonly targeted fish are Snook, Redfish, Speckled Trout, Snapper, Grouper, and Mackerel.
  • Private trip
    6 Hour Trip – Inshore
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 7:00 AM
    $550
    Let the captain take you to the best bite in the area. Target Snook, Trout, Redfish, Mackerel, Snapper, and more. Kids under 12 years old can join for free. Departure times are flexible and all of your fishing equipment is covered.
  • Private trip
    4 Hour Trip – Inshore
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    $450
    Catch the tastiest fish of Tampa Bay with the help of a professional guide. This is a perfect trip for beginners and families with kids. Children under 12 years old can join for free. The departure times are flexible.
  • Private trip
    4 Hour Trip – Inshore Afternoon
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 1:30 PM
    $450
    Fishing inside Tampa Bay for a variety of species such as snook, redfish, speckled trout, jack crevalle, mackerel, snapper and grouper. Price is for 2 Adults. Additional adult (13 and up) add $50 Departure times are flexible.
  • Private trip
    4 Hour Trip – Night Fishing
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 PM
    $450
    Sometimes the best bite is at night! Fishing around Saint Petersburg, St. Pete Beach, and Tierra Verde. You will target Snook, Trout, Redfish, Tarpon, and Grouper around bridges, boat docks, and other urban features.
There are 5 people looking at this charter.

About the Captain

Joseph Raines
St. Petersburg, Florida, United States
8 Fishing Reports
ID & License verified
21 Customer Reviews
Response time 1 hour
Member since October 2020
I have been fishing my entire life, mostly saltwater fishing. When I was young, becoming a guide was a dream job. After many years in other fields to finally started my fishing charter business in 2016, I've been loving every second!

About this listing

Targeted Species

Flounder Flounder
Grouper (Gag) Gag Grouper
King Mackerel (Kingfish) King Mackerel (Kingfish)
Redfish Redfish

Sheepshead Sheepshead
Snapper (Mangrove) Mangrove Snapper
Snook Snook
Spanish Mackerel Spanish Mackerel

Speckled Trout Speckled Trout

Boat Specs

Century (Bay boat) originally built in 2008. Powered by a 250HP Yamaha engine, with a maximum cruising speed of 40 knots.

Length
22 ft
Capacity
4 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing

Amenities

GPS
Fishfinder
Live Bait Well
Multimedia System
Wireless Trolling Motor
Ice Box
GPS
Fishfinder
Live Bait Well
Multimedia System
Wireless Trolling Motor
Ice Box

Trip Includes

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

Cancellation Policy

Free cancellation up to 7 days prior to trip

Customers can cancel or modify their booking up to 7 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 not included
Transfer to/from departure site is not included in trip rates.
You Keep Catch
Catch and Release Allowed

Payment

Book with 25% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 25% 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
Visa
Mastercard
American Express
PayPal

When paying the remaining balance with a credit card, an additional 2.5% charge will apply.

St. Petersburg Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (48)
4.9
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 21 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
June fishing trip
6hr Trip with Captain Joe
6hr Trip with Captain Joe
+45
Angler Rating
20
1
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
94%
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Showing:
5 of 21 reviews
Steven S.
St. Petersburg, FL
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

First Inshore Slam June 2021

VERIFIED   6 Hour Trip – Inshore on June 26, 2021
Awesome time, 5 stars all around. Capt Joe is super easy to communicate with from the start of the booking process all the...
Steven S. recommends Head First Fishing Adventures
Mark as helpful
You found this helpful
  Joseph Raines Captain replied

Kevin B.
Midland, 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

6hr Trip with Captain Joe

VERIFIED   6 Hour Trip – Inshore on June 28, 2021
Me and my 8 yr old daughter went in a 6 hr trip with Captain Joe.  We arrived to bad news, his live well got turned off by...
Kevin B. recommends Head First Fishing Adventures
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You found this helpful
  Joseph Raines Captain replied

Frank P.
Sergeant Bluff, IA
Very Good Very Good Very Good Very Good Very Good  4.0
Experience:
Very Good Very Good Very Good Very Good Very Good Boat
Very Good Very Good Very Good Very Good Very Good Crew
Very Good Very Good Very Good Very Good Very Good Overall

Tough day for a captian.

VERIFIED   Special 4 hour trip for Frank Perrin on June 25, 2021
Hats off to Captaun Joe. Rain previous two days up to six inches in areas made waters hard to see in all around the bay.
Frank P. recommends Head First Fishing Adventures
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Frank P. recommends Head First Fishing Adventures
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Warren B.
Silver Springs, FL
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 day trip with Captain Joe

VERIFIED   4 Hour Trip – Inshore on June 12, 2021
Captain Joe was great! He knew just where to go for a lot of snook! My wife and I pulled in 15 - 20 (missed a few!) It was...
Warren B. recommends Head First Fishing Adventures
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  Joseph Raines Captain replied

Dallas G.
Tampa, FL
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

4 Hour trip

VERIFIED   4 Hour Trip – Inshore on May 31, 2021
Definitely a better experience then I completely expected. Captain Joseph was a great help and knew how to make sure we had...
Dallas G. recommends Head First Fishing Adventures
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  Joseph Raines Captain replied

FAQs about Head First Fishing Adventures

Head First Fishing Adventures offers the following trips to customers:
  • $450 per group, additional $50 per person after 2 guests - 4 Hour Trip – Inshore (4 hours)
  • $450 per group, additional $50 per person after 2 guests - 4 Hour Trip – Inshore Afternoon (4 hours)
  • $450 per group, additional $50 per person after 2 guests - 4 Hour Trip – Night Fishing (4 hours)
  • $550 per group, additional $50 per person after 2 guests - 6 Hour Afternoon Trip – Inshore (6 hours)
  • $550 per group, additional $50 per person after 2 guests - 6 Hour Trip – Inshore (6 hours)
  • $650 per group, additional $50 per person after 2 guests - 8 Hour Trip – Inshore (8 hours)

When you book a trip with Head First Fishing Adventures, you can expect the following amenities onboard:
  • GPS (Simrad)
  • Fishfinder (Simrad)
  • Live Bait Well (40 gallon livewell with 1600 gph pump.)
  • Multimedia System (Fusion Stereo)
  • Wireless Trolling Motor
  • Ice Box (Cooler for food and drink, and separate fish box.)

Trips booked with Head First Fishing Adventures include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Fishing License

Head First Fishing Adventures offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing
  • Wreck Fishing
  • Flats Fishing

Head First Fishing Adventures offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing

Top targeted fish species with Head First Fishing Adventures include:
  • Flounder
  • Grouper (Gag)
  • King Mackerel (Kingfish)
  • Redfish
  • Sheepshead
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Speckled Trout