Drag Singn’ Adventures

3429 Fifth Avenue
St. James City FL, United States


At Drag Singin’ Adventures, the clients are the number one concern. In fact, it is so important for Captain Tommy Desantis that the guests aboard his boat have a good time and leave with a good impression that if they don’t bend a rod and catch a fish during their trip, they don’t have to pay - it’s as simple as that.

You will be fishing aboard a 20 ft Action Craft boat that is perfect for exploring the flats and backcountry around Saint James City, Florida. Powered by a 200 HP Mercury engine, the boat wastes no time getting to the very best fishing spots in the area, and its extremely dry and stable ride will make sure you are comfortable throughout the trip. Featuring a trolling motor and poling platform for the stealthiest of approaches, this vessel will get you close and personal to the fish you are hoping to target. There is plenty of dry storage on board for your belongings, as well as multiple coolers and a removable shaded top to protect you from the sunshine if necessary.

Captain Tommy Desantis has lived and fished in the area for over 20 years, and is well versed in the various techniques needed to catch the area’s inshore fish species. During your trip you could be targeting Snook, Redfish, and Trout in skinny water, or chasing after Tarpon, Bull Sharks and Goliath Groupers nearshore. The versatile captain particularly enjoys sight fishing for Redfish with artificial lures for a greater challenge, but will also gladly supply live bait for his fishing trips. A member of Shimano’s pro staff, Capt. Tommy supplies top of the range Shimano gear for his guests to use, and also has fly fishing equipment available for those looking for an extra challenge.

Everything you need for a great day on the water is included in the price of the trip - just make sure to bring protection from the sun and any drinks and snacks you might need and get ready for a a drag singin’ adventure to remember!

Select date to see available trips and rates:

  • Private trip
    Full Day Trip - NO FISH NO PAY
      FREE Cancellation 1 day notice
    8 hours trip, starts at 7:00 AM
    US$ 650
    up to 4 persons
    + US$ 50
    each additional person
    Fishing, sightseeing, shelling, eco tours we do it all! 8 hour day trip. Guaranteed rod bending on fishing trips.
  • Private trip
    3/4 Day Trip - NO FISH NO PAY
      FREE Cancellation 1 day notice
    6 hours trip, starts at 7:00 AM
    US$ 575
    up to 4 persons
    + US$ 50
    each additional person
    Here at Drag Singn Adventures we offer 3/4 day fishing,sightseeing,shelling,and Eco tours. Guaranteed rod bending on fishing trips.
  • Private trip
    Half Day Trip - NO FISH NO PAY
      FREE Cancellation 1 day notice
    4 hours trip, starts at 7:00 AM
    US$ 400
    up to 4 persons
    + US$ 50
    each additional person
    Fishing,sightseeing,shelling,or Eco tours we can accommodate you. Guaranteed rod bending on fishing trips.
There is 1 person looking at this charter.

About this listing

Targeted Species

Grouper (Gag)
Grouper (Goliath)
Shark (Bull)

Spotted Seatrout

Boat Specs

Action craft (Flats boat) originally built in 2010. Powered by a 200HP Mercury engine, with a maximum cruising speed of 50 knots.

20 ft
5 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Flats Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Fly Fishing


Life Jackets
Live Bait Well
Multimedia System
Wireless Trolling Motor
Ice Box
Life Jackets
Live Bait Well
Multimedia System
Wireless Trolling Motor

Trip Includes

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


FREE Cancellation
You can cancel or change your booking free of charge up to 1 day before the trip date.
Pickup included in price
Transfer from hotels or jetties in St. James City to departure site is available and included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed


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:

About the Captain

Tommy Desantis
St. James City, Florida, United States
Member since May 2016
Started fishing at a really young age (2) and I kinda ran with it got my first boat when I was 10 and decided to be a guide as soon as I graduated high school I wouldn't change my career for nothing seeing the smile on my customers face after catching that fish of a lifetime is absolutely priceless
Response time: within an hour
Response rate: 100%

St. James City Fishing Calendar

Loading Fish Calendar!
Please Wait...

Customer Reviews

1.67 out of 5 stars from 1 review

5 stars
4 stars
3 stars
2 stars
1 star

Capt. Tommy is certainly a nice guy but to charge $400 for what he offered us today is not worth the expense. He was late…He was ill today, very ill and at times had to stop the boat because of it. We ran out of pin fish. We had to stop for gas. The motor continuously bogged down. We spent maybe 45 minutes fishing today on a 4 hour trip.
Hard to be happy about this trip.
Sorry Tommy.

Fished July 3, 2017
  • Boat
  • Crew
  • Overall