Drop Off Sportfishing
+37Drop Off Sportfishing aims to provide you with the best experience and utmost customer service. We can take up to six anglers on our private charters. Depending on the trip that you choose and the bite for the day, we will typically travel around 6-16 miles from shore, and based on the season, the target fish will include Mahi Mahi, Snapper, Grouper, King Mackerel, Wahoo, Sailfish, and many other species.
While we may be new to Fishing Booker, we are not new to sportfishing!
Check out our 120K followers on Instagram @dropoffsportfishing, and be confident in your choice to book with us for your next sportfishing adventure.
With over 15 years of experience on the water, the captain will do everything possible to put you on the fish. Some techniques that will be used include trolling, bottom fishing, live baiting, wreck fishing, and deep dropping.
As of August 1st, 2025, we have transitioned from our 42' Post Sportfish to a more reliable and versatile vessel: the 2000 29 ft SeaVee Center Console — a faster, sleeker fishing vessel built for both inshore and offshore adventures.
Our fishing vessel is a comfortable center console with 360-degree fishability. The boat is rigged with a livewell, electronics, tackle, tuna tower, and safety equipment. Its prime docking location at the Perry Hotel and Marina. Please note that some of our photos may still feature our previous vessel due to a recent change. Rest assured, the quality of your fishing experience remains just as successful.
We will gladly clean and filet the fish you wish to keep and help you with everything you need during your time with us. Drop Off Sportfishing ensures quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license.
Bottled water is on board, but please feel free to bring any snacks and drinks to be stored in the cooler. We also suggest that you bring sunscreen, hats, and any motion sickness medication you may need.
Captain
Craig Hassell
Most popular features:
Trip availability and prices
Customer reviews
Rating summary
Photos & videos by reviewers (196)
+193Angler rating
Anglers claimed
Good experience
96%
Appropriate for children
94%
Friendly captain
98%
Satisfied with the boat
96%
Recommend this charter
98%
Caught fish
98%
Experience:
Boat
Crew
Overall
Variety is the Spice of Life
8-Hour on May 13, 2025
Arrived and soon were aboard the Double Wrap. Capt Craig and first mate Brett took care of us and those are two hardworking dudes. Once we well well off shore we put trolling lines out. Brett was organized and efficient and soon had us rigged up properly. We trolled almost three hours and caught one nice Mahi Mahi. We then began fishing along a reef and ended up with a variety of jacks, a red grouper a couple of huge pissed off baracudas and one rather large nurse shark. We used nice rod’s and reels. The guide furnished bottles of water and the boat had air conditioning and a very nice and clean head. Saw a large sea turtle when we were coming in. The guide cleaned and bagged our catch and we had enough fish for a couple of meals.
Arrived and soon were aboard the Double Wrap. Capt Craig and first mate Brett took care of us and those are two hardworking dudes. Once we well well off shore we put trolling lines out. Brett was organized and efficient and soon had us rigged up properly. We trolled almost three hours and caught one nice Mahi Mahi. We then began fishing along a reef and ended up with a variety of jacks, a red grouper a couple of huge pissed off baracudas and one rather large nurse shark. We used nice rod’s...
Experience:
Boat
Crew
Overall
Hooked on Mahi
6-Hour on May 29, 2025
Captain Craig and his first mate Justin were beyond incredible. Craig put us on the fish and Justin made sure our lines were tight and that we were hooked up. Both Craig and Justin were very knowledgeable and encouraging throughout the trip. We did a 6 hour trip with 5 people and there was plenty of room. We trolled for the Mahi and we took home about a dozen or so with us. Craig and Justin filleted and bagged out catch for us. This was our first trip out and we had a blast. Definitely recommend!
Captain Craig and his first mate Justin were beyond incredible. Craig put us on the fish and Justin made sure our lines were tight and that we were hooked up. Both Craig and Justin were very knowledgeable and encouraging throughout the trip. We did a 6 hour trip with 5 people and there was plenty of room. We trolled for the Mahi and we took home about a dozen or so with us. Craig and Justin filleted and bagged out catch for us. This was our first trip out and we had a blast. Definitely recommend!...
Experience:
Boat
Crew
Overall
Great Family Fishing Experience
4-Hour AM on April 30, 2025
We had a fun trip with Captain Craig and first mate Justin. The conditions were unfortunately rough and prevented us from catching as much as desired, but we still caught (and released) a barracuda and young mahi, as well as a sizable amount of yellowtail snapper. Captain Craig even helped teach us about marine life and pointed out sea turtles along the way. Great recommendation as well to take our fresh catch to a local restaurant for lunch!
We had a fun trip with Captain Craig and first mate Justin. The conditions were unfortunately rough and prevented us from catching as much as desired, but we still caught (and released) a barracuda and young mahi, as well as a sizable amount of yellowtail snapper. Captain Craig even helped teach us about marine life and pointed out sea turtles along the way. Great recommendation as well to take our fresh catch to a local restaurant for lunch!
Experience:
Boat
Crew
Overall
Great day with Drop Off on the Double Wrap!
8-Hour on January 8, 2025
Can’t thank Captain Craig and his crew enough for a great day on the water for my wife and I and our two son in laws. Just for the fishing alone I would take them again, they put us on some nice fish all day! But more so because of Captain and crew. Knowledgeable, professional, friendly and fun! That level of service is not always found, these guys killed it! Thanks Craig, Brett and Riley for making such a fun day for us! We stayed at the Perry, which made it very convenient for logistics. A cold front pushed though but we still managed to find some great fish. Many Kings, some very large, a black fin tuna, several large cuda, a couple of Bonita and a yellow tail or two. We brought most of our catch after they were fileted up to the restaurant and fed all eight of us dinner for the night. The chef did an amazing job, even cooked the yellow tail whole fish! Highly recommend that service! We don’t get down this way too often, came in from New Hampshire, but it certainly gives us more reason to return. Highly recommended!
Can’t thank Captain Craig and his crew enough for a great day on the water for my wife and I and our two son in laws. Just for the fishing alone I would take them again, they put us on some nice fish all day! But more so because of Captain and crew. Knowledgeable, professional, friendly and fun! That level of service is not always found, these guys killed it! Thanks Craig, Brett and Riley for making such a fun day for us! We stayed at the Perry, which made it very convenient for logistics....
Experience:
Boat
Crew
Overall
Half day with Captain Hassell
4-Hour PM on March 14, 2025
One of those days that is slow and then you land the biggest Amberjacks of your life. We caught a couple of fish early on then did some different styles of fishing. Threw down some artificial lures and I landed something big but I got sharked or the thing I caught had big teeth. Started trolling when the deep lines hit and up came the 40lb. Amberjack. New species and personal record!! Great captain and crew!
One of those days that is slow and then you land the biggest Amberjacks of your life. We caught a couple of fish early on then did some different styles of fishing. Threw down some artificial lures and I landed something big but I got sharked or the thing I caught had big teeth. Started trolling when the deep lines hit and up came the 40lb. Amberjack. New species and personal record!! Great captain and crew!
FAQs about Drop Off Sportfishing
What are the trip rates for Drop Off Sportfishing?
Drop Off Sportfishing offers the following trips to customers:
- US $650 per group - 3-Hour Reef Trip AM (3 hours)
- US $650 per group - 3-Hour Reef Trip PM (3 hours)
- US $800 per group - 4-Hour AM (4 hours)
- US $800 per group - 4-Hour PM (4 hours)
- US $1,100 per group - 6-Hour (6 hours)
- US $1,400 per group - 8-Hour (8 hours)
- US $1,700 per group - 10-Hour (10 hours)
Which amenities are available onboard with Drop Off Sportfishing?
When you book a trip with Drop Off Sportfishing, you can expect the following amenities onboard:
- GPS
- Fishfinder
- Flybridge
- Live Bait Well
- Multimedia System
- Ice Box
What's included in the trip price with Drop Off Sportfishing?
Trips booked with Drop Off Sportfishing include:
- Rods, reels & tackle
- Live Bait
- Lures
- Catch cleaning & filleting
- Drinks (Bottled Water)
- Fishing License
What types of fishing does Drop Off Sportfishing offer?
Drop Off Sportfishing offers the following types of fishing:
- Offshore Fishing
- Reef Fishing
- Wreck Fishing
What fishing techniques does Drop Off Sportfishing offer?
Drop Off Sportfishing offers the following fishing techniques:
- Light Tackle
- Bottom Fishing
- Trolling
- Spinning
- Jigging
- Drift Fishing
- Deep Sea Fishing
Which fish species can I catch with Drop Off Sportfishing?
Top targeted fish species with Drop Off Sportfishing include:
- Barracuda (Great)
- Cero Mackerel
- Dolphin (Mahi Mahi)
- Grouper (Black)
- Grouper (Goliath)
- King Mackerel (Kingfish)
- Marlin (Blue)
- Sailfish
- Shark (Lemon)
- Snapper (Yellowtail)
- Tuna (Blackfin)
- Wahoo
Your captain
Stock Island, 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.
Hi, I'm Craig! I was born and raised on the Dutch island of Saba. Ever since I can remember, I have been fishing. My father owns a commercial lobster and fishing boat business, which is where I first found my love for the sport. After my wife and I moved to Key West, FL, I spent several years learning the waters before deciding to pursue my lifelong dream of starting a business. Following in my father's footsteps, I hope to share my love of the water with you and look forward to hosting you on my boat one day soon!
The fish you can target
What is the boat like?
What kind of fishing will you do?
Offshore Fishing
Reef Fishing
Wreck Fishing
Which fishing techniques you can try
Light Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing
Deep Sea Fishing
Which amenities are available onboard
GPS
Fishfinder
Flybridge
Live Bait Well
Multimedia System
Ice Box
What’s included in the trip price
Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
Bottled Water
Fishing License
How cancellations work
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.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
How you can pay
Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
Book with 30% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 30% 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
Visa
Mastercard
American Express
Bank Transfer
When paying the remaining balance with a credit card, an additional 2% charge will apply.
What’s biting in Stock Island right now
Barracuda (Great)
Dolphin (Mahi Mahi)
Grouper (Black)
King Mackerel (Kingfish)
Marlin (Blue)
Sailfish
Snapper (Yellowtail)
Tuna (Blackfin)
Wahoo