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Charter fishing business located in Key West, FL designed to serve both avid and aspiring anglers. A mission to exceed customer satisfaction by offering customized private sportfishing experiences. Captain Craig Hassell aims to share his over 15 years of commercial fishing expertise and joy of the water with those he brings aboard.

The Captain and Owner

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! 

Drop Off Sportfishing Yellow Jack
The Double Wrap Drop Off Sportfishing

The Double Wrap is a 42 ft 1978 Post, docked at The Perry Marina at 7001 Shrimp Rd Stock Island, Florida, less than five miles from Old Town Key West. We can take up to 6-anglers aboard for our half, 3/4 or full day private deep sea charter fishing excursions. The Double Wrap is a comfortable sport fishing boat with an air-conditioned lounge area, private bathroom, bedroom, and kitchenette. The boat is rigged with a livewell, electronics, tackle, tuna tower, and safety equipment. Its prime docking location is within walking distance to two nearby restaurants that will prepare your fresh catch for the day if you so choose.  

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Private Fishing Charters

Drop Off Sportfishing Barracuda

Half Day


7:30-11:30am or 1-5pm


Drop Off Sportfishing Mutton Snapper

3/4 Day




Drop Off Sportfishing Black Grouper

Full Day




What to Expect

Drop Off Sportfishing aims to provide you with the best experience and utmost customer service. We provide private charters only which means that we can accommodate up to 6-anglers per party and you will never have others joining your trip. 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. With over 15 years of experience on the water, the captain will do everything possible to put you on the fish. Some of the techniques that will be used include trolling, bottom fishing, live baiting, wreck fishing, and deep dropping.  

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, and bait. Please feel free to bring any snacks and drinks to be stored in the cooler, as well as sunscreen and hats. We look forward to making your fishing trip a memorable experience! A 20% gratuity for these efforts is greatly appreciated and a primary income of the crew. 


Fishing Reports

Check out our over 125K followers on social media, and be confident in your choice to book with us for your next sportfishing adventure! We post fishing reports on our social media seen below.

Contact Us




The Perry Hotel and Marina: Slip A-14

 7001 Shrimp Rd.

Key West, FL 33040

Talk, Text or WhatsApp

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