Next AvailableJun 05
Book with Craig Hassell
Drop Off Sportfishing
Identity Verified Stock Island FL
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Craig Hassell, Captain at Drop Off Sportfishing
Identity VerifiedWelcome to Drop Off Sportfishing, your premier destination for an unforgettable sportfishing adventure. With a commitment to delivering the best possible experience and unparalleled customer service, we are excited to introduce you to the world of deep-sea fishing like never before.
With over 15 years of experience navigating the waters, our seasoned captain is dedicated to ensuring you have the best chance of landing the big one. We employ a variety of proven techniques, including trolling, bottom fishing, live baiting, wreck fishing, and deep dropping, to maximize your chances of a successful catch.
Your journey begins aboard The Double Wrap, a 42’ 1978 Post offshore sportfishing vessel. With a capacity for up to 6 anglers, our half-, 3/4, or full-day private deep-sea charter fishing excursions are tailored to your preferences. The Double Wrap boasts a comfortable air-conditioned lounge area, private bathroom, bedroom, and kitchenette to enhance your overall comfort during the trip.
Equipped with a livewell, state-of-the-art electronics, a wide array of tackle, a tuna tower, and top-notch safety equipment, The Double Wrap ensures you have everything you need for a successful and safe fishing expedition. Conveniently docked at the Perry Hotel and Marina, you're just a short walk away from a restaurant that can prepare your fresh catch if you decide to indulge in your day's bounty.
At Drop Off Sportfishing, we go the extra mile to make your experience seamless and enjoyable. We offer to clean and filet the fish you choose to keep, and our crew is ready to assist you with any needs during your time on the water. Rest assured, we prioritize quality safety and fishing equipment onboard, providing all necessary gear, lures, bait, and fishing licenses.
To enhance your experience, we encourage you to bring along snacks and drinks, which can be stored in our cooler or fridge. Additionally, remember to pack sunscreen, hats, and any motion sickness remedies you may need for the journey.
Drop Off Sportfishing is eager to transform your fishing trip into an extraordinary adventure. With our expertise, top-notch equipment, and commitment to customer satisfaction, we guarantee an experience you'll cherish. Book with us today and let us make your fishing excursion a truly memorable one!
Upcoming Availability
Expertise & Attributes
fishing
Good with Families
Good with Kids
Good with New Anglers
Live Bait
Nature / Wildlife Views
Saltwater FishingFishing Techniques
What's Included
Transportation
Transportation to and from the trip location.
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Keep your Catch
This guide offers trips that you are able to take home your catch.
Keep your Kill
This guide offers field dressed parts of your animal to take with you.
Good to Knows
Your Guide has some important details about your trip with them.
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License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
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What's Included
Transportation
Transportation to and from the trip location.
Show More
Keep your Catch
This guide offers trips that you are able to take home your catch.
Keep your Kill
This guide offers field dressed parts of your animal to take with you.
Good to Knows
Your Guide has some important details about your trip with them.
Show More
License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Trips Available with Drop Off Sportfishing
Fishing
Starting At $1,500
Fishing Charters Key West Florida | Full Day Charter Trip
Fishing: Offshore
Fishing Boat:
The Double Wrap • 42' Post • Max 6 guests (base trip price includes 6 guests)Description: Discover extended adventure in the Key West fisheries with our private 6-hour trip! Explore diverse fishing techniques in pursuit of Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, Sailfish, and more. With ample time on the water, you can target a trophy fish and even opt for a mounted replica to commemorate your unforgettable journey. Your Captain is delighted to customize the trip to suit your fishing preferences.
Fishing
Starting At $900
Key West Fishing Charters | Half Day Trip AM & PM
Fishing: Offshore
Fishing Boat:
The Double Wrap • 42' Post • Max 6 guests (base trip price includes 6 guests)Description: Embark on a private 4-hour morning adventure in offshore Key West aboard the Double Wrap. With room for up to 6 passengers, this exclusive trip offers the opportunity to target a variety of species, including Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, and Sailfish. Whether you're a novice or seasoned angler, the Captain and first mate are ready to tailor the experience to your preferences, utilizing techniques like trolling or bottom fishing for an unforgettable offshore fishing experience.
Fishing
Starting At $1,200
Key West Fishing Trips | 6 Hour Charter Trip
Fishing: Offshore
Fishing Boat:
The Double Wrap • 42' Post • Max 6 guests (base trip price includes 6 guests)Description: Dive Deeper into Key West's Waters: Choose our Private 6-Hour Fishing Expedition! Unleash various techniques to reel in Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, Sailfish, and more. With extended time on the water, aim for a trophy catch and even consider mounting a replica as a lasting memory. Our Captain customizes the trip to match your fishing preferences for an unforgettable experience!
Vehicle
The Double Wrap
Boat Type:
Boat Guest Capacity:
6
Boat Length:
42 ft
Manufacturer Name:
Post
Model Year:
1978
Engine Manufacturer Name:
Detroit Diesel
# of Engines:
2
Horsepower Per Engine:
315
Maximum Cruising Speed:
15
Features: First Mate Bait Tank Outriggers Flybridge Bed Kitchen Toilet Air Condition Ice-Box Refrigerator Fish Finder GPS
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Welcome aboard The Double Wrap, Drop Off Sportfishing's 42’ 1978 Post offshore sportfishing vessel. Designed for comfort and performance, this spacious boat accommodates up to 6 anglers. Enjoy the air-conditioned lounge, private bathroom, and bedroom for relaxation.
Boat
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The Double Wrap
Boat Type:
Boat Guest Capacity:
6
Boat Length:
42 ft
Vehicle Details
FAQs about Drop Off Sportfishing
What are the trip rates for Drop Off Sportfishing?
What's included in the trip price with Drop Off Sportfishing?
What types of Fishing does Drop Off Sportfishing offer?
Which Fishing species can I catch with Drop Off Sportfishing?
What is the cancellation policy for Drop Off Sportfishing?
Ratings & Reviews Summary
June 5, 2025
Capt. Craig was fantastic from the moment we reserved our booking. Craig worked with us to understand what we we’re hoping to do and came up with a plan that put us on the fish. First Mate Brett was a pro, and incredibly gracious and engaged with our group the entire day. Next time I’m down in the area, will definitely be trying to get out with Capt. Craig again.
June 5, 2025
What an awesome trip! We caught 7 unique species and well over 20+ fish during our trip. We even caught 2 groupers trolling, a feat I wouldn’t believe if we hadn’t done it ourselves. Very friendly crew and a great boat, I would highly recommend them for your next fishing adventure.
June 5, 2025
Any day spent on a boat, in the sun, and have the ocean breeze is a good day. Mix in catching a bunch of fish to eat for dinner, and it’s a great day. Craig and crew were awesome in making our first deep sea fishing experience a memorable one!
June 5, 2025
I couldn’t recommend this trip more! We had such a blast, the crews kindness and all the information given made our trip one for the books!! They happily accepted my daughter on board who totally slept the whole 8 hours 😂 we caught so much fish we went and had it cooked and will have fish the rest of the trip.
June 5, 2025
They took the time to teach and explain the techniques they had us using so we knew what we were doing! Overall the trip was definitely one I’d recommend to anyone wanting to go out!
June 5, 2025
We had a fun time on our fishing charter with Captain Craig and his 1st Mate, Bret. They worked so hard for us to have the amazing experience that we had! They were so knowledgeable about how to fish the Keys, and we owe our fishing success to them! The boat was very nice and clean and has a cabin that has a/c.
