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Guides > Captain Craig Hassell

Drop Off Sportfishing

5 7 reviews Identity Verified

Stock Island FL

Craig Hassell, Captain at Drop Off Sportfishing

Welcome 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!



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Upcoming Availability

Trips Available with Drop Off Sportfishing

Drop Off Sportfishing Key West Fishing Trips | 6 Hour Charter Trip  fishing Offshore

Available Trip Times + Cost

Key West Fishing Trips | 6 Hour Charter Trip

Fishing - Offshore

Private Boat Experience

Boat: The Double Wrap42' Post Max 6 Guests (base trip price includes 6 guests)

Targeted Fish Species: Blue Marlin Great Barracuda King Mackerel Lemon Shark Wahoo Fish

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!

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Upcoming Availabilities

Any Trip
Drop Off Sportfishing Key West Fishing Trips | 6 Hour Charter Trip  fishing Offshore

Key West Fishing Trips | 6 Hour Charter Trip

Offshore

Private Boat Experience

Available Trip Times + Cost

Trip Description

Drop Off Sportfishing Fishing Charters Key West Florida | Full Day Charter Trip fishing Offshore

Available Trip Times + Cost

Fishing Charters Key West Florida | Full Day Charter Trip

Fishing - Offshore

Private Boat Experience

Boat: The Double Wrap42' Post Max 6 Guests (base trip price includes 6 guests)

Targeted Fish Species: Cero Mackerel Great Barracuda Lemon Shark Mahi Mahi or Common Dolphinfish Wahoo Fish

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.

See More Details

Upcoming Availabilities

Any Trip
Drop Off Sportfishing Fishing Charters Key West Florida | Full Day Charter Trip fishing Offshore

Fishing Charters Key West Florida | Full Day Charter Trip

Offshore

Private Boat Experience

Available Trip Times + Cost

Trip Description

Drop Off Sportfishing Key West Fishing Charters | Half Day Trip AM & PM  fishing Offshore

Available Trip Times + Cost

Key West Fishing Charters | Half Day Trip AM & PM

Fishing - Offshore

Private Boat Experience

Boat: The Double Wrap42' Post Max 6 Guests (base trip price includes 6 guests)

Targeted Fish Species: Atlantic Sailfish Black Grouper Blackfin Tuna Mahi Mahi or Common Dolphinfish Wahoo Fish

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.

See More Details

Upcoming Availabilities

Any Trip
Drop Off Sportfishing Key West Fishing Charters | Half Day Trip AM & PM  fishing Offshore

Key West Fishing Charters | Half Day Trip AM & PM

Offshore

Private Boat Experience

Available Trip Times + Cost

Trip Description

Fishing Territory

FAQs about Drop Off Sportfishing

Ratings & Reviews Summary

5.00
out of 5
Based on 7 ratings
100%
recommended
recommended
Based on 7 recommendations
5
7
4
3
2
1

July 23, 2024

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.

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July 23, 2024

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.

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July 23, 2024

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!

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July 23, 2024

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.

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July 23, 2024

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!

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July 23, 2024

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.

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