Drop Off Sportfishing

Drop Off Sportfishing aims to provide you with the best experience and utmost customer service. 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.

Your time on the water will be spent aboard The Double Wrap, a 42’ 1978 Post offshore sportfishing vessel. 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 at the Perry Hotel and Marina is within walking distance to a nearby restaurant that will prepare your fresh catch for the day if you choose.

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.

Please feel free to bring any snacks and drinks to be stored in the cooler or fridge. We also suggest that you bring sunscreen, hats, and any motion sickness remedies you may need on your trip.

We look forward to making your fishing trip a memorable experience!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip (AM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 7:30 AM
    US $900
    Get a taste of offshore Key West during this private 4-hour morning trip. We can take up to 6 passengers for the chance to target multiple species, such as Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, and Sailfish. Various fishing techniques may be utilized to maximize the bite, like trolling or bottom fishing. Whether it be your first time fishing or you are an avid angler, the Captain and first mate will be happy to accommodate you aboard the Double Wrap.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Grouper (Goliath)
    Goliath Grouper
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Half Day Trip (PM)
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 1:00 PM
    US $900
    Prefer to sleep in or grab breakfast before your charter? This private 4-hour afternoon trip is perfect for you. You will have the chance to target multiple species, such as Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, and Sailfish. Various fishing techniques may be utilized to maximize the bite, like trolling or bottom fishing. Whether it be your first time fishing or you are an avid angler, the Captain and first mate will be happy to accommodate you aboard the Double Wrap.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Grouper (Goliath)
    Goliath Grouper
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    3/4 Day Trip
    In demand! Last booked: 6 days ago
    FREE Cancellation 30 days notice
    6 Hour Trip, starts at 7:30 AM
    US $1,200
    Are you interested in more time to explore the Key West fisheries? This private 6-hour trip is a great option! You will have the chance to utilize various fishing techniques in search of species like Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, Sailfish, and more. With 6 hours on the water, you can target a trophy fish and even mount a replica to remember your trip forever if you choose! Your Captain is happy to tailor the trip to accommodate your fishing preferences.
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Grouper (Goliath)
    Goliath Grouper
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Full Day
    In demand! Last booked: 2 days ago
    FREE Cancellation 30 days notice
    8 Hour Trip, starts at 7:30 AM
    US $1,500
    Are you interested in a full day on the water? This private 8-hour trip for up to 6 passengers is the perfect option to explore all that the Key West fisheries have to offer. Your Captain and First Mate are happy to accommodate your fishing preferences and will do everything possible to catch you a trophy! Even have a replica mounted to remember forever if you choose!
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Grouper (Goliath)
    Goliath Grouper
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Marlin (Blue)
    Blue Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
    Shark (Lemon)
    Lemon Shark
    Cero Mackerel
    Cero Mackerel
There are 24 people looking at this charter.

FAQs about Drop Off Sportfishing

Drop Off Sportfishing offers the following trips to customers:
  • US $900 per group - Half Day Trip (AM) (4 hours)
  • US $900 per group - Half Day Trip (PM) (4 hours)
  • US $1,200 per group - 3/4 Day Trip (6 hours)
  • US $1,500 per group - Full Day (8 hours)

When you book a trip with Drop Off Sportfishing, you can expect the following amenities onboard:
  • Toilet
  • Air Conditioning
  • GPS
  • Fishfinder
  • Bed
  • Flybridge
  • Live Bait Well
  • Kitchen
  • Refrigerator
  • Outriggers
  • Ice Box

Trips booked with Drop Off Sportfishing include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks (Bottled Water)
  • First Mate (18-20% tip is customary )
  • Fishing License

Drop Off Sportfishing offers the following types of fishing:
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Drop Off Sportfishing offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Deep Sea Fishing

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

Meet the Captain

Craig Hassell
Stock Island, Florida, United States
42 Fishing Reports
ID & license verified
45 Customer reviews
Response time within an hour
Member since March 2023
Angler's Choice
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!

About this listing

Targeted species

Barracuda (Great) Great Barracuda
Cero Mackerel Cero Mackerel
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper

Boat specs

Post (Sportfishing) originally built in 1978, and restored in 2020. Powered by 2 315HP Detroit Diesel engines, with a maximum cruising speed of 15 knots.

Length
42 ft
Capacity
6 persons

Types of fishing

Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing
Deep Sea Fishing

Amenities

Toilet
Air Conditioning
GPS
Fishfinder
Bed
Flybridge

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
Bottled Water
First Mate
18-20% tip is customary
Fishing License

Cancellation policy

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.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

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.

Stock Island Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 45 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (101)
Best fishing trip EVER!
Best fishing trip EVER!
Best fishing trip EVER!
+98
Angler rating
44
0
1
0
0
Anglers claimed
Good experience
97%
Friendly captain
100%
Recommend this charter
98%
Appropriate for children
93%
Satisfied with the boat
97%
Caught fish
98%
Sort by:
Featured  
Showing:
5 of 45 reviews
Steve G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best fishing trip EVER!

VERIFIED   NEW  Full Day on April 15, 2024
Craig and Bret were absolutely amazing and went above and beyond to make mine and my brothers shared birthday one for the books!...
Steve G. recommends Drop Off Sportfishing
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Steve G. recommends Drop Off Sportfishing
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John V.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Day Fishing with Amazing Crew

VERIFIED   NEW  Full Day on March 31, 2024
We had an awesome time with Capt Craig, Brett and Joe! We were fishing for the full day and the team put us on fish the entire...
John V. recommends Drop Off Sportfishing
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John V. recommends Drop Off Sportfishing
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Alicia G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Double wrap drop off charter

VERIFIED   Full Day on March 18, 2024
Craig did an amazing job getting us all on fish we had 5 people on the boat and we were all hooking fish. Craig and his deck...
Alicia G. recommends Drop Off Sportfishing
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Alicia G. recommends Drop Off Sportfishing
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You found this review helpful

Margaret P.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing First Time!!!

VERIFIED   Half Day Trip (AM) on March 10, 2024
This was on the bucket list for my husband and it was an amazing trip. Our Captain Craig Hassell was very attentive in answering...
Margaret P. recommends Drop Off Sportfishing
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Margaret P. recommends Drop Off Sportfishing
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You found this review helpful

James M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing trip in July

VERIFIED   3/4 Day Trip on July 26, 2023
James M. recommends Drop Off Sportfishing
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2 persons find this review helpful
You and 2 people found this review helpful
James M. recommends Drop Off Sportfishing
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful