Out Island Charters – Key West, Fl

In demand!

Have you always wanted to explore the fishing opportunities that Key West, FL is famous for? Come aboard Out Island Charters, a friendly charter that offers guests totally private fishing trips exploring a variety of fishing hotspots. With experienced Captain Dan Wilson at the helm, you’ll be treated to an angling adventure that’s completely tailored to your needs – as your captain says, there’s no “one size fits all” when it comes to fishing!

Capt. Dan has been in this business since he was just 15 years old, so it’s safe to say that he’s got a huge wealth of angling experience under his belt. He started off in New Jersey, but a love for the ocean brought him to Key West, where he earned his US Coast Guard Master Captain License. Now, he uses his years of knowledge to provide trips that perfectly suited for a variety of guests – from the individual fisherman, to families with little ones, and groups of angling buddies looking to settle some scores!

You’ll be fishing from a 25’ Shearwater bay boat, built to cruise a variety of waters, including Key West’s beautiful backcountry, inshore fishing grounds, and up to 20 miles offshore around Marquesas Island. She can accommodate up to 4 guests, and is decked out with top-quality navigational gear, life jackets for all ages, and an ice box to store your favorite snacks and drinks.

The waters of Key West offer an unparalleled fishing experience, with top-notch species and fishing grounds – and Capt. Dan knows just where the hottest spots around are! Depending on your trip, you’ll cruise the backcountry, explore nearshore waters, or travel all the way out to the coral atolls around Marquesas Island. Get ready to hook Tarpon, Permit, Barracuda, Shark species, and plenty more, using light tackle. Rods, reels, tackle, and your license are included.

Out Island Charters’ goal is to make sure that they provide you with the angling adventure of a lifetime. Come aboard and get ready to make some incredible memories!


Select date to see available trips and rates:

  • Private trip
    8 Hour Trip – Marquesas Keys
      FREE Cancelation 7 days notice
    8 hours trip, starts at 8:00 AM
    $850
    up to 4 persons
    If you want to experience a full day of Floridian fishing at its finest, as well as heading further offshore to hook a huge variety of species, then this is your trip! Capt. Dan will take you to the fishing grounds around Marquesas Keys, known for their coral atolls and huge range of species. You'll have the chance to hook reef-dwelling Cubera and Mangrove Snapper, Jack Crevalle, Barracuda, Cobia, and plenty more. Rods, reels, bait, tackle, and your fishing license are included.
  • Private trip
    8 Hour Trip
      FREE Cancelation 7 days notice
    8 hours trip, starts at 8:00 AM
    $800
    up to 4 persons
    If you want to experience the best that the waters of Key West have to offer, then this is the trip for you. Spend a full day exploring these plentiful fishing grounds with Capt. Dan, who will take you to the best backcountry, inshore, and nearshore waters around. You'll have the chance to reel in anything from Tarpon, to Jack Crevalle, Cobia, Barracuda, huge Redfish, and plenty more. Anglers of all ages and skill levels are welcome, and your trip includes rods, reels, and a fishing license.
  • Private trip
    6 Hour Trip
      FREE Cancelation 7 days notice
    6 hours trip, starts at 8:00 AM
    $650
    up to 4 persons
    This trip is perfect for anglers who want to spend more time on the water, and enhance their chances of reeling in some seriously big Floridian fish! Capt. Dan will take you out to a variety of fishing grounds, including the backcountry, inshore, and nearshore waters, where you'll be hooking into Redfish, Cobia, Jack Crevalle, Tarpon, a mix of Snapper, maybe even Lemon Shark, and plenty more. Rods, reels, bait, tackle, and your fishing license are included. All ages and skill levels welcome!
  • Private trip
    5 Hour Trip
      FREE Cancelation 7 days notice
    5 hours trip, starts at 8:00 AM
    $550
    up to 4 persons
    This 5-hour trip will give you more time on the water, which means you'll have the chance to reel in more species! Capt. Dan will take you to the hottest fishing grounds of Key West, including the backcountry and inshore and nearshore waters. You'll be targeting Redfish, Tarpon, Permit, Cobia, Barracuda, and plenty of other world-famous species. Your trip includes top-quality rods and reels, bait, tackle, and a fishing license. Guests of all ages and abilities are welcome aboard!
  • Private trip
    4 Hour Trip (AM)
    In demand!
      FREE Cancelation 7 days notice
    4 hours trip, starts at 8:00 AM
    $500
    up to 4 persons
    Join your captain on this morning adventure and get ready to explore some of Key West's most famous fishing grounds! You'll travel out to sea for the chance to reel in anything from Permit, to Tarpon, to a variety of Snapper, and plenty more. Never held a rod before? Don't worry! This trip is suitable for anglers of all ages and abilities. Capt. Dan will make sure you're provided with top-notch rods and reels, bait, tackle, and a fishing license, too. Bring along your favorite snacks and drinks.
  • Private trip
    4 Hour Trip (PM)
      FREE Cancelation 7 days notice
    4 hours trip, starts at 1:00 PM
    $500
    up to 4 persons
    Treat yourself to a morning of rest and relaxation, and then join Capt. Dan for an afternoon of angling action! He'll meet you at the dock 15 minutes before your trip starts, where you'll be able to purchase snacks and drinks, and find out where you'll be going. You'll have the chance to target anything from a variety of Snapper, to Tarpon, Permit, Barracuda, Redfish, and whatever else is biting. You'll be provided with top-notch rods and reels, bait, tackle, and a fishing license.
  • Private trip
    4 Hour Trip (Sunset)
      FREE Cancelation 7 days notice
    4 hours trip, starts at 5:00 PM
    $500
    up to 4 persons
    Join your captain for this 4-hour sunset trip, where you'll get to take in some stunning scenery and hook world-famous Floridian fish, too! This trip is perfect for brand new anglers and families with little ones, as well as seasoned fishermen looking to battle Tarpon – if you want to catch this fish, book your trip from March to May. You'll also be able to target other species. Your trip includes rods, reels, bait, tackle, and a fishing license. Bring snacks and drinks, and a camera to record the sunset!
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About this listing

Targeted Species

Barracuda (Great)
Cobia
Jack Crevalle
Permit

Redfish
Shark (Lemon)
Snapper (Cubera)
Snapper (Mangrove)

Tarpon

Boat Specs

Shearwater (Bay boat) originally built in 2008. Powered by a 250HP Yamaha engine, with a maximum cruising speed of 45 knots.

Length
25 ft
Capacity
4 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle

Amenities

GPS
Life Jackets
Fishfinder
Live Bait Well
Ice Box
GPS
Life Jackets
Fishfinder
Live Bait Well
Ice Box

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Fishing License Included

Policies

FREE Cancelation
You can cancel or reschedule your booking up to 7 days before the trip. If the captain cannot run the trip due to unsafe weather conditions, your booking can be moved to another date or canceled free of charge.
Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
You Keep Catch
Catch and Release Allowed
Disabled Accessible

Payment

Book with 20% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
Pay remaining balance to captain
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
PayPal
Checks

When paying the remaining balance with a credit card, there is a 4% fee.

About the Captain

Dan Wilson
Key West, Florida, United States
Member since December 2018
Born in Bayonne, NJ, Captain Dan's path to the helm was diverse, but he was always driven to exceed. At just 15 years of age, Dan began working as a mate on the deck of a 100' fishing boat out of Point Pleasant, New Jersey. This was the perfect foundation for a charter fishing captain, "learning from the deck up," as it is said. After earning his degree in Hospitality and Tourism Management, his passion for fishing and the ocean brought Dan to Key West. Hitting the ground running, Dan quickly completed his US Coast Guard 100 Ton Master Captain License. This is at a level of education and accomplishment well above most fishing guides. Fast forward to five years ago...he's a super qualified, experienced, inshore and offshore captain with an impressive education in hospitality, and a true "people person" who knows the importance of providing his anglers with an enjoyable experience!
Response time: within an hour
Response rate: 100%

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