Spend the day with Castaway Custom Charters and let them show you what makes the fishing in Summerland Key so memorable! Having logged many hours on these tides, Captain Joel can tell you all about the local fishery.

These waters are known for Great Barracuda, Black Grouper, Snowy Grouper, African Pompano Jack, Sailfish, Lane Snapper, Mangrove Snapper, Mutton Snapper, Yellowtail Snapper, Tilefish, Blackfin Tuna, Mahi Mahi and more – with any luck, they’ll make your reel scream.

During the trip you might be spinning, trolling, drifting, jigging, bottom fishing, or maybe something more specialized in this area. For the more adventurous among you, there’s spearfishing.

You’re free to take home any fish you catch within size and bag limits. Capt. Joel can even clean your catch for you. Now that’s dinner!

Your captain will provide rods and reels, as well as lures. Live bait is on offer, but you should ask the captain whether you’ll be catching it yourself.

There’s no need to buy a fishing license, so you can drive right over and come aboard without any hassle! Have in mind that some fish may have harvest limits or closed seasons. If you don’t know what to expect, ask the captain.

Planning a family adventure? Kids are absolutely welcome! If you don’t have a child-sized life vest of your own, be sure to ask if there’s one on board. Also remember to bring snacks so that nobody gets cranky on an empty stomach!

You can’t go wrong when you bring bottled water, sunglasses, and sunscreen (non-spray). Capt. Joel will have some drinks available for you.

Now, come aboard with Castaway Custom Charters and get hooked!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip – Reef
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    US $750
    Quick trip to the reef to chum for YT, Grouper, Sharks, and other reef species.
    Targeted fish
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Grouper (Snowy)
    Snowy Grouper
  • Private trip
    3/4 Day Trip – Reef
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    US $950
    6 Hour Reef fishing trip. Yellowtail Snapper, Grouper, Shark, other reef species.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Grouper (Black)
    Black Grouper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Shark (Bull)
    Bull Shark
  • Private trip
    3/4 Day Trip – Offshore
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    US $1,050
    Go out past the reef to target Pelagic Species such as Mahi Mahi, Wahoo, Sailfish, Blackfin Tuna. Wreck fishing is also an option while offshore.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Sailfish
    Sailfish
    Tuna (Skipjack)
    Skipjack Tuna
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Mutton)
    Mutton Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Full Day Trip – Reef
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    US $1,150
    Reef fishing all day! Mutiple spots depending on the conditions and bite.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Snapper (Mangrove)
    Mangrove Snapper
    Grouper (Black)
    Black Grouper
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Snapper (Lane)
    Lane Snapper
  • Private trip
    Full Day Trip – Offshore
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    US $1,250
    Full 8 hours offshore fishing. Pelagic species as well as wreck fishing.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Sailfish
    Sailfish
    Snapper (Mangrove)
    Mangrove Snapper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Mutton)
    Mutton Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Full Day Trip – Offshore/Deep Drop
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    Seasonal trip May 1 - Dec 31
    US $1,350
    Deep dropping with an electric reel for species such as Tilefish, Snowy Grouper, etc. While deep dropping and running to and from the deep drop sites, we will be looking for signs of Mahi and Tuna.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Sailfish
    Sailfish
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Mullet)
    Mullet Snapper
    Tilefish
    Tilefish
    Grouper (Snowy)
    Snowy Grouper

FAQs about Castaway Custom Charters

Castaway Custom Charters offers the following trips to customers:
  • US $750 per group - Half Day Trip – Reef (4 hours)
  • US $950 per group - 3/4 Day Trip – Reef (6 hours)
  • US $1,050 per group - 3/4 Day Trip – Offshore (6 hours)
  • US $1,150 per group - Full Day Trip – Reef (8 hours)
  • US $1,250 per group - Full Day Trip – Offshore (8 hours)
  • US $1,350 per group - Full Day Trip – Offshore/Deep Drop (8 hours)

When you book a trip with Castaway Custom Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Snorkeling Equipment Snorkeling Trips can be added to charters.
  • Live Bait Well
  • Outriggers
  • Radar

Trips booked with Castaway Custom Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks
  • Fishing License

Castaway Custom Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Castaway Custom Charters offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Spearfishing
  • Deep Sea Fishing

Top targeted fish species with Castaway Custom Charters include:
  • Barracuda (Great)
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • Grouper (Snowy)
  • Jack (African Pompano)
  • Sailfish
  • Snapper (Lane)
  • Snapper (Mangrove)
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Tilefish
  • Tuna (Blackfin)

Meet the Captain

Joel Osborn
Summerland Key, Florida, United States
1 Fishing Report
ID & license verified
5 Customer reviews
Response time 3 hours
Member since January 2023
Started fishing at a very young age while growing up in the Midwest and the South. Began yearly trips to the Florida Keys over 30 years ago and loved being on the water and fishing while in the Keys. Moved to the Keys permanently over 10 years ago. Obtained my captain's license so I could make a living doing what I love to do. Have advanced my captain's license to 100 GT Master by working continuously on boats over the years including operating some of the larger dive boats in the area.

About this listing

Targeted species

Barracuda (Great) Great Barracuda
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper
Grouper (Snowy) Snowy Grouper

Boat specs

EdgeWater (Center console) originally built in 2004. Powered by 2 225HP Yamaha engines, with a maximum cruising speed of 45 knots.

Length
27 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

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

Amenities

Toilet
GPS
Fishfinder
Snorkeling Equipment
Snorkeling Trips can be added to charters.
Live Bait Well
Outriggers

Trip includes

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

Cancellation policy

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 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 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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 3% charge will apply.

Summerland Key Fishing Calendar

Loading Fish Calendar!
Please Wait...

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 5 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (11)
Half day trip with Capt Joel
Half day trip with Capt Joel
Half day trip with Capt Joel
+8
Angler rating
5
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
100%
Sort by:
Featured  
Showing:
5 of 5 reviews
Jose R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time, great Capt!

VERIFIED   Full Day Trip – Offshore on June 16, 2023
Capt. Joel went out of his way to ensure we got our chance at some quality fish. While he focused on getting us on some pelagics...
Jose R. recommends Castaway Custom Charters
Mark review as helpful
You found this review helpful
  Joel Osborn Captain replied

Anders R. J.
Summerland Key, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day trip

VERIFIED   Half Day Trip – Reef on June 20, 2023
We were a family of 5 adults visiting the Keys from Denmark, Europe and wanted to go on a fishing trip on the reef. We had...
Anders R. J. recommends Castaway Custom Charters
Mark review as helpful
You found this review helpful
  Joel Osborn Captain replied

Jeffrey S.
PERKIOMENVLLE, PA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day trip with Capt Joel

VERIFIED   3/4 Day Trip – Offshore on July 16, 2023
Great day on the water. Capt. Joel got us to the fish fast. We had one on within 5 minutes of dropping the lines!  Great...
Jeffrey S. recommends Castaway Custom Charters
Mark review as helpful
You found this review helpful
  Joel Osborn Captain replied

Jeremy F.
Lakeland, FL
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time on the water

VERIFIED   Full Day Trip – Offshore/Deep Drop on August 9, 2023
Jeremy F. recommends Castaway Custom Charters
Mark review as helpful
You found this review helpful
  Joel Osborn Captain replied

AGUSTIN P.
Miami, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

April fishing trip

VERIFIED   3/4 Day Trip – Offshore on April 7, 2023
AGUSTIN P. recommends Castaway Custom Charters
Mark review as helpful
You found this review helpful
  Joel Osborn Captain replied