Join Captain Jeffrey Holland for a fishing adventure on the pristine waters of the Lower Keys. The Captain prides himself on providing customers with an easy-going, low-pressure trip, while still making sure that you have all of the best shots at your target species. Feelin’ Fishy Charters specializes in fly fishing and are happy to work with anglers of all skill levels.

Your boat for the trip will be an 18’ Beavertail flats boat, powered by a 60 HP Suzuki outboard, capable of taking up to 2 guests. On board, you’ll find all the necessary electronics and safety equipment as well as a cooler for drinks. If you’d like to keep your catch you’ll have a cooler for the catch as well, just be sure to consult with your captain that the species you’d like to target is not catch-and-release only. The boat’s also equipped with a poling platform that will allow you to quietly glide over those skinny waters.

On all trips, you’ll have access to top-tier fly fishing equipment including Temple Fork and TFO rods, Hatch reels, and SA line. For spin fishing, you’ll also have TFO rods and Penn reels. All trips can be customized to some degree by consulting with the captain, so if you’d like to try out multiple techniques or target a specific species it can all be arranged. You could even try spearfishing or spend a part of your trip snorkeling in the crystal-clear waters — just make sure to let the captain know ahead of time so that he can have all the necessary gear ready.

Fishing licenses, as well as live bait, are all also included in the price. Kids of all ages are welcome to join in on the trip, just remember to let the captain know to bring the appropriate life vests. All the gear you should bring is your sunglasses, your choice of drinks and snacks, and sunscreen.

The last thing left to do is set aside a day for your next fishing adventure in the stunning Lower Keys!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip
    FREE Cancellation 30 days notice
    4 Hour Trip, starts at 8:00 AM
    US $450
    In these rich waters, half-day trips can still allow you to have a highly productive time on the water. Target some of the most popular species including Bonefish, Jack Crevalle, and Tarpon. All the while, soaking in that Florida Keys Sun.
  • Private trip
    Full Day Trip
    FREE Cancellation 30 days notice
    8 Hour Trip, starts at 8:00 AM
    US $700
    The full-day trip will allow you the ultimate freedom to explore all the best fishing spots the area has to offer. If it's swimming in these waters it's within your reach. Target Barracuda, Bonefish, Jack Crevalle, and even Tarpon!
There are 3 people looking at this charter.

FAQs about Feelin' Fishy Charters

Feelin' Fishy Charters offers the following trips to customers:
  • US $450 per group - Half Day Trip (4 hours)
  • US $700 per group - Full Day Trip (8 hours)

When you book a trip with Feelin' Fishy Charters, you can expect the following amenities onboard:
  • GPS
  • Live Bait Well

Trips booked with Feelin' Fishy Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Fishing License
  • Fly Fishing Equipment

Feelin' Fishy Charters offers the following types of fishing:
  • Flats Fishing
  • Backcountry Fishing

Feelin' Fishy Charters offers the following fishing techniques:
  • Light Tackle
  • Spinning
  • Fly Fishing

Top targeted fish species with Feelin' Fishy Charters include:
  • Barracuda (Great)
  • Bonefish
  • Jack Crevalle
  • Permit
  • Shark (Blacktip)
  • Shark (Lemon)
  • Tarpon

Meet the Captain

Jeffrey Holland
Summerland Key, Florida, United States
3 Customer reviews
Response time 24 hours
Member since July 2019
Captain Jeffrey has been fishing his whole life. Seven years ago he discovered that his biggest passion is flyfishing and decided to specialize in this technique. It was upon realizing that he gets more satisfaction out of seeing his clients catch a fish rather than when he does it, that he decided to become a captain. He is a local of the area and is eager to share its beauty and world-class fishing with you.

About this listing

Targeted species

Barracuda (Great) Great Barracuda
Bonefish Bonefish
Jack Crevalle Jack Crevalle
Permit Permit

Boat specs

Beavertail (Flats boat) originally built in 2018. Powered by a 60HP Suzuki engine, with a maximum cruising speed of 30 knots.

Length
18 ft
Capacity
2 persons

Types of fishing

Flats Fishing
Backcountry Fishing

Fishing techniques

Light Tackle
Spinning
Fly Fishing

Amenities

GPS
Live Bait Well

Trip includes

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

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 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

Payment

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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
Bank Transfer

Summerland Key Fishing Calendar

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Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 3 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (5)
Full day with Capt Jeffrey.
Full day with Capt Jeffrey.
Full day with Capt Jeffrey.
+2
Angler rating
3
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
50%
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Showing:
3 of 3 reviews
Scott H.
North Topsail Beach, NC
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half Day with Capt Jeffrey

VERIFIED   Half Day Trip on December 13, 2021
Capt. Jeffrey worked hard to put us on fish in terrible light conditions. He was friendly and knowledgeable and got us shots...
Scott H. recommends Feelin' Fishy Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
Scott H. recommends Feelin' Fishy Charters
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful

Brooks B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

July fishing trip

VERIFIED   Half Day Trip on July 21, 2021
Brooks B. recommends Feelin' Fishy Charters
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful
Brooks B. recommends Feelin' Fishy Charters
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful

Stewart G.
Demarest, NJ
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full day with Capt Jeffrey.

VERIFIED   Full Day Trip on November 25, 2019
Great day!
Stewart G. recommends Feelin' Fishy Charters
Mark review as helpful
3 persons find this review helpful
You and 3 people found this review helpful
Stewart G. recommends Feelin' Fishy Charters
Mark review as helpful
3 persons find this review helpful
You and 3 people found this review helpful