James Klein

Guide: James Klein
Max Anglers: 4
Make: Pathfinder
Motor: 250 hp
Pricing: Inshore full day - $1300.00
Half day - $800.00

Capt. James Klein is a 2nd generation fishing guide from Islamorada and runs a 22′ Pathfinder Bay Boat. He can take up to 4 people fishing so his boat is great for larger groups, families, and kids! Capt. James grew up in the Florida Keys, fishing a lot with his dad Capt. Tim Klein who is a world renown fishing guide. James loves catching tarpon, snook, snapper, and just about anything that swims. Come book a day with Capt. James and share his passion on the water!

Fishing Reports

July 15, 2026

Early Summer Fishing Report

Early Summer Fishing in the Florida Keys June & Early July: Prime Time for Anglers If there is one time of year that truly showcases everything the Florida Keys fishery has to offer, it’s early summer. June and early July bring warm water, calm seas, abundant bait, and an incredible… Read More

This is hands down the best all day party boat fishing trip you can take in the Keys. The crew works to put you on fish. Well managed as they take turns putting everyone at the back of the boat to fish. Loaded up in the chum balls and you were catching fish. The captain was a very personable and nice guy to discuss fishing and Keys attractions with. Not an old salt who could care less. Great place and the best 70 dollars you will spend all day

James G.

6/13/2018

Captain Trent’s fishing excursion in the Florida Keys Our fishing excursion with Captain Trent was all that I hoped for and more! He was so knowledgeable and helpful. My husband and I are both elementary school teachers, and we were both very impressed with how good he was with our kids! He was patient, and extremely encouraging! He made small talk with us and even acted as a tour guide by going to places that he knew we would be able to see crocodiles and other Florida wildlife while we fished. Both my husband and son were able to catch lots of fish, and my son was over the moon about catching his dream fish, a tarpon, even though it isn’t tarpon season! We had such a great time, and I would definitely recommend him to anyone!

Heidi B

1/22/2025

We fished other party boats in the past and had a good time but never the service we had on the Miss Islamorada. Jude , Logan and Josh were great. I couldn't ask for more. Captain Andrew put us on fish every day. While some days fished better than others we never went home empty handed. I highly recommend the party boat experience on the Miss Islamorada.

Patrick C.

1/17/2019