Two Chicks Charters

  • Captain Kelly Giving Snorkeling Instruction
  • Florida Crocodile Lazing On The Dock
  • Captain Kelly Klein Loves Your Pets
Captain Kelly Klein

About ME:

I'm Captain Kelly Klein, one of the two original founders of Two Chicks Charters. I started Two Chicks Charters over 10 years ago after seeing the need for a family friendly charter service that was different from the typical charter options geared toward those die hard sportsmen and sportswomen who came down just to fish and scuba dive.

After viewing my testimonial and photo gallery pages, I think you will agree my vision has allowed many families some very special moments together. Whether you want a typical "Keys" experience or something completely unique, I promise to make it one of the most memorable experiences you will ever have!

Because am normally out snorkeling, guiding eco tours, dolphin watching or fishing with other customers, a call ensures that I can assist you in a more timely manner. Simply leave a message if I do not answer, and I will call back ASAP. Please be sure to view our "Charters" page to find answers to frequently asked questions.

If you are ready for some fun in the sun, you need to call immediately to secure an opening and confirm your times. I often get booked by a call before I can return emails, so don't wait....pick up the phone and call today!

I look forward to your call!!! 




Hi Capt. Kelly,

Thanks again for a great fishing trip. My family and I had a lot of fun and appreciate all your help. The trip was one of the highlights of our vacation to the Keys. We're back in New York now in the cold and the rain and can't wait for our next trip. We'll see you then.

Ciao for now,

~Paul and Dawn Spano and kids

Hi Kelly,

Here are the pictures of the two happy dogs from our charter on Saturday. It was the best! Thank you so much for a great 3 hours on the water. It was a perfect day. Hope to see you again!

All the Best,

~Roxann Painter

My husband and I went to Islamorada for our 'babymoon'. We went out with Captain Kelly Klein twice and had the best time!!! We fished, saw wildlife and relaxed on the sandbar and laughed the entire time! My hubby also loved the convenient location of the Lorelei bar after our excursions :) We highly recommend booking with her! Sad our trip is over!

~Mr. & Mrs. Bigio

My Boat

Two Chicks Charter's 26' Catamaran
Two Chicks Charters

26' Catamaran boat with comfortable lounge seating, shade, bathroom, and freshwater shower.  We have ice & large cooler onboard. Simply bring anything that you can think of that you may need for yourself or your party.

Captain Kelly Klein On Her Two Chicks Charters Boat
Captain Kelly Klein

A certified Scuba/Snorkel instructor since 1989. With over 20 years of experience, you can feel safe in my hands. My "beginner's introduction to snorkeling" is suited to all ages.