Captain Carl Jester

Captain Carl Jester served in the U.S. Coast Guard for 20 years, earning numerous awards along the way. After retiring, he started running private charters in the beautiful pristine waters of the Florida Keys. He is a resident of the Florida Keys in Islamorada with his wife and three kids. Prior to being Honorably Discharged from the U.S. Coast Guard, he earned his 100-ton Captain’s License to further his passion and love for the waters of the Florida Keys. With his vast experience in the Coast Guard, you will be in great hands for all your boating excursions. So, kick back, grab a cocktail and maybe a few sea stories while you enjoy the beauty of the Florida Keys!

Tidewater 2700 Custom Carolina Bay

Our 2020 Tidewater 2700 Custom Carolina Bay boat is the perfect boat for 6 of your family and friends to explore the beautiful waters of Islamorada, Florida. The bow has comfortable seating for four with two forward facing back rest and a chaise style seat for one or two in front of the helm. The stern features two built in coolers to hold your food and beverages and pop-up cushion seating for up to four people. There’s a T-top to provide shade, premium sound system with Bluetooth capability, freshwater water wash down, and plenty of deck space in the bow and stern for sunbathing.
Islamorada Boat Trips
Purple Isle Charters
Book Now

Photo Gallery

Purple Isle Charters

Book Direct Online

Customers will receive a full refund or credit with 24 hours’ notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

Featured Activities