The Captain & The Boat

Our Comfortable 21-Foot Deck Boat

Our 21-foot deck boat offers comfortable seating in a surround couch style, plus a hard top for shade. The boat is equipped with two ladders at the stern: one for shallow sandbar charter trips and one for snorkeling at the reef, making entering and exiting the water safe and easy. It is powered by a reliable 150-horsepower Yamaha four-stroke engine that is quiet and fume-free. This quiet engine allows us to approach wildlife on our eco-tours without disturbing the dolphins, birds, fish, and other animals in their natural habitat around Islamorada in the Florida Keys. The unique tri-hull design of the boat ensures a smooth ride and the ability to cruise in shallow waters as shallow as 2 feet, giving charter passengers the chance to get closer views of the beautiful water and wildlife surrounding Islamorada.

Captain Samantha

Capt. Samantha is a Florida Keys local with extensive knowledge of Islamorada, Marathon, Key West, and Key Largo. Growing up playing in the waters of Lower Matecumbe, Capt. Samantha developed a passion for marine habitats and went on to pursue a degree in Marine Biology at Barry University. Now with over 15 years of experience as a licensed captain, Capt. Samantha runs a 21-foot deck boat at Robbie’s Marina, offering exciting sightseeing charters such as eco-tours, snorkeling, island tours, and sunset cruises to landmarks like Indian Key, Lignumvitae Key, Alligator Lighthouse, and Everglades National State Park. Her boat charters are private and can be tailored to meet your needs, whether you want to go bar hopping, view the Florida Key wildlife, or propose on a romantic sunset cruise. KeyZ Charters and Capt. Samantha provide the perfect Florida Keys adventure for the whole family.

Captain Henry

Captain Henry has been a full-time working Captain for 5 years. In that time he has taken out 1200+ groups of people. Henry enjoys interacting with each group, sharing facts and stories about the Florida Keys and making each trip a great experience for the guests. 

Captain Kristi

Captain Kristi is from Salt Lake City, UT. A landlocked state instilled in her a desire to make it to saltwater. After leaving her hometown she traveled seasonally from Alaska to Hawaii and everything in between. Looking for a new chapter in life, she found a position as a first mate on a traditionally rigged 67-foot wooden schooner running charters on Lake Michigan. She realized that this was her calling and after two years of hard work she was able to obtain her captains license and ultimately captained that very wooden schooner she fell in love with.

Summer season ended so she flew south and took a job as a mate on a parasail boat right here in Islamorada and quickly fell in love with the Keys. Passionate about sharing this beautiful place with the masses she earned her stripes parasailing 10’s of thousands of people throughout her 6-year parasailing career. Now, as an eco-tour guide and snorkel-boat Captain she wants to share her knowledge and experience of the “Keys life” and the magic of Islamorada that captivates so many who visit.

Our Second 21' Deck Boat

KeyZ Charters has a second 21' deck boat featuring couch-style seating throughout the vessel and a Bimini top for shade. The boat is equipped with two ladders, one on the bow and one on the stern, making it easy and safe to enter and exit the water during your private Florida Keys boat charter. The boat's stern also has a platform for standing and a couch for lounging while viewing the beauty Islamorada has to offer. Our boat charter is powered by a reliable 200-horsepower Yamaha four-stroke engine with no fumes, providing a quiet ride that won't disturb the wildlife on eco-tours. Additionally, the vessel has a Trii-hull, making it more stable and roomier, and allowing it to cruise in shallow waters of up to 2 feet. This gives customers a closer view of the wildlife and beautiful waters of the Keys.