Captain
Randi Hess

Member since January 2025 Bokeelia, United States

Background: Hi, I’m Captain Randi — your local guide to the hidden gems of Southwest Florida. I specialize in private, personalized boat charters to some of the most beautiful spots in the area, including Cayo Costa, Cabbage Key, and the surrounding barrier islands. Whether you’re looking for world-class shelling, dolphin encounters, or a relaxing day on secluded beaches, I create easygoing, fun experiences for couples, families, and small groups. My goal is simple: give you a day on the water you’ll never forget. As a USCG-licensed captain with a passion for these waters, I know where to find the best shells, the calmest beaches, and the most active wildlife — without the crowds. You’ll be cruising on a clean, comfortable boat designed for both relaxation and adventure. Every trip is private, flexible, and tailored to what you want to do. Shelling, Dolphin watching, Cayo Costa beach time, Cabbage Key lunch trips, and Sunset cruises If you’re ready for a laid-back, memorable day on the water — I’ve got you covered.
Techniques: Cayo Costa Shelling, Island Hopping, Dolphin Watching, Cabbage Key lunch, Manatee Watching, Cayo Costa Beach Time

Hey, I'm Captain Randi Hess

Bokeelia, United States

Background: Hi, I’m Captain Randi — your local guide to the hidden gems of Southwest Florida. I specialize in private, personalized boat charters to some of the most beautiful spots in the area, including Cayo Costa, Cabbage Key, and the surrounding barrier islands. Whether you’re looking for world-class shelling, dolphin encounters, or a relaxing day on secluded beaches, I create easygoing, fun experiences for couples, families, and small groups. My goal is simple: give you a day on the water you’ll never forget. As a USCG-licensed captain with a passion for these waters, I know where to find the best shells, the calmest beaches, and the most active wildlife — without the crowds. You’ll be cruising on a clean, comfortable boat designed for both relaxation and adventure. Every trip is private, flexible, and tailored to what you want to do. Shelling, Dolphin watching, Cayo Costa beach time, Cabbage Key lunch trips, and Sunset cruises If you’re ready for a laid-back, memorable day on the water — I’ve got you covered.
Techniques: Cayo Costa Shelling, Island Hopping, Dolphin Watching, Cabbage Key lunch, Manatee Watching, Cayo Costa Beach Time