You pick the captain.

Aaron is a water enthusiast from childhood with an encyclopedic knowledge of boating in all its forms. As a Holistic Health advocate, he guides others toward wellness, and embraces his naturist identity amidst the beauty of nature — especially the serene waters he adores.

Angie is a water-born soul and a boating expert with an intimate understanding of every aspect of maritime life. She finds solace in her naturist lifestyle, cherishing moments of connection with nature in and around the water.

Services: Private charters aboard Sea Jazz (42′ Manta), day and overnight charters, reef and shipwreck snorkeling, nude and clothing-optional charter options, and professional yacht delivery.

Captain Ashley Marie Healey is a Special Education teacher and entrepreneur from the Midwest. She is a local contributor to the Key West community in many ways and has served our tourists in the charter boat business since 2017. With a 100-ton master’s merchant mariners license and versatile experience, Capt. Ashley can create an individualized itinerary on the vessel of your choice.

Services: Private Charter & Yacht Delivery Specialist · Dry Tortugas expeditions · Sandbar Hopping · Reef & Shipwreck Snorkeling · Luxury Catamarans · Overnight charters · Sunset Sails.

Born and raised in Ohio, Brian spent most of his life exploring the Great Lakes as an Associated Yacht Club member, USCG-licensed Captain, and charter business owner. When life circumstances allowed, he didn’t hesitate to leave the corporate world and turn his passion for boating into a lifestyle. He now lives on his 41′ sailboat in Key West.

Services: Private Charters · Professional Deliveries · Owner/Operator Training · Vessel Management.

Dustin has been passionate about boating his entire life and is an expert on Key West and the surrounding waters. He’s always ready to guide guests on a perfect day at sea — snorkeling the reef, relaxing at a sandbar, or heading offshore for a fishing adventure.

Captain Dustin offers private charters on multiple vessels including the Marquis 72′ Motor Yacht, Sea Ray 60′ Sundancer, 27′ Monterey, and 37′ Axopar.

Charters: Day trips, sunset cruises, snorkeling, reef visits, sandbar hopping, multi-day adventures throughout the Keys.

“I’m a 7th generation local… grew up here in Key West, regularly out on the water, a true Conch if you will.”

Michael started operating boats at a young age and specializes in showcasing the islands’ natural attractions. His expertise includes navigating tidal channels, discovering hidden coves, and locating pristine sandbars.

Vessels: 27′ Monterey (up to 12 passengers), 22′ Bennington Tritoon (up to 10), 30′ Jeanneau NC895 (up to 6). USCG-licensed captain, audio systems, floating gear, coolers with ice.

Captain Patrick Carter offers diverse maritime expertise across multiple service areas: commercial captain licensing at the 50-ton master level, experience as a whitewater river guide and certified snorkeling and fishing guide, plus supplementary skills in vessel maintenance and hospitality.

Specializes in: Customizable private charters — Dry Tortugas expeditions, sandbar hopping, reef and shipwreck snorkeling, luxury catamaran sailing, overnight charters, sunset sails.

“Six Fins jet ski guide, fisherman at heart — I’d love to take you guys out on a beautiful tour.” — JJ

Manny is a charter fisherman with a passion for life on the water, splitting his time between chasing fish offshore and leading high-speed jet ski tours. Originally connected to both Colorado and Georgia, he brings an adventurous attitude, local knowledge, and nonstop energy to every trip.

“Nothing makes me happier than showing people the best experience on the water that I can.” — Carter

Born in Tampa, Florida, and raised in Boulder, Colorado. Drew has been around the water his entire life — a competitive swimmer for over 10 years. Currently residing in Key West while he gets his degree in Marine Engineering from The College of the Florida Keys.