About

  • Skill Set:
  • Owner / Captain S/V “Kalypso” Catalina 380
  • Sail Racing Team LCR
  • Captain USCG MMC
  • Multiple Offshore Deliveries
  • Clear Medical / Drug Screen
  • ASA Certified Instructor 101, 103, 104
  • Current TWIC / Passport
  • SSI Scuba
  • Bachelor of Science (Biology)
  • Retired FireFighter / Flight Paramedic
  • Excellent Communication Skills
  • Spotless Driving / Maritime record
  • Flawless Background

6500+

Nautical Miles sailed in 2025

Ranging from the Buzzard Bay, MA to the Bahamas and USVI

7

Trips to the Caribbean in 2025

Deliveries to and from the Norfolk, Bahamas, USVI, BVI, Turks and Caicos, etc

35+

Years of Experience

Lifelong boater – multiple types of vessels

The Team

We maintain a team of highly skilled captains and crew members, prepared to fulfill client requirements

Chris Schott

Captain

With over 45 years of experience navigating some of the world’s most iconic and challenging waters, Captain Chris is a highly skilled maritime professional renowned for expertise, reliability, and an unmatched understanding of both the practical and technical aspects of vessel operations. Holding a 50 Ton Master Captain’s License with sailing and towing endorsements, Captain Chris has successfully commanded a diverse range of vessels, from recreational yachts to commercial vessels, across global waterways including the Atlantic Ocean, the Mediterranean, the Straits of Gibraltar, the Caribbean, the Gulf of Mexico, Chesapeake Bay, and U.S. inland waterways. 

In addition to exceptional navigational skills, Captain Chris possesses extensive knowledge of diesel engines, electrical systems, electronic systems, boat construction, and maintenance. This technical expertise allows Chris to ensure that all vessels under command are operated safely and efficiently, with a proactive approach to maintenance and problem-solving. Whether troubleshooting engine malfunctions, fine-tuning electronic navigation systems, or overseeing routine maintenance, Captain Chris’s deep technical understanding has proven invaluable in keeping vessels running smoothly and minimizing downtime. 

Whether guiding passengers through the serene waters of the Caribbean or navigating busy shipping lanes, Captain Chris brings a calm, steady hand and a vast knowledge of both the art of seamanship and the science behind vessel operation. With a reputation built on decades of experience and a commitment to safety, Chris Schott is the captain you can trust for any sailing, towing, or technical challenge.