A man sitting on the deck of a boat at sunset.

Your Founder and Host Captain Albert Tropea

Indulge in Ocean Serenity

Key West Sailing Charters is the perfect option for enjoying time on the ocean. This offers you a serene experience that starts and finishes at an anchored mooring in the privacy of a secure cove, allowing you to enjoy breathtaking vantage point views of sunrise or sunset.

Select one of our four monohull sailboats for your private charter and accommodation.

Why Choose Key West Sailing Charters?

  • Unique, Characterful Boats
  • Experienced Captains and Crew
  • Pristine Waters at a Variety of Beautiful Destinations
  • Tailor Charters Designed to Your Specific Requirements
  • Local Knowledge of Marine Life and Where to Find It

Some of our guests have expressed an interest in learning more about sailing and sailing terminology. Visit our glossary of nautical terms to prepare for your ocean adventure.