St. Vincent & the Grenadines

For a life-changing experience, come sail for nine days in St. Vincent & the Grenadines.  This remote Caribbean nation is a collection of gorgeous little islands and cays that is the pristine postcard-perfect Caribbean: warm and sunny weather, water so turquoise and clear it takes your breath away, and some of the best sailing conditions in the world. On this adventure, you'll enhance your communications, your teamwork, and your ability to lead yourself and others.  You'll return home relaxed, energized and expanded; and you'll find that what you learned with Captains Courageous applies daily in your work life, your home life, and your own interior life. more...

The Bahamas

Come aboard for an extended weekend of discovery, adventure, growth and connection. You'll sail the sparkling clear Sea of Abaco in the Bahamas, explore the quaint out-islands, and snorkel and swim among breath-taking coral reefs. You'll be challenged to higher levels of teamwork, leadership, communication, and trust as you and your fellow sailors navigate, crew and captain our boat.  You'll grow, you'll relax, and you'll have the time of your life. more...

Sailing for Sanity - Coaching Adventures for Challenging Times

Join Captains Courageous for a compact coaching intensive, a weekend of guided experience and reflection aboard a beautiful sailboat in the Upper Florida Keys. Away from your daily environment and obligations, you’ll have the opportunity to explore yourself and your life with the guidance and support of skilled and caring coaches.  Freed from the distractions of everyday life, you'll discover your path toward greater achievement and fulfillment. more...