Guided Sailing Adventures in Breathtaking Destinations
Take the next step exploring the world with other alumni as the skipper of your own boat.
Embark on an unforgettable sailing adventure with Outbound Sailing's new Alumni Flotillas! Designed for Outbound Sailing Alumni, our flotillas offer the perfect blend of independence and camaraderie, allowing you to skipper your own vessel while enjoying the support and companionship of fellow sailors.
What Is a Flotilla?
A flotilla is a group of sailboats journeying together, each operated by its own crew, with the added assurance of a lead boat and experienced flotilla leader. This setup combines the freedom of commanding your own boat with the security of having expert guidance nearby.
Why Join Our Alumni Flotillas?
- Hands-On Experience: Take the helm as skipper, applying the skills you've acquired in real-world settings.
- Exotic Destinations: Navigate through stunning locales such as the British Virgin Islands, Greece, and Australia.
- Community: Share this journey with fellow Outbound Sailing alumni, fostering friendships and creating lasting memories.
- Support: Benefit from the guidance of our seasoned flotilla leaders, ensuring a safe and enjoyable voyage.
Upcoming Flotilla Adventures
We organize flotilla trips offering unique experiences in some of the world's most beautiful sailing destinations. Our itineraries are carefully crafted to provide a balance of sailing, exploration, and relaxation.
Explore our upcoming flotilla schedules and secure your spot today.
Who Can Join?
Our flotillas are open to all Outbound Sailing Alumni. If you would like to Skipper your own boat you must have completed at least ASA 104 certification for a monohull and 114 for a catamaran. Whether you're a seasoned sailor or recently certified, our flotillas are designed to enhance your skills and confidence on the water.
Join Us
Ready to set sail on your next adventure? Explore our upcoming flotilla schedules and secure your spot today. Experience the thrill of sailing in a supportive and exhilarating environment with Outbound Sailing's Alumni Flotillas.