Alumni Flotillas Schedule

Adventure awaits — but spots are limited! Don’t miss your chance to level up your sailing skills and create memories and friendships that will last a lifetime. These unique voyages only happen once a year — secure your spot before it sails away!
To reserve a full boat or a cabin for a future Alumni Flotilla, a $500 non-refundable deposit is required. A $2,500 down payment is due six months before departure to secure the boats and trip. The remaining balance must be paid 100 days before departure.
If you cancel a reserved boat or cabin, the $500 deposit is forfeited and cannot be applied to other trips or activities.
St. Vincent

June 13-20, 2026

Rhodes Greece | 3 Alumni Boats | 10 Cabins | 3 Cabins Available | 0 Waitlisted
This is the flotilla for those who crave quiet anchorages, untouched islands, and the kind of beauty that doesn’t need a caption. With short 2–3 hour sails between postcard-perfect stops, you’ll explore ancient cliffside villages, drift over sunken wrecks, soak in volcanic landscapes, and anchor in glassy bays with no one else around. It’s the ultimate unplugged sailing experience — where each stop feels like your own secret discovery and every sunset reminds you why you sail.
Reserve Flotilla ($500)

February / March 2027

Whitsunday Islands - Australia | 3 Alumni Boats | 10 Cabins | 8 Cabins Available | 0 Waitlisted
The Whitsunday Islands, located off the coast of Queensland, Australia, are an exceptional destination for bareboat chartering, offering some of the world's most spectacular sailing conditions. This stunning archipelago of 74 islands is renowned for its crystal-clear turquoise waters, pristine white sand beaches, and vibrant coral reefs.
Reserve Flotilla ($500)
Bahamas