BVI Flotilla 2025


We’re thrilled to announce an exciting new event for the Annapolis Sailing School- we’ll be offering 2025 flotillas in the beautiful British Virgin Islands! This new offering is sure to give you an unforgettable tropical experience. You’ll sail through crystal clear waters, enjoy fresh warm breezes — a welcome escape from a chilly Maryland winter — and make new friends and memories to last a lifetime.

Flotillas will be offered for 2 week options; January 31st-February 7th, and February 8th-February 15th of 2025. In keeping with our ‘Seriously Fun’ philosophy, sailors will have the option to add ASA 104 for $600 and add ASA 114 for $300. Please note, if you want to do both ASA 104 and ASA 114, you’ll need to book the Catamaran cabin.

Up to two people can be in a cabin, so be sure to coordinate with family and friends to book a cabin together. Only one person needs to book if two people go together. Our pricing per cabin is as follows;

$4,900 for a Monohull cabin

$5,500 for a Catamaran cabin

+ $600 for ASA 104

+ $300 for ASA 114

Book Flotilla 

Have questions? Feel free to call our office or email us at info@annapolissailing.com

There is a $1,000 deposit due at time of booking. Deposits are 95% refundable until August 1st. Additional fee for ASA certification. Airfare not included.




Book Now