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!

Our new flotilla offerings are 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 January 31st-February 7th, and February 8th-February 15th of 2025. And in keeping with our ‘Seriously Fun’ philosophy, sailors will have the option to earn their ASA 104 and 114 certification!

If you’re ready to experience paradise, be sure to lock in your spot with our special early bird pricing:

$4,700 for a Monohull cabin

$5,300 for a 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.


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

Prices will increase by $200 on July 1st. Partial deposit due at time of booking. Deposits are 95% refundable until August 1st. Additional fee for ASA certification. Airfare not included.




Book Now