2025 Sicily Flotilla
This coming late summer 2025 we are organizing an incredible week of sailing in Italy for DC Sailing Community members and their guests. It promises to be one of the greatest vacations of your life! We go just as high season in the Mediterranean is winding down, which means less crowded marinas, beaches and restaurants, but still wonderfully warm temperatures!
The flotilla takes place in the Aeolian Islands off the north coast of Sicily, September 6th – September 13th, 2025. These waters are considered some of the best cruising grounds in the world with consistent winds and warm temperatures. The Aeolian Islands offer a variety of longer and shorter passages, and the locals are extremely welcoming.
Participants in the flotilla hop on planes and fly to Sicily. Then, after a transfer to Portorosa we board the boats, chartered from Moorings and Sunsail.
In the mornings we raise our anchors or cast off our dock lines, hoist the sails and head off to a new destination. Then we spend the afternoon blissfully relaxing... sunbathing, snorkeling, visiting a beach, diving, exploring the anchorage, reading a book - there are lots of options! During the evenings crews may cook dinner aboard or eat ashore, and the flotilla gathers for social events. You will meet lots of fun people, sail and swim every day and have an incredible voyage of discovery. Every boat will fly a burgee with the fun team name the skipper and crew pick for their boat.
Last updated 05/31/2025. There are no restrictions related to Covid-19 for entering Italy or returning to the United States. You do not need to show proof of vaccination against Covid-19. However we ask that all flotilla participants take sensible precautions to avoid exposure to Covid-19 during the weeks leading up to the flotilla. You are strongly encouraged to stay up-to-date with new vaccines/boosters as they become available.
If you exhibit any symptoms of Covid-19 or other contagious infection immediately prior to your scheduled travel date please do not travel. You are putting the entire flotilla fleet at risk if you travel while sick. You are advised to take out comprehensive travel insurance to cover any circumstances that may result in you not traveling to participate in the flotilla. DC Sailing Community does not provide or recommend travel insurance.
Covid-19 Guidance
Crew Shirts
Check back soon for details
The links at the top of the page provide detailed guidance to help you enjoy a safe and fun sailing flotilla. The charter guide linked on the Itinerary page provides much more detail specific to sailing the Balearics. Between that guide and these pages you should have all your questions answered, however don’t hesitate to ask your Skipper if you can’t find the answers you seek.