Sail the Myth, Live the Adventure
ISSA Festival of Sails Greece 2026
A Celebration of Sailing and Culture
Join sail2day and the ISSA community for an unforgettable week in the Ionian Sea. From October 3rd to 9th, 2026, we set sail from Lefkada to discover hidden bays, vibrant culture, and the true soul of sailing.
What is
Festival of Sails
More than just a flotilla, the Festival of Sails is a global gathering of sea-lovers.
Hosted by sail2day in collaboration with ISSA, this event bridges the gap between professional training and pure Mediterranean lifestyle.
Whether you are a seasoned skipper looking to sharpen your skills or a newcomer eager to experience your first sunset at sea, FOS 2026 offers a perfect balance of informal racing, team building, and cultural immersion.
Participants will have the opportunity to exchange tips, techniques, and stories while enjoying the breathtaking beauty of Ionian islands coastline. This is a perfect chance for sailors to connect, learn from each other, and foster friendships that extend beyond the festival.
The 2026 Itinerary
The South Ionian Odyssey
Starting from Lefkada to explore the South Ionian you should expect short sails, nice weather, hidden bays surrounded by trees, charming fishing villages, Greek tavernas with traditional food, fun on land activities, and an abundance of Greek history.
7 days Flotilla from Lefkada
Lefkada
Kefalonia
Ithaca
Atokos
Kalamos
Meganisi
Discover our Activities
Activities
Informal Regatta
Test your sails! Friendly races between destinations to see who catches the Ionian breeze best!
Traditional Dinners
Day 2 & Day 6 we expect to taste some nice local food all together! Greece is popular about food, tastes and local traditional delicacies!
Legendary Dinghy Racing
No engines, no oars—just pure creativity and laughter at the beach.
Cocktail Competition
A cocktail competition is more than just a night of drinks; it’s an experience filled with creativity, laughter, and friendly competition!
Beach & Swimming Stops
Ionian is famous for it's hidden bays, beautiful beaches with turquoise waters, so we'll do our best to visit some of these beautiful spots!
History & Local Culture
Greece has a long history and local culture that you can explore by visiting the small fishing villages and charming towns.
Don't miss this
Sailing Event
The ISSA Sailing community is open to everyone, regardless of experience level. Whether you’re an experienced sailor or just beginning your journey, we encourage you to join us for this extraordinary event. Bring your friends, family, and fellow sailing enthusiasts, and let’s create lasting memories together!
How to
participate?
You can participate by chartering a whole boat or a cabin in one of our boats that have availability!
RESERVE A CABIN
Reserve one or two of the two available cabins on the flotilla lead boat. In our catamaran Lagoon 400S2, each cabin has it’s own ensuite wc with shower.
Cost – €1400 each cabin. Price includes fuel, moorings, participation in activities.
BOOK A WHOLE BOAT
We have a variety of monohulls and catamarans available in the area. These can be bareboat, skippered or crewed.
Costs for the boat charter vary by boat type, model and amenities. Monohulls start from €1500; Catamarans start from 2500€
Below you’ll find some indicative options for bareboat charter boats. All boats should be chartered through SAIL2DAY office.
Participation fee (200€/person)
Please inquire and let us know your desires and we’ll be happy to provide options that fit your needs.
Yacht | Built Year | Availability / Pricing |
|---|---|---|
Lagoon 400 S2 (DOUBLE CABIN RENTAL) | 2018 | LEAD BOAT (1400€ / cabin) |
Lagoon 39 | 2015 | Charter Fee starts at 2.500€ |
BALI 4.0 BALI 4.1 | 2018 – 2020 | For Prices, Availability & Booking get in touch |
Yacht | Built Year | Availabity |
|---|---|---|
Dufour 390 Dufour 412GL Oceanis 38.1 Oceanis 41.1 Sun Odyssey 410 | 2017 – 2024 | For Prices, Availability & Booking get in touch |
Yacht | Built Year | Availabity |
|---|---|---|
Dufour 430 | 2021 | Charter fee starts at 2000€ |
Oceanis 40.1 Dufour 460 Bavaria C45 Oceanis 46.1 Sun Odyssey 410 | 2017 – 2024 | For Prices, Availability & Booking get in touch |
Yacht | Built Year | Availabity |
|---|---|---|
Oceanis 46.1 Oceanis 51.1 Oceanis 48 Sun Odyssey 490 | 2016 – 2024 | For Prices, Availability & Booking get in touch |
* All boats should be booked through SAIL2DAY office.
Participation Fee for external boats: 200€ per boat + participation fee per person
Above boat prices do not include fuel, provisions, extras or expenses. Additional costs include flights, provisioning (food and beverages), mooring fees, water toys, or other extras refuelling at the end of the charter etc.
Ready to participate?
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