sail2day & ISSA present

ISSA Festival of Sails Greece 2026

3 – 9 OCTOBER 2026 β€’ LEFKADA, GREECE

A week-long flotilla through the South Ionian with the ISSA sailing community: informal racing, shared dinners, hidden bays and island culture, starting from our base in Vliho Bay.

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Dates3 – 9 October 2026
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Duration7 Days
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RouteSouth Ionian
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Cabins From€1,400 / cabin
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Start & FinishVliho Bay, Lefkada
Sail the Myth, Live the Adventure

A Celebration of Sailing & Culture

Join sail2day and the ISSA community for an unforgettable week in the Ionian Sea. From 3 to 9 October 2026, we set sail from Lefkada to discover hidden bays, vibrant culture, and the true soul of sailing.

More Than Just a Flotilla

The Festival of Sails brings together sailing skills and the Mediterranean way of life. Whether you are an experienced skipper sharpening your skills or a newcomer looking forward to your first sunset at sea, there is informal racing, team building and plenty of culture for everyone.

Community & Connection

Swap tips, techniques and sea stories with fellow sailors as you explore the Ionian coastline together. It is a rare chance to connect, learn from each other, and make friends for life.

The 2026 Itinerary

The South Ionian Odyssey

Setting sail from Lefkada into the South Ionian: short coastal legs, gentle weather, pine-fringed bays, fishing ports, seaside tavernas and ancient Greek history.

7-Day Route Highlights

  1. Lefkada (base)
  2. Kefalonia
  3. Ithaca
  4. Atokos
  5. Kalamos
  6. Meganisi
Festival of Sails 2026 route map
Event Highlights

Festival Activities

Informal Regatta

Friendly races between destinations to see who catches the Ionian breeze best.

Traditional Dinners

On Day 2 and Day 6 we eat together, tasting authentic Greek flavours and regional dishes.

Legendary Dinghy Racing

No engines, no oars. Just creativity, teamwork and a lot of laughter on the beach.

Cocktail Competition

An evening of mixology, friendly rivalry and fun on the water.

Beach & Swimming Stops

Explore the Ionian’s hidden bays and secluded turquoise coves.

History & Local Culture

Fishing villages, historic towns and Greek traditions along the way.

Join the Flotilla

How to Participate

Reserve a single cabin on our lead catamaran, or charter a whole yacht for your own crew.

Option A

Reserve a Cabin

A double cabin on our flagship catamaran, the Lagoon 400 S2. Every cabin has a private en-suite bathroom with shower.

€1,400/ cabin

Includes fuel, mooring fees and event registration.

Request a Cabin
Option B

Book a Whole Boat

Bareboat, skippered or crewed, on a monohull or catamaran from the sail2day fleet.

€1,500monohull, from
€2,500catamaran, from

Event participation fee: €200 / person + €200 / boat for external charters.

Request a Boat

Fleet Availability & Pricing

Yacht ModelBuiltAvailability / Pricing
Catamarans
Lagoon 400 S2 (double cabin rental) 2018 Lead boat: €1,400 / cabin
Lagoon 39 2015 Charter fee from €2,500
BALI 4.0 / BALI 4.1 2018 – 2020 Contact for availability & pricing
Monohulls Β· 3 cabins
Dufour 390 / Dufour 412GL / Oceanis 38.1 / Oceanis 41.1 / Sun Odyssey 410 2017 – 2024 Contact for availability & pricing
Monohulls Β· 4 cabins
Dufour 430 2021 Charter fee from €2,000
Oceanis 40.1 / Dufour 460 / Bavaria C45 / Oceanis 46.1 / Sun Odyssey 410 2017 – 2024 Contact for availability & pricing
Monohulls Β· 5 cabins
Oceanis 46.1 / Oceanis 51.1 / Oceanis 48 / Sun Odyssey 490 2016 – 2024 Contact for availability & pricing

Whole-boat charter rates exclude fuel, provisions, end-of-charter refuelling and extra gear. Contact us for a custom quote.

Reserve Your Berth

Enquire & Book

Send us your details and our charter team will get back to you within 24 hours.

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