
Greece Sailing Holidays
Island Hopping Sailing Tours
One of the world's top sailing holiday destinations
Discover the stunning coastlines of the Saronic, Ionian and Cyclades Islands. With five routes to suit any style, set sail to discover the wonder of Greece any way you desire.
Select Greece Sailing Tour Style
Greece Corfu Discovery
- Departs Corfu
- For 18-35's
- July - September
- 2026 Early Bird Sale On Now
- From €903 per person
- 7 days
With hidden sea caves, lush coastlines & turquoise waters, the Ionian Islands make for the perfect island-hopping adventure. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking beaches.
Greece Athens Voyager
- Departs Athens
- For 18-35's
- July - September
- 2026 Early Bird Sale On Now
- From €802 per person
- 7 days
Swim in beautiful coves and explore seaside villages as you discover the enchanting Saronic Islands of Greece. With sunshine and new adventures by day and the very best of Greek hospitality by night.
Greece Paros Explorer
- Departs Paros
- For All Ages
- May - September
- 2026 Early Bird Sale On Now
- From €1963 per person
- 7 days
Discover the Cyclades islands, famed for sandy beaches and iconic blue and white architecture as we visit some of the most famous Greek Islands.
Greece Lefkada Explorer
- Departs Lefkada
- For All Ages
- June - September
- 2026 Early Bird Sale On Now
- From €1963 per person
- 7 days
Discover the South Ionian islands, renowned for spectacular white sand beaches and charming local towns as we visit some of the most picturesque islands in Greece.
Greece Corfu Explorer
- Departs Corfu
- For All Ages
- May - September
- 2026 Early Bird Sale On Now
- From €1963 per person
- 7 days
Take in the lush northern Ionian islands off the coast of Corfu, with hidden sea caves and turquoise waters.
2026 EARLY BIRD SALE
7 days from just €837, including breakfast daily and BYO drinks! The lowest prices we'll have for MedSailors 2026 trips!
Greece Travel Hacks
The main sailing season in Greece runs from May through October. During these months, you can explore the Aegean or Ionian Sea or the Cyclades Islands while enjoying warm waters, pleasant temperatures, and reliable sailing conditions.
Whether you’re seeking an adventure-filled itinerary or a laid-back escape to disconnect from the world, Greece offers a sailing paradise that caters to every type of traveller.
Let's look at the best sailing areas, sorted from the easiest to the most difficult:
- Saronic south of Athens
- Ionian Sea - to the west of mainland Greece
- The Cyclades Islands in the Aegean Sea
How much does it cost to go on a yacht in Greece? You can spend 7 days sailing around Greece on a skippered yacht for as little as €903 per person, including breakfast every day.
Sailing Deals & Discounts

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YOUR TRIP?
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