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Close your eyes. Picture whitewashed houses against a deep blue sky. Imagine the sound of waves lapping against the hull. You are in Greece, the ultimate playground for sailors. But when should you book your trip to experience this magic in the best conditions?
Navigating the Greek islands is a dream, but timing is everything. Whether you want to party in Mykonos or relax in a quiet cove in Corfu, the season matters. Here is our guide to finding the perfect moment for your Greek adventure.

The short answer: The “Sweet Spot”
If you want the perfect balance, aim for the shoulder season. The months of May, June, September, and October are ideal.
Why? The weather is warm but not scorching. The sea is inviting. Most importantly, the crowds are manageable. You get the authentic Greek experience without the hustle of peak summer.
Breaking down the seasons
Summer (July – August): High energy and strong winds
This is the peak of the season. The sun is blazing, and the nightlife is vibrant. If you love a lively atmosphere, this is the time for you.
However, sailors must be aware of the Meltemi. This strong northern wind blows across the Aegean Sea (Cyclades and Dodecanese) during these months. It keeps temperatures pleasant but can make sailing challenging. It is a thrill for experienced sailors, but beginners might prefer calmer waters.
Spring (April – May): Nature awakes
The islands are green and blooming with wildflowers. The air is fresh, and the locals are relaxed. It is the best time for hiking and exploring ancient ruins. The sea might be a bit brisk for swimming, but the sailing conditions are generally calm and peaceful.
Autumn (September – October): Endless summer
This is the favorite season for many sailors. The Meltemi dies down, leaving calm seas behind. The water is still warm from the long summer months, perfect for swimming and snorkeling. It feels like summer, just quieter.
Winter (November – March): The quiet side
Most islands go into hibernation. Ferries are less frequent, and many tavernas close. However, it is a great time to visit Athens or explore the mainland without tourists. For sailing, conditions can be unpredictable, so check with our advisors.
The “Meltemi” Cheat Code: Choosing the right island group
Here is a tip that adds real value to your trip planning. You can sail in Greece even in peak summer and avoid rough seas. You just need to choose the right destination.
If you travel in July or August and want to avoid the strong Meltemi winds of the Aegean, head west. The Ionian Islands (Corfu, Lefkada, Zakynthos) are immune to the Meltemi. Here, the winds are gentle and predictable (the “Maistro”). It is the perfect region for families and relaxed sailing, even during the hottest months.

Ready to set sail?
Greece offers a different face in every season. It all depends on what you are looking for.
- Relaxation & Swimming: September is your best bet.
- Sporty Sailing: July and August in the Cyclades.
- Family cruising: July and August in the Ionian Islands.
- Exploration & Nature: May or October.
Click&Boat is here to help you find the perfect yacht. Whether you need a catamaran charter for stability or a sailboat for the thrill, we have the right boat for you.
Start planning your memories made on water today. The Greek gods are waiting for you.
FAQ
What is the cheapest month to go to Greece?
May and October are generally the most affordable months. You can find excellent deals on boat rentals and flights compared to the peak summer rates.
When is the water warmest in Greece?
The sea is warmest in August and September, reaching up to 25°C (77°F). It stays pleasant for swimming well into October.
Is it safe to sail during the Meltemi season?
Yes, but experience matters. If you are new to sailing, we recommend hiring a skipper. Alternatively, choose the Ionian Islands where the Meltemi does not blow.
How many days do I need for a sailing trip?
A week (7 days) is the standard minimum to truly enjoy an island group. It allows you to hop between islands without rushing.
Do I need a license to rent a boat in Greece?
For bareboat charters (without a skipper), you generally need a valid sailing license (like an ICC). If you don’t have one, you can easily book a boat with a skipper.
When do the islands “close” for winter?
Most tourist facilities on smaller islands shut down from late October to early April. The sailing season typically wraps up around mid-November.







