As I write this, my retired father is on a week long cruise Greece’s Aegean Sea, visiting the low tourism Greek Islands to do some walking, before eating in an authentic family-run Taverna, before sleeping on their small boat. It’s currently 30°C there, while I’ve literally just got home after walking his dog in the pouring rain.

I probably don’t need to tell you I’d love it if the roles were reversed. Not that I want my dad to be cold and wet, just that I’ve loved the Greek Islands since I first discovered them nearly 30 years ago, and his adventures sound like an idyllic dream to me.

I have lived and worked there too in bars; my Mediterranean blood of a Gibraltarian and Maltese twist to my Irish genetic makeup means I have olive skin and a taste for wearing shorts. But a short term trip will always be a better looking-glass experience to a rose-tinted version of the lifestyle.

The Hellenic Republic offers stunning landscapes, drenched in sunshine, culture and ancient history. It’s a top cruise destination thanks to the Mediterranean Sea. However, choosing the right time to visit is crucial for maximizing your experience. This guide will help you decide when to embark on your Greek cruise.

Chalki island with old boats and tavernas
Traditional harbours like Chalki island with it’s old boats and tavernas are a dream for seafood

Why Choose Greece for a Cruise?

Greece offers a perfect mix of historical landmarks, beautiful islands, and culinary delights. From exploring ancient ruins like the Acropolis to soaking in the serene beauty of Santorini or the lively nightlife of Mykonos, a Greece cruise holiday allows you to experience multiple destinations in one trip.

The Greek islands are a sailing paradise, with only 13 of the 6000 having an airport that accepts international flights from the UK, and I’ve been to every one at least once. They include Santorini, Mykonos, Eptanisa, Corfu, Kefalonia, Lefkada, Zakynthos, Rhodes, Kos,
Karpathos, Sporades, Skiathos, Lesvos, Lemnos, Samos, and Crete.

Some of the above have a few close by accessible by a short boat ride, but that leaves approximately 200 of the 227 inhabited islands left to explore, ideal for a cruise which can easily stop off.

What makes these quieter Greek islands such bliss for travellers? It’s the lack of tourism which really makes it feel like a step back into time, for the ultimate in relaxing digital detox. I can highly recommend sitting on a boat anchored in a bay, looking at the crystal clear waters below. It’s heaven on earth in my opinion, I plan my own retirement there, writing about Greek Mythology and legends in the land of the Gods and Titans.

cruise ships in rhodes
I tend to go to Rhodes in May and the cruise ships are already there

Month-by-Month Breakdown: When Is Best?

May-August: Peak Tourist Season

This is the busiest time for Greek cruises, offering warm weather, buzzing nightlife, and fully operational attractions. If you enjoy lively atmospheres, sun-soaked beaches, and bustling tourist spots, this is the perfect time to visit. Although early May can be a bit cooler in the evenings.

However, keep in mind that July and August can be extremely hot and you’ll need to chase the kids around to cover them in sunscreen. As with the rest of Europe, prices will be higher.

For a more personalized experience, look into small-ship cruises or yacht charters that can dock at less-crowded islands like Naxos and Paros, providing a quieter, more intimate experience.

Pros:

  • Fully operational tourist sites
  • Ideal for beachgoers and nightlife enthusiasts
  • Plenty of festivals and events

Cons:

  • Crowded and more expensive
  • Hot weather, particularly in July and August
The main port of Kos island in Greece
The main port of Kos island in Greece

September: Milder Weather and Fewer Crowds

If you prefer fewer tourists and more comfortable temperatures, September and October are excellent months to visit. With temperatures ranging from 21°C to 29°C, it’s perfect for sightseeing, hiking, and swimming. The sea is still warm, and you can enjoy the beauty of Greece without the high prices and long queues.

Obviously as it’s not the school holidays, that means prices are not extortionate. A shame really as it’s ideal weather for kids.

Unique Experiences

  • Harvest festivals and wine tastings
  • Lower prices and better availability compared to peak summer

Pros:

  • Fewer crowds and lower prices
  • Comfortable weather for outdoor activities and exploring
  • Cultural festivals to enjoy

Cons:

  • Some attractions and businesses may start closing late September
cruise ship at Santorini
If you want to take pictures in Santorini without crowds, look at the first and last cruise dates

April/October: The fringes

Some people might tell you these are good times to go, but it is essential you do your research as it’s very location dependant. It’s likely restaurants and hotels are closing down in early October, with staff heading home. You’ll know if this is the case, as direct flights and cruises will stop going.

If you are casting eyes on a cheeky October Half-Term holiday escape, most of Greek tourists spots have already closed down, making Cyprus the only option.

Pros:

  • Lower prices
  • Ideal for those wanting to avoid the crowds if you can get lucky

Cons:

  • Many attractions and businesses may be closed or closing
  • Limited cruise options

November-March: Off-Season for a Quieter Experience

The off-season (November to April) offers a more budget-friendly and quieter experience, mainly as nearly everything is closed. Even the Greeks will have gone home back to the mainland, so make your picks wisely if self planning as you’ll be lucky to find any cruises.

Weather wise it can be quite stormy and wet, so I’d avoid sea travel and stick to the mainland.

 

The Parthenon Temple and the Herodion Theater at the Acropolis of Athens Greece with ice and snow during a winter snowstorm
Greece can get snow in winter

Detailed Weather Insights by Month

  • May: Pleasant, warm weather (around 20°C-25°C) with moderate crowds.
  • June: Warm temperatures (25°C-30°C), ideal for beach days.
  • July-August: Peak heat (over 30°C), best for sun-seekers, but prepare for crowds.
  • September: Still warm (25°C-29°C), with fewer tourists and calmer seas.
  • October: Cooler but pleasant (21°C-25°C), with fewer crowds and great deals.
  • November-April: Cooler, potentially rainy, but offers a peaceful and budget-friendly escape if you know where to go.

Events and Festivals

  • Greek Easter (April): A deeply cultural experience, with festivities and traditional meals.
  • Harvest Festivals (September-October): Perfect for wine tastings and experiencing local Greek produce.
  • Santorini Jazz Festival (July): For music lovers, this festival showcases international and local jazz talent.

Aligning your trip with these events can provide a more immersive cultural experience, offering unique insights into Greek traditions and customs.

Practical Tips for Planning Your Cruise

  • Book Early: Cruises fill up quickly during peak season. Plan well in advance to secure the best deals and accommodations.
  • Pack Accordingly: For summer, pack lightweight clothing, sunscreen, and a hat. For autumn, add layers for cooler evenings. Winter travellers should bring warm clothes and waterproofs.
  • Set Priorities: Choose your travel dates based on what’s most important to you. Whether it’s beach time, cultural immersion, or lower costs.
  • Health and Safety: During peak summer, stay hydrated and wear sunscreen. Also, consider purchasing travel insurance for peace of mind.

Price Comparisons and Deals

Prices for cruises in Greece can vary significantly depending on the time of year. Summer cruises tend to be the most expensive, especially in July and August. September and October offer better value, while the off-season provides the best deals. Look for early-bird discounts or last-minute offers to save on peak-season cruises.

Transportation and Cruise Port Access

If you’re flying into Greece for your cruise, the best airports to arrive at are Athens International Airport (ATH) or Thessaloniki Airport (SKG). Many cruises depart from Piraeus Port near Athens, which is easily accessible by public transport or taxi. If you’re traveling between islands, you can also use local ferries.

Packing List Suggestions

  • Summer (May-August): Light clothing, swimwear, sunscreen, hat, sandals, sunglasses.
  • Autumn (September-October): Layered clothing, light jacket, comfortable walking shoes, sunscreen.
  • Winter (November-April): Warm clothes, waterproof jacket, sturdy shoes, and an umbrella.

Final Thoughts

The best time to cruise to Greece depends on your personal preferences obviously but I’d pick September for warmth, price and lack of crowds which ticks all my boxes.

If you have the money and don’t mind it, May-August is best for atmosphere, beach experiences, and peak events. Off-season months (October-April) cater to those seeking tranquillity and budget-friendly options, although this will be on the mainland.

Regardless of when you choose to visit, a Greek cruise offers an unforgettable journey through gorgeous landscapes and world-famous historical sites.

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Ciaran Clarke
Ciaran is a father to Isabella (8) and Finnley (6) and lives in Hove, East Sussex. Our Digital Marketing, Technology, and Business expert we call on for business news and a light-hearted update on paternal parenting. Ciaran enjoys sports, cooking, and spending time with his children, and we enjoy his contributions so much we've nicknamed him Manny McPhee.