TravelWhiz by Wendy Orr
Acropolis of Athens Greece at sunset

Greece Vacations — Ancient History & Island Paradise

Greece

Best Time to Visit: May through June and September through October
Climate: Mediterranean with hot, dry summers (25–35°C) and mild winters. The islands are best visited May–October.

Greece is one of the world's most extraordinary travel destinations — a country where ancient history and natural beauty exist in perfect harmony. The Acropolis of Athens, the volcanic caldera of Santorini, the party beaches of Mykonos, the Minoan ruins of Crete, and the unspoiled villages of the Peloponnese all await within a country the size of Alabama.

Why Visit Greece?

  • Acropolis of Athens — the most important ancient monument in the Western world
  • Santorini caldera — the world's most dramatic volcanic landscape
  • Greek island hopping — 200 inhabited islands, each with its own character
  • Delphi and Olympia — ancient sanctuaries of extraordinary historical significance
  • Meteora — Byzantine monasteries perched on towering rock pillars

Things to Do in Greece

Wendy can arrange any of these experiences as part of your personalised itinerary.

Acropolis & Athens

Explore the Acropolis, the Ancient Agora, the National Archaeological Museum, and the vibrant Monastiraki neighbourhood.

Island Hopping

Take ferries between the Greek islands — Santorini, Mykonos, Paros, Naxos, Crete, and Rhodes are all connected by regular ferry services.

Santorini Caldera Cruise

Sail around the Santorini caldera to the volcanic islands of Nea Kameni and Palea Kameni — swim in the hot springs and watch the famous sunset.

Meteora Monasteries

Visit the extraordinary Byzantine monasteries perched on towering sandstone pillars in central Greece — a UNESCO World Heritage Site.

Delphi & Olympia

Visit the ancient sanctuaries of Delphi (Oracle of Apollo) and Olympia (birthplace of the Olympic Games) on a day trip from Athens.

Scuba Diving & Snorkelling

The Greek islands offer excellent diving — ancient shipwrecks, sea caves, and crystal-clear Aegean waters.

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Where to Eat in Greece

Wendy's recommended restaurants — from fine dining to authentic local cuisine.

Fine Dining

Selene, Santorini

Santorini's most celebrated restaurant — exceptional modern Greek cuisine using local ingredients, with caldera views.

Traditional Greek

Strofi, Athens

A beloved Athens institution near the Acropolis — traditional Greek cuisine with a rooftop terrace and Parthenon views.

Cretan Cuisine

Kritamos, Crete

Authentic Cretan cuisine in Chania's old harbour — fresh seafood, local cheeses, and excellent Cretan wine.

Where to Stay in Greece

Wendy has personal relationships with these properties and can often secure upgrades and exclusive rates.

Canaves Oia Epitome, Santorini

Luxury

One of Santorini's most extraordinary hotels — cave suites with private infinity pools and unobstructed caldera views.

Hotel Grande Bretagne, Athens

Luxury

Athens's most historic luxury hotel on Syntagma Square — exceptional service, a rooftop pool, and Acropolis views.

Domes Noruz, Chania

Boutique

A stunning boutique resort on the Cretan coast — beautiful design, excellent dining, and a private beach.

Planning Your Greece Trip

📅 Best Time to Visit

May through June and September through October — perfect weather, manageable crowds, and lower prices than peak summer.

🌤️ Climate

Mediterranean with hot, dry summers (25–35°C) and mild winters. The islands are best visited May–October.

✈️ Getting There

Connecting flights from Calgary to Athens International Airport (ATH) via London, Frankfurt, or Amsterdam. Total travel time approximately 14–16 hours.

W

Wendy's Take on Greece

35+ years of travel expertise

Greece, a destination I've had the pleasure of exploring countless times over my 35+ years in travel, truly embodies the magic of the Mediterranean. It's a place where ancient history breathes alongside vibrant modern life, where the iconic whitewashed villages cling to cliffs overlooking the azure Aegean, and where every island offers its own unique charm. From the awe-inspiring Acropolis in Athens to the sun-drenched beaches of Mykonos and the breathtaking sunsets of Santorini, Greece is a tapestry of experiences. My clients, whether they're history buffs, honeymooners, or families seeking adventure, always return enchanted by its beauty and the warmth of its people. I always tell people that the key to unlocking Greece's full potential is to embrace its diverse offerings, from bustling cityscapes to tranquil island retreats.

When planning a trip to Greece, consider the time of year carefully. The shoulder seasons of late spring (April-May) and early autumn (September-October) offer delightful weather, fewer crowds, and still plenty of sunshine for exploring. This is when you can comfortably wander through ancient ruins, enjoy leisurely meals at seaside tavernas, and experience the local culture without the peak summer rush. For those dreaming of island hopping, I recommend focusing on a cluster of islands within a specific archipelago to minimize travel time and maximize relaxation. Whether it's the Cyclades with their iconic architecture, the Ionian islands with their lush landscapes, or the Dodecanese with their rich history, each group has a distinct personality. Don't forget to savor the incredible Greek cuisine – fresh seafood, olives, feta, and a glass of local wine are essential to the experience.

Accommodation in Greece ranges from charming boutique hotels in historic districts to luxurious resorts with stunning sea views. I've seen firsthand how choosing the right base can transform a trip, allowing for easy access to attractions while providing a peaceful sanctuary. For a truly immersive experience, consider staying in a traditional guesthouse or even a villa, especially if you're traveling with a group. Remember, Greece is more than just its famous landmarks; it's about the rhythm of life, the hospitality, and the sheer joy of discovery. It's a destination that invites you to slow down, connect with history, and create memories that will last a lifetime, no matter where you're coming from.

Insider Tips — Greece

1.

When visiting the Acropolis, go early in the morning right at opening to avoid the worst of the crowds and the midday heat; the light for photos is also magical.

2.

Don't just stick to the famous islands; explore lesser-known gems like Naxos for authentic Greek village life, stunning beaches, and incredible local food at a fraction of the cost.

3.

Always carry small denominations of Euros, especially when visiting smaller shops or tavernas on the islands, as credit card machines might not always be available or preferred.

4.

Invest in good quality water shoes if you plan on swimming in the Aegean Sea, as many beaches are pebbly and the volcanic rock can be sharp.

5.

For a truly unique culinary experience, seek out a traditional 'psarotaverna' (fish tavern) in a coastal town and ask for the catch of the day; it's often grilled simply with olive oil and lemon, showcasing the incredible freshness.

Frequently Asked Questions — Greece

What is the best Greek island to visit?

It depends on what you're looking for. Santorini for romance and dramatic scenery, Mykonos for nightlife and beaches, Crete for history and variety, Corfu for lush greenery and Venetian architecture, Paros and Naxos for a quieter, more authentic experience.

Do Canadians need a visa for Greece?

No — Canadian citizens can visit Greece (and the entire Schengen Area) visa-free for up to 90 days in any 180-day period with a valid passport.

When is the best time to visit Greece?

May–June and September–October offer the best combination of good weather, manageable crowds, and reasonable prices. July and August are the hottest and most crowded months.

Book Your Greece Trip with Wendy

As your trusted travel consultant, Wendy handles every detail of your Greece vacation — from flights and hotels to transfers and experiences. Get in touch for a free, no-obligation quote.

Book Your Greece Trip with Wendy

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