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How to discover the Greek islands most travelers miss

A small boat cruise offers a more intimate experience of Greece’s lesser known spots

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For many travelers, Greece begins and ends with two names: Mykonos and Santorini.

The islands have earned their place on countless bucket lists, with whitewashed villages, blue-domed churches and dramatic sunsets that draw visitors from around the world. But as these iconic destinations become increasingly crowded, more travelers are looking beyond the familiar postcard views to a quieter, more authentic side of Greece.

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That’s where the country’s lesser-known islands and coastal towns come in.

During my week aboard Variety Cruises’ Classic Greece itinerary, I discovered a different side of the Mediterranean—one defined by car-free streets, centuries-old fortresses, waterfront taverns and communities where life still moves more slowly. From the stone villages and rugged coastlines of Kea to the pedestrian-only charm of Hydra and the medieval walls of Monemvasia, these destinations offer the beauty, history and culture travelers in Greece have to offer, but with a more intimate feel.

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Traveling aboard this cruise made these discoveries feel effortless. With a small ship with only 21 Oceanview cabins and 17 crew members, the experience offered a more intimate way to explore Greece, reaching smaller ports and coastal towns that are often inaccessible to larger ships. Instead of getting among the crowds, our days started with coffee overlooking quiet harbors, followed by medieval alleys, swimming in separate areas and long lunches at familiar taverns.

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Kea

Kea, Greece
Kea offers a relaxed atmosphere, where waterfront taverns and quiet streets set the pace. Photo by VICTORIA SURLA /POSTMEDIA

Our first destination was Kea, a Cycladic island located just 15 nautical miles (28 kilometers) from the port of Lavrio near Athens. Often overshadowed by its more famous neighbours, Kea offers a quieter introduction to the Greek islands.

The ship approached just after sunset, introducing us to the slower pace that would define the week. Instead of rushing to check off a list of sights, I settled into a waterfront taverna, where glasses of crisp Greek wine and plates of freshly fried calamari marked the perfect introduction to the island.

While visitors come to Kea for hiking trails, ancient ruins and picturesque villages like Ioulida, Vourkari and Ancient Karthea, its biggest appeal is its unusual atmosphere. Whether wandering quiet streets, hiking centuries-old stone paths or lingering over dinner by the sea, Kea invited me to slow down and enjoy a seemingly untouched part of Greece.

Delos

Delos ruins in Greece
Ancient ruins dot Delos, a UNESCO World Heritage Site and one of Greece’s most significant archaeological sites. Photo by VICTORIA SURLA /POSTMEDIA

After Kea, my journey aboard the Harmony G ship continued to Delos, one of Greece’s most significant archaeological sites and a UNESCO World Heritage Site. Unlike the island we visited before, Delos is not a place to linger over long lunches or wander charming villages. Uninhabited today, it is an open-air museum that offers an insight into the ancient world.

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According to Greek mythology, Delos is the birthplace of the twin gods Apollo and Artemis. The once thriving religious, cultural and commercial center is now home to remarkably preserved ruins that will make you feel like you are stepping back into a 2,000-year-old time capsule. As our guide shared stories of the island’s history, it was easy to imagine the bustling streets that once welcomed traders and sailors from the Mediterranean.

Variety Cruises took us to smaller ports and coastal towns that were often inaccessible to larger ships.
Variety Cruises took us to smaller ports and coastal towns that were often inaccessible to larger ships. Photo by VICTORIA SURLA /POSTMEDIA

While Delos is often visited as a day trip from nearby Mykonos, arriving by small ship gave the island an even greater sense of tranquility. With no restaurants, hotels or permanent residents, the focus remains entirely on its remarkable history – offering a fascinating contrast to the bustling resort towns that have come to define many Greek island itineraries.

Mykonos, Santorini and Crete

Damnoni on Crete
Damnoni Beach in Crete is framed by turquoise waters and rugged hills along the south coast of the island. Photo by VICTORIA SURLA /POSTMEDIA

In Mykonos, we wandered through the narrow whitewashed streets of Chora and Little Venice, where colorful 18th century buildings sit right along the Aegean Sea. Watching the waves under the wooden balconies as the sun set over the water captured the timeless charm that made the island an icon.

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Santorini offered another unforgettable perspective, with dramatic volcanic cliffs, blue domed churches and villages above the caldera. Beyond the famous viewpoints, the ancient ruins of Akrotiri revealed the deeper history of the island and reminded us that there is more to discover than its stunning sunsets.

Our time in Crete was spent on a guided driving tour from Rethymnon which took us past the main towns and into the scenic countryside. Walking through mountain roads, small villages and coastal landscapes, we made our way to Damnoni Beach, a beautiful stretch of coast known for its clear turquoise waters and dramatic surroundings.

Kythira and Monemvasia

Monemvasia's historic streets are closed to cars.
Monemvasia’s historic streets are closed to cars. Photo by VICTORIA SURLA /POSTMEDIA

Kythira, facing the eastern tip of the Peloponnese, remains one of Greece’s lesser-known treasures. Featured in ancient mythology, the Greeks believed that it is the island of the celestial body Aphrodite, the goddess of love. Besides its legendary past, Kythira charmed me with traditional villages, rugged landscapes and quiet beaches, which we explored during a short taxi ride around the island.

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Later that day we arrived at Monemvasia, a medieval fortress town built into the side of a massive cliff along the Peloponnese coast. Connected to the mainland by a narrow causeway, the city feels like it belongs to another era, with winding alleys, Byzantine churches and centuries-old stone buildings preserved within its walls.

With no cars allowed in the old town, exploring Monemvasia means discovering its history on foot, from quiet cobblestone paths to panoramic views over the Aegean Sea. Together, Kythira and Monemvasia captured two different sides of Greece: one shaped by myth and natural beauty, the other by centuries of human history and tradition.

Nafplio

Nafplio in Greece
Nafplio’s waterfront is lined with neoclassical architecture and cafes, with views of Bourtzi Castle rising from the harbor. Photo by VICTORIA SURLA /POSTMEDIA

What stood out most about Nafplio was the warm personal feel of the town’s hospitality. While dining at a waterfront restaurant, I struck up a conversation with a staff member who proudly invited me into the kitchen to see the fresh catch of the day. He showed me the fish prepared for tonight’s dinner – one of those genuine connections that make traveling through Greece so special.

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Hydra

Hydra in Greece
Hydra’s harbor is lined with whitewashed buildings, cafes and boats, reflecting the island’s famously unbridled pace of life. Photo by VICTORIA SURLA /POSTMEDIA

Our final destination was Hydra, an island that perfectly captured the slower pace of Greece. With no cars or motorized vehicles allowed, the island moves at a gentler rhythm, with donkeys carrying supplies through narrow streets and boats serving as the main way to come and go.

Long known as a haven for artists and creatives, Hydra has attracted visitors seeking inspiration and simplicity. Ending the trip here felt fitting: a place where the beauty of Greece comes not from great attractions, but from peaceful landscapes, welcoming communities and an unusual way of life.

The case for small boat trips

The comfortable lounge aboard Variety Cruises' ship.
The comfortable lounge aboard Variety Cruises’ small ship. Photo by VICTORIA SURLA /POSTMEDIA

Among the memorable moments after returning to the ship was our Greek night party in Crete. After a traditional Greek dinner, the evening transformed into a lively celebration of music and culture. Local dancers introduced us to authentic Cretan dances, sharing traditions through generations. As everyone joined in, learned the steps and moved to the rhythm, it became less of a performance and more of a shared experience.

This trip taught me that the magic of Greece is not only where you go, but how you experience it. It was a reminder that the most memorable journeys are often the ones that slow you down.

The writer visited Greece as a guest of Variety Cruises, which did not suggest this story before publication.

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