Destination

Cycladic Islands

Greece’s best island-hopping. Each island has a strong, distinct character based on traditions, customs, topography and its historical development. Rugged cliffs to sweeping dirt trails make this region a biking and hiking paradise. The diversity and closeness of the islands allows for a plethora of experiences in a short amount of time. Whitewashed villages, crystal-clear waters, and timeless allure converge, offering an immersive experience in the heart of Greece’s island paradise.

“Classic whitewashed village Greek island feeling, great modern restaurants and luxury/unique hotels, good nightlife, lots of options for hiking and biking, close t for island exploring.”

May - October

Biking, Hiking, Cuisine

4-8 Days

Marvel at the detail of Tinos’s famous dovecotes

Cycle the Byzantine Trail of Paros

Relish the mix of tradition and modernity of the cuisine of Sifnos

Hike to the cliff-side Hozoviotissa Monastery in Amorgos

Combine luxury with cycladic tradition in Xinara House, Tinos

Sip and savor the world-class wines of Tinos

Enjoy fish straight from the sea in Naousa’s buzzy fishing port

Dance until the sun comes up in Mykonos

Hike high above the shimmering Aegean in a quiet corner of Sifnos

Experience the deep blue bays of serene Amorgos

History

The name Cyclades means ‘encircling islands’ as they form a rough circle around the sacred island of Delos, the legendary birthplace of Artemis and Apollo. It’s believed that the Carians, of southwestern Turkey, were the first inhabitants of the islands until, according to Greek historian Thucydides, being expelled by King Minos. There is much evidence of a rich Bronze Age culture on the islands, characterized in particular by female figurines.

The Cyclades were colonized by the Ionians in the 10th and 9th centuries BCE, and flourished just centuries later from the 8th to 6th century BCE. Later, only the island of Delos remained important for its role as the headquarters of the Delian League. The Delian League was a confederacy of ancient Greek states under the leadership of Athens founded in the 5th century BCE. At the time, Greece was still comprised of a number of independent city states which the league sought to bring together to protect themselves from the Persians.

As important stopovers on Aegean trade routes, the Cyclades were ruled by virtually every power in the region at one time or another. Traces of the Venetians’ period of rule are especially present on the islands today.

Local Cuisine

While each island varies, as a whole, the Cyclades are home to a rocky and barren landscape, which is reflected in the local cuisine. With their dry climates, the islands rely on agricultural products requiring little water; heirloom varieties of tomatoes, artichokes, wild capers and herbs, legumes like split peas and chickpeas, and summer fruits like figs and grapes, thyme or other herbal honey, and of course olive oil. Seafood also plays a large role in the diet, as do dairy products made from the milk of goats and sheep adapted to graze the dry brush of the region. In terms of meat, pork is king and made into a variety of dried and smoked hams and sausages, a legacy that began in the days before refrigeration.

Chickpea stews (popular on Sifnos and Paros), fritters and fava (pureed split peas) are some of the most common legume-based dishes. Tomatoes are used in summer salads, dried in the sun, or made into tomato fritters (a specialty of Santorini). Capers are blended with vinegar, olive oil, and spices to make a tangy spread. Artichokes are grown extensively on Tinos, and made into a variety of salads, pies, and meze. Grapes are of course pressed into the amazing wines of the region, which are also used extensively in cooking meat and seafood dishes. The cheeses of the region (San Michali, Xinomizithra, Kariki, and endless others) are numerous and omnipresent on every table, eaten on their own, in salads, or pies with wild herbs or drizzled with honey. These cheeses can also accompany the islands’ pork products, a favorite being the ‘lousa’ ham of Tinos. In addition to mountains of the freshest seafood, fish is also dried in the hot sun for preservation. Sun dried mackerel, butterflied and grilled, is known as ‘Gouna’ and is a speciality of Paros, for example.

Biking

The larger islands of the Cyclades in particular are full of ancient roads and trails that now serve as scenic, rideable singletrack perfect for mountain biking. Pedal down the Byzantine Trail of Paros, traverse traditional villages on two wheels in Tinos, wind along the coastal paths of Sifnos, and see a different side of island life in the mountain villages of Naxos.

Similarly, the larger of the islands also make for exciting albeit limited road biking. That is to say, not limited in terms of scenery or variety, but the islands’ small size means epic long rides make way for a blend of shorter road routes interspersed with great dining options and time to enjoy the sea. Discover our helibike tours which allow guests to ride the most iconic trails and islands!

Hiking

Hiking options in the Cyclades are nearly endless, and the islands’ weather means that visitors can hike almost year-round. Traverse ancient stone-paved roads and village trails trekking from islands’ diverse interiors all the way to the sea, passing whitewashed villages, coastal olive groves, and unbelievable views. Some of our favorite islands for hiking are Tinos, Sifnos, and Amorgos.

Culture

The most prominent archeological site of the Cyclades is the island-cum-museum of Delos, just off of Mykonos. This UNESCO World Heritage Site is one of the most important mythological, historical, and archaeological sites in Greece. The island served as an ancient sanctuary for a millennium before becoming the mythological birthplace of Artemis and Apollo and continued to be a major cult center through 100 CE.

The rest of the Cyclades is more characterized by its modern culture, architecture and cuisine in particular. We’ll explore the cobblestone streets and characteristic cubic homes of the Cyclades, learning about the history and practicality of these whitewashed homes trimmed in blue. One of the more unique architectural styles are the dovecotes of Tinos, intricately carved and built precipitously near ravines to entice pigeons inside.

Another must-see destination is the Holy Monastery of the Virgin Mary Chozoviotissa in Amorgos. This 11th century monastery is seemingly impossibly perched on the edge of a cliff. Hear the chants of still-present monks as you gaze out into the sparkling Aegean.

Culinary excursions include visits to the vineyards of Tinos where we’ll enjoy their renowned local wines paired with Tinian charcuterie like lousa ham and kariki cheese. Savor meals at the up and coming restaurants of Sifnos, home to a festival celebrating the gastronomy of the Cyclades every September. Explore the active fruit groves and vegetable fields of Naxos, the best seafood on Paros, and take part in the lively olive harvest at the start of winter.

Family Activities

A visit to the sacred Island of Delos and the sanctuary of the god Apollo guide our young travelers into the world of Greek mythology. We discover a broken arrowhead and present it to Apollo’s Oracle. Our future is foretold and thusly our mission begins.

Our quest takes place on the neighboring islands where we meet the forest nymph Daphne who shows us how to make a musical lyre. Consulting the oracle shows us the direction to the cave of Python and a showdown with the multi headed serpent. Our young players act out the myths of Apollo and learn how to tell the future by restoring an ancient oracle. Apollo is the God of sun and light, poetry, healing, plagues, knowledge, order, prophecy, beauty, agriculture and archery. We will need to use many of his powers to succeed in our mission and collect our golden prize.

Fun and adventure awaits, exploring the tales and trails of the Greek Cyclades Islands.

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