Compare Greek Isles & Turkish Delights by Windstar vs Highlights of Turkey & the Greek Islands by Intrepid Travel

Day 1 & 2: Istanbul, Turkey

Ah, Constantinople, Queen of Cities and the Door to Happiness. Istanbul is the only city in the world built on two continents—Europe and Asia—and its appeal is truly universal. The Romans, Byzantines, and Ottomans all ruled their empires from here, leaving behind some of their finest monuments and a fascinating blend of cultures. Visit the harem at Topkapi Palace, where the clatter of silver soles once warned concubines of the approaching sultan. Admire the Iznik tiles and stained glass windows of the Blue Mosque, and the mystical light bathing the nave of Hagia Sofia. Shop the Grand Bazaar for a coffee cezve, magic lamp, embroidered slippers, or hand-woven kilim. Temper a tiny cup of potent Turkish coffee with bites of sweet lokum (Turkish delight). 

Day 3: Kusadasi, Turkey

Kusadasi offers many historic sites including the Virgin Mary House, but it is Ephesus that steals the show. Once an important trading stop along the Silk Road, its well-preserved ruins reflect what was one of the most beautiful and advanced cities of the ancient world. Walk the marble-lined streets past the huge theater where St. Paul once preached, the gladiator’s graveyard, the incomparable facade of the Celsus Library. If you were wealthy, you might have lived in one of the grand terrace houses, their ornate frescoes and mosaics still shining. You would have shopped at the agora, worked out at the gymnasium, and bathed in the public baths. Life was good. But they didn’t have a graceful private yacht waiting for them in the harbor.

Day 4: Rhodes, Greece

Even without the ancient Colossus standing guard over the harbor, it’s an impressive sight. Gazing up at the city walls rising from sheer cliffs, you can imagine the despair the various forces must have felt over the eons as they repeatedly (and often fruitlessly) laid siege. You, however, are greeted warmly upon arrival and welcomed into the cobblestoned old town, one of the best-preserved medieval cities in Europe. There are no cars here, just passageways designed for knights in shining armor, medieval inns that once housed them, and museums that tell of the many civilizations that collided here at the meeting point of three continents. Walk beyond the walls to the “new” city with its elegant Venetian buildings, stroll Rodini Park where Julius Caesar, Brutus, and Marc Anthony studied rhetoric, or head to Elli beach for sun and golden sand.

Day 5: Bodrum, Turkey

The 15th-century Castle of St. Peter, built by the Crusaders, presides over the city’s dual harbors. Colorful peacocks strut their stuff trying to claim your attention, but they have nothing on the white sugar cube houses, palm-lined boulevards, and shockingly blue Aegean below. For a picture-perfect seaside playground, Bodrum offers a surprisingly rich history, or maybe it’s the other way around. Visit the Mausoleum of Halicarnassus, one of the original Seven Wonders of the Ancient World. Surrender to the captivating magic of bathtub-warm waters and the Marina. Shop the bazaar for Milas cloth scarves and silver jewelry. Stroll the marina to see the other private yachts in port. (None as grand as yours, of course.)

Day 6: Santorini, Greece

Cruise into the largest caldera in the world and you’re in Santorini, a vision in whitewash white, volcanic black, and blue. A blue so distinctive and bright it’s become known as “Santorini blue” everywhere but in Santorini, where it’s called kyanos. What most people don’t know is that the people of the Cyclades don’t simply like the color, they believe it keeps away evil, a job it must do extremely well as it’s hard to imagine a more sublime place to spend the day. Catch iconic photos from traditional Greek windmills to donkeys with colorful collars and bells around their necks. And don’t miss the romantic village of Oía with its cave houses (once the homes of sailors) and boxy white houses (which belonged to ship owners). 

Day 7: Mykonos, Greece

Weather permitting... today we visit Mykonos, the classic Greek isle, with hundreds of white-washed churches and cubist houses; round, thatched windmills catching the brisk breeze; and a harbor bobbing with fishing boats and luxury yachts. Sit in the shadow of a café and watch as native fishermen and jet set Europeans pass by. Or explore the Parportiani church, a Byzantine architectural masterpiece.

Day 8: Athens, Greece

Here, in the city that cradled western civilization, walk in footsteps that echo with the history of 3,000 years. The very names are legends. The Acropolis, standing high above the city, facing the brilliant blue waters of the Aegean. The Parthenon, standing majestically in honor of Athena, the city’s patron. Pull yourself back into the present in Athens’ charming shops and coffee houses.

Day 1 Istanbul

Welcome to Istanbul, the continent-straddling metropolis that the Greeks, Romans, Byzantines, and Ottomans have all once called home. Your adventure begins with a welcome meeting at 1 pm, followed by a guided tour of the Old City with your expert leader. Visit the scene of many a chariot race in the ancient hippodrome, check out the Blue Mosque, take a walk past the wares of the Grand Bazaar and marvel at the architectural masterpiece that is Suleymaniye Cami. If you're not too exhausted after all the exploring, join your new friends for dinner and bask in the beauty of a real Turkish kebab. While you might be familiar with the shaved meats and pita bread sensation that you may have come across at 2 am, nothing beats the kind they wrap up in Istanbul.

Day 2 Canakkale

After breakfast this morning, hit the road enroute to Canakkale – a port city on the southern shore of the Dardanelles. You’ll stop along the way to explore Gallipoli on a guided tour that will teach you about the significant events and history embedded in this area. Your guide will take you to ANZAC Cove and major memorial sites like Brighton Beach and ANZAC commemorative Site. You’ll also take in the views across the Dardanelles Strait and the Gallipoli Peninsula. This evening, we’ll spend the night in Canakkale with free time to grab dinner and get ready for tomorrow’s adventures.

Day 3 Selcuk

This morning, we’ll drive to Selcuk with a stop in Troy – where history and mythology sit side-by-side – along the way. You’ll wander the ancient city walls with your group leader and even get a chance to enjoy a photo op with a replica Trojan Horse. You’ll learn more about how this place has confounded historians and archaeologists alike before continuing on to Selcuk. After arrival in the town, on the slopes of Ayasoluk Hill lie several historical buildings – you’ll follow your leader on an orientation walk, passing Isa Bey Mosque and the imposing Byzantine citadel of the Grand Fortress.Then drive out to the nearby picturesque village of Sirince and taste some locally produced fruit wines. This authentic Greek Ottoman village seems to have been overlooked by modern development and the unique local architecture nestled in the hills make for a photographer's dream. Return to Selcuk and the evening is yours.

Day 4 Ephesus/Overnight Train

This morning, take a private minivan to visit the ruins of the ancient city of Ephesus – one of the best-preserved Greco-Roman classical cities in the world. Once the capital city of Roman Asia Minor, the city has a fascinating history, which really comes alive with a local guide to enhance your experience. Considering their age, the ruins are in incredible shape, and it’s not difficult to imagine them in their full glory over 2000 years ago, equipped with running water, public toilets, a medical institute, and Roman baths. The theatre is well preserved and regularly hosts concerts, but it's perhaps the magnificent library that is the most striking. Then enjoy a lunch after the tour and don't miss out the chance of peeking into their kitchen where the local ladies make the delicious gozleme. You'll some free time later before being transferred to Izmir in the early evening - an overnight train, will be waiting to transport you through the night to the central Anatolian city of Konya.

Day 5 Konya / Cappadocia

Wake up in Konya, a traditional Turkish city that's closely linked with the whirling dervish sect of Islam developed in the 13th century by Celaleddin Rumi, considered one of Islam's greatest Sufi mystics. Visit the Mevlana Museum and stretch your legs in town before hitting the road to Cappadocia. Keep an eye out for the fairy chimneys, the hallmarks of Cappadocia's otherworldly landscape, as you drive across the Anatolian plains. Stop enroute at one of the underground cities that once provided a safe haven in times of war or persecution. Arrive in the Cappadocian town of Ugrup in the late afternoon and take a sunset valley walk before settling in for the evening. This evening, you'll be treated to a stay in a local cave hotel that Cappadocia is famous for here.

Day 6 Cappadocia

This morning you have the option to take a hot air balloon flight, a once-in-a-lifetime experience during which the sun illuminates a skyline dotted with balloons. Later this morning, enjoy a guided walk through one of the nearby valleys, possibly the Valley of Love, which features fairy chimneys, deserted rock-cut homes and churches. Your leader will know a number of fantastic scenic routes, and a good walk is by far the best way to experience this unique environment. In your free time today, maybe visit the UNESCO-listed Goreme Open Air Museum, a monastic complex composed of churches, rectories and dwellings cut into the soft cliff face, or check out the Dark Church. This evening you’ll be warmly welcomed into a local cave home where the family will prepare a special home-cooked dinner for you and your group. Sit down to a feast made with passion, enjoy a friendly chat with your affable host and perhaps top off the night with some Turkish delight.

Day 7 Cappadocia to Istanbul

Wave goodbye to Cappadocia and transfer to the airport for a flight back to Istanbul (expect to arrive between 1 pm and 4 pm), and get transferred to your hotel. Meet up with your travel buds in the evening and take a stroll to one of the city's trendiest neighbourhoods, a place of contradictions where tool-selling tradesman share space with chic cafes and galleries – this is the place to be seen. Perhaps, try a local favourite, balik ekmek (fish sandwich), for dinner, then cleanse the palate with a baklava. Maybe check out a few of the bars, or simply enjoy a farewell cay (Turkish tea) overlooking the Bosphorus.

Day 8 Athens

Hos Cakal! Goodbye to Turkey and Kalimera! Welcome to Greece. This morning, transfer to Istanbul airport, bid farewell to Turkey, and board a flight bound for Athens. The flight will be unaccompanied, but your leader will provide flight details and contact information before you board, and you will be met at the airport on arrival. After transferring to the hotel, the day is free until a group meeting at 6 pm. Settle in, freshen up and maybe take a walk around Athens’s ancient streets to get a feel for the city. After your evening meeting, head out for dinner with the group at a restaurant in the vibrant Psiri neighbourhood.

Day 9 Syros

Today travel by metro to the port of Piraeus, then catch a relaxing scenic ferry to Syros (approximately 4 hours). In the heart of the Cyclades, Syros offers a rare opportunity to see the islands as the Greeks do. One of the Aegean's most underrated islands, the island features typical whitewashed houses, farms, terraced fields and gorgeous sandy beaches. Your leader will take you on a wander through the main town of Ermoupolis, home to well preserved neoclassical mansions and 19th-century tenement blocks. Syros is also home to delicious sweets. Stop at a family run traditional loukoumi workshop where you will be shown the procedure of how these multi-coloured fruit-flavoured jellies (also called Greek Delight) and chalvadopita (hazelnut, almond or honey-filled wafers) are made - make sure you try some of them. You'll have plenty of time to explore tomorrow, so perhaps kick up your feet at a waterfront cafe and watch the setting sun turn the houses pink.

Day 10 Syros

Take a walk through the fortress-like town of Ano Syros, which offers great views of the Aegean Sea. Wander the narrow alleyways, pass handmade-souvenir shops and keep an ear open for traditional Rembetiko music floating out of the family-run tavernas. Enjoy free time to further explore Syros at your own pace. Discover abandoned windmills, ancient ruins and charming villages on a network of stone-paved tracks that crisscross the island. Perhaps head to the various archaeological sites on the island, or you might prefer to simply hole up on a beach for the afternoon. Outside of Ermoupolis are many small tranquil coves, while the most popular beaches are on the southern side of the island. While some are sandy and others pebbly, all boast crystal clear waters for swimming in. In the evening, take taxis to a taverna to a remotely located village in the rugged northern part of the island to sample delicious local specialities during an included meal, all while watching the sun set over the Aegean Sea.

Day 11 Mykonos

Today board a two-hour ferry to Mykonos, a beautiful island named in honour of Apollo's grandson. Known in ancient Greek mythology as the battlefield where Zeus fought the Gigantes, today the island is best known for its decadence, style, and nightlife. Join your leader for a walk through the maze-like old town and be captivated by the quintessential Greek Isles vista of squat white houses brightly juxtaposed against the cerulean sea. Browse the chic galleries and boutiques, follow flower-lined paths past age-old churches and tiny restaurants to secluded, sandy beaches, and spend the afternoon soaking up the rays and splashing in the water. Settle into your lovely room at the hotel. As the sun sets, maybe join Europe's party crowd at one of the many bars and clubs on Mykonos, or take a more traditional approach with a meal at a delightful backstreet restaurant.

Day 12 Delos / Mykonos

This morning you will take a half-day trip out to the nearby island of Delos. One of the most important archaeological and mythological sites in the Greek Islands, a sacred area that was once the political and religious centre of the Aegean, Delos is considered to be the birthplace of Apollo and Artemis. A living museum, the wealthy built mansions in the town that developed around Apollo’s sanctuary, decorating them with luxurious frescoes, mosaics and statues. The island is overflowing with archaeological finds like the Terrace of the Lions and the Sacred Precinct, with many more still being uncovered. Later on today you might like to head to one of Mykonos' many beaches, which are some of the nicest in Europe. Take a short bus ride to the pumping Paradise or Super Paradise beach bars, or perhaps find a quieter spot to relax along the beautiful coastline. You could also check out the 19th-century House of Lena or the Aegean Maritime Museum in town. This evening you could make your way to the village of Ano Mera and seek out a tavern for a seafood dinner or perhaps wander down to Little Venice, where colourful balconies hang precariously over the sea.

Day 13 Santorini

Take another ferry and arrive on the spectacular southern island of Santorini (approximately 3 hours). Renowned for its amazing natural beauty, Santorini is one of Europe's tourist hotspots, the home of the iconic image of the Greek islands – whitewashed, blue-domed buildings clinging to the cliff face with sparkling water in the background. Discover the hilltop ruins of Ancient Thira and its fascinating Prehistoric Museum, as well as the archaeological site of Akrotiri, a Minoan Bronze Age settlement that gives an insight into how the people here lived before the eruption. Check out the range of restaurants and shops in the island's capital, interchangeably called Thira or Fira. If you have time while you're here, perhaps head to one of Santorini's volcanic beaches, such as Red Beach or the black beaches of Perissa, Vlhada, Perivolos or Agios Georgios. Be sure to try some of the island’s delicious food – the nutrient-filled volcanic soil makes the ingredients grown here full of flavour.

Day 14 Santorini

In 1500 BC a volcanic eruption sank the centre of Santorini, forming one of the most significant geological formations on the planet – the awe-inspiring caldera. The spectacular natural beauty of this caldera is what makes Santorini such a special place. Today make an excursion along the crater rim, starting in Thira town and walking through little villages all the way to Oia, passing steep cliff faces and experiencing breathtaking views along the way. If you have time, you might also like to take a half-day trip to the island's volcano and hot springs in the centre of the lagoon. Or perhaps visit one of the island’s wineries – the vines here are cultivated in a very unusual way, with the plants being pruned to form a low basket shape that sits on top of the volcanic soil to protect the grapes from strong winds. On the last evening of your adventure, rub shoulders with friendly locals in packed pubs and cafes, sipping a cocktail as you witness a magnificent Santorini sunset.

Day 15 Santorini

Today your Greek Islands adventure comes to an end. There are no activities planned and you are able to depart the accommodation at any time. You might want to extend your stay to see all Santorini has to offer. We are happy to book additional accommodation, subject to availability. Please enquire at the time of booking.