Epic Journey: Milos, Santorini & Cappadocia

  • Duration14 Nights
  • StylePrivate Tour
  • When to GoApr to Oct
  • Price GuideFrom $7,725 Per Person
Embark on an extraordinary journey through Greece and Turkey, expertly curated by our travel specialists to provide seamless travel and the most authentic experiences. Blending iconic landmarks with opportunities to immerse yourself in local culture, this itinerary connects Athens, Milos, and Santorini with the surreal landscapes of Cappadocia and the vibrant crossroads in the city of Istanbul, straddling the European and Asian continents. Each destination will be explored with privately guided tours led by knowledgeable locals who reveal rich history, traditions, daily life, and often, stunning nature. With private premium transfers, high-speed ferry connections, and regional flights in both countries included throughout, every detail is handled so all you have to do is relax and fully savor the journey from start to finish.

All of the itineraries we create are fully customized and can be tailored to your exact preferences. If you would like to extend your stay in any of the destinations or add/remove any experiences, simply mention this to our travel specialists.

At a Glance

  • Days 1-2
    • Athens

      • Private transfer to Athens Hotel + Private UG Exclusive Welcome tour
      • Private Acropolis and Plaka Tour
  • Days 3-5
    • Milos

      • Flight to Milos + Private transfer to Milos Hotel
      • Private Geological tour of Milos
      • Day at leisure + Optional Boat Tour
  • Days 6-8
    • Santorini

      • High- Speed Ferry to Santorini + Private trasnfer to Santorini hotel
      • Private Highlights of Santorini tour
      • Day at Leisure + Optional Private sunset catamaran cruise
  • Days 9-11
    • Cappadocia

      • Flights to Istanbul & Cappadocia + Private transfer to Cappadocia Hotel
      • Private History tour of Cappadocia
      • Private Hot- Air Balloon Ride
  • Days 12-15
    • Istanbul

      • Flight to Istanbul + Private transfer to Istanbul hotel
      • Private walking tour of Istanbul
      • Day at Leisure
      • Private transfer from your Istanbul hotel to Istanbul Airport
  • Meet Our Expert

    Shannon

    Shannon

    Greece Specialist

    I have been exploring Europe for the better part of 40 years and keep coming back to Greece. I have such a passion for its people and its culture and love sharing it with my clients.

    CALL US ON: +1 844 879 7838
    Request a Quote

    What's Included

    • Private chauffeur transfers in luxury vehicles throughout your journey
    • 14 nights inluxury hotels with breakfast
    • Private Unforgettable Greece Exclusive Welcome tour in Athens
    • Private Tour of Acropolis and Plaka in Athens
    • Domestic flight from Athens to Milos with check- in luggage
    • Private Milos Geological Tour
    • High- Speed Ferry from Milos to Santorini - Club tickets
    • Private Santorini Highlights tour with wine tasting
    • Flight from Santorini to Istanbul with check- in luggage
    • Roundtrip flights from Istanbul to Cappadocia with check- in luggage
    • Private Castles, Churches & Fairy Chimneys Tour in Cappadocia
    • Private Sunrise Hot- Air Balloon Ride in Cappadocia
    • Private Old City Istanbul walking Tour with Topkapi Palace Museum
    • 24/7 support provided throughout your trip by our Athens based team
    • Full financial trip protection is included
     

    What's Not Included

    • Roundtrip international flights
    • Any optional tours mentioned in the itinerary
    • Travel insurance - we strongly recommend you purchase travel insurance as soon as you have booked your trip
     

    Day by Day Itinerary

    • Day 1

      Arrival in Athen + Private transfer to Athens Hotel and UG Exclusive Private Welcome Tour

      The Changing of the Guard in Athens at Syntagma SquareAcademy of Athens, Neoclassical Elegance in the Heart of Greece

      Arriving at Athens International Airport, you’ll be warmly greeted before taking a private transfer to your Athens hotel.

      Once refreshed, set out on our Unforgettable  Greece Exclusive Welcome Tour designed to orient you to the city’s layout, sights, and daily Athenian life. Stroll atmospheric streets as your local guide points out key landmarks and shares colorful stories that reveal the past behind them. Beyond typical sightseeing, this experience offers cultural context and insider tips while encouraging questions that add more depth and enhance your independent explorations. Conclude by unwinding over drinks at a popular local spot, the perfect opportunity to recap and anticipate the adventures ahead.

      Experience Included:

      Private Unforgettable Greece Exclusive Welcome Tour

       

       

      Accommodation Options:

      • Ergon House Lobby Reception

        Ergon House

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      • Anthology Of Athens

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    • Day 2

      Private Acropolis and Plaka tour

      Caryatids of the Acropolis, Timeless Guardians of Ancient AthensPlaka Streets, Colorful Buildings and Blooming Bougainvillea in Athens

      Your private Acropolis and Plaka walking tour begins at its most iconic landmark, the majestic Acropolis of Athens, rising above the city as a symbol of the birth of Western civilization.

      The 5th-century BC marble monuments will be brought to life with the help of your expert guide, who will reveal the history and meaning behind each one, from the Temple of Athena Nike to the iconic Parthenon.

      Afterward, you’ll descend the hill to explore the Plaka district with its many treasures, including the Roman Agora, Hadrian’s Library, and the Tower of the Winds, tracing centuries of intriguing history.

      Meals Included:
      Breakfast

      Experience Included:
      Private Acropolis and Plaka tour

    • Day 3

      Flight to Milos + Private transfer to your Milos Hotel

      Sirmata of Milos, Seaside Cave Houses by the Aegean WatersCoastal Villages of Milos, Whitewashed Charm Along the Aegean Sea

      It’s time to begin the next chapter of this incredible journey. After checking out of your hotel in Athens, your private driver will meet you for the private transfer back to Athens International Airport to catch your flight to Milos.

      Milos is renowned for its otherworldly rock formations, hidden sea caves, and some of the most impressive beaches in the Cyclades, as well as offering more authentic, tranquil island charms.

      Upon arrival, another private transfer will bring you to your hotel, with the remainder of the day yours to unwind. Perhaps enjoy a sunset stroll along the waterfront, followed by a relaxed seaside dinner.

      Meals Included:
      Breakfast

       

       

       

      Accommodation Options:

      • Melian Hotel balcony

        Melian Boutique Hotel & Spa

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      • Domes White Coast Milos

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    • Day 4

      Private Milos Island Geological Tour

      Geological Wonders of Milos, Sculpted Landscapes of Volcanic OriginKlima Village, Colorful Syrmata Houses on the Seaside in Milos

      Delve into the fascinating natural history of Milos on a private five-hour geological exploration, inspired by the Miloterranean Geo Walks. Your excursion begins with a guided visit to the Milos Mining Museum, introducing the island’s volcanic origins and rich mineral resources. Following sections of the extensive geological trail network, you’ll uncover dramatic landscapes shaped by ancient eruptions and mineral deposits.

      Take in views of the salt fields and learn about the industrial importance of Kanava’s port, stand at the vivid Crater of Fyriplaka, and visit the Aggeria mine. Europe’s largest active bentonite mine to gain interesting insight into the island’s ongoing mining legacy.

      Meals Included:
      Breakfast

      Experience Included:

      Private Milos Geological Tour

       

       

    • Day 5

      Day at Leisure in Milos + Optional Boat Tour Around Milos

      Beaches of Milos, Crystal Waters and Dramatic Volcanic LandscapesMilos Sea views and Syrmata

      A day at leisure on Milos invites you to embrace the laid-back atmosphere of the island, perhaps spending time on one of its famous beaches, from the smooth, lunar-like rock formations of Sarakiniko to the turquoise coves scattered along the south coast. Or, wander the postcard-perfect fishing village of Klima, where brightly painted syrmata boat houses line the shore.

      If you explore the cobbled lanes of Plaka, you’ll discover vantage points for panoramic views. Alternatively, opt for a full-day private catamaran cruise, visiting hidden sea caves accessible only by boat. Snorkeling gear and paddleboards are included, along with freshly prepared dishes, local wine, and spirits.

      Meals Included:
      Breakfast

       

    • Day 6

      High - Speed Ferry to Santorini + Private transfer to Santorini Hotel

      Santorini caldera views and sunset in OiaSantorini Streets, Whitewashed Alleys and Blue Dome Views Over the Caldera

      Bidding farewell to Milos, your private driver will escort you from your hotel to the port where you’ll board a high-speed ferry bound for Santorini. As the vessel approaches, prepare for an unforgettable first glimpse of the soaring caldera cliffs, with the towering volcanic walls rising dramatically from the Aegean’s sapphire waters. Upon arrival, a driver will be waiting to provide a seamless private transfer to your hotel.

      After settling in, the remainder of the day is at leisure. We recommend dinner reservation at a restaurant overlooking the caldera and the endless blue of the sea, savoring local wine as the sun sinks below the horizon.

      Meals Included:
      Breakfast

       

       

       

      Accommodation Options:

      • Stella Roca a Mare

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      • Canaves Oia Epitome infinity pool

        Canaves Epitome – Santorini

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    • Day 7

      Private Highlights of Santorini tour

      Santorini Caldera, Dramatic Cliffs and Endless Aegean ViewsColorful Santorini Architecture, Whitewashed Forms and Vibrant Island Accents

      Discover many of the top sights on Santorini on a private half-day tour blending history, culture, and breathtaking scenery. One of the highlights is a visit to the remarkable archaeological site of Akrotiri, a prehistoric settlement often compared to Pompeii, having been well-preserved beneath volcanic ash after the massive 16th-century BC eruption. Witness the still-visible homes, drainage systems, pottery, and even two-story buildings, which reveal the sophistication of this ancient civilization.

      Continuing your tour, you’ll stroll the winding streets of a traditional whitewashed village, visit a black sand beach, and conclude at a local wine estate for a tasting of Santorini’s distinctive volcanic wines.

      Meals Included:
      Breakfast

      Experience Included:
      Private Highlights of Santorini tour with wine tasting

    • Day 8

      Day at Leisure in Santorini + Optional Private Sunset Boat Tour

      Santorini Sunset Catamaran Cruise, Sailing the Caldera at Golden HourSantorini Panorama Views, Iconic Caldera Scenery and Endless Aegean Horizons

      You’ll have most of the day to yourself, ideal for a leisurely morning. If you want to do some active exploring, hike the trail between Fira and Oia following the caldera trail for sweeping coastal and sea views. Or you might spend time in Fira, exploring the museums that chronicle the island’s volcanic past and browsing the chic boutiques and art galleries.

      Afterward, you’ll join a small-group catamaran tour, departing from Ammoudi Bay or Vlychada Marina. Highlights include soaking in the springs, passing Akrotiri Lighthouse, and swimming near secluded shores. Enjoy a freshly prepared BBQ onboard, concluding with a toast to a magnificent Santorini sunset.

      Meals Included:
      Breakfast

    • Day 9

      Flights to Istanbul & Cappadocia + Private Transfer to Cappadocia Hotel

      Capadocia hot air ballon tour experienceCafe in Gerome, Cappadocia, Turkey

      After checkout at your Santorini hotel, our driver will provide a private transfer to Santorini Airport for your onward journey by air to Cappadocia, connecting via Istanbul. Upon arrival in Cappadocia, another private transfer will escort you to your hotel, set among the region’s otherworldly landscape, with fairy chimneys (hoodoos), deep canyons, and colorful valleys. After a full day of travel, the evening is yours.

      We recommend trying some of the regional specialties for dinner. A few of our favorites include testi kebab, a stew slow-cooked in a sealed clay pot, savory gözleme (a traditional flatbread), or meze, best accompanied by local Anatolian wine.

      Afterward, you’ll continue to your accommodation, where the rest of the day can be enjoyed at leisure.

      Meals Included:
      Breakfast

      Accommodation Options:

      • Tasconaklar Hotel, Cappadocia

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      • Argos in Cappadocia

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    • Day 10

      Private Cappadocia Natural Wonders & History Tour

      View over Love Valley, Cappadocia, TurkeyCappadocia Evening Views, Golden Light Over Fairy Chimneys and Valleys

      Discover Cappadocia’s surreal beauty and intriguing past on this private tour, led by an expert guide and enjoyed in an air-conditioned vehicle. Begin at Uchisar Castle, the region’s highest point, by taking in sweeping panoramic views across the valleys dotted with fairy chimneys. Continue to the remarkable Göreme Open Air Museum, where ancient cave churches are adorned with beautiful frescoes revealing early Christian artistry.

      After free time for lunch on your own in Avanos, known for its rich pottery traditions, stroll through Pasabag (Monks Valley) and conclude in Devrent Valley, where you can marvel at the uniquely-shaped rock formations, carved by the elements over millennia.

      Meals Included:
      Breakfast

      Experience Included:
      Private Cappadocia Natural Wonders & History Tour

    • Day 11

      Private Sunrise Hot-Air Balloon Flight Over Cappadocia

      Capadocia Hot Air Balloon ride during sunriseCappadocia Hot Air Balloon Ride, Sunrise Over Fairy Chimneys and Valleys

      An early wake-up call is worth it for this sunrise hot-air balloon flight over Cappadocia. You’ll be collected from your hotel and driven to the launch site, where pilots are preparing the balloons. At lift off, the soft morning light gradually washes across the sculpted terrain, casting a glow over the fairy chimneys below. You’ll ascend up to 1,000 feet, tranquilly drifting above rock-cut churches and dramatic ravines for a jaw-dropping aerial perspective.

      After a smooth landing, receive a commemorative flight certificate before returning to your hotel for breakfast. The rest of the day is ideal for browsing artisan shops at a relaxed pace.

      Meals Included:
      Breakfast

      Experience Included:

      Private Sunrise Hot -Air Balloon Ride

    • Day 12

      Private airport transfer + Flight to Istanbul

      The Hagia Sophia, Istanbul, TurkeyBlue Mosque in Istanbul, Turkey

      With your time in Cappadocia coming to an end, you’ll meet our driver upon checkout for the private transfer back to the airport, catching a flight to Istanbul. Upon arrival, another driver will be there to escort you to your hotel in this vibrant metropolis, bridging Europe and Asia. Once checked in, the remainder of the day is at leisure.

      You might unwind with a traditional hammam experience, sip Turkish tea at a waterfront café along the Bosphorus, or explore the surrounding streets, perhaps browsing the artisan boutiques.

      This evening, you might enjoy fresh seafood and meze while gazing out at the illuminated skyline.

      Meals Included:
      Breakfast

      Accommodation Options:

      • Bank Hotel

        Bank Hotel

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      • Çırağan Palace Kempinski Istanbul

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    • Day 13

      Private Walking Tour of Old City Istanbul

      The Grand Bazaar, Istanbul, TurkeyBalat District, Colorful Historic Streets and Vibrant Cultural Heritage in Istanbul

      Look forward to a private walking tour, setting out right from your hotel alongside our local guide. You’ll explore the storied heart of Istanbul, where Byzantine and Ottoman legacies intertwine. In Sultanahmet, admire ancient monuments such as the Hippodrome and the Egyptian Obelisk before touring Topkapi Palace, wandering the elegant courtyards and chambers that housed sultans for four centuries.

      Continue to the magnificent Hagia Sophia, marveling at shimmering mosaics and monumental Islamic calligraphy. Next, you’ll step inside the Blue Mosque, famed for its cascading domes and blue Iznik tiles, before concluding by exploring the vast Grand Bazaar with its maze of over 4,000 shops.

      Meals Included:
      Breakfast

      Experience Included:

      Private Walking Tour of Old City Istanbul

    • Day 14

      Day at Leisure in Istanbul

      Istanbul from Above, Timeless Cityscape Between Europe and AsiaBosphorus and Bridge, Istanbul Strait Connecting Europe and Asia

      Enjoy a full day at leisure, ideal for experiencing a different side of Istanbul beyond its iconic monuments. You might wander through the colorful streets of Balat, known for its pastel façades, antique shops, and cozy cafés, or explore the stylish boutiques and galleries of Karaköy. We recommend sampling street foods like simit (Turkish bagel) and roasted chestnuts.

      If you haven’t done so already, enjoy blissful relaxation in a centuries-old hammam. There are also art museums to explore and rooftop cafes for sipping tea with a view. For a memorable perspective from the water, consider an optional Bosphorus cruise, sailing between Europe and Asia.

      Meals Included:
      Breakfast

    • Day 15

      Private airport transfer + Departure

      Istanbul birds flying over the harbourIstanbul Agia Sofia at sunset

      Your epic journey is drawing to a close after  two incredible weeks. You’ve stood atop the Acropolis in Athens, spent time on spectacular beaches in Milos, and watched the sun melt into the sea from many breathtaking vantage points, including Santorini. Soaring above Cappadocia’s sculpted landscape at sunrise is sure to have been a highlight, while the bustling city of Istanbul and its Grand Bazaar provided a grand finale. 

      A private transfer brings you back to the airport for your onward flight, homeward bound, or perhaps continuing your travels to the Turkish coast to relax on the beach or even explore more of Europe.

      Meals Included:
      Breakfast

       

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