Greece Luxury Vacations

The Cyclades off the beaten track


Your Greece luxury vacation begins in Athens, the birthplace of Western civilization. There, visit ancient highlights such as the Acropolis, the Museum of the Acropolis, and the ancient Agora. Next, your private tour continues with a fast ferry ride to Sifnos, one of the hidden gems of the Cyclades Islands. Spend the following days exploring sandy beaches, hidden coves, and an extensive system of hiking trails. Witness the truly mesmerizing clear waters while boating to the nearby Polyaigos Island, and visit the Sifnos’s picturesque – and historic – villages including the famous Kastro overlooking the Mediterranean sea. From Sifnos, a convenient ferry transfer takes you to the final destination of your luxury tour of the Cyclades Islands: the picturesque island of Santorini. We can also utilize a private helicopter for those who prefer a faster route. Once in Santorini, witness dramatic sunsets, enjoy awe-inspiring hikes, and experience a boating day around the caldera, stopping at Akrotiri lighthouse and Thirasia Island, to name just a few of the possible adventures.

A Taste of Blue Parallel's Insider Access

  • VIP services in Athens airport
  • Exclusive private opening of the Acropolis Museum
  • High speed rib boat to Polyaigos
  • Private sailing excursion with expert crew in Santorini
  • An exclusive volcanic wine tasting 
  • A surprise musical performance in a spectacular natural setting
  • Private helicopter service
  • Access to a private villa in Oia

The Discovery

  • Athens
  • Cyclades Islands
  • Sifnos
  • Polyaigos
  • Santorini

The Adventure

  • Hiking
  • Sailing
  • Yachting
  • Snorkeling
  • Swimming


9 days














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Note: This private tour to Greece and the Cyclades Islands is an example, as all of our luxury journeys are custom-made.

Note: This private tour to Greece and the Cyclades Islands is an example, as all of our luxury journeys are custom-made.

Athens (2 nights)

Your private tour of Greece begins in Athens, one of the world’s oldest cities. Your private transfer takes you to your hotel in downtown Athens with views of the Acropolis. Once a powerful city-state and a center for the arts, learning, and philosophy, Athens was home to Plato’s Academy and Aristotle’s Lyceum and is often referred to as the cradle of Western civilization and the birthplace of democracy. Its Classical Era heritage is still evident, represented by ancient monuments and works of art dotted throughout the city, the most famous being the Parthenon.

After you settle into your luxury hotel, visit the innovative Acropolis Museum with your expert guide. The museum’s glass design is equal in size and shape to the Parthenon. It also rotates the Marble sculptures and findings precisely as they were at the Parthenon centuries ago. After your immersion into the rich history of the Acropolis, dine at a nearby restaurant with breathtaking views of the Acropolis.

The next day, visit the Acropolis itself, a UNESCO World Heritage Site and the most important ancient site in the Western world. Later, explore the Plaka neighborhood built on top of the residential areas of the ancient town of Athens and finish at the Ancient Agora and Roman Forums, all walking distance from your hotel. Enjoy lunch at a traditional tavern before heading back to your hotel to spend some time at leisure. Later in the evening, dine at a gourmet restaurant in town.

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Sifnos, Cyclades Islands (3 nights)

A private transfer takes you to the port of Piraeus for your fast ferry ride to Sifnos, a dreamlike island known for its beautiful secluded beaches and coves, along with its rich culinary tradition. After settling into your accommodations, take the steep walk down to the water where you pass the breathtaking Panagia Poulati Monastery and head down the steps to the rock beach where you can take a dip in the refreshing water. In the evening head to the charming village of Artemonas where you can enjoy sweet treats at Theodoroo, a family run bakery dating back to the 1920s and later dinner at a local taverna. 

The following morning, head to a local home where you can participate in a private clay pottery class with a local artist. In the afternoon take a scenic hike from your hotel to Kastro, a picturesque, car-free village with over 3,000 years of history, for a walking tour through the ancient streets with your expert guide. Later, enjoy cocktails on the terrace of a local cafe, enjoying impressive views over the surrounding sea and mountains and continue down to the bay where you can enjoy a unique dinner at Cantina overlooking the water. 

The next day will begin with a visit to the famous Chrisopigi Monastery where you can explore with your local guide. You will then continue for a beachfront lunch at the village of Platis Gialos before enjoying a private boating excursion around Polyaigos. On this uninhabited island, you will enjoy swimming in the crystal-clear turquoise water while soaking up the bright Mediterranean sun.

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Santorini (3 nights)

Depart Sifnos with a convenient fast ferry to Santorini or take a convenient private helicopter service instead. Upon arrival on the island, located in the southernmost point of the Cyclades Islands, your personal host will greet you before your private transfer to your hotel with breathtaking views of the Aegean Sea. After you settle in, your expert guide will accompany you to explore the archaeological site of Akrotiri. A volcanic eruption destroyed this Minoan Bronze Age settlement around 1,500 BC. In the evening, head down to the tiny port of Ammoudi with excellent taverns located right on the water that serve freshly caught fish.

The following day, explore Santorini’s caldera on a private sailing excursion. Depart from the Vlihada port located in the southern part of the island and sail to the famous red beach for swimming and snorkeling. Continue along the coast stopping at the white beach and the Akrotiri lighthouse. Later, pick up sail through the caldera lake to Thirasia Island, where you will hike to a spectacular lookout point for the best view of Santorini. In the late afternoon, head to the picturesque town of Pyrgos and sip on cocktails as you listen to classical music at Franco’s Bar, followed by dinner at Metaxi Mas.

On your third day, enjoy a private wine tasting before stopping at the forgotten village of Emporio. In the late afternoon, take a private transfer to Imerovigli for your 2-hour hike along the caldera’s cliffs. Stop along the way at a quaint church to take in panoramic views while listening to live folkloric Greek music playing just for your party. Finally, arrive at your hotel in time to watch the sunset in the privacy of your hotel room’s terrace.

On the last day of your private Greece tour, return to Athens by domestic flight to catch your international flight home.

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Map showing route, destinations, and transportation of luxury vacation in Cyclades Islands, Greece
ATHENS SIFNOS 2 hrs 30 min


Contact us to tell us more about your preferences and your ideal trip to the Cyclades Islands.
We will create a tailor-made itinerary for your review.



Recommended stay 8-11 days
Price reference
(9 days, private party of 2)
Starting at $25,000 per passenger
Price reference
(9 days, private party of 4)
Starting at $18,500 per passenger
Price reference
(9 days, private party of 6)
Starting at $16,500 per passenger

Note: Prices will vary based on the specifics of your itinerary and the number of passengers in your party

What is included in your luxury Greece tour:

  • Luxury accommodations at
    • Hotel Grande Bretagne (Athens)
    • Verina Astra Hotel (Sifnos)
    • Canaves Oia Suites or The Grace (Santorini)
  • Internal flights
  • Services of Blue Parallel hosts and private specialized guides throughout the journey
  • All special events, private guided tours, private excursions, private outdoor activities, entrance fees
  • A Blue Parallel team composed of a personal travel expert, private hosts in each destination, and a “behind the scenes” logistical expert who monitors every step of your luxury tour. The team is on call 24-hours a day during a trip
  • All internal transportation
  • Some meals
  • A Blue Parallel customized travel kit that you will receive prior to departure


Greece Luxury Travel

Greece Luxury Travel

Private Helicopter to Delphi from Athens (1 Day): Private helicopter transfers to see Delphi’s ancient ruins.

Private Helicopter to Meteora from Athens (1 Day): Go by private helicopter to visit Meteora’s various monasteries.

Ionian Islands: Take a private yacht charter to the Ionian islands, known for some of the most beautiful beaches in all of Greece.

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Hot air balloon floats over fairy towers in Cappadocia during luxury Turkey tour

Turkey Luxury Travel

Explore the rich history of Istanbul from ancient Byzantine times to the modern republic, visiting highlights such as the famous Hagia Sophia, Süleymaniye Mosque, and the Taksim Square.

Soar above impressive rock formations of Cappadocia’s rugged landscape, before discovering how the region’s history and culture have been shaped by the area’s unique geology.

Discover one of the Seven Wonders of the Ancient World – the Temple of Artemis – when you visit the Ephesus Region, also home to one of the best-preserved ancient cities in the world.

Enjoy relaxing by the beach in complete luxury when you visit the sophisticated Amanruya resort, located along Turkey’s Aegean Coast.

Take a private gulet (a traditional wooden sailing boat) along the Aegean Coast, discovering the inlets, islets and pristine beaches of the region.

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Croatia Luxury Travel

Croatia Luxury Travel

Wander through the streets of the historic old town of Split, many of which were once part of the palace built by the Roman Emperor Diocletian.

Discover the most beautiful islands of the Adriatic, as you hop between the bustling harbor of Hvar, to the famous blue grotto of Biševo, the quaint townhouses of Vis, and more.

Witness the beauty of Dubrovnik from the sparkling waters of the Adriatic before exploring Old Town with its centuries of history.

Visit the fairytale towns of Montenegro, charming villages nestled in dramatic landscapes.

Enjoy an excursion to the Plitvice Lakes, a UNESCO World Heritage Site and one of the most beautiful national parks in Croatia.

Explore the rugged peninsula of Istria – excellent for mountain and road biking excursions – using the town of Rovinj as your base.

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