15 day Relaxing Holidays to Cyclades Islands, Milos, Mykonos, Santorini

Quick Info

  • Duration: 15 Days
  • Tour Type: Relaxing
  • Group type: Private
  • Availability: March to October
  • Languages: English
  • Accessibility: Stroller Accessible
  • Ideal for: Families, Couples, Single
  • Group Size: 1 - 7 + participants
  • Check Rates & Book Now !

    15 day Tour, Milos, Mykonos, Santorini...

    Enjoy a more relaxed and immersive Greek island vacation on this 15-day private Cyclades tour through Milos, Mykonos, and Santorini. Designed for travelers who prefer quality time over fast-paced travel, this itinerary combines natural beauty, iconic island views, stylish experiences, and the freedom to enjoy each destination without rushing.

    Tour highlights:

    • Discover Milos and its extraordinary beaches, rock formations, and coastal scenery
    • Experience Mykonos’ lively atmosphere, elegant beach life, and charming town
    • Admire Santorini’s dramatic caldera views and unforgettable sunsets
    • Enjoy longer stays that allow for deeper exploration and more relaxation
    • Travel with private planning and smooth inter-island connections

    This private Greek islands tour is a great option for couples, honeymooners, and luxury travelers who want to combine famous destinations with a slower, more enjoyable travel rhythm. It gives you the space to truly experience each island instead of simply passing through.

    The tour can be personalized with premium accommodation, private cruises, guided experiences, and local recommendations tailored to your interests.

    This 15-day Cyclades itinerary is designed for travelers who want to experience three exceptional islands in a more comfortable and unhurried way. Milos introduces you to dramatic natural beauty, Mykonos adds energy and sophistication, and Santorini completes the journey with some of the most iconic views in Greece.

    Day 1: Arrival in Athens

    • Your private driver will be waiting at Athens holding a sign with your name written on it and transfer you to your hotel in Athens. Overnight in Athens.

    Day 2: Guided Tour of the Acropolis & Food Tasting in Monastiraki

    • Combine ancient history and modern Greek flavors on this immersive Athens experience. Begin with a guided tour of the Acropolis, where your expert guide will bring to life the stories behind iconic monuments such as the Parthenon, Erechtheion, and the Temple of Athena Nike. Learn about the rich history, architecture, and mythology that shaped classical Greece. After exploring the Acropolis, head to the bustling neighborhood of Monastiraki, famous for its vibrant streets and lively flea market. Enjoy a culinary walking tour, tasting traditional Greek specialties such as loukoumades, spinanch pie, souvlaki, Greek coffe, pastries, and authentic street food. Wander through the charming alleys, sample local delights, and soak in the lively atmosphere of one of Athens’ most historic districts. Overnight stay in Athens.

    Day 3: Athens to Milos 

    • Meet the driver at your hotel to transfer you to the port to get the ferry to Milos depart at 07.00. Another driver there, meet you & transfer you to your hotel. Overnight in Mlos.

    Day 4: Milos 

    • Explore Milos, since it is a unique destination for everyone who likes nice beaches, good food and the traditional architecture of the islands. When in Milos, you will feel as you are transferred in a completely different reality, the lunar beach of Sarakiniko will make you wonder if you are still in planet earth, or even whether you have discovered paradise! Overnight in Milos.

    Day 5: Milos - Semi-Private Sunset Cruise to Milos

    • Optional: Discover Milo's artistic and architectural Aegean icons and the majestic rocky formations of the volcanic lava! This cruise tour is ideal for travelers who wish to explore the must-see of Milos and also to admire a unique sunset from the exceptional rock formations which looks like the lunar landscape.We will also visit the wonderful beaches with white rocks and deep blue & turquoise waters such as “Kleftiko beach”, “Arkoudes” “Kalogries beach”. Most of these beaches are accessible only by boat! Overnight in Milos.

    Day 6: Milos - Private Tour to the Best of Milos

    • Optional: An island born from Volcanos and “loved” by the light and nature and with this excellent private half day tour you will have the chance to visit some of the most well known sites in Milos and admire some of its beauties. It has been voted as one of the most beautiful islands worldwide and with this tour you will get a small taste of the uniqueness of Milos.Visit the Ancient theater, the Catacombs, get the opportunity to see some traditional fisherman’s villages and nevertheless, the capital city of Milos Plaka which is built over the village of Adamas, at an altitude of about 200 m.There you will be able to enjoy a visit at the Folklore and Archeological Museum and the magnificent view since it is built in a small hill. Overnight in Milos.

    Day 7: Milos to Santorini 

    • Meet the driver at your hotel to transfer you to the port to get the ferry to Santorini. Another driver there, meet you & transfer you to your hotel. In Santorini you will be amazed by the majestic views of the volcano and the magnificent sunset from Oia. The Cycladic island of Santorini will offer you unrivaled moments. Overnight in Santorini.

    Day 8: Santorini 

    • Today we suggest you to explore Oia, a small town on the coast of Santorini, where the view and the sunset steal the show! The dazzling Oia is nested on the cliffs of Santorini, like a panorama of whitewashed buildings with scattered colored roofs, which is a main characteristic of the island, that contrasts with the deep blue of the sea and the sky.  Here you can also see cute little churches while taking a relaxing afternoon walk. Overnight in Santorini.

    Day 9: Santorini Cooking Class – Learn Traditional Greek Recipes

    • Optional:Immerse yourself in the flavors of Santorini with a hands-on cooking class designed for food lovers and culture enthusiasts. Under the guidance of a local chef, you’ll learn to prepare authentic Greek dishes using fresh, local ingredients sourced from the island. Discover the secrets behind classics like moussaka, fava, tomato keftedes, and fresh seafood dishes, and gain insights into Santorini’s culinary traditions. After cooking, enjoy a delicious meal paired with local wine, sharing the fruits of your work in a relaxed and friendly atmosphere. This culinary experience in Santorini offers a perfect combination of learning, tasting, and cultural immersion, making it an unforgettable activity for travelers who want to truly connect with the island. Overnight in Santorini.

    Day 10: Santorini - Semi Private Sunset Cruise to Caldera with buffet on board

    • On the fourth day, you have the option to join a sunset cruise tour to the famous volcano of Santorini. The tour includes stops at the volcano, where you will walk to the volcano's ridge with a guide to learn about its history and geology. You will also visit the island of Palea Kameni, where the famous hot springs are located. Dinner will be served on board the boat as you sail above the underwater craters from Palia Kameni to Thirasia Island. The tour ends at sunset time, with a stop near Oia village to watch the warm light of the setting sun under the violet sky before nightfall. Overnight in Santorini. 

    Day 11: Santorini to Mykonos 

    • Meet the driver at your hotel to transfer you to the port to get the ferry to Mykonos. Another driver there, meet you & transfer you to your hotel. Free time to explore the most famous island in the world for its cosmopolitan atmosphere, its exciting nightlife, its picturesque Cycladic houses, the luxury hotels, the beaches which is also known as the island of winds. Mykonos is preferred by celebrities for their vacation, so you will have the opportunity to walk among them. The stroll in ''Little Venice'' of the island, or the walk through the narrow streets of "matogiania" will be memorable for your vacations. Overnight in Mykonos. 

    Day 12: Mykonos - Wine, Olive Oil and Food Tasting with Live Music

    • Optional: Explore our expansive 12-acre vineyard boasting a variety of grape cultivars, including the Parian grape, Moschofilero, and Kountoura. Continue with a visit to our Olive Grove. Since 1984, our 15-acre olive grove has been producing two distinct olive varieties. The 'Koroneikos' olive yields extra virgin olive oil with exceptionally low acidity, while 'Kalamon' olives are globally renowned. Indulge in the culinary delights of Mykonos, featuring sweet treats like amigdalota, kalathakia, and tsimpita, as well as a variety of jams including quince, citrus aurantium, and fig. Delve into savory delicacies such as louza, spicy kopanisti, tyrovolia, and Mykonian sausages, offering a symphony of flavors. Close the tour with Mr. Gerry, a talented musician deeply rooted in traditional Mykonian culture, as he serenades you with live performances of traditional Cycladic songs. Overnight in Mykonos. 

    Day 13: Mykonos - Delos & Rhenia Beach Cruise with BBQ on Board

    • Optional: Start a stunning cruise to the sacred island of Delos, where history comes alive amidst ancient ruins and archaeological wonders. Explore the birthplace of Apollo and Artemis, a UNESCO World Heritage site rich in cultural heritage. Passengers can either disembark to visit the archaeological area of Delos for 1.5 hours or enjoy swimming in a nearby gulf. In continue, savor a delicious BBQ lunch freshly prepared onboard as you cruise towards the paradise of Rhenia Island, where crystal-clear waters and serene beaches await. Dive into the turquoise sea, soak up the sun, and experience ultimate relaxation for two hours. The duration of the cruise is around 6 hours. Overnight in Mykonos.

    Day 14: Mykonos to Athens

    • Meet your private driver at your hotel to transfer you to the port to get the ferry to Piraeus. Another driver there, meets you & transfers you to your hotel. Overnight in Athens.

    Day 15: Departure Day

    • This amazing trip came to an end! Meet the driver at your hotel to transfer you to Athens airport according to your flight details.

     

    • Milos Island
    • Sandy Beaches with clear water
    • Santorini Island
    • Volcano, Thirasia, Nea Kameni, Hot Springs
    • Oia Sunset in Santorini
    • Mykonos Island
    • Athens, Acropolis, Lycabettus Hill
    • Plaka, Monastiraki 
    • Duration: 15 Days
    • Tour Type: Relaxing
    • Group type: Private
    • Availability: March to October
    • Languages: English
    • Accessibility: Stroller Accessible
    • Ideal for: Families, Couples, Single
    • Group Size: 1 - 7 + participants

    15 Dyas

    March to October

    Private Tour / Relaxing

    Inclusions

    • Meet & Greet at Athens airport
    • Guided Tour of the Acropolis & Food Tasting
    • Semi Private crusie to Caldera with Buffet on board
    • 14 Nights’ Accommodation with breakfast
    • Private transfers from/to Airport/port/hotel at all areas
    • Fast Ferry tickets between the islands and Piraeus port
    • Welcome bag with gifts upon your arrival
    • All Taxes

    Exclusions

    • Optional tours to the Islands
    • Hotel City Tax - paid at the hotel

     

    • Fifteen days gives you time to enjoy each island at a comfortable pace, with beach time, sightseeing, and curated private experiences without rushing.
    • Milos is known for its natural scenery and quieter mood, while Mykonos is famous for nightlife and Santorini for dramatic cliffside views.
    • Yes, this private tour is ideal for luxury travel, with the option to add premium hotels, private transfers, yacht cruises, and personalized services.
    • Yes, Mykonos offers a vibrant social scene, while Milos and parts of Santorini provide a more peaceful and exclusive island atmosphere.
    • Popular options include sailing cruises, beach exploration, private guided visits, sunset dining, wine experiences, and tailor-made excursions.
    • A 30% deposit secures your booking and is fully refundable if cancelled 40+ days before arrival.
    • Cancellations made 39–20 days prior to arrival, 50% of the: deposit is non-refundable.
    • Cancellations within 19 days or no-shows: full tour cost applies.
    • All cancellations or changes must be submitted in writing to Private Tours Greece.

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