Cycladic Romance: 13-Day trip to Athens, Milos, Folegandros & Santorini

Embark on an amazing multi-day trip for two and explore the capital city of Athens and three islands of the Cyclades: Milos, Folegandros and Santorini!

13 days
Group Type
Including hotels

Do you and your significant other wish to take a trip to Greece and discover the country’s many faces? Then, join us on this 13-day trip that combines history, culture, delicious food, out of this world landscapes and dreamy sunsets!

Through this trip, you’ll get the chance to visit Athens and its most important sites; Milos, an extraordinary and multi-faceted island; Folegandros, an island that still manages to keep its pristine beauty and the star of the Cyclades, Santorini!

And the cherry on the cake? You’ll get to discover how a romantic evening watching the sunset surprisingly varies from place to place, so let us know where you enjoyed it the most! 

Day to Day

Days 1-2: Get to visit and admire the highlights of Athens alongside a knowledgable guide.

Days 3-5: Marvel at the volcanic island of Milos through private archaeological and cultural experiences.

Days 6-8: Tour Milos and its most famous sights while enjoying panoramic views of the Aegean.

Days 9-12: Experience the essence of Santorini through archaeological, cultural, and sailing adventures.

Day 13: Get transported to Santorini's airport to catch your flight back to Athens.

Day to Day

Days 1-2: Get to visit and admire the highlights of Athens alongside a knowledgable guide.

Days 3-5: Marvel at the volcanic island of Milos through private archaeological and cultural experiences.

Days 6-8: Tour Milos and its most famous sights while enjoying panoramic views of the Aegean.

Days 9-12: Experience the essence of Santorini through archaeological, cultural, and sailing adventures.

Day 13: Get transported to Santorini's airport to catch your flight back to Athens.

This itinerary can be further customized according to your wishes & preferences

Day to Day

Welcome to Greece, your dream destination! As soon as you arrive in Athens, your personal driver will warmly greet you and take you to your accommodation for you to settle in.

Once you are ready, take your partner and walk hand in hand through the streets of the historic city center of Athens and explore some of the city’s highlights on your own. During sunset, let us welcome you the Greek way - with a luscious dinner at a local tavern.

The next morning, wake up early and seize the day with an all-encompassing, full-day tour of the capital city of Greece.

Discover the most iconic, impressive sites and areas of Athens, such as the marvelous Acropolis Hill, the modern Acropolis Museum, the colorful Monastiraki Square, and the popular Syntagma Square, to name a few.

Your deeply knowledgeable, friendly guide will show you around while giving you valuable insight into the history and culture of Athens. Let yourselves be amazed by the beauties of this city!


The next day, it’s time to delve into the Greek islands, the ultimate element of Greece.

In the morning, you’ll get transferred by your private, luxury vehicle to Athens airport to catch a flight to your first destination: Milos, one of the most exotic and impressive islands of the Cyclades!

Once you reach the island, let us drive you to your hotel in Pollonia, a charming fishing village where you can relax for the day.

For day 4, a private archaeological and cultural experience is waiting for you! Discover the history, local culture, and traditions of the island with your local guide.

During this tour, you’ll get the chance to visit some of the major sites of the island: the ancient theatre of Milos; the mysterious Catacombs; two of the most scenic fisherman’s villages on the island, Klima & Mandrakia; Plaka, the capital of Milos and the famous beach of Sarakiniko with its moon-like landscape! 

Day 5 is a day of rest for you. Enjoy a relaxing day at one of the many amazing beaches with their crystal clear, emerald green waters, or explore the variety of gorgeous landscapes the island has to offer, caused by the volcanic eruption in ancient years. 

No matter which way you choose to spend your day, cherish the precious moments with your loved one!


It’s time to continue your traveling. With your personal driver, get to Milos port to take the ferry and head to your next destination: Folegandros, a small island that provides great calmness and joy to whoever visits it!

When you arrive at Folegandros port, get transferred to your hotel and take the day for yourselves. 

On day 7, join your local guide on a tour of the island and its most famous sights.

Marvel the spectacular panoramic view from the church of Panagia; Walk around the castle of Chora and feel like stepping back into another era; Learn about the inhabitants’ daily life and enjoy local flavors at a traditional grocery where an old lady cooks for you. Surely, a day to remember

The next day is free for you to explore the island at your own pace. Spend the day at one of the lovely pebbly beaches and share memorable moments with your partner.

In the evening, take a romantic stroll along the narrow streets of Chora, the main village with its whitewashed houses with multi-colored doors and windows.

Don’t forget to try one of the local delights, such as the ‘matsata’ (handmade noodles with rooster or rabbit), ‘souroto’ (white goat cheese), or ‘karpouzenia’ (a local sweet made of fried watermelon), and taste some local wine. 


The next morning, your driver will take you to the port of Folegandros for you to catch the ferry to the last stop of your amazing trip, none other than the famous island of Santorini!

Upon your arrival, you’ll be transferred to your hotel with a luxury vehicle, where you can spend the day at your own leisure.

On day 10, travel around the island with your personal guide and relish its beauty on a full-day tour just for you!

Enjoy the breathtaking view of the Aegean Sea from the iconic ‘caldera’; Gain insight into the island’s ancient history with a visit to the Akrotiri Excavations; Stroll around the postcard-perfect village of Oia and if you feel like it, visit a traditional Santorini winery to sample 4 different types of local wine.

Have a lifetime experience and get the best out of Santorini, all within a day!

The following day, take the day off and discover the island’s outstanding beauties with your better half.

Santorini, also known as Thira, is still an active volcano and no matter where you choose to spend your free day - at a beach with its white, red, black sand or volcanic pebbles or in one of the island’s towns (Fira, Oia, Imerovigli, and Firostefani) which offers an amazing view of the volcano and enthralling sunset views - one thing is certain: you will get dazzled by this unique island and eventually fall in love with it!

For the penultimate day, a half-day sailing trip is due! Hop on your semi-private Santorini cruise and sail across the most beautiful parts of the coastline.

Snorkel and swim in the ever-blue waters and indulge in the island’s volcanic hot springs. Enjoy an onboard, freshly cooked meal during either a sun-soaked day trip or an evening sunset cruise.

An unforgettable last day of your multi-day trip!


Having experienced the Cycladic Romance, it’s time to wave goodbye to Santorini and our beloved country! Let us drive you to the airport early enough so you can catch your flight back home. See you next time! 

Our preferred hotels
images/accommodationimages/andronis-athens_copy.jpg Andronis Athens BC

Andronis Athens BC is a boutique, centrally located hotel that aims to offer its guests the time of their lives and wrap them in style and comfort. 

images/galleries/anemi-hotel-folegandros/anemi5.jpg Anemi Hotel

Anemi Hotel is a 5-star hotel in Folegandros that aims to make your stay on the Cycladic island an opulent experience you'll never forget.

images/accommodationimages/athens-capital-gallery.jpg Athens Capital Center Hotel

Athens Capital Center Hotel is a 5-star hotel in downtown Athens that offers unmatched services in an idyllic setting of opulence and glamor. 

images/galleries/avaton-hotel-santorini/avaton-hotel-santorini-4.jpg Avaton Resort and Spa

Revel in a luxury stay that includes an awe-inspiring view of the caldera, a long list of top-rated amenities and ultimate relaxation.


images/accommodationimages/blue-sand-hotel-folegandros_compressed.jpg Blue Sand Boutique Hotel & Suites

Blue Sand is a beachfront luxury resort in Folegandros that will amaze you with its premium services and stunning facilities. 

images/galleries/casa-litore-milos/litore1.jpg Casa Litore

Casa Litore is a boutique hotel in Milos that will amaze you with its luxury amenities and private beach, making your stay a pleasure.

images/accommodationimages/delmar-apartments-milos_compressed.jpg Delmar Apartments & Suites

Delmar Apartments & Suites promises warm hospitality combined with top-rated services and flawless, ultra-modern facilities for the perfect stay in Milos. 

images/accommodationimages/ergon-house-athens.jpg Ergon House Athens

Ergon House Athens is a luxury foodie hotel that will make your stay in the historic city a deliciously rich experience.

images/galleries/ikies-santorini/5.jpg Ikies

Luxuriate in upscale amenities and personalized experiences set in the magical island of Santorini in Ikies Boutique Hotel. 

images/galleries/milos-breeze/breeze13.jpeg Milos Breeze

Milos Breeze is a luxury hotel that will help you live up your vacations in the romantic island of Milos in comfort and style. 

images/galleries/onar-suites-folegandros/Onar-Suites-Folegandros-48-min.jpg Onar Suites & Villas

Onar Suites & Villas is a luxury hotel in the heart of Folegandros that offers its guests grandiosity and comfort along with striking views of the Aegean Sea. 

images/galleries/princess-santorini-hotel/22.jpg Santorini princess

Santorini Princess Boutique Spa Hotel offers a unique luxury stay with the peace and tranquility of the enchanting Santorinian Caldera, along with the glorious island's sunsets.

images/accommodationimages/vasilikos-santorini.jpg The Vasilicos

Revel in luxury and sophistication while visiting the striking island of Santorini by staying at the Vasilicos boutique hotel.

These are our top accommodation options for this trip. We only feature particular hand-picked hotels, which our team has carefully inspected. These hotels have received great feedback from our previous guests.

Inclusions & Exclusions
  • Boutique 4-5* accommodation
  • All private tours as described at the itinerary
  • Private transfers with luxury vehicles
  • All domestic flights/ferries
  • Skip the line entrance fees in all sites
  • Welcome dinner in Athens
  • Services of excellent licensed guides & professional drivers
  • All taxes and VAT
  • All personal expenses not detailed in the itinerary
  • Personal travel insurance
  • International flights
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