10-Day Cyclades Island Hopping Tour

An ideal island-hopping itinerary in the Cyclades could include a combination of popular destinations like Santorini and lesser-known gems like Milos, offering a balanced experience of vibrant tourist hubs and tranquil, untouched beauty.

Santorini, a picturesque Greek island paradise, is enchanted with its stunning landscapes, charming whitewashed villages, and renowned sunsets, making it a top choice for an unforgettable island getaway. On the other hand, Milos provides visitors with a distinct and memorable experience through its tranquil ambiance, affordability, and unique character.

This is a private tour and it can be customized just for you. We can add anything you're interested in, and we will adapt it to your schedule by making it when you want and as long as you want.

• Days:10±
• Best for:First-time visitors
• Best time:Apr.-Jul./ Sep.- Oct.
• Departure date:up to you
• Sample price:US$2,989 each (2 per room)

Brief Itinerary for Cyclades Island Hopping Tour

This is the best choice for first-time travelers. If you are looking for a compressed classic Greece vacation, I would be happy to help you out.

• Monica Mo
• 8 years of travel advisor experience
• Has helped 5,000+ clients

Tour Highlights

Here are the awesome attractions, the most must-do activities selected by Highlights Travel (HT Hand-Picked), and exclusive cultural experiences offered by Highlights Travel (Only With HT) included in this tour:

Experience a mesmerizing snorkeling adventure in the crystal-clear turquoise waters of Kleftiko.

Enjoy a delightful wine-tasting experience at one of Santorini's celebrated wineries.

Savor the mesmerizing beauty of the Santorini sunset aboard a tranquil cruise.

Marvel at the ethereal beauty and enigmatic wisdom that emanates from the sacred grounds of the Delphi circle.

Embark on a captivating journey through the historical treasures of the Acropolis.

Watch the Evzones perform the ceremonial changing of the guard with rhythmic steps and synchronized.

Journey Map (Suggested Route)

Suggested Itinerary for Inspiration

Your preferences design the real journey. We're ready to create a wonderful tour for you.

Day 2

Athens | Athens City Tour with Acropolis

• Start your city tour at Constitution Square (Syntagma) to see landmarks like the House of Parliament, the Memorial to the Unknown Soldier, and the National Library. Immerse in the grand tradition of the Changing of the Guard ceremony.
• Passing Hadrian's Arch and the Temple of Olympian Zeus on your way to the Acropolis.
• Explore the Acropolis's architectural marvels from the Golden Age of Athens, including the Propylaea, Temple of Athena Nike, Erechtheion, and the iconic Parthenon.
• End the tour with a visit to the Museum of the Acropolis.

The famous windmills in Mykonos

Day 3

Athens | Full Day Tour to Delphi(SIC)

• Begin your day with a morning trip to Delphi to discover the archaeological site, which includes the Temple of Apollo, theater, market, and the famous Omphalos representing the earth's navel.
• Then short stop at Arachova traditional village for coffee on your own. Return to Athens.

The Temple of Apollo in Delphi

Day 4

Athens to Milos | Take Ferry

• After breakfast transfer to Piraeus and get the jet ferry to Milos. Transfer to hotel at Pollonia village.
• Rest of the day at leisure to enjoy the sea and the sun.

A view of the Plaka town

Day 5

Milos | Day at Leisure

• Milos stands out as the most exotic island in the Aegean Sea, renowned for its vibrant colors and breathtaking landscapes.
• Visitors to the island can revel in a myriad of activities such as uncovering a diverse selection of beaches, exploring pirate caves and a celestial lunar environment, wandering through the charming Little Venice of Milos, and witnessing the mesmerizing sunset at Plaka and the Castle.

The famous windmills in Mykonos

Day 6

Milos | Snorkeling in Kleftiko (SIC)

• The boat leaves from Adamas port. We'll come across Cape Vani's remarkable rock formations. Sailing past the west coast, we'll see Agathia, Triades, and Ammoudaraki beaches, and the monastery of Agios Ioannis Siderianos.
• Reach the breathtaking Kleftiko, let's wear a snorkeling mask and dive in the crystalline waters of the Aegean Sea.
• Before heading back to Adamas, we'll sail towards the colorful shores of Agios Dimitrios or Klima for a refreshing swim.

Chalk cliff at Cove Kleftiko on Milos

Day 7

Milos to Santorini | Jet Ferry

• Board the ferry from Milos to Santorini. Upon arrival at the pier, you will be transferred to your hotel..
• The rest of the day is open for your choice of unaccompanied sightseeing: enjoy the unique caldera views or take a walk to see the town of Fira with its beautiful whitewashed houses, narrow streets, and open-air cafés that hang on steep cliffs.

Fira town

Day 8

Santorini | Key Highlights of Santorini

• Immerse yourself in the beauty of Oia, with its charming blue-domed churches and breathtaking views of the Oia Caldera.
• Visit the peaceful village of Megalochori, known for its neoclassical houses and traditional taverns.
• Indulge in a wine-tasting experience at one of the island's renowned wineries, where you will taste four different varieties and learn about local wines.
• Explore the ancient city of Akrotiri, one of the most important Bronze Age settlements in the Aegean.
• Finally, relax and unwind at enchanting Perissa Black Sand Beach, where you can swim and enjoy a seaside lunch.

Oia town

Day 9

Santorini | Sunset Cruise (SIC)

• Sail around the island, visiting the renowned Red Beach and the pristine White Beach known for its turquoise waters, for swimming and snorkeling.
• Enjoy a delicious Greek barbecue and Santorinian wine onboard. Witness the awe-inspiring sunset painting the Caldera with fiery hues as you sail beneath the charming village of Oia.

volcano

Ideas for Making This Trip Uniquely Yours

Special experiences can be added to brighten a honeymoon trip, a family vacation, a birthday, or satisfy personal interests.

Hand-Picked Hotels

We select hotels with style and local features. Let us know your preferences and we'll find your ideal hotel.

Titania Hotel

Salt Suites Milos

Aressana Spa Hotel & Suites