Explore the wonders of the Cyclades on a 5 to 14 night tour, taking in Santorini and Mykonos, two of Greece's most stunning islands. In Santorini, discover clifftop villages, volcanic beaches and spectacular sunsets. Then, in Mykonos, wander through quaint alleyways, see the iconic windmills and relax on sun-soaked beaches.

Choose the length of your tour:

5 nights:

Day 1: Arrival in Santorini

Day 2: Santorini

Day 3: Santorini

Day 4: Santorini / Mykonos

Day 5: Mykonos

Day 6: Departure

7 nights:

Day 1: Arrival in Santorini

Day 2 - 4: Santorini

Day 5: Santorini / Mykonos

Day 6 - 7: Mykonos

Day 8: Departure

8 nights:

Day 1: Arrival in Santorini

Day 2 - 5: Santorini

Day 6: Santorini / Mykonos

Day 7 - 8: Mykonos

Day 9: Departure

10 nights

Day 1: Arrival in Santorini

Day 2 - 6: Santorini

Day 7: Santorini / Mykonos

Day 8 - 10: Mykonos

Day 11: Departure

Please note: your itinerary may have minor adjustments, but your overall trip experience will remain the same.

Once you arrive on each island, you'll have complete freedom to organise your travel and visits. Local transport, as well as access to tourist sites, is at your own expense, allowing you to manage your schedule according to your preferences.

The programmes presented here are suggested itineraries.

DAY 1: ARRIVAL IN SANTORINI

Welcome to Santorini – a breathtaking island in the Cyclades, renowned for its picturesque villages perched on dramatic cliffs overlooking a flooded volcanic caldera. With its iconic blue-domed churches, black and red sand beaches, and legendary sunsets, it offers a blend of natural beauty and timeless charm. Whether exploring ancient ruins or sipping local Assyrtiko wine with a sea view, Santorini captivates every traveller.

• Upon arrival at Santorini Airport, you'll be welcomed and transferred by private car to your hotel
• After checking in, settle into your room and enjoy the rest of the day at leisure
• We suggest spending your first evening strolling along the black sand beach of Perissa, known for its tranquil atmosphere, and dining in a seafront taverna with views over the Aegean Sea(optional activity - not included in the price)
• Overnight hotel stay 

DAY 2: SANTORINI

• Breakfast
• Enjoy a day at leisure on the stunning island of Santorini
• In the morning, be sure to visit the picturesque village of Oia, famed for its blue-domed churches. Wander its charming alleys and admire the breathtaking caldera views
• In the afternoon, discover Akrotiri, the ancient Minoan city destroyed by a volcanic eruption. This fascinating archaeological site offers a unique glimpse into Santorini’s past
• In the evening, head to Oia or Fira to witness one of the world’s most iconic sunsets
• Overnight hotel stay

DAY 3: SANTORINI

• Breakfast
• Today is dedicated to discovering the island’s history and wine heritage
• Begin with a visit to a local winery, such as Santo Wines or Gaia Wines, for a wine-tasting session. Sample the renowned Assyrtiko wine while learning about Santorini’s long-standing vinicultural traditions (suggested visit – activity not included in the price)
• Later in the afternoon, explore Ancient Thera, an archaeological site perched on a mountain ridge, with ruins dating back to the Hellenistic and Roman periods. Take in sweeping panoramic views of the island 
• Overnight hotel stay

DAY 4: SANTORINI – MYKONOS 

According to mythology, Mykonos was formed from the petrified bodies of giants defeated by Hercules. The island is named after the grandson of Apollo. Stroll through the narrow marble-paved streets and admire the white houses with colourful doors and shutters, vibrant bougainvillaea, and hidden chapels. Visit the Church of Panagia Paraportiani, the town hall, and the castle overlooking the harbour. Don’t miss the archaeological, folklore, and maritime museums for a deeper insight into the island’s rich heritage.

• Breakfast
• Transfer to the port for your ferry crossing to Mykonos
• On arrival, check in and settle into your hotel
• Spend the rest of the day relaxing and soaking up the atmosphere of Mykonos, Greece’s most cosmopolitan island, a sun-drenched, paradise in the heart of the Cyclades
• Visit Mykonos Town (Chora), exploring its maze of boutique-filled streets, lively cafés, and charming restaurants
• Overnight hotel stay 

DAY 5: MYKONOS 

• Breakfast
• Spend a relaxing morning on one of Mykonos’ beautiful beaches, such as Psarou or Elia, or take part in water sports like jet skiing (suggested activities - not included in the price)
• In the afternoon, we recommend a half-day excursion to the island of Delos, a UNESCO World Heritage Site celebrated for its ancient ruins and mythological significance as the birthplace of Apollo and Artemis (suggested activities - not included in the price)
• Overnight hotel stay

DAY 6: DEPARTURE 

• Breakfast
• Enjoy some free time for last-minute shopping or a final stroll through Mykonos Town before your transfer to Mykonos Airport for your return flight home 

On this self-guided tour, look forward to relaxing in lovely Standard Rooms in carefully selected hotels.

Santorini: Paralia Diamond Suites or Sandy's Infinity Resort Perrissa 4*

Mykonos: Pietra E Mare - Mykonos Moments 4* or Mykonaki Hotel 3*

If the hotels listed above are unavailable, you will be provided with comfortable accommodation in similar hotels. Local standards apply. 

Follow in the footsteps of famous street photographers and enjoy the island's best sites, with their exceptional landscapes and architecture. 

Set sail on a magical afternoon cruise towards the breathtaking Caldera! Glide past the serene Aspronisi, the historic lighthouse, the Indian Rock, and the Black Mountain. Delight in endless opportunities for swimming and snorkelling, and witness the sunset casting its golden hues below Oia. This enchanting voyage concludes at the charming port of Ammoudi.

Learn about the island's history while enjoying spectacular views, admire the architecture of its traditional villages, enjoy its volcanic beaches, taste Santorini's typical wines and finish off with the sunset at Oia. 

Embark on a cruise around the volcanic islands of the Santorini caldera aboard a unique traditional Greek boat, to sailing to lava islets Nea Kameni and Palea Kameni, and the island of Thirassia.

Sail past Aspronisi, the ancient lighthouse, Indian Rock and Black Mountain on this splendid cruise. Take advantage of the many opportunities for swimming and snorkelling at White Beach, Red Beach and in the hot springs area. This trip ends at Ammoudi harbour.

Enjoy a luxurious morning cruise around the Caldera, with stops at the hot springs, White Beach for a gourmet barbecue, and Red Beach for swimming and snorkelling. With transport included, equipment provided and an attentive crew, this excursion combines relaxation, discovery and authentic Greek flavours.

Enjoy a luxurious sunset cruise to explore the treasures of the Caldera, with stops at Red Beach, White Beach and Hot Springs. End this unforgettable experience with a magical sunset under the village of Oia, accompanied by an included tasty barbecue and drinks.

Round off your day with an afternoon cruise. Sail past Aspronisi, the ancient lighthouse, the Indian Rock and the Black Mountain. Take advantage of the many swimming and snorkelling opportunities, and watch the magical sunset below Oia. This tour ends at the port of Ammoudi.

Start your day in the best possible way by embarking on a cruise! Sail past Aspronisi, the ancient lighthouse, Indian Rock and Black Mountain. Take advantage of the many opportunities for swimming and snorkelling at White Beach, Red Beach and in the hot springs area. This trip ends at the port of Vlychada.

Stay connected on the move with this exclusive mobile internet offer, perfect for the modern traveller. Activate your eSIM and enjoy a connection wherever you go. Easily share your internet connection with friends and family, with no risk of going over the limit.

Create a beautiful, hardback photo album, personalised and printed on premium paper, to bring your fondest memories to life with Cheerz. 

Santorini, the jewel of the Aegean, is renowned for its whitewashed villages perched atop dramatic volcanic cliffs. Shaped by a massive eruption in the 17th century BC, this island offers an unparalleled blend of natural beauty, history, and culture.

Must-sees:

• Oia village: Wander through iconic white houses and blue-domed churches, and savour panoramic views of the caldera.
• Fira: Santorini’s vibrant capital blends stunning vistas with cosmopolitan energy, offering excellent dining and nightlife options.
• Akrotiri Archaeological Site: Discover the preserved ruins of an ancient Minoan settlement, frozen in time by volcanic ash.

Culinary culture:

Santorini’s cuisine celebrates fresh, local ingredients. Savour fava bean puree, tomato keftedes, and white aubergine dishes that highlight the island’s unique produce. Pair your meal with Assyrtiko wine, a crisp white varietal cultivated in Santorini’s volcanic soil. For dessert, indulge in a honey-soaked baklava or loukoumades.

A dive deeper:

Escape the crowds by exploring Santorini’s lesser-known gems. Pyrgos, a quaint village with narrow lanes and authentic tavernas, offers a glimpse of traditional island life. The hike from Fira to Oia showcases the caldera’s breathtaking landscapes and is a must for outdoor enthusiasts. Alternatively, visit the black-sand beaches of Perissa and Kamari for a tranquil seaside retreat.

Good to know:

The local currency is the euro (€), and the best months to visit are May through October for warm weather and clear skies. Local buses connect major villages, while rental cars or scooters provide flexibility for exploring further afield. Comfortable footwear is essential for navigating the island’s steep paths and rugged trails.