DURATION: 8, 10, 12 or 14 nights
BEST FOR: Cultural immersion
PACE: Relaxed

Explore Cyclades:

Set sail through the Cyclades and discover some of Greece’s most captivating islands. From the dramatic volcanic landscapes of Santorini to the unspoiled beaches of Naxos, the charming flower-filled lanes of Paros, and the vibrant energy of Mykonos, each island offers its own distinctive character and unforgettable experiences.

Travel at your own pace and enjoy the freedom to explore authentic Greek culture, picturesque whitewashed villages, seaside tavernas, and breathtaking sunsets over the Aegean Sea. 

Choose the length of your stay:

8-night tour: 

Day 1: Arrival in Santorini

Day 2: Santorini

Day 3: Santorini → Naxos

Day 4: Naxos

Day 5: Naxos → Paros

Day 6: Paros

Day 7: Paros → Mykonos

Day 8: Mykonos

Day 9: Depart Mykonos

10-14 night tour:

By opting for a longer tour, you’ll extend your stay with extra nights at each location to explore at your own pace, as follows:

10-night tour: 3 nights in Santorini, 2 nights in Naxos, 3 nights in Paros & 2 nights in Mykonos

12-night tour: 3 nights in Santorini, 4 nights in Naxos, 3 nights in Paros & 2 nights in Mykonos

14-night tour: 4 nights in Santorini, 4 nights in Naxos, 4 nights in Paros & 2 nights in Mykonos

DAY 1: ARRIVAL IN SANTORINI

Arrive in Santorini and transfer to your hotel, where the rest of the day is yours to settle into island life. As the afternoon light softens, wander through the cliff-top lanes of Fira or Oia, where whitewashed houses spill down towards the sea, and the caldera stretches to the horizon. Pause at a café terrace or a quiet viewpoint and watch ferries trace slow arcs across the water. As evening falls, find a spot overlooking the volcanic cliffs and enjoy Santorini’s celebrated sunset. 

Included:

• Arrive at Santorini International Airport (JTR)
• Shared airport transfers
• Night at RK Beach Boutique Hotel 4*

Suggested:

• Stroll through the cliff-top lanes of Fira or Oia
• Watch the sunset paint the volcanic cliffs in shades of gold and pink
• Enjoy your first taste of Cycladic cuisine overlooking the Aegean

DAY 2: SANTORINI

Today is yours to enjoy at your own pace. Explore the island’s winding villages, linger at a seaside taverna, or simply relax and take in the views that have made Santorini one of the Aegean’s most iconic islands. Vine-covered terraces, blue-domed chapels and dramatic volcanic landscapes provide endless opportunities for discovery. This evening, head to the hilltop village of Pyrgos, where quieter streets and panoramic views offer a different side of Santorini.

Included:

• Breakfast included
• Night at RK Beach Boutique Hotel 4*

Suggested:

• Discover hidden chapels and whitewashed villages
• Unwind on one of Santorini's distinctive volcanic beaches
• Browse local boutiques and artisan shops in Fira

Transfer to the port and board your ferry to Naxos, the largest island in the Cyclades. After checking into your hotel, spend the afternoon exploring Naxos Town, a maze of whitewashed alleyways crowned by its Venetian-era Kastro. Browse artisan shops, discover hidden courtyards and soak up the relaxed atmosphere of the waterfront. At sunset, make your way to the monumental Portara, standing alone against the sea and framing the fading light. Dinner is at leisure in one of the harbour-side tavernas.

Included:

• Breakfast included
• Boat & port transfers Santorini → Naxos
• Night at Naxos Palace Hotel 4* 

Suggested:

• Explore the atmospheric old town and Venetian Kastro
• Wander narrow alleyways lined with traditional homes and cafés
• Head to the Portara for one of the Cyclades' most memorable sunsets

DAY 4: NAXOS

Wake to a slower pace of life and enjoy a full day at leisure on Naxos. The island’s traditional villages, fertile valleys and long sandy shores reveal a more rural side of the Cyclades. Wander through stone-paved lanes, pause in family-run cafés and sample some of the island’s renowned local produce. Those wishing to explore further may choose an optional excursion to the mountain villages or ancient archaeological sites at their own expense. Spend the evening beside the sea as fishing boats bob gently in the harbour.

Included:

• Breakfast included
• Night at Naxos Palace Hotel 4* 

Suggested:

• Discover traditional villages tucked among olive groves and hills
• Sample local cheeses, olive oil and regional specialities

This morning, sail across the Aegean to neighbouring Paros. After arriving and checking in, set out to explore Naoussa, a picturesque fishing village where colourful boats crowd a small harbour lined with cafés and tavernas. Whitewashed alleyways twist away from the waterfront, revealing hidden squares draped in bougainvillaea. The remainder of the day is free to enjoy the coast, browse local boutiques or simply linger over a leisurely lunch. As dusk settles, the harbour takes on a particularly atmospheric glow.

Included:

• Breakfast included
• Boat & port transfers Naxos → Paros
• Night at Pounda Resort Paros by Radisson Individuals 4*

Suggested:

• Explore the postcard-perfect harbour of Naoussa
• Lose yourself among bougainvillaea-filled alleyways
• Relax by the waterfront as fishing boats drift into port

DAY 6: PAROS

Enjoy a day at leisure, discovering the charms of Paros. Traditional villages, quiet beaches and scenic coastal roads invite unhurried exploration, while the island’s blend of Cycladic simplicity and understated elegance is never far away. Wander through the lanes of Lefkes, admire sea views from hilltop terraces or relax beside the water. This evening, savour your final night on Paros in the harbour setting of Naoussa.

Included:

• Breakfast included
• Night at Pounda Resort Paros by Radisson Individuals 4*

Suggested:

• Enjoy a leisurely day exploring the island's villages and coastline
• Visit hidden squares, whitewashed chapels and peaceful cafés

Board the ferry to Mykonos, where a different energy awaits. After checking into your boutique hotel, spend the afternoon exploring Mykonos Town, a photogenic maze of narrow lanes, whitewashed churches and flower-filled balconies. Pass the island’s famous windmills and continue to Little Venice, where elegant houses perch above the sea. The atmosphere shifts effortlessly from laid-back cafés to stylish waterfront bars as evening approaches. 

Included:

• Breakfast included
• Boat & port transfers Paros → Mykonos
• Night at Alirene Mykonos Boutique Hotel 4*

Suggested:

• Wander through the maze-like streets of Chora
• Visit the iconic windmills and the waterfront district of Little Venice

DAY 8: MYKONOS

Today is free to experience Mykonos as you wish. Spend time wandering the town’s winding streets, relaxing on the coast or watching fishing boats drift across the bay. Throughout the island, chic boutiques, waterfront cafés and sun-drenched terraces provide ample opportunities to slow down and soak up the atmosphere.

Included:

• Breakfast included
• Night at Alirene Mykonos Boutique Hotel 4*

Suggested:

• Browse stylish boutiques and waterfront cafés
• Relax on one of the island's sandy beaches
• Watch the fishing boats and yachts come and go from the harbour

DAY 9: DEPART MYKONOS

Enjoy breakfast at the hotel and a final glimpse of the Aegean before departure. Depending on your flight or ferry schedule, there may be time for a last stroll along the waterfront or a relaxed coffee in town. Transfer to Mykonos airport or port for your onward journey, bringing your island-hopping adventure to a close.

Included:

• Breakfast included
• Shared transfer to the airport
• Depart from Mykonos Airport (JMK)

Suggested:

• Take one last stroll through Mykonos Town

At each of your stops, you will be staying in Standard Rooms in thoughtfully selected 4* hotels.  

4* hotels (or similar):

• Santorini: RK Beach Boutique Hotel 4*
• Naxos: Naxos Palace Hotel 4* 
• Paros: Pounda Resort Paros by Radisson Individuals 4*
• Mykonos: Alirene Mykonos Boutique Hotel 4*

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

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.

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.

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.

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.

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

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.

Discover Santorini through its volcanic wines on a 5-hour excursion with tastings at two iconic estates, followed by a glass of wine as you watch the legendary sunset in Oia.

Enjoy an exceptional day in Santorini with a morning cruise around the caldera, swimming and snorkelling, a barbecue on board, local wine tasting and a magical sunset in Oia.

Embark on a 7-hour cruise around the volcanic islands of Santorini, with a hike up the volcano, a dip in the hot springs, a buffet dinner on board, and a spectacular sunset over Oia.

Take part in a three-hour cooking workshop in Santorini with a local chef, prepare four traditional dishes, then enjoy them during a lunch accompanied by wines from the estate in a private setting overlooking the sea.

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. 

A sun-drenched symphony of whitewashed villages and sapphire seas, the Cyclades are a vision of Greek island charm and timeless beauty. Scattered across the Aegean like pearls, these islands blend ancient mythology, postcard-perfect landscapes, and a laid-back pace of life that invites you to slow down and simply soak it all in. From the sugar-cube houses and windmills of Mykonos to the volcanic cliffs and blue-domed churches of Santorini, this iconic archipelago is both cinematic and serene, a place where every sunset feels like a celebration.

Must-sees:

• Santorini’s Caldera: Gaze out over the flooded volcanic crater from the cliffside towns of Fira and Oia, famed for their world-class sunsets.
• Delos: Step into ancient history on this uninhabited island, once a sacred sanctuary and bustling trading port, now home to incredible ruins.
• Mykonos Town (Chora): Get lost in a maze of narrow streets lined with bougainvillaea, designer boutiques, and whitewashed buildings.
• Milos’ beaches: Discover lunar-like landscapes at Sarakiniko or take a boat tour to the island’s many secret coves.
• Amorgos & Naxos villages: Away from the crowds, wander hilltop towns like Chora or Apiranthos where time seems to stand still.

Culinary culture:

The Cyclades offer a delicious slice of Greek island life. Feast on grilled octopus drizzled in lemon and olive oil, or try local dishes like louza (cured pork), kopanisti (spicy cheese), and fava (yellow split pea purée). In seaside tavernas, you’ll find the catch of the day cooked simply and served with island wine. Don’t miss a slice of melopita (honey pie) for dessert, and toast your evening with a glass of ouzo as the sky turns pink.

Dive deeper:

To truly feel the Cycladic spirit, rise early and watch the fishermen return to harbour, or join locals at a hidden kafeneio for a strong Greek coffee and morning gossip. Stay in a traditional guesthouse with stone walls and sea views, or rent a scooter to explore olive groves, Byzantine chapels, and panoramic trails off the beaten track. Art lovers can seek out contemporary galleries in Tinos or Folegandros, while history buffs will find a treasure trove in Syros' neoclassical Ermoupoli. At night, let the soft strum of a bouzouki in a moonlit square carry you into the island rhythm, slow, warm, and unforgettable.

Good to know:

Island-hopping is a breeze thanks to frequent ferries and catamarans, with Athens as the main entry point via Piraeus port. The local currency is the Euro (EUR), and most residents speak English, especially in tourist hubs. The best time to visit is May to October, with July and August being the hottest and most crowded. While each island has its own character, pack light, dress casually, and be ready to surrender to the Cyclades’ irresistible charm.