Tour Details

Experience the charm and diversity of the Cyclades with an unforgettable, 7 days, island-hopping journey. Begin in Syros, where neoclassical elegance meets authentic Greek culture. Continue to vibrant Ios, a blend of golden beaches, ancient legends, and lively nightlife. Conclude your adventure in Milos, a volcanic gem boasting surreal landscapes, hidden sea caves, and breathtaking sunsets. With curated private transfers, boutique accommodations, and optional guided tours or cruises, this itinerary offers the perfect balance of culture, relaxation, and adventure across three of Greece’s most captivating islands.
Departure:
We offer pick up from your designated point in Athens city Center
Destination:
Syros, Ios, Milos

Tour Plan

Embark on a stunning journey through the heart of the Cyclades. From the neoclassical elegance of Syros to the golden beaches of Ios and the volcanic marvels of Milos, this multi-island adventure blends culture, relaxation, and breathtaking scenery into the perfect Greek island experience.

Destination

Day 1: Athens to Syros 

Your English-speaking driver will pick you up from your hotel in Athens and transfer you to the port of Piraeus for your morning ferry to Syros. Upon arrival, your private driver will take you to your hotel in Ermoupoli.  

Syros is a captivating island in the Cyclades, blending elegant neoclassical charm with authentic Greek culture. Its capital, Ermoupoli, is a vibrant town filled with grand mansions, colorful houses, marble-paved streets, and lively squares. Unlike more touristy islands, Syros offers a genuine taste of everyday Greek life, excellent local cuisine, beautiful yet uncrowded beaches, and a rich cultural scene, including theaters, festivals, and museums.  

Spend the afternoon exploring Ermoupoli, known for its neoclassical architecture and vibrant waterfront. Enjoy dinner at a local taverna, savoring fresh seafood and local delicacies.  

Accommodation at a Boutique Hotel in Syros  

After breakfast, embark on a private tour to discover the island’s highlights. You will visit the Cathedral of St. Nicholas in the elegant Vaporia district, surrounded by stunning mansions. You will then continue to the historic Apollon Theater, inspired by Italy’s famous La Scala. 

Next, you can explore a grand Neoclassical mansion before heading to Miaoulis Square to admire the impressive Town Hall designed by Ernst Ziller. 

In Ano Syros, you’ll visit the Cathedral of St. George, the church of St. John, and stroll through the charming alleys of ‘Piatsa.’ 

A scenic tour through Syros’ Neoclassical villages, discovering the island’s rich architectural heritage will complete the tour. 

 In the evening, enjoy your leisure time at Miaouli Square like a local and afterwards head to the waterfront of Ermoupoli to witness a breathtaking sunset and dine at a traditional restaurant overlooking the Aegean Sea.  

Accommodation at a Boutique Hotel in Syros  

Your driver will transfer you to the port for your Ferry to Ios. Upon arrival, your private driver will transfer you to your hotel.  

Ios is a sun-drenched Cycladic Island famous for its vibrant nightlife, golden beaches, and charming old town. By day, you can explore Chora, a picturesque maze of whitewashed houses and winding alleys, relax on beautiful beaches like Mylopotas and Manganari, or discover ancient sites such as the tomb of Homer. By night, Ios comes alive with lively bars and beach parties, offering an unforgettable Greek island experience. 

Spend the afternoon at leisure enjoying local cuisine at a seaside taverna, or party at one of the many bars. 

Accommodation at a Boutique Hotel in Ios  

Today, delve deeper into Ios’s charm. We suggest a captivating cruise along Ios’s stunning coastline, where each stop unveils a hidden paradise. Discover the enchanting Koumpara Caves, sculpted by time and sea, visit the secluded Shipwreck Beach, a lesser-known gem where history meets natural beauty. Drop anchor at Kolitsani, Klima, Pikri Nero, and Tripiti, each offering tranquil bays with crystal-clear waters perfect for a refreshing swim or simply unwinding on the sun-drenched deck. These unspoiled havens promise serene landscapes, a sense of exclusivity, and the pure essence of the Aegean. 

Accommodation at Boutique Hotel in Ios 

After breakfast, your driver will take you to the port for your ferry to Milos, a captivating island, renowned for its striking volcanic landscapes, colorful fishing villages, and over 70 stunning beaches, each with its own unique charm. From the surreal white cliffs of Sarakiniko to the crystal-clear waters of Kleftiko’s sea caves, Milos blends natural beauty with authentic Cycladic character, making it a perfect destination for relaxation, exploration, and unforgettable sunsets. Upon arrival, your driver will transfer you to your hotel.  

Accommodation at Boutique Hotel in Milos 

Today, discover more of Milos‘s natural beauty. Set sail on a breathtaking day cruise around Milos, where you’ll explore the island’s stunning coastline, crystal-clear waters, and iconic rock formations. Discover hidden sea caves, swim in secluded coves like Kleftiko and Sykia, and soak in the sun on deck as you cruise past dramatic white cliffs and volcanic landscapes.  

In the evening, enjoy a seafood dinner at a beachfront restaurant, reflecting on the day’s adventures.  

Accommodation Boutique Hotel in Milos 

Your driver will transfer you to the Port for your Ferry back to Athens. Upon arrival in Athens, you’ll be transferred to your hotel or the airport, depending on your onward travel plans.  

Places You’ll See

Ios Island
Ios Island
Syros Island
Syros Island
Milos Island
Milos Island

What's Included

Accommodation
Daily Breakfast
Transfer to Piraeus Port
Private transportation with English-speaking driver
Wi-Fi and Bottled Water on board
Travel Insurance
Gift Bag upon arrival
All Taxes

What's Exlcuded

Meals & Personal Expenses
Hotel city tax
Optional Tours
Gratuities

Optional Extras​

Extend the trip with additional days for more leisure time or add an island 

 

Consult our travel experts for other activities 

Cancelation Policy

30% deposit to confirm booking, fully refundable up to 40 days prior to arrival  

Full payment required up to 20 days prior to arrival 

Cancellations made 21-40 days prior to arrival are eligible for a 50% refund of the deposit 

No refunds will be given for cancellations made within the 20 days prior to arrival 

In case plane tickets have been issued, cancellation fees apply in every case 

Cancellation requests will be accepted only in written 

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Dream Tour Island-hopping 7 days 

From 1,450€

Destination: Syros, Ios, Milos
Duration: 7 days
Travel: By Luxury SUV
Type: All Travelers

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Half day tour Syros
Private Cruise Ios
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