Ultimate Greek Island Hopping
Greece
22 days / 21 nights
Multi Centre Holiday
Guide Price €4,455 per person (based on 2 adults sharing)
Multi Centre Holiday
Duration: 22 days/21 nights
Spend three weeks island hopping in paradise on this exciting journey through Greece. This thrilling adventure offers a perfect blend of relaxation, culture and adventure.
- Explore picturesque Mykonos and Syros
- Admire the untouched beauty of Tinos and Paros
- Enjoy delicious traditional food in Naxos
- Marvel at the volcanic landscapes of Santorini and Milos
- Relax on the golden beaches of Ios and Crete
from €4,455
per person (based on 2 adults sharing)
Interested in this holiday? Call and speak to one of our travel experts.
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Itinerary
Welcome to Greece! Arrive into glamourous Mykonos with its bustling atmosphere, winding narrow streets and quaint shops. Discover the old town and wander along the iconic Matoyianni Street lined with picturesque shops and boutiques. Stroll down to Little Venice situated on the waterfront and admire the colourful houses hanging over the sea. Fill your days with trips to stunning beaches, hidden coves and fantastic walking trails. For a magical evening watch the sunset overlooking the iconic Mykonos windmills before having a delicious dinner on the waterfront.
Days 4-5 Syros
Take the ferry over to the peaceful island of Syros. Discover the delightful capital of Ermoupoli with its charming harbour, remarkable Neoclassical architecture and its bustling hub at Miaouli Square. A must-see for your time here is the hilltop village of Ano Syros, located just above Ermoupoli, from which there are gorgeous panoramic views. Finally spend time basking in the sun on one of the many beautiful beaches on the island and swim in the crystal clear waters.
Days 6-7 Tinos
Board your ferry and head to the enchanting island of Tinos. One of Greece's best-kept secrets, Tinos quietly captivates visitors with its serene beauty and authentic Greek charm. Discover this unspoilt haven, with beautiful untouched beaches, plenty of walking trails and traditional Greek villages. Begin your first day with a stroll around the cobblestone streets of Tinos town, discovering its unique architecture, boutique shops, and vibrant atmosphere. Perhaps take a climb up the hill to visit the famous pilgrimage site of the Holy Church of the Virgin Mary. Finally, relax in the atmospheric centre enjoying some traditional mezze.
Days 8-9 Paros
This morning, take a scenic ferry journey from Tinos and arrive in serene Paros. Spend the next two days uncovering glorious beaches lapped by azure waters, lovely Cycladic villages and the bustling towns of Parikia and Naoussa, home to traditional tavernas and welcoming restaurants and bars. If time allows, take the short ferry over to Antiparos for the day, holiday destination of the rich and famous!
Days 10-11 Naxos
From Parikia Port, take the short ferry ride to Naxos. Being the largest and most fertile of the Cycladic islands, Naxos produces excellent olive oil, honey, cheese, wine and more! Enjoy excellent traditional local food and choose from an abundance of beaches to relax on. Outdoor enthusiasts can opt for a scenic hike up Mount Zas, the highest peak in the Cyclades. For a culture fix visit the beguiling landmark of Portara which can be spotted as your ferry approaches the island. This marble frame is all that remains of the temple of Apollo, which was started in the 6th Century but never finished.
Days 12-13 Ios
Hop on a ferry to Ios and be rewarded with stunning views of the hillside town of Chora as you approach. Lively Ios is known for its exciting nightlife and excellent beaches. For those who prefer a more peaceful break, Ios is also home to sleepy villages and labyrinths of whitewashed houses. Take leisurely strolls through the main town of Chora and enjoy sunbathing and watersports on some of the many golden beaches. Embark on the short hike to Homer’s Tomb, believed to be the final resting place of the ancient poet.
Days 14-15 Milos
This morning board your ferry and sail across the Aegean Sea to Milos. Tucked in the southwestern corner of the Cyclades, moon-like Milos is dotted with mysterious lunar landscapes, hot springs and sea caves all waiting to be explored. This laidback island is the perfect place to relax by turquoise waters at one of the island’s 70 stunning beaches.
Days 16-18 Santorini
Your Greek adventure continues in the acclaimed Santorini, renowned for its stunning vistas and remarkable volcanic topography. Check in at your hotel and make yourself at home, before perhaps venturing out the main towns of Oia or Fira. If you’re feeling adventurous, why not explore all this wonderful island has to offer with striking black sand beaches, secluded coves and no shortage of spots to snap the sunset.
Days 19- 21 Crete
Arrive in sunny Crete and enjoy an afternoon relaxing beside the Aegean Sea. Dating back over 4,000 years, Crete has a captivating history and strong cultural identity. Why not head out to discover the renowned archaeological site of Knossos, considered to be Europe’s oldest city, or explore historic villages tucked between the mountains? In the evenings, find traditional tavernas serving delightful local produce and fine wines and admire the backdrop of the stunning surrounding landscape.
Day 22 Crete
Your odyssey comes to an end this morning after breakfast. Take your private transfer to the airport for your onward flight.
Additional Options: Short on time? These islands can be mixed and matched to almost endless possibilities, from a quick long weekend of just two islands, to three, four or more!
Price & Inclusions
- Private transfers between all airports, ferry ports and hotels except Ios
- Ferry transfers between all islands
- 21 nights 4★ to 5★ accommodation
- 21 breakfasts
We negotiate new offers daily from discounted flights, tours and vehicle hire to free upgrades, added value and unique inclusions. Please call for our latest offers.
The tour itinerary, inclusions and departures are based on travel from 01/01/2026 to 15/10/2026. For holiday guide price terms and conditions, click here.Flights
As we can offer you such a flexible choice of flights, we don't include international airfares with our tour prices. The price you pay will be determined by the time of year you travel, your departure airport, airline and availability.
Your Trailfinders Travel Consultant will be able to find the best flights to suit you and your choice of tour. Contact us for our latest flight offers or take a look at our flights pages for a general idea of prices.
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