Greek Islands & Sicily

26 Days – Various Dates

from $11,799 per person based on 2 sharing

Trip Style: Beach, Family, Group, Independent, Nature



Not Included:

Prices are subject to availability and may fluctuate depending on the season.

Welcome to the captivating world of Greece and Sicily! Here we have meticulously curated a journey through the Mediterranean, hand picking some great hotels, rout options and flights, ensuring every detail of this itinerary exudes excellence. When you embark on this unforgettable journey prepare to be swept away by the timeless allure of ancient Greece and the breath taking beauty of Sicily. Greece, a land where myth and history seamlessly intertwine, is a travellers paradise. While Sicily greets you with a magnetic blend of natural wonders, mouth watering cuisine and rich history. Both regions offer a culinary journey through Mediterranean flavours, including fresh seafood, local olive oil, and fine wines unique to each area. Charming villages and coastal towns beckon with cobblestone streets, bustling marketplaces, and the warm hospitality of the locals. Pristine Mediterranean beaches provide a perfect backdrop for relaxation, with crystal-clear waters and golden sands. Dive into mythology and history at sites like the Palace of Knossos in Crete and the Villa Romana del Casale in Sicily, which house stunning mosaics and fascinating stories. 

Extend the journey through Italy or mainland Greece if you want to explore for longer? Either way get in touch so we can refine this journey to match your day dreams!

Day 1

Overnight Flight – Qatar Airways

To begin your trip in style we have selected Qatar Airways with only one stop via Doha, this is the quickest way to reach Greece. Enjoy world class service while indulging in exquisite cuisine and spacious economy seating. We can also add on a stopover on Doha if you wish to explore Qatar and break up your flights on the journey home. Upgrades to the Qsuite business class are incredible if you want to elevate your trip – ask us for more details. Of course, if you prefer another airline we can accommodate your preferences and tailor the journey to meet your specific needs.

Day 2-5

Mykonos, Greece

You are going to fall in love with Mykonos Town, the capital of the island. A gorgeous tangle of narrow streets and modest alleys decorated with vibrant bougainvillea and classic Cycladic structures.

Mykonos offers some incredible luxury boutique hotels with impeccable service which you will experience during your time here. We would suggest you enjoy a private yacht charter to explore the pristine beaches that are at your fingertips. Following a day spent on the yacht why don’t you head to one of the many Michelin-starred restaurants, the food options are endless and incredible. Days can be spent at exclusive beach clubs like Nammos, nights come alive with the chicest bars, and shopping on Matogianni street is an absolute must for those who love high end boutiques and exclusive stores set amungst the most charming cobblestone streets.

Whether your unwinding in spa retreats, delving into the islands rish history with private guided tours, or relishing in the art and culture scene, Mykonos Town provides a canvas of unparalleled luxury and indulgence that will leave even the most sophisticated traveler enchanted and in awe.  

Day 5-8

Santorini, Greece

Santorini is one of the most visited Greek islands and a global tourist attraction, and for good reason. The jewel of the Aegean sea, Santorini will leave you captivated with its breathtaking beauty and diverse history.

The iconic blue-domed churches in Oia set against the stunning sunset create a postcard-worth scene that is a must see! We recommend exploring the archaeological wonders of Akrotiri, a preserved ancient city frozen in time by volcanic ash – very cool!

For adventure seekers, hiking from Fira to Oia along the caldera rim is a must. The path offers breathtaking views of the volcanic landscapes and the sapphire sea below. While your there we suggest exploring the charming villages of Pyrgos and Megalochori along the way.

While, the island’s culinary scene is a gastronomic delight, with fresh seafood, local vegetables, and traditional flavors taking center stage. It’s a must to dine at a seaside taverna and savor dishes like grilled octopus, fava beans, and tomatokeftedes (tomato fritters). Be sure to pair your meal with the local Assyrtiko wine.

This Greek gem will no doubt leave you wanting more, it’s a favorite of ours and we can’t wait for you to experience the beauty of Santorini.

Day 8-10

Heraklion, Greece

Heraklion, the Capital of Crete, is a captivating blend of ancient wonders and vibrant modern life. Home to many Byzantine, Venetian, and Ottoman buildings as the city was cosmopolitan for centuries!

First on your list we would recommend a visit to Knossos Palace, this holds great historical significance as the largest and most well-known Minoan palace dating back to the bronze age with associations to Greek mythology. 

A site worth visiting next is the 16th-century Koules also known as Castello a Mare, a stronghold fortress at the entrance to the old Venetian harbor and its defence walls are the city’s most notable features. 

Next, spend some time wandering through the charming streets of the old town, and enjoy the bustling markets.

Heraklion, weaves a story of ancient wonders and Mediterranean allure, leaving you with the warmth of its hospitality. You will be glad this spot was on your list!

Day 10-12

Chania, Greece

Welcome to some of the most beautiful beaches in Greece! Chania is a city that wonderfully blends its rich history with the amazing natural surroundings of the Mediterranean. Located at the westernmost side of Crete, this is a place we don’t think you will want to miss!

With a charming medieval town, intriguing castles and a natural landscape this region is full of amazing places to see.

Its well worth taking a wander through the enchanting old town, where Venetian and Ottoman influences marge in colourful alleyways leading to lively markets and charming cafes – stop here for a drink and take it all in!

If you love spending time at the beach, then we highly suggest making your way to the stunning beaches of Balos and Elafonissi – you will thank us later!

Day 12-14

Milos, Greece

The Greek island of Milos, tucked away in the Cyclades, is a hidden gem that offers an amazing getaway to anybody looking for a special combination of stunning natural scenery and fascinating history. Milos is a haven for tourists wishing to discover a lesser-known yet fascinating Greek destination with its breathtaking scenery, over 40 hidden beaches, and archaeological monuments.

If your up to it, we suggest visiting the Catacombs of Milos, an underground burial site dating back to the early Christian period, this is a really fascinating excursion.

If you love seafood, then your going to love Milos. Famous for its seafood, make sure to stop at Pollonia, a charming costal village with excellent seafood restaurants, providing a tranquil backdrop with your meal!

Milos is a trip that will be remembered as a treasured Aegean jewel. You are going to be talking about this place well after you leave.

Day 14-16

Athens, Greece

No trip to Greece would be complete without visiting the capital, Athens. This one of the most important cultural cities in the country. The city is known for its ancient ruins, sunny beaches, and mouth-watering cuisines. Made up of mountainous mainland and hundreds of islands, the city is filled with historical sites, stunning landscapes, and places of cultural importance.

We would suggest visiting all of the popular must see spots while you are here including the Acropolis Museum, Temple of Olympian Zeus, and Acropolis of Athens- a citadel located on a rocky outcrop containing ruins of several ancient buildings, especially the Parthenon.

You will love immersing yourself in the timeless alure of Athens, rich in history and full of ancient marvels. 

Day 16-18

Catania, Sicily

Next sop is Catania, Sicily! This is well worth a stop on this itinerary. Sitting on Sicily’s east coast, it’s a location where the past and present collide to create a vibrant and captivating destination.

Catania is uniquely special due to its UNESCO-protected Baroque city centre, featuring architectural marvels like the Cathedral of Saint Agatha with its intricate design. The city’s lively street scenes, filled with markets and local culture, provide an immersive experience into Sicilian life. What sets Catania apart is its proximity to Mount Etna, Europe’s most active volcano. If your a thrill seeker we definitely suggest visiting this breathtaking encounter with nature.

If your a food lover, make sure to explore Catania’s vibrant markets, like Pescheria, and enjoy traditional Sicilian dishes in charming trattorias.

We love Catania for its one of a kind landscape, and we know you will too!

Day 18-20

Taormina, Sicily

Taormina, a Mediterranean gem with an alluring blend of history, culture, and breathtaking natural beauty, lies on Sicily’s east coast. It is perched on a hilltop overlooking the Ionian Sea and is framed by the spectacular Mount Etna. The city’s crown jewel is the ancient Greek Theater, offering a backdrop of Mount Etna. If your here at the right time there are plenty of cultural events hosted at the Greek Theater that are worth a visit.

We recommend taking a stroll along the historic Corso Umberto, indulging in boutique shopping and savoring Sicilian cuisine in some of the finest restaurants.

Taormina’s atmosphere is equally as captivating as its scenery. The gorgeous surroundings, the blend of Mediterranean flavours, and the friendly Sicilian hospitality make it a place that truly reflects the spirit of Sicily. A magical spot you will be glad you had the pleasure of spending time in.

Day 20-22

Syracuse, Sicily

We invite you to Syracuse, Sicily where you will be captivated by a blend of ancient wonders and costal elegance. As one of the Mediterranean’s oldest cities, it boats an extensive archaeological park, where you can marvel at well-preserved Greek and Roman ruins, including the renowned Greek Theatre.

On this stop we have placed you on the charming island of Ortgia, Syracuse’s historic centre, offering a picturesque labyrinth of narrow streets, vibrant markets, and seaside promenades.

We encourage you to explore the Piazza del Duomo, home to one of Italy’s most magnificent Piazzas and the fountain of Arethusa.

Day 22-25

Rome, Italy

Rome, wow where do we start! What a way to finish off this amazing itinerary in one of the most iconic and most-traveled cities in Europe, with a long history to match. With a mixture of cultures from around the world, Rome has it all. Wander the cobblestone street with gelato in hand, spend some time people watching from the Spanish Steps, spend hours in the museums, step inside the colosseum and imagine all the gladiators that once fought in the area, and take in all of the stunning architecture the city has to offer. Rome is also a foodie’s heaven, from the world-class cuisine to casual trattorias and takeaway pizzas. 

As you stroll through the charming neighborhoods, savour its delicious food, and experience its rich history, you become part of this magnificent city’s timeless story. Truly Rome is an unforgettable experience and not merely a destination. 

Day 25-26

Overnight Flights home - Qatar Airways

Departing from Rome, we head home with only one stop through Doha again. If you are still in holiday mode and aren’t ready to head home quite yet, this might be the best time to include a stopover – just let us know!

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