Highlights of Italy & Greece: Rome, Florence, Cinque Terre, Athens, Naxos & Santorini

From Rome to Cinque Terre, Athens to Santorini, feel the intoxicating embrace of some of Europe’s richest cultures as you create memories in locations that will leave you forever daydreaming.


15 days

Trip Type



Rome, Florence, Cinque Terre, Athens, Naxos & Santorini

Preferred Travel Months




About this trip

The ‘Highlights of Italy & Greece’ tour sees travelers embark on a mesmerizing journey of city-stopping and island-hopping. Uncovering the rich cultural tapestries of the two countries, this tour is perfect for those hoping to visit some of the most famous and enchanting spots in southern Europe. Starting in Italy, the trip takes visitors back in time to explore Rome and Florence before showing off the exquisite Cinque Terre. Then, in Greece, discover the country’s most impressive ancient sites and delve into Greek mythology in Athens, before falling in love with the charming Greek islands of Naxos and Santorini


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Map & Itinerary


Day to Day

  • Day 1: Arrival Rome
  • Day 2: Colosseum Tour
  • Day 3: Complete Vatican-t Tour
  • Day 4: Train to Florence
  • Day 5: Florence Walking Tour
  • Day 6: Free Day in Florence
  • Day 7: Car Transfer to Cinque Terre
  • Day 8: Free Day in Cinque Terre
  • Day 9: Car transfer to FLR/MXP/GOA, flight to Athens
  • Day 10: Athens Mythology Tour
  • Day 11: Flight to Naxos
  • Day 12: Naxos Highlights Tour
  • Day 13: Ferry to Santorini
  • Day 14: Santorini Highlights Tour
  • Day 15: Departure

Picture Yourself

Highlights of Italy & Greece: Rome, Florence, Cinque Terre, Athens, Naxos & Santorini
Drinking local wine while admiring the stunning landscape of Italy and Greece.
Highlights of Italy & Greece: Rome, Florence, Cinque Terre, Athens, Naxos & Santorini
Marveling at the laced coastline of Cinque Terre
Highlights of Italy & Greece: Rome, Florence, Cinque Terre, Athens, Naxos & Santorini
Visiting the stunning Plaka Beach in Naxos and eating in one of the local taverns.
Highlights of Italy & Greece: Rome, Florence, Cinque Terre, Athens, Naxos & Santorini
Strolling the alleys of Athens' oldest neighborhood, Plaka.

DAY 1-3: Rome

On arrival day in Rome, your driver will be waiting to take you to your accommodation.

Check in, sit back, and relax for the evening as you enjoy some free time before your Italian adventure begins the next morning. 

On day 2, your tour kicks off with an incredible walking tour that takes you to the Colosseum, the Roman Forum, and Palatine Hill.

Your well-versed tour guide has dedicated their life to studying ancient Roman history, giving you unmatched insight into the city’s enchanting past.

Listen to tales of gladiator games and uncover the Colosseum’s myths before heading to the Roman Forum and Palatine Hill to imagine what everyday life was like in Ancient Rome.

Traversing the ancient city, you’ll hear about the crazy emperors, pagan religious practices, and murder plots of the past.

On day 3, an equally legendary walking tour of the Vatican awaits.

With the help of an expert licensed Vatican guide, explore the Vatican Museums, the Sistine Chapel, and St. Peter’s Basilica.

You’ll have the chance to admire the ancient sculptures, captivating maps, and detailed tapestries at some of the most famous museums in the world before heading to the Sistine Chapel.

Be humbled as you stand under Michelangelo’s ceiling and allow your guide to highlight the intricate details that most guides will miss.

DAY 4-6: Florence

Following your time in Rome, you’ll jump onto a train to Florence, where you’ll be able to relax before your walking tour the next morning.

On day 5, your morning begins with an immersive walking tour of Florence, which covers the city’s highlights in great detail.

Be amazed at Michelangelo’s David at the Accademia Gallery, and uncover the beauty of the incredible Duomo and Baptistery.

Your expert tour guide will be right there to offer you an in-depth commentary and to share the myths, tales, and secrets of the city.

Throughout the day, you’ll wander through iconic piazzas and embrace Florence’s highlights, including the renowned Gates of Paradise and the very iconic Ponte Vecchio.

Spend the sixth day of your trip in Florence, roaming the city as you wish.

Dive into Florence; explore the cobbled streets, romantic piazzas, iconic bridges, and tempting cuisine of the city at your own leisure.

DAY 7-9: Cinque Terre

On the morning of the 7th day, a private vehicle will transport you to the Cinque Terre, where you’ll be taken to your hotel.

From here, you are free for the afternoon and the following day to enjoy the breathtaking region for yourself.

A tapestry of vibrant colors, picturesque cliffs, and quaint fishing villages, this spectacular jewel of Italy will steal your heart.

Enjoy visits to the villages of Monterosso, Vernazza, Corniglia, Manarola, and Riomaggiore at your own pace, and get lost in the allure of pastel houses, dramatic cliffs, and vineyards.

Take the opportunity to hike along ancient trails that will lead you through olive groves or perhaps take a swim in the shimmering sea.

On the 9th day of your tour, you will be transported by car before catching a flight to Athens, where the Greek part of your adventure begins.

DAY 10-11: Athens

Day 10 of your trip – in Athens – will commence with a private mythology tour of the Acropolis and the Acropolis Museum.

Throughout the day, you’ll uncover the myths that have rapidly spread across the world from Ancient Greek Civilisation.

Tales of magical beasts, hideous crimes, betrayals, and admirable heroism weave together today to offer you an incredible overview of Greek Mythology.

Admire masterpieces of the Golden Age at the Parthenon and embrace an exert-led tour of the Acropolis Museum, which is home to artifacts more than 2500 years old.

Take the evening to soak up Greek culture, its tempting cuisine, city streets, and unforgettable architecture.

On day 11, you’ll be transported to the airport in Athens, where you’ll fly to the irresistible island of Naxos, a radiant jewel in the Aegean Sea, packed with mythical charm.

DAY 12-13: Naxos

Start day 12 with a real taste of Greece’s world-famous Greek islands on the island of Naxos.

Your private walking tour begins in the morning and invites you to acquaint yourself with the island, its history, food, people, and, of course, mythology.

Explore the unfinished colossal archaic statue of Apollo, a site discovered by local farmers. Then, trail through gorgeous villages, taste the local bites, and sip on refreshing wines grown on the slopes of the island.

You’ll also have the chance to try the local Kitron liqueur at a 100-year-old distillery before being taken back to your hotel for the evening.

On day 13, you’ll hop onto a ferry across glimmering Aegean waters to the iconic Greek island of Santorini, sculpted by volcanic forces and blessed with eternal sunshine.



DAY 14: Santorini

On day 14, explore Santorini during a full day private tour, including lunch and a wine tasting.

Meander through hilltops, discover volcanic beaches, and enjoy majestic views. You’ll begin at the mythical site of Prehistoric Thera, where your knowledgeable guide will tell you all about a civilization buried by volcanic ash.

Then, delve into Akrotiri – a Minoan settlement dating back to 3000 BC – and visit the ethereal Red Beach as well as the Prehistoric Museum of Santorini.

For the epicurean travelers, the afternoon will be composed of wine tasting and an exquisite 4-course lunch, followed by a visit to Blue Dome, where panoramic views will take your breath away.

Before enjoying the heart-stopping Santorini sunset with a cocktail in hand, explore the picturesque village of Pyrgos where the white and blue palette will forever engrain on your memory.


DAY 15: Departure

Day 15 sees your trip to Italy and Greece come to an end.

You’ll be transported to the airport of Santorini early enough to catch your flight back home, blessed with memories that will last a lifetime. 


  • Boutique 4-5* accommodation
  • All private tours with excellent licensed guides, as described in the itinerary
  • All private transfers with professional drivers and luxury vehicles
  • All domestic and international flights/trains/ferries
  • Skip the line entrance fees at all sites
  • All taxes and VAT


  • Meals, unless mentioned in the itinerary
  • Personal travel insurance
  • Personal expenses
  • Gratuities
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