14-Day Best of Italy and Greece Tour

From ancient whispers of Rome to Santorini's whitewashed dreams, Italy and Greece unfold a tapestry of memories. Explore iconic ruins and charming towns, bask on stunning beaches and azure seas. Savor mouthwatering moussaka, wander sun-kissed piazzas, and indulge in history and culture. From Tuscany's warmth to Santorini's charm, a feast for the senses awaits.

This two-week Italy and Greece itinerary is just a starting point, and we will tailor it to your interests and preferences.

• Days:14±
• Best for:First-timers
• Best time:Apr. - Jun./ Sep. - October
• Departure date:up to you
• Sample price:US$6,859 each (2 per room)

Brief Itinerary for Best of Italy and Greece Tour

This is an immersive itinerary for First-timers to experience Italy and Greece. With my expert guidance, craft your dream journey, ensuring you savor every moment without worry!

• Monica Mo
• 8 years of travel advisor experience
• Has helped 5,000+ clients

Tour Highlights

Here are the awesome attractions, the most must-do activities selected by Highlights Travel (HT Hand-Picked), and exclusive cultural experiences offered by Highlights Travel (Only With HT) included in this tour:

Immerse yourself in the Colosseum's captivating history and legendary battles with priority access and a private guide.

Explore the Vatican Museums' galleries with skip-the-line tickets and witness marvelous masterpieces around every corner.

Witness the architectural prowess of the Acropolis, feeling the vibrant soul of Athens thrumming alongside its ancient heart.

Stand before Michelangelo's David at the Accademia Gallery in Florence and breathe in the artistic essence of the Renaissance.

Unleash your senses with Florence and Venice culinary tours: try Tuscan flavors and Venetian Aperitivo traditions.

Cruise through Venice's winding canals on a gondola, and let yourself be transported to a magical world of romance and history.

Witness Oia's fiery sunset with your loved one, capturing the romance and wonder in your hearts as the sky ignites with color.

Lose yourself in Mykonos' tranquil beaches, where white sand shimmers under the sun and crystal waters beckon you in.

Journey Map (Suggested Route)

Suggested Itinerary for Inspiration

Your preferences design the real journey. We're ready to create a wonderful tour for you.

Day 1

Rome Arrival

• Welcome to the Eternal City—Rome! Upon your arrival at Rome Fiumicino Airport, your friendly driver will be waiting for you in the arrivals hall.
• Relax and travel comfortably as you enjoy a private transfer to your comfortable hotel in Rome.

the driver meet clients in the airport

Day 2

Rome | Explore Ancient Rome's Iconic Sites

• Step into the Eternal City's heart as your private driver whisks you to the Colosseum. An expert guide awaits, ready to begin unlocking the secrets of this ancient marvel on a stress-free 3-hour journey.
• Skip the queues and immerse yourself in the Colosseum's captivating history. Witness the arena where epic battles unfolded and feel the echoes of the gladiators still resonating in the air.
• Journey to the Arch of Constantine, a triumphal testament to Roman power. Wander across the verdant slopes of Palatine Hill and delve into the vibrant history of the Roman Forum.
• Conclude the tour with a comfortable transfer back to your hotel.

Arch of Constantine in Rome

Day 3

Rome | Unveil the Vatican's Secrets

• Embark on a journey into the heart of Catholicism with a private transfer to Vatican City. Your expert guide awaits there, eager to unlock its treasures in 3 hours.
• Glide through the Vatican Museums with skip-the-line access and marvel at Laocoon's writhing agony and Apollo's celestial glow. Let the Gallery of Maps and Gallery of the Candelabra dazzle your senses with intricate frescoes and sparkling gems.
• Prepare to be awestruck by the Sistine Chapel. Feel the weight of Michelangelo's genius as "The Creation of Adam" sweeps across the ceiling.
• Step inside St. Peter's Basilica and be mesmerized by its architectural blend and stunning artworks. Admire Michelangelo's famous dome and the poignant beauty of his Pietà sculpture.
• Upon completion of the tour, we provide seamless transportation back to your hotel.

Bird's-eye view from the roof of St. Peter's Basilica

Day 4

Rome - Florence | Journey Through the Heart of Italy

• Make the most of your free time to explore Rome one last time before your driver transfers you to Roma Termini train station for a fast train to Florence.
• Upon arriving at Firenze S.M. Novella train station, your driver will welcome you and transfer you to the hotel.
• Embrace the rest of the day for independent exploration and have a first taste of Florence at your own pace.

High speed train in Italy

Day 5

Florence | Stroll Through the Art Galleries

• Uncover the secrets and curiosities of the Accademia Gallery and Uffizi Gallery in a 4-hour private tour.
• Skip the queues at the Accademia Gallery and explore Michelangelo's iconic David, gazing in awe at its intricate details.
• Prepare to be dazzled by the Uffizi Gallery, home to masterpieces by Giotto, Masaccio, Botticelli, Leonardo da Vinci, and Michelangelo.
• After delving into Renaissance masterpieces, return to your hotel with lingering inspiration.
• In the afternoon, embark on a delightful 3-hour Florence foodie tour (Join in). Delve into the city's rich culinary history with a visit to the renowned San Lorenzo food market, savoring traditional Tuscan delights and unveiling the secrets of local cuisine.

The David in the Accademia Gallery

Day 6

Florence - Venice | A Watery Wonderland Awaits

• Unwind and explore Florence one last time before your driver whisks you away to Firenze S.M. Novella train station for a high-speed train to Venice.
• Glide through the canals in a private motorboat to your Venice hotel upon arriving at Santa Lucia train station.
• Embrace the rest of your Venetian adventure and savor your first taste of the city.

Sunset at Piazza San Marco

Day 7

Venice | Admire Venice's Beauty on a Gondola

• Immerse yourself in the enchantment of Venice with a 2-hour highlights tour led by an expert guide.
• Enjoy a stroll to iconic Piazza San Marco, home to the legendary Basilica of San Marco and Doge's Palace.
• Discover the opulence and beauty of the Basilica of San Marco, with its stunning golden mosaics, polychrome decorations, five domes, and the legendary Pala d'Oro.
• Explore the dynamic Venetian Gothic masterpiece Doge's Palace, showcasing vibrant cultural connections between the Serenissima Republic and other European states.
• Cross the poignant Bridge of Sighs, a reminder of the prisoners' fate.
• Let the sights and sounds of Venice serenade you as you glide through the canals, past grand palazzos and romantic bridges on a half-hour gondola ride.
• Enjoy a 3.5-hour join-in Venetian Aperitivo Tradition tour in the Cannaregio neighborhood. Discover the aperitivo spots, indulge in the local delicacies, and learn about Venetian culture and cuisine from the foodie guide as you visit five bars.

Venice Gondola Ride

Day 8

Venice - Athens | A Gateway to Greek History

• Savor a new day Venetian sunrise before gliding through the canals for your flight to Athens.
• Welcome to Athens! Upon arrival at Athens Airport, our friendly driver will meet you and transfer you to the hotel.
• The rest of the day is at your leisure to explore this historic city and create your first impressions.

Acropolis and Parthenon Temples During the Sunset

Day 9

Athens | Discover the Hidden Gems of Athens

• Discover the historical sites of Athens with your private guide.
• Explore the city center, and visit the Hellenic Parliament in the Old Royal Palace, the National Library, and the Presidential Mansion.
• Witness the Evzones in their traditional uniforms at Syntagma Square and the Memorial to the Unknown Soldier.
• Discover the Hadrian's Arch, the Temple of Olympian Zeus, and the Panathenaic Stadium, famed for holding the first modern Olympic Games in 1896.
• Ascend the sacred hill of the Acropolis, an ancient citadel crowned by iconic monuments. Immerse yourself in history amidst the Propylaea gateway, the graceful Temple of Athena Nike, and the majestic Parthenon, its grandeur echoing millennia of stories.
• Wrap up your day's exploration with a visit to the Acropolis Museum, where the treasures unearthed from the ancient citadel come alive.

Temple of Olympian Zeus

Day 10

Athens - Santorini | A Change of Scenery

• Make the most of your remaining time in Athens before a private transfer whisks you off to the airport for your Santorini flight.
• Upon arrival at Santorini Airport, settle into your private transfer and relax on the scenic journey to your hotel.
• Spend your free Santorini afternoon : capture the beauty of the caldera, meander through Fira's picturesque streets, or savor delicious Greek cuisine - this afternoon is yours to explore.

sunset over Oia town

Day 11

Santorini | Experience Santorini Onboard

• Spend a leisurely morning exploring Santorini before embarking on a 5-hour join-in sunset cruise tour with transfers.
• Sail around the island, visiting the renowned Red Beach and the pristine White Beach, known for its turquoise waters for swimming and snorkeling.
• Enjoy a delicious Greek barbecue and Santorinian wine onboard.
• Witness the awe-inspiring sunset painting the Caldera with fiery hues as you sail beneath the charming village of Oia.
• Conclude this unforgettable evening with a return transfer.

boat cruise ocean trip Santorini

Day 12

Santorini - Mykonos | Stunning Mykonos Awaits

• Glide in a private transfer to the pier, board your high-speed ferry, and whisk away to Mykonos. A smooth transfer awaits at the dock, delivering you straight to the Mykonos hotel.
• Free to choose your adventure! Walk through the local market, say hi to Peter the Pelican, explore the Folklore Museum or head to Paraportiani Church and Little Venice; this afternoon is yours to discover.

The iconic windmills of Mykonos

Day 13

Mykonos | A Day of Beachy Tranquility

• Indulge in a tranquil day on the stunning beaches, reading a book, swimming in the waves, or simply basking in the sun.

sandy beach on Mykonos island

Day 14

Mykonos | Departure

• Savor your final moments on the charming Mykonos Island, exploring its wonders before your driver whisks you to the airport for your flight home.

Little Venice on Mykonos island

Ideas for Making This Trip Uniquely Yours

Special experiences can be added to brighten a honeymoon trip, a family vacation, a birthday, or satisfy personal interests.

Hand-Picked Hotels

We select hotels with style and local features. Let us know your preferences and we'll find your ideal hotel.

Grand Hotel Palace Rome

Hotel Orto de Medici

Palazzo Veneziano Venice

Titania Hotel Athens

Aressana Spa Santorini

Harmony Boutique Hotel Mykonos