Classic italy

Day by Day

Are you ready to become Italian explorers? We’ll take you on a journey through art, history, and delicious food! Imagine gliding through Venice’s magical canals, discovering amazing paintings in Florence, running through the beautiful Tuscan hills, and pretend to be gladiators in Rome!

Welcome to Rome, the Eternal City

DAY 1

Upon arrival at Rome’s Fiumicino Airport, your private driver will be waiting to greet you and whisk you away to your hotel nestled in the heart of Rome. After settling in, the city is yours to discover. Lose yourself in the maze of charming vicoli, stumble upon hidden piazzas bathed in golden light, and admire the grandeur of ancient Roman architecture.

As the sun sets, embrace the Roman tradition of aperitivo and indulge in some delectable Roman appetizers, accompanied by a refreshing drink or a classic Aperol Spritz.

Cityscape of Rome
Fountain di Trevi in Rome

A Journey through time in Rome

DAY 2

Immerse yourself in the grandeur of ancient and Baroque Rome. Discover the ancient allure of the Pantheon, a former temple and royal burial place. Continue to the enchanting Trevi Fountain, where a tossed coin promises your return, and immerse yourself in Baroque art at Piazza Navona, where the spirit of Rome dances in stone and water.

Step into the Colosseum, imagining the roar of the crowd and the clash of gladiators, and feel the chilling presence of cruel emperors and their sudden whims dictating life and death.

Masterpieces of the Vatican & Sistine Chapel

DAY 3

Delve into the heart of Vatican City with a guided tour of the Vatican Museums. Explore the vast collection of papal art, a labyrinth of galleries filled with priceless treasures, uncover the fascinating stories behind these works of art, learning about the popes who amassed them and the Masters of art who created them.

Learn the secrets of the conclave chamber as you approach the Sistine Chapel. Michelangelo’s “Last Judgment” awaits here, a masterpiece of breathtaking detail and profound artistic vision.

ROME, ITALY - JUNE 28, 2019: ceiling with ancient frescoes in vatican museum
Val d'Orcia farmhouse

A Tuscan Retreat: sunset & countryside charm

DAY 4

After a relaxed breakfast in Rome, take some time for any last-minute Roman adventures before reaching the train station. Board a comfortable high-speed train and watch the Italian landscape unfold as you journey to Florence. From there, a private driver will take you to your hotel, a peaceful retreat in the Tuscan countryside.

Tuscan cooking emphasizes quality ingredients and letting their natural flavors shine. It’s a cuisine best enjoyed slowly, paired with local wine, and shared with friends and loved ones!

A Taste of Tuscany: Chianti, San Gimignano & culinary delights

DAY 5

Journey into the heart of the Chianti region, where vineyards stretch as far as the eye can see and ancient villages whisper tales of centuries past. Wander through the labyrinthine medieval alleys of San Gimignano, known as the “City of Beautiful Towers”, where the towering homes of noble families still stand proud, offering a glimpse into a world of power and intrigue.

A highlight of your day awaits at a charming agriturismo or winery, where you’ll sample local wines and relish a light Tuscan lunch amidst the beauty of the vines.

San Gimignano, Tuscany Region
Pine and vineyards, autumn landscape in Chianti at sunset. Castelnuovo Berardenga, Tuscany, Italy

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Happy couple on a bike ride in the countryside

Tuscan Tranquility: a day of leisure

DAY 6

A typical day at your Tuscan retreat begins with a leisurely breakfast, enjoyed at your own pace. The morning is yours to spend as you wish – perhaps a visit to the hotel’s spa for a relaxing treatment, or a stroll through the hotel’s gardens, admiring the fragrant flowers and enjoying the peaceful atmosphere. In the afternoon, consider exploring the surrounding area.

A bike tour is a wonderful way to discover the hidden gems of the Tuscan countryside, or you might prefer a scenic drive to a nearby town.

From Tuscan Hills to Florentine Charm

DAY 7

Leave the tranquil beauty of the Tuscan countryside behind as you journey towards the artistic heart of Florence. Your driver will navigate the scenic roads, revealing breathtaking vistas of vineyards, cypress trees, and ancient farmhouses. Embrace the Italian spirit with a few hours of leisure in Florence: wander through the charming streets, discover hidden courtyards, and soak in the beauty of this Renaissance gem.

Our dining experts can help you choose the perfect restaurants, whether you’re craving authentic Tuscan cuisine, a classic steak Florentine, or something more adventurous.

Historic city of Florence
Young woman traveling famous italian landmarks in Florence city

Florence: Renaissance art & architectural wonders

DAY 8

Your journey begins at the iconic Florence Cathedral, where its secrets and soaring dome await. Explore the vibrant political hub of Piazza della Signoria, dominated by the majestic Palazzo Vecchio. Cross the ancient Ponte Vecchio, its shops a testament to centuries of craftsmanship, and immerse yourself in the city’s timeless charm.

Stand in awe of Michelangelo’s David at the Accademia Gallery, a masterpiece that transcends time, and explore the surrounding collection of Renaissance collection.

Enchanting Venice: exploring the City of Canals

DAY 9

Trade the artistry of Florence for the enchanting waterways of Venice. Settle into your comfortable train and watch the Italian landscape glide by as you journey towards the City of Canals. Upon arrival, Venice unfolds before you, a masterpiece of romance and history. The afternoon is yours to explore at your leisure: get lost in the labyrinthine calli and savor the unique atmosphere of this magical city.

From casual bacari serving delicious cicchetti to upscale restaurants with stunning canal views, our dining experts can help you navigate Venice’s diverse culinary scene for every occasion.

Canal in Venice
Ride on gondolas

Venice's Treasures: St. Mark's & Gondola Ride

DAY 10

Your guided tour begins at St. Mark’s Square, the vibrant heart of Venice. Skip the lines and enter the dazzling St. Mark’s Basilica a golden testament to Byzantine artistry and once the Doge’s private chapel. Afterward, explore the square, a stage for Venetian life, surrounded by historic cafes and restaurants where the coffee aroma mingles with the sounds of lively conversation.

Experience the true allure of Venice with a romantic gondola ride through the tranquil back canals, inaccessible to larger boats, guided by your local Gondoliere.

Final day in Venice

DAY 11

Savor one last Venetian breakfast, perhaps with a view of the Grand Canal, and enjoy a few final hours exploring the city’s charming streets and hidden gems. Do some last-minute shopping for unique Venetian souvenirs or simply soak in the magical atmosphere before your transfer to Venice Airport.

We hope this is just the first of many Venetian adventures for you. Arrivederci!

Venice and old houses

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Why You’ll Love
This Journey

If you dream of immersing yourself in Italian culture, from the aroma of freshly baked bread to the sounds of lively conversations in piazzas, savoring its regional specialties and fine wines, and exploring its rich art and history, this itinerary is your gateway to an unforgettable experience.

Our travel experts can customize this planning for a broad range of travelers, from families to adventurous couples and everyone in between, by offering a taste of the best of Italy in an exciting way.

Landscape of Coliseum in Rome
aerial view of St. Peter's square on cloudy day, Vatican, Italy
Pine and vineyards, autumn landscape in Chianti at sunset. Castelnuovo Berardenga, Tuscany, Italy
View of Venice lagoon and Santa Maria della Salute. Venice, Italy

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