SanGimignano towers

A Journey of a Lifetime, Italy Discovered

Trip introduction
14 NIGHT TRIP
Embark on a once in a lifetime Italian adventure as you explore the rich tapestry of culture, cuisine, and captivating beauty that defines this extraordinary country. From the ancient wonders of Rome to the Renaissance brilliance of Florence, from the rolling vineyards of Chianti to the dreamy canals of Venice and the elegance of Milan, this journey brings you face-to-face with Italy’s most iconic destinations, guided experiences, and unforgettable flavors.
Highlights
Skip-the-line access to the Vatican Museums and Sistine Chapel.
Rome’s timeless landmarks including the Colosseum and Trevi Fountain.
Masterpieces at the Uffizi and Accademia Galleries in Florence.
Full-day excursions to Siena, San Gimignano, and the Chianti wine region.
Gondola ride and guided tours of Venice and its lagoon islands.
A glimpse of da Vinci’s The Last Supper in Milan.
Wine tastings, cooking classes, and scenic countryside drives.
Description

Day 1: Arrive in Rome
Your journey of a lifetime begins

Welcome to Italy! Upon landing at Rome Fiumicino Airport, meet your personal chauffeur for a seamless transfer to your five-star hotel in the heart of the city. After settling in, set out on a magical evening golf cart tour. Glide through the illuminated streets of Rome as your expert guide reveals the stories behind the Spanish Steps, Trevi Fountain, Pantheon, and Piazza Navona. Conclude the night with a classic Italian aperitivo on a panoramic rooftop terrace. Overnight in Rome.

Day 2: Rome
Essence of the eternal city

Start your day with a hearty Italian breakfast. Discover the heartbeat of Ancient Rome with a guided tour of the Palatine Hill, Roman Forum, and the mighty Colosseum. In the afternoon, continue exploring the city’s iconic landmarks, from the Spanish Steps to the Trevi Fountain. Cap off the day with a traditional Italian aperitivo. Dinner at leisure. Overnight in Rome.

Day 3: Michelangelo’s
Masterpieces & holy see

Enjoy breakfast at your hotel before heading to Vatican City. Visit the Vatican Museums with skip-the-line access and marvel at the Sistine Chapel and St. Peter’s Basilica, home to Michelangelo’s Pietà. Spend the afternoon and evening at leisure exploring more of Rome or relaxing. Overnight stay.

Day 4: Florence
Uffizi gallery treasures

After breakfast, board a high-speed train to Florence, the birthplace of the Renaissance. Transfer to your hotel and settle in. In the afternoon, take a guided tour of the world-renowned Uffizi Gallery and immerse yourself in masterpieces by Botticelli, da Vinci, and Michelangelo. Evening at leisure. Overnight in Florence.

Day 5: The cradle of
Renaissance

Start with breakfast before visiting the Accademia Gallery to stand before Michelangelo’s David and other iconic sculptures. Explore Florence’s historic center at your own pace. Optional evening food tour or Tuscan dinner. Overnight stay.

Day 6: Tuscan escapade
Siena & San Gimignano

Embark on a full-day countryside tour after breakfast. Visit medieval Siena, known for its Palio horse race, and marvel at its Gothic cathedral. Continue to San Gimignano, a hilltop town famed for its towers and gelato. On the return, pass by the ancient walled town of Monteriggioni. Overnight in Florence.

Day 7: Pisa
The iconic leaning tower

Enjoy a relaxed morning of shopping or wandering Florence’s artisan boutiques. In the afternoon, take a guided excursion to Pisa and admire the Leaning Tower and the historic Piazza dei Miracoli. Return to Florence. Overnight stay.

Day 8: Chianti discovery

Spend the morning at leisure. In the afternoon, head into the scenic Chianti region. Visit two historic wineries, taste world-renowned wines and olive oils, and enjoy local delicacies. Experience authentic Tuscan hospitality. Return to Florence. Overnight stay.

Day 9: Venice
The city of canals

After breakfast, travel by high-speed train to Venice. Transfer privately to your hotel. Spend your afternoon exploring at your own pace, perhaps take a walk along the Grand Canal or sip espresso in a quiet piazza.
Overnight in Venice.

Day 10: Marvel’s of St. Mark’s &
Doge’s palace

Today’s guided walking tour unveils Venice’s legendary landmarks: St. Mark’s Basilica, the Doge’s Palace, Rialto Bridge, and more. In the afternoon, enjoy a romantic gondola ride through the city’s enchanting canals. Evening at leisure. Overnight stay.

Day 11: Lagoon island
discovery

Take a full-day boat excursion to the colorful islands of Murano, Burano, and Torcello. Discover traditional glass-blowing and lace-making techniques, and stroll through vibrant villages. Optional opera experience in the evening at a historic Venetian palace. Overnight in Venice.

Day 12: Milan
The capital of fashion

Travel to Milan by high-speed train after breakfast. Check in at your luxury hotel, then join a guided aperitivo tour along the trendy Navigli canals. Enjoy regional wines and gourmet bites at an elegant wine bar. Overnight stay.

Day 13: Last supper and
Milan historical center

Begin your day with a visit to the iconic Last Supper by Leonardo da Vinci. Continue to Milan’s majestic Duomo, the Galleria Vittorio Emanuele, and La Scala Opera House. The rest of the day is free for last-minute shopping or exploring. Overnight stay.

Day 14: Departure
Arrivederci Italia!

Savor your final breakfast in Italy before your private transfer to the airport. Say goodbye to the unforgettable memories made on your Journey of a Lifetime.

NOTE: This journey of a lifetime is subject to change based on the availability of the services/tours/activities listed at the time of your traveling.

SanGimignano towers

cretesenesi

PiazzaNavona

Florence Duomo at night

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