14 Day Highlights of Italy Tour Package

Go on the adventure of a lifetime with our exclusive 14 Day Highlights of Italy Tour Package. Be swept away by the magic of Venice, discovering sites like the San Polo Bridge and Rialto Market, bursting with sights and flavors. Reach Italy’s most fashionable city – Milan – and be amazed by the Sforzesco Castle. Continue your enchanting journey across Verona and Sirmione, where the story of Romeo & Juliet’s romance lingers. Witness the beauty of Lake Garda, Florence, and neighboring towns, diving deep into Tuscany’s treasures. In the heart of Rome, explore The Vatican, Trevi Fountain, Colosseum, and more iconic sites. Reach the Amalfi Coast and Naples, where the Tyrrhenian Sea promises glistening views, relaxation, and luxurious experiences.

Tailor-made for history buffs, nature lovers, and foodies, our 14 Day Highlights of Italy Tour Package will amaze and inspire! Guided by expert locals, this adventure takes you through the most iconic cities of Italy, like Venice, Rome, Tuscany, Naples, and the Amalfi Coast. Spend 13 nights in beautiful hotels, enjoy seamless train transfers, and embrace the magic of central and northern Italy!

14 Day Highlights of Italy Tour Package Highlights

In Rome visit the Colosseum, Roman Forum, Trevi Fountain, and more
Uncover Florence’s rich past by visiting iconic outdoor landmarks
Enjoy the golden Tuscan countryside of Siena, San Gimignano, and Pisa
Check off The Vatican from your bucket list
Stay in classy hotels across 5 incredible cities, and enjoy comfortable train transfers throughout the tour
Be led by expert locals in every region and enjoy seamless train transfers
See the glittering Amalfi Coast and tour its villages
Discover Milan and Venice, North Italy’s most popular destinations

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14 Day Highlights of Italy Tour Package Itinerary

Day 1 - Arrival in Venice

Optional airport transfers
Overnight in Venice

Day 2 - Venice

Enter Doge’s Palace with skip-the-line tickets
Marvel at the stunning interior and learn about its royal history
Skip the lines at St Mark's Basilica to explore one of Italy’s most famous landmarks
Overnight in Venice

Day 3 - Transfer to Milan

Train transfer to Milan
Overnight in Milan

Day 4 - Milan Food Tour

Start your food tour with panzerotti stuffed with mozzarella, tomato, or seasonal fillings
Sip local craft or classic Italian beer
Enjoy pizza topped with classic or creative ingredients, and arancini
For dessert, indulge in chocolates, traditional sweets, or creamy gelato
Finish off with a bold Italian espresso
Overnight in Milan

Day 5 - Lake Como & Bellagio

Travel by bus from Milan to Lake Como
Stop in Tremezzina, known for its villas and scenic views
Enjoy a 1-hour boat cruise on the lake
Dock at Bellagio to explore its alleys and relax with a coffee or gelato
Continue by boat to Cadenabbia
Visit Como’s historic center
Free time for shopping and exploring
Return to Milan by bus
Overnight in Milan

Day 6 - Transfer to Florence

Train to Florence
Overnight in Florence

Day 7 - Florence

Start at Piazza della Repubblica and learn about Florence’s medieval history
Walk through historic streets with tower houses, Renaissance palaces, and artists’ workshops
See the exterior sites of Dante’s house, the Duomo, and the Baptistery
Stroll Via Tornabuoni and Via Maggio for designer boutiques and antique shops
Cross Santa Trinita and Ponte Vecchio into the artisan-filled Oltrarno district
From the outside, marvel at Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces
Visit the interior of Santa Trinita Church to spot amazing art and frescoes
Discover the Pitti Palace, Santa Felicita, and the Vasari Corridor
Overnight in Florence

Day 8 - Pisa, Siena & San Gimignano

Explore Siena’s medieval streets, Piazza del Campo, and the Duomo
Free time for shopping, wandering, or grabbing some coffee
Visit a family-run Chianti vineyard for a wine tasting
Pair cantucci with Vino Santo, in classic Tuscan tradition
Enjoy a Tuscan lunch with homemade pasta, cured meats, local cheeses, and more
Visit the hilltop town of San Gimignano
Take a scenic drive through Tuscany to Pisa
Marvel at the Leaning Tower of Pisa (outside), a worldly icon
Overnight in Florence

Day 9 - Transfer to Rome

Train transfer to Rome
Enjoy a free afternoon to explore the eternal city on your own
Overnight in Rome

Day 10 - Colosseum & Rome Afternoon Food Tour

Tour the Colosseum Arena in-depth
Enjoy some free time
Visit Palatine Hill and the Roman Forum
In the afternoon see the icons of Rome and walk through the main squares, like Piazza Navona
Stop at local food vendors sampling a range of local bites, like supplì, Roman pizza, cured meats, and more
Enjoy delicious complimentary beer
For dessert, indulge in classic tiramisu or gelato, paired with espresso
Overnight in Rome

Day 11 - Vatican & Transfer to Naples

Visit the Vatican Museums and Sistine Chapel with skip-the-line tickets
Explore St. Peter's Basilica
Train to Naples
Overnight in Naples

Day 12 - Free Day in Naples

Free day to swim in the Bay of Naples or eat at the famous Antica Pizzeria Port'Alba, said to be the birthplace of pizza
Overnight in Naples

Day 13 - Amalfi Coast

Explore the charming town of Amalfi and its historic center
Wander Positano’s colorful cliffside streets and boutiques
Visit scenic Sorrento, overlooking the Bay of Naples
Soak in sweeping coastal views throughout the journey
Return to Naples
Overnight in Naples

Day 14 - Departure

Optional airport transfer

NB - all timings on 14 Day Highlights of Italy Tour Package are approximate

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Availability

Available dates are shown in green along with the starting price for that date based on recent searches for 2 adults. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.

Important Details

Includes

All touring and accomodation

Trains: Venice-Milan, Milan-Florence, Florence-Rome, Rome-Naples

Entrance fees: Skip-the-line entrance to the Doge's Palace & St. Mark's Basilica, Colosseum, Roman Forum, Palatine and Imperial Forum, Skip-the-line tickets to the Vatican Museums, Boat tour on Lake Como

Meals & tastings: Food tastings during the Milan & Rome Food Tour, Lunch & Wine tasting on the Tuscany day tour

Excludes

Anything not mentioned above

Personal travel insurance

Gratuities

Essential Information

Each day will be led by an expert guide to provide an enhanced experience along Tourist Journey's values

You can choose your hotel from our hand-picked selection during the booking process

The order of the days might change because we optimize the itinerary to provide the best experience

During the booking process, it's possible to add extra nights of accommodation before or after the tour packag

During the booking process, it's possible to add a private airport transfer

Transfers between hotels and train stations are not included in the package

Please note that while we aim to follow the outlined Florence itinerary on day 7, there is always a chance of slight itinerary changes

Colosseum: Please note: Depending on ticket availability, we will start either at the Colosseum or the Roman Forum/Palatine Hill

Vatican: Shoulders and knees must be covered for both men, women, and children

Vatican: At times, certain sites may be inaccessible to the public; in such cases, the itinerary will be adjusted accordingly while still guaranteeing an in-depth experience

Amalfi Coast: This is a self guided day as we believe you’ll best enjoy this area with self exploration

Tastings on food tours may slightly vary based on availability and/or season

Participants are responsible for making their own way between the hotels and meeting points. Unless otherwise requested, included hotels are chosen for their close proximity to the meeting points

Cancellation Policy

Please note: It is mandatory to provide a first and last name during the Colosseum ticket booking process. Upon issuing, the ticket becomes non-refundable. Guest must ensure they have their passport with them on the day of the tour to guarantee entry. In case of incorrect personal data, access to the Colosseum will be denied
As a result of the above policy, the Colosseum part of the tour is non-refundable
The train tickets are non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)