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Greta's Trip

Customisable Itinerary
5.0 • 27 travellers have booked with Roberta L.

Trip Overview

Italy is a country that boasts a rich history, stunning architecture, delicious food, and breathtaking scenery. A 14-day trip to Italy that includes visits to Rome, Pisa, Siena, Milan, Florence, and Venice is an opportunity to experience some of the country's most iconic and picturesque regions.

This itinerary offers a perfect blend of historical and cultural exploration, as well as relaxation and enjoyment. From the Leaning Tower of Pisa to the canals of Venice, this trip promises to take you on a journey through the heart of Italy. Whether you are a first-time visitor or a seasoned traveller, this trip is an adventure that is definitely worth taking.

This 14-day Italy trip was thoughtfully curated by Greta, a travel blogger from Milan. With a passion for travel and a deep appreciation for her home country, she has carefully crafted an itinerary that showcases some of the most beautiful and culturally significant destinations in Italy.

Her insider knowledge of each destination allows you to explore the locations from a local's point of view, discovering hidden gems and experiencing the best that Italy has to offer. This itinerary is perfect for those who want to explore Italy with a unique perspective and learn about the country's rich history and culture from a knowledgeable and passionate local.

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Itinerary

Day 1

Arrive in Rome

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Arrive in Rome

Welcome to Rome! Upon arrival in Rome, you'll be picked up at the airport and transferred to the hotel. You will have a whole day to relax today and take in the atmosphere of the Eternal City.

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    Accommodation

    Boutique Hotel Galatea3 star

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    Transportations

    Taxi from Rome Fiumicino Leonardo da Vinci Airport to Metropolitan City of Rome Capital

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    Meals

    Dinner

Day 2

Discover Rome's Highlights

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Discover Rome's Highlights

Day 2 of your Italy trip is sure to be an unforgettable experience as you arrive in the breathtaking city of Rome, one of the world's most famous and historically rich destinations. Your first stop will be the iconic Colosseum, an architectural marvel that once hosted some of the most famous gladiatorial contests and other public spectacles.

Next, you'll visit the Roman Forum, an archaeological site that was once the center of political and social life in ancient Rome. After a morning of exploring, it's time to visit the Trevi Fountain, one of Rome's most iconic landmarks.

Finally, end your day at Osteria Cacio e Pepe, a charming restaurant serving traditional Roman dishes.

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    Accommodation

    Boutique Hotel Galatea3 star

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    Activities

    The Colosseum

    Roman Forum

    Trevi Fountain

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    Restaurants

    La Gattabuia

  • meals icon
    Meals

    Breakfast and dinner

Day 3

Visit Vatican

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Visit Vatican

Day 3 of your Italy trip is sure to be a highlight as you visit one of the most iconic and historically significant sites in the world - the Vatican.

During your visit, you'll have the opportunity to explore the magnificent St. Peter's Basilica, one of the most impressive churches in the world, and admire the stunning works of art that adorn its walls and ceilings. You'll also be able to see the famous Sistine Chapel, where Michelangelo's breathtaking ceiling frescoes are on full display. This incredible masterpiece took over four years to complete and is considered one of the greatest works of art in history.

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    Accommodation

    Boutique Hotel Galatea3 star

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    Activities

    Vatican Museums

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    Meals

    Breakfast

Day 4

Discover Pantheon & Fori Romani in Rome

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Discover Pantheon & Fori Romani in Rome

Day 4 of your Italy trip is a perfect day for exploring the city of Rome on foot. Today, you'll visit one of the most impressive and iconic landmarks in Rome - the Pantheon. This ancient temple is an architectural masterpiece that has stood the test of time, and is considered one of the greatest engineering feats of ancient Rome.

You can explore the city's countless charming piazzas, shop for souvenirs in local markets, or simply sit and relax at a sidewalk cafe and watch the world go by. With so much to see and do, a free afternoon in Rome is the perfect opportunity to experience the city's unique charm and vibrant culture at your own pace.

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    Accommodation

    Boutique Hotel Galatea3 star

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    Activities

    Pantheon

    Free Time in Rome

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    Restaurants

    Gelateria Della Palma

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    Meals

    Breakfast and lunch

Day 5

Travel From Rome to Florence

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Travel From Rome to Florence

Day 5 of your Italy trip is an exciting day as you'll travel from Rome to the beautiful city of Florence. Known as the birthplace of the Renaissance, Florence is home to some of the most impressive works of art and architecture in the world, and you'll have the opportunity to visit some of its most iconic landmarks.

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    Accommodation

    Palazzo Riblet

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    Activities

    Cathedral of Santa Maria del Fiore

    Ponte Vecchio

    Piazzale Michelangelo

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    Transportations

    Train from Rome to Florence

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    Meals

    Breakfast

Day 6

Visit Gallery and Gardens of Florence

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Visit Gallery and Gardens of Florence

Day 6 of your Italy trip is all about immersing yourself in the art and beauty of Florence. Today, you'll visit some of the city's most stunning galleries and gardens, experiencing the very best that this historic city has to offer.

Your first stop will be the Boboli Gardens, a vast and sprawling garden complex that stretches over 45,000 square meters. Here, you can take a stroll through the gardens, taking in the beautiful fountains, sculptures, and landscaping.

Afterwards, you will visit Galleria della Accademia in Florence. This famous museum is home to some of the most iconic works of art in the world, including Michelangelo's iconic statue of David.

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    Accommodation

    Palazzo Riblet

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    Activities

    Boboli Gardens

    Galleria dell’Accademia

    Free Time in Florence

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    Meals

    Breakfast

Day 7

Day Trip to Siena & San Gimignano With Dinner in Chianti

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Day Trip to Siena & San Gimignano With Dinner in Chianti

Today, you will leave Florence for a 12-hour excursion and see the region's beautiful landscapes, architecture, and artwork. You'll begin with the visit to Piazza del Campo, where the Palio di Siena horse race is run, and Piazza del Duomo, where you will see the exterior of the magnificent cathedral.

After some free time in Siena, you will have lunch in a typical Tuscan winery, and then enjoy some local wine. You will visit San Gimignano, a UNESCO medieval town, world-known for its Vernaccia di San Gimignano. The system of towers of San Gimignano tells the glories of the powerful families. Between saffron fields and typical indigenous vineyards, the city knows how to offer postcard views.

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    Accommodation

    Palazzo Riblet

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    Activities

    Free time in Siena

    Siena Cathedral

    Chianti

    San Gimignano

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    Transportations

    Private Driver from Florence to Siena

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    Meals

    Breakfast and lunch

Day 8

Day Trip to Pisa & Explore Piazza Dei Miracoli

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Day Trip to Pisa & Explore Piazza Dei Miracoli

Today's excursion begins with a walk along the Medieval walls of the city up to the old entrance gate. From here, you'll be treated to a breathtaking view of the Piazza die Miracoli with its bright white marble architecture.

Your guide will share historical tales and then accompany you into the interior of the Cathedral. This marvel of Romanesque Art will inspire your senses. When you're done, visit the Monumental Graveyard and admire the Baptistery.

After the Cathedral visit, it's finally time. You'll venture into the bright Italian sun to marvel at the leaning tower. Snap some photos and play with its funny angle by pretending to hold up the tower — be creative.

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    Accommodation

    Palazzo Riblet

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    Activities

    Leaning Tower of Pisa

    Pisa Cathedral

    Pisa Baptistery

    Borgo Stretto

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    Meals

    Breakfast

Day 9

Travel From Florence to Cinque Terre

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Travel From Florence to Cinque Terre

Day 9 of your Italy trip will take you to one of the most picturesque and breathtaking places in the world - Cinque Terre. This stunning coastal region is made up of five small towns, each with its own unique character and charm, and is known for its colourful houses, crystal-clear waters, and beautiful hiking trails.

Upon arriving in Cinque Terre, you'll start your exploration by visiting the first town, Riomaggiore, where you'll have the opportunity to wander the charming streets and take in the beautiful views of the sea. From there, you can hike the famous Via dell'Amore, a stunning trail that offers breathtaking views of the coastline and takes you to the next town, Manarola.

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    Accommodation

    Da Baranin B&B Cinque Terre

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    Activities

    Free Time in Cinque Terre

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    Transportations

    Train from Florence to Cinque Terre

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    Meals

    Breakfast

Day 10

Hike the Sentiero Azzurro in Cinque Terre

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Hike the Sentiero Azzurro in Cinque Terre

After breakfast, you'll have the chance to explore one of the most beautiful and breathtaking hiking trails in the world - the Sentiero Azzurro in Cinque Terre. This stunning trail offers breathtaking views of the Italian Riviera, passing through olive groves, vineyards, and the colourful coastal towns of the region.

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    Accommodation

    Da Baranin B&B Cinque Terre

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    Activities

    Hiking Sentiero Azzurro

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    Meals

    Breakfast

Day 11

Travel From Cinque Terre to Milan

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Travel From Cinque Terre to Milan

After your hiking and seaside break, it’s time to take the train from Cinque Terre to Milan (my hometown)! Once you arrive in Milan, you'll be immersed in the vibrant energy of one of Italy's most dynamic cities. From the iconic architecture of the Duomo di Milano to the world-renowned shopping of the Galleria Vittorio Emanuele II, there's no shortage of things to see and do in Milan. Whether you're interested in art, history, fashion, or simply soaking up the atmosphere of this vibrant city, day 10 is sure to be a highlight of your Italian adventure.


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    Accommodation

    NYX Hotel Milan4 star

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    Activities

    Brera District

    Free Time in Milan

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    Meals

    Breakfast

Day 12

Explore Piazza del Duomo in Milan

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Explore Piazza del Duomo in Milan

You will spend your full day in Milan around Piazza del Duomo, this is the central square in Milan, and all the main tourist attractions are located around it. It’s a great meeting place for locals and tourists alike.

You’ll see unbelievable architecture, intricate sculptures and the wonderful Duomo itself.

You will start with a guided tour of the cathedral, which is very informative. However, the highlight of the tour for me is the rooftop tour that comes along with it.

It allows you to enjoy a view of the city while seeing the spires and architectural intricacies of the rooftop sculptures and designs.

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    Accommodation

    NYX Hotel Milan4 star

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    Activities

    Duomo di Milano

    Galleria Vittorio Emanuele II

    Teatro alla Scala

    Sforza Castle

    Naviglio Grande

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    Restaurants

    SpontiniOptional Activity

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    Meals

    Breakfast

Day 13

Travel From Milan to Venice

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Travel From Milan to Venice

Travelling by train from Milan to Venice offers some amazing views along the way. The trip should take just over two hours, if you set off in the morning it will give you plenty of time to start getting your bearings around the famed city of Venice.

As soon as you get to Venice, after you drop off your bags, you will visit San Marco Square, where you’ll find some of the most beautiful basilicas in Venice. You will walk around Venice and see its most stunning landmarks.

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    Accommodation

    Hotel alle Guglie3 star

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    Activities

    Piazza San Marco

    Venice

    Rialto Bridge

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    Transportations

    Train from Milan to Venice

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    Meals

    Breakfast

Day 14

Explore Venice

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Explore Venice

Day 14 of your Italy trip is all about exploring the enchanting city of Venice. Known as the "City of Canals," Venice is a city like no other, with its winding waterways, ancient bridges, and stunning Gothic architecture.

As you explore the city by gondola, you'll have the opportunity to discover its many hidden treasures, from the iconic Piazza San Marco and the towering Campanile di San Marco to the famous Rialto Bridge and the picturesque canals that crisscross the city.

You'll also have the chance to visit some of Venice's many art museums and galleries, including the Peggy Guggenheim Collection and the Gallerie dell'Accademia, which are home to the finest examples of Italian art.

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    Accommodation

    Hotel alle Guglie3 star

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    Activities

    Gondola Ride

    Venice

    Bridge of Sighs

    Basilica di Santa Maria della Salute

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    Meals

    Breakfast

Day 15

Fly Home From Venice or Extend Your Trip

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Fly Home From Venice or Extend Your Trip

It’s the 15th and final day of your Italy trip! The time has sadly come to an end. However, if you manage to get a few extra days in, there is still so much more of Italy to see!

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    Transportations

    Taxi from Venice to Venice Marco Polo Airport

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    Meals

    Breakfast

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What’s included?

  • 14 nights accommodation
  • 29 activities
  • 14 breakfasts, 2 lunches and 2 dinners
  • Airport transfer
  • Entrance fees
  • Licensed English speaking guides
  • Trekking permits

What’s not included?

  • Alcohol beverages
  • Domestic flights
  • Entry visas / airport departure tax
  • Gratuities
  • Ground transportation
  • International flights
  • Laundry
  • Personal expenses
  • Travel insurance
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