Trip Overview

Cultural Capitals with Tuscany

Tour rating: 4.95 / 5, Based on 21 Reviews
Private tour to Italy

Spend a memorable time exploring one of the most incredible countries in the world from Venice, Florence, and Rome to the Tuscany region. The fully customizable itinerary includes all major "must-see" sights, breathtaking landscapes, and exciting activities, such as a tour of the Vatican and a memorable tasting of Tuscan wine and cheese.

Cultural Capitals with Tuscany

11 days4 cities
Italy1 country
Private tour to Italy
From
$4,998
Tour rating: 4.95 / 5, Based on 21 Reviews

Spend a memorable time exploring one of the most incredible countries in the world from Venice, Florence, and Rome to the Tuscany region. The fully customizable itinerary includes all major "must-see" sights, breathtaking landscapes, and exciting activities, such as a tour of the Vatican and a memorable tasting of Tuscan wine and cheese.

You are here

Day-By-Day

Venice

first destination
3 days in the city
Detailed itinerary
2 nights in a centrally located hotel
Day 1
Arrival in Venice
Transfer
Transfer

Welcome to Venice - one of the most charming cities in Italy. Upon arrival, you have a private water-taxi transfer to the hotel for the check-in. The rest of the day is at your own leisure to relax after the trip.

No meals included.

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Day 2
Sightseeing in Venice
City tour
City tour

After breakfast at the hotel, meet your guide in the lobby and enjoy a wonderful walking city tour of all the must-see places of Venice. We've carefully chosen the stops on this tour to give you a real insight into the city.

Your exploration begins with the iconic St. Mark's Basilica, where you see the astonishing Pala D'Oro altar. Then, you go up to Loggia dei Cavalli to enjoy the best panoramic views of St. Mark's Square. Next on your list is the tour of the Doges Palace that includes crossing the Bridge of Sighs, visiting the old prisons and lushly decorated chambers of the Palace.

After the tour return to your hotel and have the rest of the day at leisure or may go on an optional gondola ride.

  • Optional tour: Gondola Ride, Venice

Breakfast is included.

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Day 3
Day at Leisure in Venice & Train to Florence
Free day
Free day

After breakfast, you check out from the Venice hotel. The first half of the day is free for you to enjoy and explore Venice on your own. Alternatively, you can take one of the short optional day trips to nearby places.

  • Optional tour: Trip to Murano and Burano Islands
    Located in the Venetian lagoon, Burano Island is famous for its lace-making production and Murano is well-known for its glass blowing traditions.

In the afternoon you are met at your hotel by an assistant for a water-taxi transfer to the rail station where you board a fast train to Florence. Upon arrival to Florence in about 2 hours you are taken to your downtown hotel for check-in. The rest of the evening is free.

Breakfast is included.

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Ca'Pisani Hotel, Venice
4

The beautiful Ca'Pisani Hotel is housed in a 16th-century edifice and invites guests to take advantage of the nice La Rivista bar, Turkish bath, as well as the amazing rooftop terrace, providing a breathtaking view over scenic Venice.

Welcome to Venice

Waterfront palazzos and palaces make drifting down the Grand Canal feel like cruising through a painting. Venice is the world's most romantic city.

train
Venice
Florence
2 hrs

Modern Italian trains are among the fastest and most comfortable ways to get to Florence. Free WiFi, power sockets, comfortable seats with footrests, and extensive luggage space are at your service during the journey.

Florence

second destination
3 days in the city
Detailed itinerary
3 nights in a centrally located hotel
Day 4
Florence Sightseeing
City tour
City tour
Museum
Museum

After breakfast in your hotel, meet with your private guide and go on a comprehensive walking tour of Florence's highlights. Today's program includes exploration of the Piazza del Duomo with a visit to the Baptistery dedicated to St. John the Baptist.

  • Note: Your ticket to the Grande Museo del Duomo allows you to visit the other magnificent monuments of Piazza del Duomo in your free time within 72 hours: the Cathedral itself, the famous Dome, the Bell Tower, and the Cathedral Museum with works by Michelangelo and Donatello. 

As you proceed to the main square of the city - Piazza della Signoria - you pass through the heart of the historical center with its landmark sites like Piazza della Repubblica and the Strozzi Palace. Stroll down via Tornabuoni, one of the most beautiful streets of the city, famous for its fine shops. 

We will also cross over the Arno River on the Ponte Vecchio to enter the Oltrarno district where you see numerous local craftsmen shops and the beautiful Santo Spirito Church and Convent, built for the Augustinians. In this very part of the city you can find an early work of Michelangelo dating back to when he was just 17 years old. 

During the tour we also visit the Galleria dell'Accademia to see Michelangelo's famous colossal statue of David, a must-see in Florence. 

After the tour return to your hotel and enjoy the evening at your own leisure.

Breakfast is included.

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Day 5
Day at Leisure & Evening Wine Tasting
Free day
Free day
Tasting
Tasting

Today is reserved for you to explore and enjoy magnificent Florence on your own. After breakfast, you can do some independent sightseeing, shop for souvenirs or have a good rest.

  • Optional tour: Day trip to Pisa
    Take the chance to visit the nearby Pisa and explore Piazza dei Miracoli, the Square of Miracles with its jewel - the Leaning Tower.
  • Optional tour: Cooking class and market tour
    Learn more about traditional Italian cuisine firsthand and learn to cook from an Italian chef.

In the evening enjoy a tasting of 3 different wines selected by the sommelier and paired with snacks.

Breakfast and wine-tasting with snacks included.

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Day 6
San Gimignano & Siena Sightseeing
Day tour
Day tour

In the morning you check out from the hotel in Florence, and your driver takes you on a sightseeing tour on the way to Castiglione d'Orcia. The first destination on your route today is San Gimignano where you have some free time for independent sightseeing. San Gimignano is often called the town of towers as it is home to 14 well-preserved towers from the medieval times. These towers vary in height and form the international identity of the city. San Gimignano boasts many churches, such as the Collegiata and the Sant' Agostino. Moreover, the heart of the town contains 4 Piazzas: Cisterna, Duomo, Pecori and Erbe.

Then you continue to Siena, Italy's loveliest medieval city. During a 3-hour walking tour with a local guide, you visit all of the major sights, including the Cathedral of the Duomo, which houses the works of artists like Nicola Pisano, Ghirlandaio, Ghiberti, Donatello, and Jacopo della Quercia. You then see the Piazza del Campo, a shell-shaped structure which is also a major attraction, famous for hosting horse races.

After the tour, you continue the trip to Castiglione d'Orcia. Upon arrival, you check in to your hotel and have a good rest after a busy though exciting day.

Breakfast is included.

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Hotel De La Ville, Florence
4

Set near the magnificent Florence Cathedral and the amazing Uffizi Gallery, the Hotel De La Ville is a great place to stay during your Italy getaway. The stylish property boasts excellent service and top-notch amenities.

Welcome to Florence

One of the brightest gems of the Tuscany region, Florence, is the treasure trove, birthplace and cradle of the Renaissance.

car
Florence
Castiglione d'Orcia
1 hr 40 min

Let our trusted driver take you through some of the most picturesque sceneries in Italy while you enjoy the comfortable journey admiring the views. 

Castiglione d'Orcia

third destination
1 day in the city
Detailed itinerary
2 nights in a centrally located hotel
Day 7
Tour of a Cheese Farm in Pienza & Montepulciano Winery
Day tour
Day tour
Tasting
Tasting

In the morning after breakfast, you have another amazing experience as today you visit a Pecorino cheese farm. Your driver and guide take you to Pienza, the area known for the wonderful Pecorino di Pienza cheese, which gets its name from the word pecora, Italian for "sheep". This delicious "sheep" cheese is made exclusively in and around the town of Pienza from sheep's milk. You are then driven to a gorgeous rustic organic cheese farm that sits on top of a hill overlooking the entire Val d'Orcia and even Pienza itself. Here the local cheese producer shows you how the pecorino sheep cheese is made and the many stages of aging from soft and fresh to hard and complex. Following the tour at the farm, you have a cheese tasting.

Later you carry on to Montepulciano, a small village of Etruscan origin and one of the most beautiful hill towns in Tuscany. After the guided tour of the Montepulciano historical center, you have time for lunch and visit a traditional winery. Here you enjoy tasting one of the most famous Italian wines: Vino Nobile di Montepulciano*. The Nobile wines of Montepulciano were the first to be given the ultimate quality level of DOCG certification.

After the tour, you return to the hotel and have the rest of the evening at leisure.

Breakfast, cheese and wine-tasting included.

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Country House Hotel
4

Escape from the hustle and bustle of big cities and take in the authentic local atmosphere, staying in a stylish country house hotel. Perfectly reflecting local customs and heritage, such hotels are nice examples of traditional local architecture, having top-notch amenities at the same time. Find more examples of country house hotels we offer in the gallery.

Welcome to Castiglione d'Orcia

Located in the region of Tuscany, Castiglione d'Orcia provides beautiful sceneries of the hilly Italian countryside, outstanding historic architecture, and opportunities for top-notch wine-tasting.

car
Castiglione d'Orcia
Rome
2 h 30 min

Travel towards charming Rome with our trusted driver while admiring the beautiful Italian sceneries along the way. The scenic route takes you through some of the most lovely towns and provides with numerous possibilities to admire the wonders of nature as well.

Rome

fourth destination
4 days in the city
Detailed itinerary
3 nights in a centrally located hotel
Day 8
Highlights of Rome & Colosseum
Transfer
Transfer
City tour
City tour

Following breakfast in your Castiglione d'Orcia hotel, you check out and depart from Tuscany to arrive in the capital of Italy - Rome! Upon arrival about three hours later, your driver takes you directly to your downtown hotel where you meet with your guide and embark on a tour to discover the famous ancient treasures of the Eternal City.

You have a taxi transfer to Rome's hallmark site - the Colosseum. Originally known by the name of Flavius amphitheater, it was the biggest and most imposing building of its kind in the Roman world, designed as an arena for the fights of Roman gladiators and could hold up to 70 thousand spectators.


After touring Colosseum you proceed with a walking city tour to see the most famous attractions and hidden treasures of the Eternal City. You see the Spanish Steps, the Trevi Fountain, Pantheon, Piazza Navona, the famous Fountain of the Four Rivers, as well as witness the masterpieces by Bernini, Borromini, and many others.



After the tour, your guide takes you back to the hotel and you have the evening at leisure.

Breakfast is included.

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Day 9
Vatican Sightseeing
City tour
City tour

In the morning after breakfast, you meet your guide and walk to a walled enclave and the world’s smallest independent state - Vatican*. When inside the Vatican, you visit private apartments of Julius II, Pinecone Courtyard, Gallery of the Maps, Gallery of the Tapestries and Gallery of Candelabra.


Next, you proceed to the Sistine Chapel, where you have enough time to admire Michelangelo's famous frescoes and learn about the intense relationship between Pope Julius II and Michelangelo that drove the artist to create the greatest work of art the world has ever known.


Your tour continues in the vast open spaces of St. Peter’s Basilica where you see a stunning Pieta - a world-famous work of Renaissance sculpture by Michelangelo, and Bernini's impressive Papal Canopy, a legacy left to the Basilica by the Barberini family.


The ending point of your tour is in St. Peter’s Square, where you can admire Michelangelo's Dome and the gorgeous colonnades designed by Bernini. 


After the tour, you are transferred to your hotel and have the rest of the day at leisure to enjoy the beauty of Rome on your own.

  • Please note: the Vatican is a sacred religious site thus the dress code for visiting it is applied just as when you visit any church in Italy: no shorts – no uncovered knees and shoulders, no backpacks.

Breakfast is included.

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Day 10
Free Day in Rome
Free day
Free day

Today is reserved for you to explore and enjoy Rome on your own. After breakfast you can do some independent sightseeing, shop for souvenirs or have a good rest.

We suggest visiting the Opera Theater, the Modern Art Gallery - Galleria nazionale d'arte or the Galleria Borghese or joining our carefully planned optional tour.

  • Optional tour: Catacombs of Rome
    Discover a layer of Roman history! Explore one of the Eternal City’s underground catacombs and burial chambers, unfolding millennia of history among tombs and inventive handmade memorials hidden deep underneath the city.
  • Optional tour: Tivoli Tour: Hadrian’s Villa & Villa d’Este
    If you have a free day in Rome or would like to extend your stay by one more day we invite you to set off on an incredible 6-hour tour from Rome to Tivoli with a private guide and driver.

Breakfast is included.

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Day 11
Departure from Rome
Transfer
Transfer

This is the last day of your amazing tour to Italy! After breakfast your driver meets you at the hotel lobby and takes you to the airport for your flight back home. We wish you a safe flight and hope to work on your future vacations!

Breakfast is included.

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Hotel Dei Mellini, Rome
4

Set within a walking distance from Saint Peter’s Square, the beautiful hotel is housed in an 19th-century building and offers comfortable air-conditioned guestrooms, fitted with a flat-screen TV and a private bathroom.

Welcome to Rome

The capital of Italy, Rome, obtains an unrivaled and unfathomable collection of historical treasures. This safe and welcoming region one of the most popular tourist destinations around the globe.

What's Included

What's Included

  • Accommodation at remarkable 4-star centrally located hotels in Venice, Florence, Rome and heritage house hotel in Castiglione d'Orcia;
  • Delicious breakfasts at your hotels;
  • Airport transfers and all transportation according to the itinerary;
  • 1st class train tickets Venice - Florence;
  • Sightseeing tours with private professional English-speaking guides according to the itinerary;
  • Wine tasting in Florence and Tuscany wineries;
  • Tour to a cheese farm in Pienza with tasting;
  • All tourist fees & taxes, including tourist city taxes;
  • Support line during the trip.

Note: we include 1 vehicle for your arrival and departure transfers. If multiple vehicles are required additional transfer costs will apply.

Not included: international flights, multiple arrival/departure transfers, other meals not mentioned in the program, optional tours and services, all personal expenses.

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Tour Highlights

  • Fully tailor-made program according to your interests
  • Accommodation at best hand-picked hotels
  • Private arrival and departure transfers
  • Professional local guides
  • Guided tour inside Florence Baptistery and Grande Museo del Duomo
  • Tastings of cheese and wine in Tuscany
  • Exploring the Duomo in Siena
  • Comprehensive city tour of Rome with guided tours inside Colosseum and Vatican City

What To Know

  • You can expect to find some shops and restaurants closed from 1-4 p.m. as it is "Riposo" time, Italy's midday siesta. Most places will be also closed on Sundays
  • Tipping in restaurants is included in the bill, the cover charge is called "coperto". A charge from $1 to $3 will be noted on the menu
  • Make sure you have coins, in Italy you will be typically charged from 1 to 2 Euros to enter a public restroom
Dates & Rates

Dates & Rates

Package price per person
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