8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide

Name: 8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide
Brand: City Sky Diving
SKU: 1199651
Price: 3768.44 EUR
Availability: InStock

Rome, Italy

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8 days (approx.)

Hotel pickup offered

Mobile ticket

Offered in: English

Overview

Experience Italy in absolute exclusivity. What sets this journey apart is the seamless blend of luxury and expertise: you will enjoy a dedicated private driver and licensed local guides in every city. Forget stress and long lines—our VIP Skip-the-Line access grants privileged entry to iconic landmarks and world-renowned museums.

From the artistic masterpieces of Florence and Assisi to the thrill of Maranello—home of Ferrari—where you can fulfill the dream of a Ferrari test drive, this itinerary offers an extraordinary contrast of culture and adrenaline.

Indulge in private tastings of Traditional Balsamic Vinegar in Modena and artisanal olive oil in medieval hill towns. Explore hidden gems between the Tyrrhenian and Adriatic coasts, including San Marino and Gradara, all in total comfort with door-to-door service from your Rome hotel.

Unlike standard group tours, this experience is fully flexible and entirely private—tailored to your pace, your interests, and your dreams.

What's Included

Breakfast
Dinner
VIP Skip-the-Line tickets to major museums & landmarks
8 nights in carefully selected 4★ or Superior 3★ boutique hotels, with daily gourmet breakfast
Luxury vehicle with dedicated private chauffeur & Licensed private local guides in each city

Lunches (flexible choice, approx. €30–€50 per person)
City tax payable at hotel (€3–€8 per person, per night)
Gratuities for chauffeur and guides (discretionary)
We recommend booking at least 7 days in advance to secure hotels and guides.

See 3 more See 4 more

Meeting and Pickup

Pickup point

Pickup details

Kindly share the name and full address of your hotel or private residence, and your dedicated chauffeur will arrive discreetly at your preferred time for an elegant door-to-door pickup.For airport arrivals, please provide the airport name and flight details. Your personal driver will monitor your flight in real time and greet you inside the arrivals hall, holding a refined name sign for immediate recognition. Assistance with luggage is, of course, included.From touchdown to departure, every detail is handled with precision, discretion, and impeccable timing—ensuring a seamless and sophisticated beginning to your exclusive Italian journey.

What To Expect

Day 1

Roma - Roma (H)

7 Stops

Terme di Caracalla Spa (pass by)

The Baths of Caracalla were commissioned by Emperor Caracalla, with construction beginning in 212 AD. These monumental public baths were the largest ever built in the Roman Empire until the inauguration of the Baths of Diocletian.Within an immense rectangular complex, the baths were surrounded by libraries, gymnasiums, lush gardens, and impressive fountains, offering a refined social and cultural experience.Today, this extraordinary archaeological site hosts prestigious concerts and opera performances, continuing a legacy of grandeur that has endured for nearly two millennia.

Circo Massimo

The Circus Maximus is located near the Tiber River, a strategic position that once facilitated trade and social exchange with neighboring peoples.This vast arena hosted spectacular chariot races, where skilled drivers competed in seven thrilling laps before tens of thousands of spectators, making it one of the most electrifying entertainment venues of Ancient Rome.

25 minutes Admission Ticket Free

Monumento a Vittorio Emanuele II

The Vittoriano, also known as the Altar of the Fatherland, stands in the heart of Ancient Rome. This monumental masterpiece celebrates Italy’s unification and the ideals of the Risorgimento through its grand architecture and symbolic design.During the Fascist era, the monument became one of the principal ceremonial stages of the regime led by Benito Mussolini, adding another complex layer to its historical significance.

25 minutes Admission Ticket Free

Mercati di Traiano - Museo dei Fori Imperiali (pass by)

The Trajan's Market is often considered the world’s first shopping center. This impressive brick complex rose across six levels and housed around 150 commercial spaces, showcasing the architectural innovation of Imperial Rome.Nearby, the Imperial Fora formed a series of monumental squares that became the political and administrative heart of Ancient Rome, enriched over centuries with temples, basilicas, and grand public buildings.

Fontana di Trevi

The Trevi Fountain is one of the most iconic symbols of Rome, a magnificent Baroque masterpiece admired worldwide. Its grand rectangular basin and dramatic sculptural composition make it a true monument to artistic splendor.Beyond its architectural beauty, the fountain achieved cinematic immortality in the 1960 film La Dolce Vita by Federico Fellini, featuring the unforgettable scene of Anita Ekberg inviting Marcello Mastroianni into its waters—an image that forever defined the glamour of Italian cinema.

30 minutes Admission Ticket Free

Piazza Di Spagna

Piazza di Spagna is one of Rome’s most celebrated and photogenic squares, long associated with elegance and high fashion. Each July, it transforms into a glamorous open-air runway for the renowned “Donne Sotto le Stelle” fashion show.Located in the heart of Rome’s luxury shopping district, the square is surrounded by prestigious designer boutiques and refined streets that embody the essence of Italian style and sophistication.

25 minutes Admission Ticket Free

Colosseo

The Colosseum, originally known as the Flavian Amphitheatre, is Rome’s most iconic monument and the largest permanent stone amphitheater ever built in the ancient world. Construction began under Emperor Vespasian and was completed by his son Titus.This grand arena hosted spectacular public games, including gladiatorial combats, wild animal hunts, and dramatic executions—events that embodied the power and pageantry of Imperial Rome.

1 hour Admission Ticket Included

Day 2

Roma - Roma (H)

7 Stops

Vatican Museums

The Vatican Museums are one of the most extraordinary art institutions in the world, showcasing the immense cultural heritage collected by the popes over centuries. Founded in the early 16th century by Pope Julius II, the complex includes over 70 000 works of art, with around 20 000 on display across dozens of galleries and corridors. Highlights include the Sistine Chapel with Michelangelo’s iconic frescoes, the Raphael Rooms with masterpieces by Raffaello, and galleries filled with classical sculpture, tapestries, and historical artifacts. A visit is both a deep dive into Renaissance and ancient art and a journey through the history of Western culture.

3 hours Admission Ticket Included

Piazzale Giuseppe Garibaldi

Piazza Garibaldi is a celebrated panoramic square located atop the scenic Gianicolo Hill in Rome. Dominated by a magnificent equestrian monument to Italian national hero Giuseppe Garibaldi — a key figure in Italy’s unification — the piazza offers some of the most breathtaking views over the Eternal City. From this elevated vantage point visitors can admire sweeping vistas of Rome’s skyline, including Saint Peter’s Basilica and the historic centre below. The site combines historical significance with a peaceful atmosphere, often enjoyed as a stop on walking tours of Trastevere and the Janiculum

30 minutes Admission Ticket Free

Trastevere

Trastevere is one of Rome’s most charming and authentic neighborhoods, known for its cobblestone streets, ivy-covered buildings, and lively atmosphere. Once a working-class district, today it blends traditional Roman character with artisan shops, family-run trattorias, and vibrant nightlife. At its heart stands the beautiful Basilica of Santa Maria in Trastevere, one of the oldest churches in Rome. Walking through Trastevere offers visitors a true taste of local life, far from the monumental grandeur yet rich in history and personality.

30 minutes Admission Ticket Free

Piazza Navona

Piazza Navona is one of Rome’s most elegant and iconic squares, built on the site of the ancient Stadium of Domitian. The square is famous for its stunning Baroque architecture and its magnificent fountains, including Bernini’s masterpiece, the Fountain of the Four Rivers. Surrounded by cafés, palaces, and street artists, Piazza Navona perfectly captures the theatrical beauty of Rome. It is an ideal place to admire art, architecture, and the vibrant spirit of the Eternal City.

25 minutes Admission Ticket Free

Pantheon

The Pantheon is one of the most remarkable and best-preserved buildings from ancient Rome. Originally built as a temple dedicated to all the gods in the 2nd century AD under Emperor Hadrian, it has survived nearly two millennia with its massive domed structure still intact. Its perfect proportions and breathtaking engineering make it an architectural wonder, admired by visitors from around the world. Since the 7th century it has served as a Christian basilica — Santa Maria ad Martyres — safeguarding the tombs of kings and notable artists such as Raphael. A visit to the Pantheon offers a profound connection to Rome’s imperial past and its enduring legacy.

25 minutes Admission Ticket Included

Campo De' Fiori

Campo de’ Fiori is one of Rome’s most lively and historic squares, beloved for its vibrant daily market and rich atmosphere. By day, the square buzzes with vendors selling fresh produce, flowers, spices and local specialties — a true slice of Roman life. As the sun sets, Campo de’ Fiori transforms into a social hub filled with cafés, bars and restaurants where locals and travelers mingle over aperitivi and dinner. The statue of the philosopher Giordano Bruno stands as a reminder of the square’s dramatic past, making it a dynamic and memorable stop in the heart of the city.

25 minutes Admission Ticket Free

Museo Nazionale di Castel Sant'Angelo

Castel Sant’Angelo, originally built as the Mausoleum of Emperor Hadrian in the 2nd century AD, is a towering symbol of Rome’s layered history. Over the centuries it evolved from imperial tomb to fortress, papal refuge and prison, reflecting the city’s shifting powers and stories. Today it functions as a museum offering visitors the chance to explore its ancient burial chamber, fortified walls, medieval corridors, grand papal apartments and panoramic terraces with stunning views over the Tiber River and Rome’s skyline. Its unique blend of ancient architecture and rich historical layers makes Castel Sant’Angelo a must-see highlight.

25 minutes Admission Ticket Free

Day 3

Roma - Assisi - Perugia (H)

4 Stops

Assisi

Perched on the slopes of Mount Subasio, Assisi is one of Italy’s most enchanting hilltop towns, known worldwide as the birthplace of Saint Francis. Its peaceful atmosphere, medieval streets and panoramic views over the Umbrian countryside create a truly timeless setting. The magnificent Basilica of Saint Francis of Assisi, a UNESCO World Heritage Site, showcases extraordinary frescoes by Giotto and other masters.On this private tour, you will travel in comfort with your own dedicated vehicle and professional driver, while a licensed local guide in Assisi brings the city’s history, art and spirituality to life. A refined, immersive experience designed for those who value exclusivity, flexibility and authentic Italian charm

1 hour Admission Ticket Free

Basilica Papale e Sacro Convento di San Francesco d'Assisi

Overlooking the Umbrian valley, the Basilica of Saint Clare is dedicated to Saint Clare, follower of Saint Francis and founder of the Poor Clares. Built in elegant pink and white stone, the church preserves the saint’s remains and the famous San Damiano Crucifix, which according to tradition spoke to Saint Francis. Its serene atmosphere and panoramic setting make it a place of quiet beauty and reflection.

1 hour Admission Ticket Included

Basilica di Santa Chiara

La Chiesa di Santa Chiara è senza dubbio il secondo edificio più visitato di Assisi dopo la Basilica di San Francesco, all'interno della Basilica si trova il corpo di Santa Chiara. Oggi vediamo due miracoli di Santa Chiara, il primo fatto alla sorella Agnese e il secondo, il miracolo del pane, fatto a tutte le sorelle della comunità a San Damiano. La Basilica costruita con la tipica pietra bianca e rosa del Monte Subasio si innalza su un'ampia piazza, dalla quale si può godere del panorama sulla valle e sulla Basilica di Santa Maria degli Angeli. Chiara d'Assisi, al secolo Chiara Scifi (Assisi, 16 luglio 1194 – Assisi, 11 agosto 1253), è stata una religiosa italiana, collaboratrice di Francesco d'Assisi e fondatrice dell'ordine delle Clarisse: fu canonizzata come santa Chiara nel 1255 da Alessandro IV nella cattedrale di Anagni.

1 hour Admission Ticket Included

Perugia

Perugia, the elegant capital of Umbria, stands proudly above the Tiber Valley, blending Etruscan origins with medieval charm and vibrant culture. Its historic center is a maze of stone streets and panoramic terraces rich in atmosphere. At the heart of the city lies Piazza IV Novembre, home to the magnificent Fontana Maggiore and the impressive Perugia Cathedral. Art lovers will appreciate the National Gallery of Umbria, while the underground fortress of Rocca Paolina reveals the city’s fascinating past.

3 hours Admission Ticket Free

Day 4

Perugia - Gradara - Rimini (H)

2 Stops

Day 5

Rimini - Rep. San Marino - Italia in Miniatura - Rimini (H)

3 Stops

Day 6

Rimini - Modena - Maranello - Firenze (H)

3 Stops

Day 7

Firenze - Firenze (H)

6 Stops

Duomo - Cattedrale di Santa Maria del Fiore

The Cathedral of Santa Maria del Fiore is Florence’s crowning jewel — a masterpiece of Renaissance architecture and engineering. Dominating the city skyline with its iconic terracotta dome designed by Brunelleschi, it represents centuries of artistic ambition and innovation. Inside, magnificent frescoes, intricate marble façades and the sheer scale of the space inspire awe. A symbol of Florence’s cultural legacy, this cathedral is a must-see highlight of any visit.

1 hour Admission Ticket Included

Gallerie Degli Uffizi

The Uffizi Gallery is one of the world’s greatest art museums, home to an extraordinary collection of Renaissance masterpieces. Housed in a historic palace once commissioned by the powerful Medici family, it showcases iconic works such as Botticelli’s The Birth of Venus and da Vinci’s Adoration of the Magi. Each gallery invites you to step into the heart of art history, where beauty and genius converge in every room.

2 hours Admission Ticket Included

Piazza della Signoria

Piazza della Signoria is the vibrant civic heart of Florence, an open-air museum where history and artistry meet. Bordered by majestic palaces, striking sculptures and lively cafés, the square has been the center of Florentine life for centuries. Here you’ll find iconic works — like the replica of Michelangelo’s David, the Neptune Fountain and the Loggia dei Lanzi — all set against the backdrop of Palazzo Vecchio, the historic seat of Florentine power.

30 minutes Admission Ticket Free

Ponte Vecchio

The Ponte Vecchio is one of Florence’s most iconic landmarks and one of the oldest bridges in Europe. Spanning the Arno River, it is famous for its charming jewelry shops that have lined the bridge since the 16th century. With its medieval architecture and romantic atmosphere, the Ponte Vecchio offers unforgettable views, especially at sunset. More than a bridge, it is a symbol of Florence’s resilience, beauty and timeless elegance.

30 minutes Admission Ticket Free

Palazzo Vecchio (pass by)

Palazzo Vecchio stands proudly in the heart of Florence as the historic seat of civic power. This imposing medieval fortress-palace has witnessed centuries of political intrigue, artistic achievement and Renaissance glory. Inside, richly decorated halls and magnificent frescoes celebrate the city’s golden age. Climbing the tower rewards visitors with panoramic views over Florence’s rooftops, offering a deeper connection to the city’s extraordinary history.

Piazzale Michelangelo

Piazzale Michelangelo is the most breathtaking panoramic terrace in Florence. From this elevated vantage point, visitors enjoy sweeping views of the city’s skyline — the Duomo, Palazzo Vecchio and the Arno River unfolding below. Particularly magical at sunset, it is the perfect place to admire Florence in all its Renaissance splendor and capture unforgettable memories of the Tuscan capital.

30 minutes Admission Ticket Free

Day 8

Firenze - Montepulciano - Pienza - Roma (H)

3 Stops

Additional Info

Wheelchair accessible
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
Infants and small children can ride in a pram or stroller
Specialized infant seats are available

Tutti i trasporti sono accessibili in sedia a rotelle?... la persona disabile sarà aiutata a sedersi dentro al veicolo e la sedia a rotelle sarà messa dentro al portabagagli
La partecipazione alla degustazione di vini è solo per i maggiorenni
Prenotare entro 1 settimana prima dell'inizio del tour, caso contrario aspettate la Conferma
La tassa di soggiorno è variabile a seconda dell'hotel
Each traveler must show a valid ID matching the booking name for entry. Without ID, entry is not guaranteed.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the 8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide?

A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. Read more Apr 2025

Cancellation Policy

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Still have questions?

We're here to help.
Activity code: C-111607P47

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Last Minute Availability

Accessible Italy Tours & Activities

Rome Calendar

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The answers provided below were previously given in response to questions from City Sky Diving customers.

Q: What is the cancellation policy for the 8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide?

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Apr 2025

Q: What's included in the price?

The following is included:

Breakfast.
Dinner.
VIP Skip-the-Line tickets to major museums & landmarks.
8 nights in carefully selected 4★ or Superior 3★ boutique hotels, with daily gourmet breakfast.
Luxury vehicle with dedicated private chauffeur & Licensed private local guides in each city.

The following is NOT included:

Lunches (flexible choice, approx. €30–€50 per person).
City tax payable at hotel (€3–€8 per person, per night).
Gratuities for chauffeur and guides (discretionary).
We recommend booking at least 7 days in advance to secure hotels and guides.

Apr 2025

Q: What is the minimum age for this tour?

The minimum age to participate is 1..

Apr 2025

Q: My date is not available in the calendar, I am just checking to see if it is available?

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025

Q: Is this an accessible tour?

Accessibility information for the 8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide is as follows:

Wheelchair accessible
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels

Apr 2025

Q: Where is the meeting point for this activity?

Detailed check-in instructions – including meeting point address, Google map, and parking information – for 8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Mar 2024

Q: How long does a refund take to reach my card, and can I get it faster?

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

8 Days Tuscany and Umbria Luxury Tour with Private Driver & Guide

from $4,141.88 per person

Overview

What's Included

Meeting and Pickup

What To Expect

Roma - Roma (H)

Roma - Roma (H)

Roma - Assisi - Perugia (H)

Perugia - Gradara - Rimini (H)

Rimini - Rep. San Marino - Italia in Miniatura - Rimini (H)

Rimini - Modena - Maranello - Firenze (H)

Firenze - Firenze (H)

Firenze - Montepulciano - Pienza - Roma (H)

Additional Info

Frequently Asked Questions (7)

Cancellation Policy

Still have questions?

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