Available all year
Level: Easy
hotel included
Phone Assistance 24/7
All transportation included
Trip Overview
TUSCAN LANDSCAPES, UMBRIAN TREASURES AND THE TIMELESS BEAUTY OF ROME
From Tuscany’s rolling vineyards to the medieval towns of Umbria and the celebrated masterpieces of Rome, this private 13-day journey reveals the authentic heart of Italy. Discover Florence, Montepulciano, Pienza and San Gimignano, savour distinguished wines and regional flavours, cruise across Lake Trasimeno and explore the artistic treasures of Perugia and Rome—all complemented by private transportation and carefully selected 4- or 5-star accommodations.
YOUR JOURNEY AT A GLANCE
STARTING IN TUSCANY
Florence
Montepulciano
Pienza
Greve in Chianti
San Gimignano
Perugia
Lake Trasimeno
Isola Maggiore
Isola Polvese
Assisi
Orvieto
Rome
DAY 1 · TUSCANY
A Warm Welcome to the Italian Countryside
Private Arrival · Tuscan Retreat · Leisure Evening
Upon arrival at Florence Airport, meet your private English-speaking driver for a comfortable transfer into the Tuscan countryside. Settle into your carefully selected 4- or 5-star hotel for a three-night stay and enjoy the remainder of the day at your leisure, surrounded by Tuscany’s peaceful landscapes.
DAY 2 · VAL D’ORCIA
Renaissance Villages and Tuscan Flavours
Montepulciano · Pienza · Scenic Landscapes
Journey through the breathtaking Val d’Orcia, a UNESCO World Heritage landscape celebrated for its rolling hills, cypress-lined roads and timeless villages. Discover Montepulciano, home of the prestigious Vino Nobile, and explore elegant Pienza, the Renaissance “ideal city” renowned for its traditional pecorino cheese. Along the way, admire the countryside and experience the distinctive flavours and wines of southern Tuscany.
DAY 3 · CHIANTI & SAN GIMIGNANO
Vineyards, Medieval Towers and Timeless Traditions
Greve in Chianti · Winery Experience · San Gimignano
Travel through the rolling hills of Chianti, passing historic olive groves, picturesque villages and endless vineyards. Visit Greve in Chianti and its distinctive central square before continuing to a local winery for an introduction to the winemaking process, a tasting of regional wines and a traditional light lunch. Later, explore medieval San Gimignano, a UNESCO World Heritage Site celebrated for its remarkable skyline of ancient towers.
DAY 4 · PERUGIA
From Tuscany to the Green Heart of Italy
Private Transfer · Umbrian Landscapes · Perugia Arrival
Check out of your Tuscan hotel and travel privately through the beautiful landscapes of central Italy to Perugia. Upon arrival, settle into your carefully selected 4- or 5-star hotel for a five-night stay and enjoy time to become acquainted with the captivating capital of Umbria.
DAY 5 · PERUGIA
Art, History and the Soul of Umbria
Private Guided Tour · Rocca Paolina · Historic Centre
Discover the fascinating heart of Perugia during a private guided walking tour. Begin in Piazza Italia and explore the hidden streets beneath the Rocca Paolina, often known as “Underground Perugia.” Continue through atmospheric lanes and historic squares to admire landmarks including the Fontana Maggiore and the city’s elegant medieval architecture. Along the way, pause at a traditional café for an authentic espresso or cappuccino topped with hand-whipped cream.
DAY 6 · PERUGIA
A Journey into the World of Italian Chocolate
Perugina Chocolate House · Museum · Factory Experience
Enter the delicious world of Perugina during a visit to its celebrated Chocolate House. Discover the company’s story inside the historical museum, enjoy a selection of tastings and continue into the heart of the factory, where the irresistible aromas and traditions of Italian chocolate come to life.
DAY 7 · LAKE TRASIMENO & ASSISI
From Tranquil Waters to Sacred Beauty
Private Boat · Umbrian Islands · Assisi
Spend the morning aboard a private speedboat on Lake Trasimeno, surrounded by peaceful waters, historic residences and beautiful natural scenery. During the three-hour experience, stop for a short visit to either Isola Maggiore or Isola Polvese. Afterwards, continue to Assisi and stroll through its atmospheric streets, discovering landmarks including the Basilica of Saint Francis, the Basilica of Saint Clare, Piazza del Comune, the Cathedral of San Rufino and the Church of San Damiano.
DAY 8 · THE UMBRIAN COUNTRYSIDE
Wine, Tradition and Rural Elegance
Leisure Morning · Vineyard Visit · Wine Tasting
Enjoy a relaxed morning at your leisure before travelling into the countryside between Perugia and Assisi. Visit a historic farmhouse and vineyard, where you will learn about the estate’s story and follow the winemaking process from vineyard to bottle. Conclude the experience with a curated tasting of regional wines accompanied by a selection of traditional local specialities.
DAY 9 · ORVIETO & ROME
Medieval Charm on the Road to the Eternal City
Private Transfer · Orvieto · Rome Arrival
Check out of your Perugia hotel and begin your private journey to Rome. Stop in the magnificent medieval town of Orvieto, where ancient streets and over 3,000 years of history create a truly evocative atmosphere. Enjoy time to explore and have lunch at your leisure before continuing to Rome. Upon arrival, check into your carefully selected 4- or 5-star hotel for a four-night stay.
DAY 10 · ROME
Masterpieces of the Eternal City
Vatican Museums · Sistine Chapel · Historic Centre
Discover Rome’s artistic and architectural treasures during a private eight-hour tour with a professionally licensed English-speaking guide. Explore the Vatican Museums and Sistine Chapel with skip-the-line entrance tickets and visit St. Peter’s Basilica. Continue through the historic centre to admire Piazza Navona, the Pantheon, the Trevi Fountain and the Spanish Steps.
DAY 11 · ANCIENT ROME
Emperors, Gladiators and Hidden History
Colosseum · Roman Forum · Catacombs
Step into the world of Ancient Rome during a private eight-hour guided experience. Visit the Colosseum and Roman Forum with skip-the-line entrance tickets before discovering landmarks including the Palatine Hill, Circus Maximus, Baths of Caracalla, Aventine Hill, Capitoline Hill, Piazza Venezia and the Basilica of St. Peter in Chains. Complete the day with a visit to the atmospheric Catacombs, with entrance tickets included.
DAY 12 · ROME
The Eternal City at Your Own Pace
Leisure Day · Shopping · Personal Discovery
Enjoy a full day at leisure to experience Rome according to your interests. Return to a favourite landmark, browse elegant boutiques, discover a hidden neighbourhood or relax at a traditional café while embracing the rhythm and timeless atmosphere of the Eternal City.
DAY 13 · DEPARTURE FROM ROME
Arrivederci, Italy
Private Departure · Fiumicino Airport
After breakfast, meet your private driver for a smooth and comfortable transfer from your Rome hotel to Fiumicino Airport. Depart Italy carrying treasured memories of Tuscany’s landscapes, Umbria’s traditions and Rome’s extraordinary cultural heritage.
JOURNEY HIGHLIGHTS
- Private 13-day journey through Tuscany, Umbria and Rome
- Discover Montepulciano, Pienza, the Val d’Orcia, Greve in Chianti, San Gimignano, Perugia, Assisi and Orvieto
- Private guided experiences in Perugia and Rome with professionally licensed English-speaking guides
- Iconic Roman treasures including the Vatican Museums, Sistine Chapel, Colosseum, Roman Forum and Catacombs
- Private speedboat experience on Lake Trasimeno, including a visit to Isola Maggiore or Isola Polvese
- Perugina Chocolate House experience with museum visit, tasting and factory discovery
- Winery experiences and tastings in Chianti and the Umbrian countryside
- Traditional regional flavours and included light lunch in Chianti
- Leisure time to experience Tuscany, Umbria and Rome at a relaxed pace
- Hand-picked 4- or 5-star hotels throughout the journey
What's included
- Private English-speaking driver and luxury vehicle throughout the journey
- Three nights in a carefully selected 4- or 5-star hotel in the Tuscan countryside
- Five nights in a carefully selected 4- or 5-star hotel in Perugia
- Four nights in a carefully selected 4- or 5-star hotel in Rome
- Thirteen breakfasts included
- Private guided tours and entrance tickets as detailed in the itinerary
- Private speedboat experience on Lake Trasimeno
- Wine experiences in Chianti and the Umbrian countryside
- Light lunch during the Chianti winery experience
- Perugina Chocolate House experience
- Private airport arrival and departure transfers
- 24/7 phone assistance throughout your journey
What's not included
- Gratuities
- Meals and drinks not specifically mentioned in the itinerary
- City taxes, payable directly at the hotels
- Flights
The average price for this journey is 10.600€ per person, based on a private party of four guests sharing standard double-occupancy rooms in carefully selected 4- or 5-star hotels. As this is a fully private journey, the price per person may vary depending on the number of guests and your preferred accommodations. Request your personalized proposal to receive the best available offer for your journey through Italy. 🇮🇹
FAQs
Why choose us?
Discover Italy through a fully private journey designed around you. From hand-picked accommodations and private transportation to carefully selected local experiences, every detail is thoughtfully arranged to make your trip seamless and memorable.
Travel in comfort with professional English-speaking drivers, enjoy the expertise of licensed local guides during selected visits, and rely on our Italy-based team for assistance throughout your journey.
With a private itinerary, greater flexibility and personalized service, you can experience Italy at your own pace while we take care of the details.
How do you greet people in Italy?
In Italy, a friendly “Buongiorno” (good morning/good day) or “Buonasera” (good evening) is always appreciated when greeting someone. In more informal situations, “Ciao” is commonly used.
When meeting someone for the first time, especially in hotels, restaurants or other professional settings, a polite greeting is generally preferred. Italians are warm and welcoming, so a smile and a simple greeting will go a long way.
Are Credit Cards widely accepted in Italy?
Major credit cards, including Visa and Mastercard, are widely accepted throughout Italy in hotels, restaurants, shops and most tourist attractions. However, carrying a small amount of cash is recommended for smaller purchases, local markets or establishments that may not accept cards.
Contactless payments are also commonly available. Before travelling, we recommend checking with your bank regarding international transaction fees and travel notifications.
What is the appropriate attire when visiting churches?
When visiting churches and religious sites in Italy, respectful attire is required. Both men and women should ensure that shoulders and knees are covered, particularly when visiting major sites such as the Vatican and important basilicas.
We recommend avoiding sleeveless or revealing clothing and very short skirts or shorts. During the warmer months, carrying a light scarf or shawl is a convenient option for covering your shoulders when required.
What are the opening hours for shops and businesses?
Opening hours in Italy vary depending on the city, season and type of business. Most shops generally open between 9:00 AM and 10:00 AM and remain open until approximately 7:30 PM or 8:00 PM.
Smaller, independently owned shops may close for a few hours in the afternoon, particularly outside major tourist areas. Opening hours may also vary on Sundays and public holidays, so we recommend checking individual businesses in advance.
What is the currency used in Italy, and where can I exchange money?
The official currency in Italy is the Euro (€). ATMs are widely available in cities, towns and major tourist destinations, and cash can also be exchanged at banks and authorized currency exchange offices.
When withdrawing or exchanging money, we recommend checking any applicable fees and exchange rates in advance. Carrying a small amount of cash can be useful for minor purchases, local markets and other situations where card payments may not be available.
Do I need a visa to travel to Italy?
Visa requirements for Italy depend on your nationality, the length of your stay and the purpose of your visit. Travellers should always verify the latest entry requirements applicable to their passport before departure.
ETIAS, the European Travel Information and Authorisation System, is expected to apply to visa-exempt travellers once it becomes operational. We recommend checking the official European Union website for the most up-to-date information before travelling.
What are the hotels taxes in Italy, how do I pay them and how much are they?
In Italy, many cities charge a local tourist tax (“tassa di soggiorno”), which is generally calculated per person, per night. The amount varies depending on the destination, accommodation category and local regulations.
Tourist taxes are usually not included in the package price and are paid directly to the hotel, either during your stay or at check-out. Payment methods and exemptions may vary by destination, so the applicable amount will be confirmed by your accommodation.
How do gratuites work in Italy?
Gratuities in Italy are not mandatory and are generally not included in the cost of your journey. They are entirely at your discretion and are a personal way to show appreciation for exceptional service.
Should you wish to leave a gratuity for your driver, guide, skipper, hotel staff or other service professionals, the amount may be based on the quality and level of service received. There is no fixed percentage required, and gratuities may be given directly to the individual at the end of the service.
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Available all year
Level: Easy
hotel included
Phone Assistance 24/7
All transportation included
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Tell us about your travel plans and preferences. Our Italy-based team will create a personalized proposal and contact you within 48 hours.
Client Reviews
REAL STORIES FROM OUR GUESTS
Memories shared by those who experienced Italy with us.
Our custom three-week tour through Italy with Joe Banana was the trip of a lifetime!
— Lisa B.
★★★★★
My wife and I had a personal driver tour of Italy for a once in a lifetime adventure.
— Mike M.
★★★★★
I highly recommend Joe Banana and his crew for any of your vacation needs in Italy!
— Daniel F.
★★★★★
