




Excellent
Your tailor-made itinerary – No cost, no commitment
Excellent
The Val d'Orcia and Chianti day is the excursion that earns the food tour's full meaning, and it's the day I'd protect first on this itinerary. The Chiantigiana south through Greve and Radda places the regional olive oil, the Chianti Classico, and the bruschetta in the exact landscape that produced them, and arriving in Montepulciano in the late afternoon with the volcanic tufa ravines below the town is one of the strongest images on the entire route. For the Vatican with three nights in Rome, enter before 8am and position the Sistine Chapel last; the ceiling in that first hour runs close to empty, and the foundation it sets makes every other Renaissance reference across the Florence chapter read more clearly. The evening Rome walking tour belongs on the first night: starting at the Trevi Fountain before 10pm when the crowd thins and moving through to Piazza Navona gives the city's nocturnal register a coherence that a late-stay recreation never quite achieves.
The Val d'Orcia and Chianti day is the excursion that earns the food tour's full meaning, and it's the day I'd protect first on this itinerary. The Chiantigiana south through Greve and Radda places the regional olive oil, the Chianti Classico, and the bruschetta in the exact landscape that produced them, and arriving in Montepulciano in the late afternoon with the volcanic tufa ravines below the town is one of the strongest images on the entire route. For the Vatican with three nights in Rome, enter before 8am and position the Sistine Chapel last; the ceiling in that first hour runs close to empty, and the foundation it sets makes every other Renaissance reference across the Florence chapter read more clearly. The evening Rome walking tour belongs on the first night: starting at the Trevi Fountain before 10pm when the crowd thins and moving through to Piazza Navona gives the city's nocturnal register a coherence that a late-stay recreation never quite achieves.
Day 1 - 3
Experience Rome, the bustling capital of Italy. This city, rich with exciting history and culture, offers an unparalled mix of ancient explorations and modern living. Immerse yourself in the past and explore the Colosseum, the Roman Forum, and the Vatican. Wander through other must-see destinations like The Spanish Steps, Trevi Fountain, and Pantheon. Experiencing the culinary scene is a delight, from traditional pasta to world-renowned Italian gelati. You can explore daily markets such as Campo de' Fiori for local ingredients and fresh food. A stay in Rome promises great experiences all year round, but it is advisable to take seasonality into account. While spring (April–May) and fall (September–October) offer pleasant weather and less crowds, summer (June–August) has a lively, spirited atmosphere — but can also be hot. No matter when you go, visiting Rome promises an unforgettable journey through the centuries. The unique combination of a rich historical past mixed into a thriving and vibrant modern community makes Italy's Eternal City one of the world's most intriguing and inspiring tourist destinations.








Meet your expert guide directly at your hotel at 6:00 PM and set off on a relaxing panoramic tour of Rome by private car. As evening falls, watch the Eternal City transform, with its iconic landmarks illuminated and glowing under the night sky, revealing a completely different and magical atmosphere.
Sit back and enjoy insightful commentary as you pass some of Rome’s most famous monuments, beautifully lit and less crowded than during the day. Stop at the legendary Trevi Fountain, where you’ll have time to admire its beauty, take photos, and toss a coin into the water—according to tradition, ensuring your return to Rome.
At the conclusion of the guided tour, your guide will escort you to a renowned Michelin-starred restaurant, where an unforgettable culinary experience awaits. Indulge in exquisite cuisine crafted with exceptional ingredients, all served in an elegant and refined setting that reflects the excellence of Italian gastronomy.
After dinner, your private driver will comfortably take you back to your hotel, bringing a perfect and memorable Roman evening to a close.
Activity start time: 18:00 pm
Day 4 - 7
Florence, the beautiful capital of the Italian region Tuscany, lies in the center of the country. A small city with a big heart, and an even bigger offering of artistic and historical treasures. For centuries, travelers have journeyed to the birthplace of the Renaissance era to marvel at the many masterpieces of architecture and art: Michelangelo's iconic David, the impressive works of Botticelli, the Uffizi Gallery (packed with works by Caravaggio and Da Vinci), and of course, Brunelleschi's remarkable dome — the religious centerpiece of Florence that dominates the skyline. All are absolute must-sees on any itinerary. Once you've ticked off these renowned attractions, you can take a stroll through the vast Boboli Gardens or climb the hill to the church of San Miniato al Monte for a breathtaking view of this beautiful, enchanting city.








Enjoy a 4-hour guided tour of the city to discover the most fascinating places in Florence, including access to the Uffizi Gallery. This special tour offers the opportunity to visit the most important museum in Florence, the Uffizi Gallery, and enjoy a very interesting city walking tour to admire all the most fascinating and interesting monuments of the city. Your expert guide will provide commentary on the main paintings on display in the Gallery and introduce Florentine monuments.
200+
Plan with professionals who are explorers themselves.
24+ hours of time saved
Our experts plan and book for you.
11+ Bookings managed
Everything is bundled in one place and perfectly planned.
5+ Transfers coordinated
For optimal transport and comfort.
Excellent
200+
Plan with professionals who are explorers themselves.
24+ hours of time saved
Our experts plan and book for you.
11+ Bookings managed
Everything is bundled in one place and perfectly planned.
5+ Transfers coordinated
For optimal transport and comfort.
Excellent
Rome for three nights and then Florence and the Tuscan countryside for three more — six days that cover Italy's two most culturally concentrated cities and the landscape that connects them. The Siena, Chianti, and Montepulciano section is what gives this itinerary real range. Moving through the Val d'Orcia between vineyards and hilltop towns, tasting wine at a small estate in the Chianti hills, and walking Siena's Piazza del Campo in the evening when the day visitors have gone — these are the experiences that stay with people long after the Vatican ceiling and the Uffizi have faded into general impressions of greatness.
The Colosseum underground experience adds something the standard visit doesn't provide. The arena floor and the upper tiers show you the scale; the network of passages beneath it gives you a physical understanding of how the place actually functioned — and that context changes what you see from street level afterwards.
Hotel: DoubleTree by Hilton Rome Monti
Private airport transfer on arrival, then the evening walking tour through the illuminated landmarks — the Trevi Fountain, Piazza Navona, and the streets of the centro storico after dark give you Rome at its most atmospheric before any structured daytime visit begins. The Vatican Museums and Sistine Chapel fill a full second day, and the Colosseum underground and Roman Forum earn the third morning. Leave the final afternoon for Trastevere — one of the few parts of Rome that functions as a genuine neighborhood rather than an attraction.
Hotel: B&B Hotel Firenze Pitti Palace al Ponte Vecchio
The high-speed train from Rome takes about 90 minutes, arriving at Santa Maria Novella with the afternoon ahead. The B&B Hotel Firenze Pitti Palace al Ponte Vecchio sits on the Oltrarno side of the Arno, within walking distance of both the Uffizi and the Ponte Vecchio. The guided Uffizi walking tour earns an early arrival — the Botticelli rooms before 9 a.m. are the building's strongest argument. The Siena and Chianti excursion fills a full second day with rolling countryside, medieval piazzas, and wine tasted at source; the Montepulciano and Pienza day opens the Val d'Orcia on the third, where the cypress-lined ridge roads and the isolated farmhouses look exactly like the Renaissance paintings you've been standing in front of all week.
Spring (April–June) and fall (September–October) are the best months. You’ll find comfortable weather for exploring Rome’s ancient ruins, Florence’s Renaissance art, and Tuscany’s vineyards without the heavy summer crowds.
Hotels range from $55–$90 per night for budget stays, $90–$180 for mid-range, and $180–$270+ for boutique and luxury. Meals cost around $15–$30 in trattorias and $50–$100 in fine dining restaurants. Activities like guided museum tours, food tastings, and wine experiences in Chianti typically range from $50–$150. Altogether, a week can total from under $1,000 per person on a budget to well above $2,000 for higher-end options.
Rome’s Colosseum, Vatican Museums, and illuminated piazzas set the stage for ancient history and vibrant city life. In Florence, you’ll visit the Uffizi Gallery, admire Michelangelo’s David, and stroll the Boboli Gardens. A day in Tuscany adds Siena’s medieval cathedral and a Chianti vineyard tour with wine tasting.
➔ Things to see Italy | Things to see Tuscany | Activities Italy
Book skip-the-line tickets for Rome’s Colosseum and Florence’s Uffizi Gallery well in advance. Use Italy’s high-speed trains between Rome and Florence for quick and comfortable transfers. In Tuscany, a private driver or guided tour makes it easy to explore Siena and the Chianti region in a single day.
7 Days
2 Stops
Private transfer
Give us a few details like destination, travel preferences, and budget to receive a free personalized travel itinerary in minutes.
In a one-on-one consultation, we pair you with an English-speaking, native-European travel expert to customize your trip even more, making it unique to you and providing in-depth knowledge on every destination.
Or better yet, we’ll book it for you. Every detail is covered by us and you’ll have dedicated guides with you every step of the way, so you can focus on the fun. No action needed — just enjoy the ride.
Custom holiday packages and trips that fit your budget
Itineraries built exactly to your needs
A personal English-speaking, native-European travel expert for every step
Full service assistance before, during, and after your trip
Tourlane brings out your inner explorer. As your personal travel expert, we’ll help plan an unforgettable tailor-made trip. Availability may vary by state. Tourlane is registered with the State of Florida as a Seller of Travel. Registration No. ST46583
4.5 of 5
5,419Reviews

About Tourlane
TourlaneCare
4.5 of 5
5,419Reviews

4.5 of 5
5,419Reviews


We would like to thank Alexandra Egertz...
Friendly and competent advice that fulfilled all our wishes. We are looking forward to our upcoming trip to Italy and will get in touch again afterwards to let you know if everything went well.

As always 😀👍🏻 very satisfied …

Italy trip …

Simply perfect

Italy trip
We are once again very satisfied with Tourlane and the collaboration with Ms. Calabrese. She provided me with detailed information and prepared and organized the Italy trip excellently. Happy to book again 😊
It was a very nice trip and overall we are very satisfied. The Tourlane navigation could be a bit more precise. All the hotels were very good 👍 It was a wonderful time that we would happily repeat again and again.
We were interested in a round trip through Italy and shortly after our inquiry we already received an appointment for a consultation. The conversation with our Italy expert, Lara Schmidt, was simply great. She not only took all our wishes into account, but also rightly advised against one or two locations because of the weather/season. Shortly afterwards we received our offer (route, hotels, rental car), and what can we say — we got a perfectly arranged trip that really included and even exceeded all our wishes. That’s why we confirmed the trip with Lara directly in the next call and are super excited. @Lara: A BIG THANK YOU for the great exchange — you do this with so much heart and en...
Lara has organized my IT Trip for summer with my family. She had some many great ideas and provided so much information about the different regions. I´m really looking forward! Thank you Lara :-)