7 days, 6 nights · Best for Renaissance art and Tuscan hill towns in one week
Under The Tuscan Sun Italy Travel Package
Discover Florence’s art treasures and museums, then drive through Tuscany’s rolling hills to Siena, San Gimignano, and Montalcino, savoring world-class wines and authentic cuisine.
Your Adventure Starts Here
This is a starting point. Change the nights, choose the style of hotel, add the experiences you want. Your planner takes it from there.
Stop 1Florence, Tuscany
Florence
Four nights in the capital of Renaissance art
We base you in Florence for four nights, with time to see the city at your own pace and on a guided tour. On your half-day city tour you visit Piazzale Michelangelo for the famous panorama over the terracotta roofs and Arno, then explore the Duomo complex on foot: the Cathedral of Santa Maria del Fiore with Brunelleschi's dome, Giotto's Bell Tower, and the Baptistery with Ghiberti's bronze doors. Your guide brings you inside the Cathedral. The tour continues with a walk through the historic center.
You also visit the Uffizi Gallery to see Botticelli's Birth of Venus, works by Raphael, Caravaggio and the Medici collection. Between arranged visits you have time to cross the Ponte Vecchio, shop for leather and gold in the medieval lanes, and sit in cafés along the piazzas.
Arranged for you: We arrange your hotel, private airport transfer on arrival, half-day Florence city tour with guide, and Uffizi Gallery visit.
Your hotel
Styles, not names. We name the property once we know your dates and your party.
Interests in Florence
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Private skip-the-line Accademia Gallery visit with art historian Day Trips · Half day
Meet an art historian at the Accademia to see Michelangelo's David and hear the story of its creation and political meaning in Renaissance Florence.
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Private Medici Chapels and San Lorenzo guided tour Day Trips · Half day
Tour the Medici Chapels with their Michelangelo sculptures and the Basilica of San Lorenzo, the Medici family church, with a specialist guide.
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Private Oltrarno artisan walk and workshop visit Day Trips · Half day
Walk the Oltrarno quarter with a local guide to visit working artisan studios where you watch leather tooling, gold leaf application or marble inlay.
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Private cooking class in a Florentine kitchen Day Trips · Half day
Join a home cook in her kitchen to make fresh pasta, ribollita soup and cantucci biscuits, then sit down to lunch with wine.
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Accademia Gallery Guided Tour, Skip the Line with Advanced Reservation & Tickets Guided Tours and Sightseeing · Tour in a DayVisit one of the most important collections of art, including Michelangelo’s David, while skipping the long lines!
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Discovering Florence Walking Tour Guided Tours and Sightseeing · Tour in a DayDiscover the highlights of Florence on a guided walking tour that showcases the city’s most iconic sites and artistic treasures.
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Florence and Fiesole Hills Small Group Guided Sightseeing Tour Guided Tours and Sightseeing · Tour in a DayFlorence’s Renaissance icons, then a breath of Tuscan air, small-group sightseeing with panoramic Fiesole views and zero big-bus chaos.
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Florence Historical Center Walking Tour Guided Tours and Sightseeing · Tour in a DayMeet Florence in a single stroll. Renaissance palazzos, landmark churches, and UNESCO beauty with stories that make it all click.
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Florence Morning Guided Walking Tour Guided Tours and Sightseeing · Tour in a DaySee Florence’s greatest hits, Renaissance stories, iconic sights, and a surprise tasting that adds a delicious twist.
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Florence Tour Guided Tours and Sightseeing · Tour in a DayFall in love with Florence in a single day. Renaissance streets and churches, Uffizi masterpieces, and a Tuscan lunch to top it off.
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Florence, Tuscany, Cooking Class package with Typical Dinner Food and Wine · Tour in a DayImmerse yourself in the flavors of Tuscany with a hands-on cooking class at a top culinary school, where expert chefs will guide you in creating an authentic Tuscan dinner.
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Florence: Handmade Pasta Cooking Course with Lunch Food and Wine · Tour in a Day
Roll, cut, and taste Tuscany, make fresh pasta from scratch in Florence with local experts.
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Florence’s Art & Gourmet Private Walking Tour Guided Tours and Sightseeing · Tour in a Day
Taste and explore Florence like a local. Markets, secret bakeries, historic churches, and hidden corners on a private walk through the city’s heart.
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Guided Visit of Accademia & Uffizi Gallery Skip the Line with Advanced reservation & tickets included Guided Tours and Sightseeing · Tour in a Day
Two legendary museums, one seamless day. Skip the lines for Michelangelo’s David and Botticelli’s Birth of Venus with an expert guide.
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Guided Visit of Uffizi Gallery, Skip the Line with Advanced Reservation & Tickets Guided Tours and Sightseeing · Tour in a Day
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Horse Riding through the Tuscany Countryside guided Tour Guided Tours and Sightseeing · Tour in a DaySaddle up for an unforgettable Tuscan adventure as you spend the morning horseback riding through picturesque vineyards and olive groves surrounding a charming villa.
Day by day in Florence
Begin your journey by boarding your overnight flight to Florence. Relax and get some rest so you’re ready to start exploring as soon as you arrive in Tuscany’s capital.
Arrive in Florence, one of the world’s great art cities. After your transfer from the airport, check in at your hotel and enjoy the rest of the day at leisure. Take a first stroll through the historic center, admire the Duomo from the outside, or simply relax in a café and soak up the atmosphere.
After breakfast, join your half‑day city tour of Florence. Begin at Piazzale Michelangelo, where you’ll enjoy one of the most famous panoramas in the world. Continue by coach through the old city center for an outdoor guided tour of the Duomo complex, including the Cathedral of Santa Maria del Fiore, Giotto’s Bell Tower, and the Baptistery with its magnificent bronze doors, among them the famous “Porta del Paradiso.” Visit the interior of the Cathedral and admire Brunelleschi’s remarkable dome. A short walk through Florence’s historic streets brings you to the Accademia Gallery, where you’ll see Michelangelo’s David and other masterpieces. The tour ends inside the museum, leaving you free to explore further at your own pace.
Over the next two days, deepen your appreciation of Florence. Visit the Uffizi Gallery, home to an extraordinary collection of Italian Renaissance art, including works by Botticelli, Raphael, and many other masters. Afterwards, enjoy time to shop for fine leather goods and gold jewelry, and walk across the iconic Ponte Vecchio, lined with historic jewelry shops. Use your remaining free time to revisit favorite sights, relax in piazzas, or discover hidden corners of the city.
Stop 2Siena, Tuscany
Siena
Two nights exploring hill towns and vineyards
We arrange your rental car in Florence and you drive south into the Tuscan countryside, where vineyards alternate with olive groves and cypress trees mark the ridges. You base yourself in Siena for two nights. The Gothic Cathedral holds Donatello bronzes, Pinturicchio frescoes and an inlaid marble floor that took centuries to complete. The sloping Piazza del Campo, shaped like a scallop shell, hosts the Palio horse race each summer and is overlooked by the Torre del Mangia bell tower in the Palazzo Comunale.
From Siena you make day trips by car to San Gimignano, where fourteen medieval towers still stand, and to Montepulciano and Volterra, walled towns built on hilltops. You visit Sant'Antimo Abbey in the valley below Montalcino and taste Brunello wine at a vineyard, pairing it with local pecorino and salumi. The package includes the rental car for these explorations.
Arranged for you: We arrange your hotel in Siena, rental car collected in Florence and returned at Florence Airport, and car insurance.
Your hotel
Styles, not names. We name the property once we know your dates and your party.
Interests in Siena
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Private Siena walking tour with Cathedral visit Day Trips · Half day
Meet a local guide in Piazza del Campo for a walk through the medieval contrade neighborhoods and a guided visit inside the Cathedral to see the frescoes and inlaid floor.
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Private Chianti wine estate tour and lunch Day Trips · Half day
Visit a family-run Chianti Classico estate for a cellar tour, barrel tasting and lunch of pici pasta, grilled meats and estate olive oil on the vineyard terrace.
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Private truffle hunting in the Crete Senesi Day Trips · Half day
Join a truffle hunter and his trained dog in the oak woods south of Siena, then return to his kitchen to taste fresh truffle shaved over pasta.
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Private Val d'Orcia scenic drive with Pienza and Montalcino Day Trips · Full day
Drive the Val d'Orcia with a guide who brings you to Pienza for pecorino tasting and Montalcino for Brunello, with stops at viewpoints along the ridge road.
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Cooking Class with Dinner in Siena Food and Wine · Tour in a DayCook Siena-style in the heart of the old town. Hands-on Tuscan classics, local chefs, and recipes you’ll actually remake at home.
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Private Tour Excursion to Siena & San Gimignano Guided Tours and Sightseeing · Tour in a DayDiscover Tuscany’s legendary charm in style, explore Siena and San Gimignano with the luxury of your own private driver.
Day by day in Siena
Collect your rental car and head into the Tuscan countryside, where vineyards, olive trees, and cypress‑lined roads create a postcard‑perfect landscape. Base yourself in Siena, renowned for its Palio horse race, stunning Cathedral, unique fan‑shaped Piazza del Campo, and the imposing Palazzo Comunale. From here, explore the region with day trips to San Gimignano, with its medieval towers; Montepulciano and Volterra, rich in history and charm; and the serene Sant’Antimo Abbey. Taste excellent Chianti wines and visit a vineyard in Montalcino, where the world‑famous Brunello is produced, pairing your tastings with traditional Tuscan dishes made from simple, authentic ingredients. One of the best suggestions: drive through the countryside without a strict plan, you’ll be rewarded with unexpected villages, views, and experiences.
Day 7
Farewell Italy
After breakfast, drive to Florence Airport and return your rental car. Board your flight home, taking with you unforgettable memories of Florence’s art treasures and the rolling hills, vineyards, and medieval towns of Tuscany.
Why plan with Trips 2 Italy?
Designed around you by Italian-born planners
Guides, drivers and boats for your party alone
Hand-selected hotels in every destination
Local English-speaking guides who know their city
Met at the airport, private transfers throughout
Testimonials
Hear from travelers who have planned Italy with us
They took the time to understand our preferences and designed an itinerary that was comfortable, personalized, and enjoyable. They offered thoughtful recommendations while never being pushy.
We missed our connecting flight in Munich. I had just got through customs and was looking up the number to call when Trips 2 Italy called me. They told me exactly what to do and they already knew what flight we had been rebooked on.
Ready to make it yours?
Send us this adventure with your changes. An Italian-born planner builds the first full draft and calls you to walk through it.
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Questions travelers ask
How do we get between the destinations?
Transportation is arranged as part of the itinerary, with vehicle and train transfers as the itinerary requires. Every connection is planned for you, so you can focus on the scenery instead of the logistics.
Is this package a good fit for our group?
It suits travelers who want Italy arranged by experts, with guided experiences balanced by free time to explore on your own.
Is this package customizable?
It is. This itinerary is a sample built to spark ideas, and every element can be customized to your wishes and needs by your travel consultant. A minimum of 2 travelers applies.
When should we travel on this package?
The package is available all year around on request. Spring and fall offer mild walking weather and lighter crowds at the major sights, summer brings long lively evenings, and winter rewards travelers with quieter museums and festive streets.