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.
Starting from $3,887.
Under The Tuscan Sun Italy Travel Package
10 Days/9 Nights
Starting from
$
per person*
Unforgettable Italian Journeys, Designed for You
Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories
Day 1
ITALY Awaits
First Night Under The Tuscan Sun
- Board your overnight flight to Florence, Italy
- In‑flight meals and rest as per airline schedule
Day 2
FLORENCE
Domes, Duomos, And Daydreams
- Arrive at Florence Airport
- Private transfer from the airport to your hotel
- Check in at your hotel in Florence
- Rest of the day free to explore the city at your own pace
- Overnight stay in Florence
Day 3
FLORENCE
Where The City Feels Like An Open-Air Museum
- Breakfast at your hotel
- Half‑day guided city tour of Florence
- Panoramic stop at Piazzale Michelangelo for sweeping views of the city
- Coach tour through the historic center
- Outdoor guided visit of the Duomo complex: Cathedral, Giotto’s Bell Tower, Baptistery, bronze doors (Porta del Paradiso)
- Interior visit of the Cathedral and Brunelleschi’s Dome (Cupola)
- Short walk through historic streets to the Accademia Gallery
- Visit the Accademia to see Michelangelo’s David and other works
- Tour ends inside the museum
- Overnight stay in Florence
Day 4
FLORENCE
One Last Renaissance Night In Town
- Breakfast daily at your hotel in Florence
- Visit the Uffizi Gallery, one of the world’s most important art museums
- Admire masterpieces by Botticelli, Raphael, and other Renaissance artists
- Free time to shop for quality leather and gold
- Stroll along Ponte Vecchio, famous for its jewelry shops
- Evenings at leisure in Florence
- Overnight stays in Florence
Day 5
SIENA AND THE TUSCAN HILL COUNTRY
From City Art To Countryside Heart
- Pick up your rental car and drive through the Tuscan countryside
- Enjoy ever‑changing landscapes of vineyards, olive groves, and rolling hills
- Arrive in Siena, famous for the Palio horse race
- Admire Siena’s Cathedral, Piazza del Campo, and Palazzo Comunale
- From Siena, take day trips to:
- San Gimignano (multi‑towered hilltop town)
- Montepulciano and Volterra (medieval hill towns)
- Sant’Antimo Abbey (enchanting Romanesque abbey)
- Taste Chianti wines and visit a vineyard in Montalcino, home of Brunello
- Pair wines with traditional Tuscan dishes made from simple, genuine ingredients
- Enjoy the freedom to “get lost” on country roads and discover hidden villages
- Overnight stays in Siena / Tuscan hill country
Day 6
FAREWELL ITALY
Pack The Art, Keep The Feeling
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- Breakfast at your hotel (time permitting)
- Drive to Florence Airport and return your rental car
- Board your flight back home
- End of services
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
ITALY Awaits
First Night Under The Tuscan Sun
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.
Day 2
FLORENCE
Domes, Duomos, And Daydreams
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.
Day 3
FLORENCE
Where The City Feels Like An Open-Air Museum
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.
Day 4
FLORENCE
One Last Renaissance Night In Town
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.
Day 5
SIENA AND THE TUSCAN HILL COUNTRY
From City Art To Countryside Heart
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 6
FAREWELL ITALY
Pack The Art, Keep The Feeling
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.
