Immerse yourself in Florence’s art treasures and the rolling Tuscan hills. Exploring Siena, hill towns, vineyards, and authentic cuisine on a memorable Italian adventure.
Under The Tuscan Sun Travel Package – 4 Star
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
Welcome to Florence!
- Board your overnight flight to Florence, Italy
- In‑flight meals and rest as per airline schedule
Day 2
FLORENCE
Arrival and Leisure
- Arrival at Florence Airport
- Private or shared transfer to your hotel (as per package)
- Check‑in at your hotel in Florence
- Rest of the day at leisure to explore the city independently
Day 3
FLORENCE
Piazzale Michelangelo to Accademia
- Breakfast at your hotel
- Join a Half‑Day City Tour of Florence
- Stop at Piazzale Michelangelo for panoramic views over the city
- Coach tour through the historic center
- Outdoor guided visit of the Duomo complex:
- Cathedral of Santa Maria del Fiore (interior visit)
- Giotto’s Bell Tower (external)
- Baptistery with bronze doors, including the “Gates of Paradise”
- Brunelleschi’s Dome (Cupola)
- Short guided walk through historic streets
- Visit to Galleria dell’Accademia
- Admire Michelangelo’s David and other works by the artist
- Tour ends inside the museum; rest of day at leisure
Day 4
FLORENCE
Uffizi Masterpieces and Ponte Vecchio Shopping Strolls
- Breakfast at your hotel each morning
- Visit the Uffizi Gallery (pre‑booked entrance recommended)
- Explore masterpieces spanning over four centuries
- Works by Botticelli, Raphael, and other great Italian artists
- Free time to:
- Shop for quality leather and gold
- Stroll along Ponte Vecchio and its jewelry shops
- Enjoy cafés, gelato, and evening passeggiata
Day 5
SIENA, TUSCAN HIL COUNTRY
Road-Trip Days
- Pick up your rental car in Florence (as per package)
- Drive through the Tuscan countryside of vineyards and olive groves
- Arrive in Siena, medieval city famous for the Palio horse race
- Discover Siena’s highlights:
- Cathedral (Duomo)
- Piazza del Campo (fan‑shaped main square)
- Palazzo Comunale
- From Siena, enjoy day trips to:
- San Gimignano (multi‑towered hilltop town)
- Montepulciano and Volterra
- Sant’Antimo Abbey and surrounding countryside
- Explore the Chianti area and its wineries
- Visit a vineyard in Montalcino to taste Brunello di Montalcino
- Pair wines with traditional Tuscan dishes and local specialties
- Freedom to wander and “get lost” along country roads
Day 6
USA
Arrivederci, Italia!
- Drive back to Florence Airport
- Return your rental car
- Check in for your return flight
- Board your flight back home
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
ITALY
Welcome to Florence!
Begin your journey by boarding your overnight flight to Florence. Relax on board and prepare for your Italian adventure in the heart of Tuscany.
Day 2
FLORENCE
Arrival and Leisure
Upon arrival at Florence Airport, you’ll be transferred to your hotel and check in. The remainder of the day is free to rest or start exploring this captivating Renaissance city—perhaps with a stroll through its historic streets, a first glimpse of the Duomo, or an evening aperitivo in a local piazza.
Day 3
FLORENCE
Piazzale Michelangelo to Accademia
After breakfast, join your Half‑Day City Tour. Begin at Piazzale Michelangelo, where you’ll enjoy one of the most iconic panoramas of Florence. Continue by coach through the historic center for an outdoor guided tour of the Duomo complex, including the Cathedral interior, Giotto’s Bell Tower, the Baptistery with its famous bronze doors, and Brunelleschi’s magnificent dome. A short walk through the heart of the city brings you to the Accademia Gallery, where you’ll admire Michelangelo’s David and other masterpieces. The tour ends inside the museum, leaving the rest of the day free.
Day 4
FLORENCE
Uffizi Masterpieces and Ponte Vecchio Shopping Strolls
Over these two days, deepen your discovery of Florence. Visit the Uffizi Gallery, one of the most important art museums in the world, and admire an extraordinary collection of works by Botticelli, Raphael, and many other masters. Use your remaining time to shop for fine leather goods and gold, wander across the Ponte Vecchio with its historic jewelry shops, and soak up the city’s atmosphere in its piazzas and cafés.
Day 5
SIENA, TUSCAN HIL COUNTRY
Road-Trip Days
Collect your rental car and leave Florence for the rolling hills of Tuscany. Arrive in Siena, a beautifully preserved medieval city renowned for the Palio horse race, its striking Cathedral, the unique fan‑shaped Piazza del Campo, and the Palazzo Comunale. Over the next days, use Siena as your base for day trips to San Gimignano, Montepulciano, Volterra, and the evocative Sant’Antimo Abbey. Drive through the Chianti region, stopping at wineries to taste local reds, and visit a vineyard in Montalcino to sample the world‑famous Brunello. Along the way, enjoy simple yet delicious Tuscan cuisine made from time‑honored recipes. One of the best experiences: follow the scenic back roads and let yourself “get lost” in the countryside—you’ll be rewarded with unforgettable views and hidden villages.
Day 6
USA
Arrivederci, Italia!
On your final day, drive back to Florence Airport, return your rental car, and check in for your flight. Board your return flight home with lasting memories of Florence’s art and Siena’s timeless Tuscan landscapes.
