Pisa
Pisa is a city and comune in Tuscany, central Italy, straddling the Arno just before it empties into the Ligurian Sea. It is the capital cit...
Explore MoreGet ready to immerse yourself in Italy's renowned wine regions, with breathtaking landscapes and exquisite cuisine on this self-drive holiday.
Select your preferred options from the list below:
Explore the heart of Italy’s most renowned wine areas, stunning landscapes, and authentic Italian cuisine. This self-drive holiday combines stays in two distinct locations and tastings of Italy's finest wines in unique, authentic settings. Includes car rental, hotel accommodations, and return flights to Pisa.
Day 1 - Arrival in Montecarlo
Arrive at Pisa Airport, collect your rental car, and drive to Montecarlo, a charming town perched on a stand-alone hill in the Lucca plain. Highlights include the Fortress of Montecarlo (completed in 1555), the Church of S. Andrea from the 1700s, the Chapel of St. Anna, and the early 18th-century Rassicurati Theatre. Overnight in Montecarlo.
Day 2 - Greve in Chianti & Siena
Drive to a castle in Greve in Chianti, dating back to the 1400s. Explore its high crenellated tower and preserved manor houses. Enjoy a Chianti Classico wine tasting in the castle’s cellar, next to vineyards, while admiring panoramic views of the Greve valley.
Later, travel to Siena, where medieval charm awaits. Walk through its winding streets, marvel at high brick palaces, and visit historic landmarks like Palazzo Pubblico and Torre del Mangia, offering stunning views of Piazza del Campo. Overnight in Siena.
Day 3 - Monteriggioni & San Gimignano
Begin your day with a visit to Monteriggioni, one of the best-preserved medieval towns in Italy, surrounded by a nearly 600-metre-long wall. Explore its quaint houses and narrow streets, evoking a bygone era.
Continue to San Gimignano, a UNESCO World Heritage site famed for its medieval architecture, which has remained unchanged since the 14th century. End the day with a Vernaccia wine tasting at a traditional farm. Overnight in Siena.
Day 4 - Montalcino & Montepulciano
After breakfast, head to Montalcino, renowned worldwide for its exceptional Brunello wine. The town, with Etruscan roots, offers a rich history and stunning views. Next, visit Montepulciano, situated on a high tufa plateau, famous for its Vino Nobile di Montepulciano wine. Overnight in Siena.
Day 5 - Departure from Siena
Enjoy a leisurely breakfast before checking out. Spend the morning exploring more of Siena before departing for Pisa Airport.
Tour Includes:
-1 night in Montecarlo: Stay at Fattoria La Torre or Grand Hotel Duomo in Pisa (or similar) with breakfast.
-3 nights in Siena: Stay at Hotel Garden or Hotel Montaperti in Asciano (or similar) with breakfast.
-Wine tastings:
At a castle cellar in Greve in Chianti.
At a typical farm in San Gimignano.
-Car rental for the duration of the trip.
-Direct return flights to Pisa International Airport.
*Hold luggage between 15kg and 23kg can be added at a supplement
Pisa is a city and comune in Tuscany, central Italy, straddling the Arno just before it empties into the Ligurian Sea. It is the capital cit...
Explore More
Pisa is a city and comune in Tuscany, central Italy, straddling the Arno just before it empties into the Ligurian Sea. It is the capital city of the Province of Pisa. Although Pisa is known worldwide for its leaning tower, the city contains more than twenty other historic churches, several medieval palaces, and bridges across the Arno. Much of the city's architecture was financed from its history as one of the Italian maritime republics.
Siena, Italy, is a captivating medieval city nestled in the heart of Tuscany, renowned for its historic charm and vibrant culture....
Explore More
Siena, Italy, is a captivating medieval city nestled in the heart of Tuscany, renowned for its historic charm and vibrant culture. The city’s winding streets and well-preserved Gothic architecture transport visitors back in time, with red-brick buildings and narrow alleyways creating an enchanting atmosphere. At the city's heart lies the iconic Piazza del Campo, a unique shell-shaped square that hosts the famous Palio horse race twice a year. Dominating the square is the Palazzo Pubblico and its towering Torre del Mangia, offering breathtaking views of the city. Siena's rich history, artistic heritage, and delectable cuisine make it a must-visit destination for anyone exploring the wonders of Tuscany.
Tuscany’s beauty is legendary, from the golden hills of Val d’Orcia to the cypress-lined roads of Chianti. Explore Florence, the birthplace of the Renaissance, with its iconic Duomo, Uffizi Gallery, and Ponte Vecchio. Wander the medieval streets of Siena and San Gimignano, or admire t...
Surrounded by peaceful countryside, La Torre wine resort includes an area of 13 hectares, dotted with vineyards, olive groves and the old establishment of the farm. It offers an outdoor pool with sun terrace and a jacuzzi. Restaurant Enoteca La Torre offers superbly prepared traditional Tuscan food in a cosy atmosphere.
Rooms are decorated in a unique contemporary and elegant style with wood-beamed ceilings and flat-screen TVs. Many have views over the surrounding vineyards and olive groves. All the rooms offer comforts like safe, minibar, hairdryer, desk, free wi-fi connection, self-adjustable air- conditioning and heating control, bathroom with bath and shower, direct telephone, tv sat and a desk. Wine tasting sessions, guided tours of the wine cellar, horse riding, yoga lessons, romantic/relaxing massages in the room, drawing lesson, business dinners as well as cooking courses can be booked locally.
Hotel Garden in Siena is a charming and elegant accommodation option that perfectly blends modern comfort with classic Tuscan ambience. Set amidst lush gardens and offering stunning views of the city, this hotel provides a tranquil retreat just minutes from Siena's historic centre. Guests can enjoy spacious, well-appointed rooms, an outdoor pool, and an exquisite on-site restaurant serving traditional Tuscan cuisine. The hotel's proximity to key attractions, combined with its serene environment, makes it an ideal base for exploring Siena and the surrounding wine regions. Whether you're relaxing in the gardens or embarking on a day of sightseeing, Hotel Garden ensures a memorable stay in the heart of Tuscany.