Overview
At its height, San Gimignano could boast 72 towers, symbols of the wealth and power of the Medieval families who lived here. Today, even with just 14 surviving, San Gimignano is recognized for its unique characteristics. You will have time to visit the town and the option to climb one of the towers to enjoy sweeping views across the countryside below. There's a reason that Siena is one of the most visited towns in Italy, with its rich history and clean, pedestrianized center it makes for a perfect afternoon stroll, not to mention the chance to visit the famous, striped duomo and taste the delicious local sweets.
Val d'Orcia is so picturesque that the entire area has been named a World Heritage site! Our tour will take us to just 3 of the delightful towns that scatter the countryside: firstly, the hilltop town of Montalcino, surrounded by vineyards growing the Sangiovese grapes that are used to make the famous Brunello di Montalcino. Of course, there will be the opportunity to taste examples of this wine in a very special enoteca. Next we will go to Pienza, the Renaissance utopia and producer of pecorino di pienza. Finally, Montepulciano, home to another famous Tuscan wine.
On our way to Cinque Terre, we will stop in Pisa to visit the Leaning Tower and the town of Lucca for lunch before ending the day in Monterosso a Mare. You'll get the chance to hike the famous trails between the 5 fishing villages as well as visiting them from the tranquility of a boat. To round off the tour will head to Portovenere for a wonderful dinner in the Palmaria Restuarant.
The final stop of our tour will be 2 nights in the heart of Tuscany, in Florence, cradle of the Renaissance. Here you will be introduced to the history of the city and the men who brought it to prominence as we tour the streets and visit the 2 most famous galleries. You will also have plenty of free time to explore the compact city-center on your own, try the famous bistecca alla fiorentina, explore the leather market and shopping streets and wander the banks of the river with an ice-cream as the locals do!
As our tour comes to end, our drivers will take you back to Florence to fly home. If you are interested in extending your Italian vacation, speak to one of our Italian experts who will be happy to help you.
Itinerary
1
Spend the rest of the day relaxing from your flight, with the option to enjoy the town, incredible shops and one of the very best Gelato stops in Italy!
In the evening, you will enjoy your first taste of Tuscan life before turning in for the night in the peace of the countryside.
Overnight at Hotel Cisterna.
2
For lunch, we will stop at a local winery, enjoy some local produce and sample both the famous Chianti reds and Vernaccia, one of Italy's finest white wines, which is produced in vineyards around San Gimignano.
The afternoon will be spent in the delightful provincial capital of Siena. Here you will meet a local guide, who will walk you through the lovely, traffic-free Renaissance center, the Piazza del Campo, one of the loveliest squares in Italy where the Palio takes place twice a year and the famous black and white duomo. The day will end back at the hotel.
Overnight at the Hotel Cisterna
3
The first stop of the day will be the town of Montalcino. We suggest you pop into the wonderful enoteca inside a majestic 12th century fortress that was once part of the town's defenses. Here we can enjoy a tasting of local wines, including Brunello di Montalcino served with local cheese and cold cuts to keep you going till lunch!
The next town as you make your way through the valley is Pienza, where you will have free time to sit down for lunch or to grab a snack and explore the town. Pienza is known as the 'ideal city of the Renaissance', thanks to the patronage of Pope Pius II, who wanted to change his humble birthplace into a utopia.
The final stop of the day will be Montepulciano, a name associated the world over with the rich red wine produced here. Wander through the town, enjoying the stunning views across the Orcia Valley, before stopping for a tour of a famous wine cellar, where you will be able to taste more local wines.
Back to the villa for dinner and some well-deserved relaxation.
NB: uphill walking is unavoidable in the towns.
Return in the early evening to San Gimignano for dinner at leisure and Overnight at the Hotel Cisterna
4
In the afternoon, it is time to say goodbye to the green hills of the Tuscan countryside. Your driver will meet you at the hotel to drive you to the Renaissance splendor of Florence and the lovely Hotel Berchielli centrally located on the banks of the Arno River, right by Ponte Vecchio in central Florence.
You will have the rest of the day to relax, enjoy a leisurely dinner and an evening walk along the banks of the Arno.
Overnight at Hotel Berchielli.
5
Afterwards, you will have the rest of the day free to enjoy the city at your leisure.
Overnight in Florence.
6
After the tour, you will have the rest of the day free.
Overnight in Florence.
7
In Pisa you will have time to walk around the 'Field of Miracles', climb the famous tower and visit the cathedral before moving onto Lucca. This lovely Renaissance town is centered around a 'square' that was built over a Roman amphitheater. You will also be able to get lunch here, before continuing your journey north.
In the afternoon, we will arrive in Monterosso where we will be staying at Margherita which is few minutes walking to the seafront. You will now have the evening to relax, stroll on the beach and enjoy dinner in the town.
Overnight in Monterosso.
8
If you are feeling energetic, hike between them enjoying the wonderful views as you go. Alternatively, you can take the train or ferry which stop in each of the villages for a more relaxed experience.
Overnight in Monterosso.
9
Overnight in Monterosso.
10
Map
Inclusions/Exclusions
Tour Highlights and What's Included
- All hotel taxes and service charges
- All transfers
- Cellar Tour
- Cooking class
- Daily Buffet Breakfast
- English speaking tour escort for the duration of the tour
- Entrance Ticket to Leaning Tower
- Florence: Guided visit of the most important monuments including the inside visit of the Academia museum with its Michelangelo statue
- Free Time For Lunch
- Fuel
- Road Tolls
- Service Charges and Taxes
- Siena and San Gimignano
- Small Group Sizes
- Wine Tastings
- Winery Visits
What's Not Included
Pricing & Availability
Please contact us today by either phone or email for assistance with this booking.
Email : team@italyvacationspecialists.com
Toll Free : 1-866-779-2565
Featured Properties
Hotel Berchielli
Hotel Berchielli is a luxurious 4-star establishment nestled in the heart of Florence. Situated on the picturesque riverfront, the hotel boasts breathtaking views of the enchanting Arno River and the iconic Ponte Vecchio. Immerse yourself in the beauty of Florence as you indulge......
View Hotel Details Book NowHotel Margherita Monterosso Al Mare
Hotel margherita is situated in the old part of Monterosso just a few steps away from the beaches, touristic port, trails, local shops and many restaurants to choose from. At the hotel receptionist and management members are very happy to help you with all the information for the famous hiking ...
View Hotel Details Book NowHotel Plaza Lucchesi Florence
Plaza Hotel Lucchesi is located right on the bank of the Arno River, just 10 minutes' walk from Piazza della Signoria. The hotel features air-conditioned rooms, a 24-hour reception, and a traditional restaurant. The elegant rooms have a satellite flat-screen TV, minibar, and free Wi-Fi. Some rooms h...
View Hotel Details Book NowHotel Sovestro
This hotel is situated in a delightful position just 2 km from the towers of the historical town of San Gimignano, the HOTEL SOVESTRO complex stretches horizontally across a vast park of pine trees, coasted by vineyards, olive trees and luxuriant Tuscan and Mediterranean vegetation....
View Hotel Details Book NowLa Cisterna Hotel San Gimignano
La Cisterna is located on a gorgeous, named piazza in the centre of San Gimignano and is housed in an excellent 14th-century building. Air conditioning, free Wi-Fi, and a flat-screen satellite TV are included in the rooms......
View Hotel Details Book Now