Tour Description

This 9 Nights/10 Days Tour of Tuscany and Cinque Terre begins with your arrival in Chianti to spend 3 nights. This is magical wine regions Chianti and Montalcino where you will get to taste the best wine and explore the amazing towns of amazing of San Gimignano and Siena and many other ones.

Then visit Florence in the cradle of the renaissance with Pisa and Lucca as well. During the tour you will be served breakfasts in the best hotels but also taken on exclusive wine tasting tours throughout Tuscany and fine dining events. You will be able to see, taste and explore every bit of Cinque Terre, but also go beyond the place and visit Portofino, Rapallo, Tigullio and Santa Margherita Ligure, all picturesque and iconic coastal places in Liguria.

Detailed Itinerary

Tuscany, Florence and Cinque Terre Tour | 9 Nights/10 Days

Day 01: Rome Arrival | On your arrival at Rome Airport, our local representative will be waiting to welcome you to Italy. You will be transferred to your hotel in Chianti. Rest of the day is for you to spend at leisure. Overnight in Chianti.

Day 02: Montalcino and Pienza Private Guided Tour | Breakfast at the Hotel. Meet your Driver and Guide at the Hotel Lobby. This morning visit Montalcino, a medieval hilltop village most known now for the Brunello wine. The historical center is dominated by the mighty and imposing fortress built in 1361. Another landmark of Montalcino is the tall and slender clock tower that graces the Palazzo dei Priori, the city's town hall, while below lays the main square known as Piazza del Popolo with its characteristic Gothic loggia. Also worth visiting are the Palazzo Vescovile and the churches of Sant' Agostino, Sant' Egidio and San Francesco. After your visit in Montalcino, stop for a Lunch/Food and Wine tasting at Azienda Tornesi. In the afternoon your Tuscany private tour will take you to the charming town of Pienza. This town sits at the heart of the Orcia Valley, a spectacular area that stretches from Montepulciano to San Quirico. You will be treated to a beautiful landscape dotted with cypress trees and other vegetation. You will tour Tuscany’s jewel, Pienza, is as complete a Renaissance creation as any in Italy. Pope Pius II conceived Pienza, his birthplace, as a Utopian “new town.” You will have free time to wander through the lovely streets of Pienza. Overnight in Chianti.

Day 03: Siena and Chianti Private Guided Tour | Breakfast at the Hotel. Meet your Driver and Guide at the Hotel Lobby. Your day tour starts in Siena where you will visit the Church of San Domenico and Fonte Branda which was one of the city's principal sources of water in the Middle Ages. Your tour continues along the historic streets of Siena admiring the Palazzo Salimbeni built in gothic style is now the headquarters of the bank Monte dei Paschi di Siena and Palazzo Tolomei one of the oldest in Siena. With your private guide, you learn the history and the tradition of Siena visit a contrada and reach Piazza del Campo. the principal public space of the historic center of Siena and is where the Palio race is held. The Palazzo Pubblico with the frescoes of Lorenzetti, the Torre del Mangia, as well as various noble palaces surrounds the shell-shaped piazza. Leave Siena to visit the Chianti area where you will enjoy a Lunch at Badia a Coltibuono. After lunch your driver will take you a Tour of the Chianti little towns: our English-speaking driver will take you through the scenic hills of Chianti. This is the classic Tuscan countryside - Green hills with miles after miles of vineyards producing some of Italy’s best-marketed wines, olive groves, gently rolling hills, ancient walled villages and panoramic roads like you have never seen before. Visit Castellina, Greve, and Radda in Chianti. The splendid Romanesque churches, farmhouses, villas, and castles dotting the landscape complement the region’s enchanting natural beauty. Late afternoon return to your hotel. Overnight in Chianti.

Day 04: Chianti → San Gimignano → Florence | After breakfast at the hotel, meet your driver in the lobby. On route to your Hotel in Florence stop in San Gimignano to meet your Private Guide a lovely walking tour of the town. San Gimignano is famous worldwide for its urban architecture dating from the XIII-XIV centuries. You will make your way through its tiny, unique streets where Medieval towers and Romanesque churches seem to emerge out of nowhere. The views and the artworks are a must as they testify to the unique character of this city which is both Sienese and Florentine. Founded at the junction between Via Francigena and ancient commercial routes, San Gimignano held a florid trade of saffron and wine with Italian and European markets. After lunch in a characteristic local restaurant, leave San Gimignano for Florence. Overnight in Florence.

Day 05: Florence and Pisa Private Guided Tour | Breakfast at the Hotel. Meet your guide at the hotel lobby. This morning you will enjoy a 3 Hours Florence Private Walking Guided Tour. As you walk through the streets and piazzas of Florence, you'll discuss the ideas of the Renaissance, and the lives of many famous artists In between the famous landmarks, you'll take enchanting backstreets and alleys.  After enjoying a walk through the historical center follow your guide along the windy pathways to a stop in Piazza del Duomo. Then continue to the Accademia Gallery, home to Florence's most treasured work of art - "Michelangelo's David". In-between the famous landmarks, we'll take enchanting backstreets and alleys paved with the original stones from ancient times. You will visit Piazza della Signoria and the famous Ponte Vecchio. After lunch in a characteristic local restaurant, travel to PisaVisit the extraordinary Piazza Dei Miracoli, dominated by the world-famous Leaning Bell Tower. Partly paved and partly grassed, it's dominated by four great edifices: the Duomo (Cathedral), the famous leaning tower, the Baptistry, and the monumental Cemetery. In the late afternoon return to your hotel in Florence. Overnight in Florence.

Day 06: Florence at leisure | Breakfast at the Hotel. Today spend the day at leisure. Overnight in Florence.

Day 07: Florence  → Cinque Terre | Breakfast at the Hotel. Meet your Driver at the Hotel Lobby. This morning you will transfer to La Spezia to meet your Guide for a Private Tour of the The Cinque Terre, one of Italy’s most captivating landscapes. Translated as ‘five lands,’ the region is made up of five unique fishing villages that line the Italian Riviera. A combination of easy walks, village visits, train rides and a short boat trip between the atmospheric villages makes this the ideal visit to the Cinque Terre. Your private Guide will share great stories about each charming village, as The Cinque Terre, which until recently were linked only by mule tracks and accessible only by rail or water. An ancient system of footpaths is still the best way to visit the five villages: Monterosso: for many adventurers, the departure point, for the spectacular 12 km hiking trail that runs down the Cinque Terre coast. Vernazza: The village is dominated by the remains of the “castrum” a series of Medieval forts dating back to the XI century, with a cylindrical castle and tower. Corniglia: the only village of the Cinque Terre not in contact with the sea, rising on top of a rock promontory. Its low and wide houses are more like those of the hinterland than to the typical coastal houses, evidence that the traditional vocation of the village has always been more inclined towards the land than the sea. Manarola: hamlet of Riomaggiore, is a town planning jewel, rich as it is in typical tower houses of Genovese style, founded during the XII century. Riomaggiore peeling pastel buildings march down a steep ravine to a tiny harbour – the region's favorite postcard view. In the afternoon you will reach Porto Venere, a UNESCO World Heritage site. Its picturesque harbor is lined with brightly colored houses while narrow medieval streets lined with shops lead up the hill from the ancient city gate to the castle. The tip of the promontory holds a picturesque church. Byron's Cave is a rocky area leading to the sea where the poet Byron used to swim. Ferries cruise along the coast each day, offering passengers a chance to have a view of one of the most evocative landscapes of the Mediterranean. In the late afternoon transfer  to your Hotel in Sestri Levante. Overnight in Sestri Levante.

Day 08: Portofino & San Fruttuoso | After breakfast at the Hotel, meet your driver and private Guide in the lobby for a Private Tour of Portofino and San Fruttuoso. From Portofino together with your Guide trek to San Fruttuoso. This small fishing village located in a bay at the foot of Mount Portofino can be reached only by boat or on foot, following the trails in Portofino Park. The site is dominated by the Abbey of San Fruttuoso, a splendid 8th century monument. Near the abbey you’ll find a church, a tower, a few cottages, and a small beach. Enjoy a swim or some sunbathing. An underwater statue of Christ, known as the Christ of the Depths, stands at the bottom of the bay. Return to Portofino by Boat. Lunch and rest of the afternoon at leisure in Portofino. One of the most popular resort towns on the Italian Riviera, little Portofino has just over 500 permanent residents. But that all changes on summer days when the sun is shining and the yachting set drops anchor in the harbor to wander about. Boutiques, art galleries, cafes and restaurants line the tiny streets. Visit the Church of San Giorgio and take a stroll down to the lighthouse. Late afternoon, transfer back to your Hotel. Overnight in Sestri Levante.

Day 09: Sestri Levante at Leisure | Breakfast at the Hotel. Today spend the day at leisure in Sestri Levante. Overnight in Sestri Levante.

Day 10: Pisa or Milan Departure | After breakfast at the hotel enjoy a Private Transfer to Pisa or Milan Airport.

Tour Inclusions
  • 3 Nights Chianti
  • 3 Nights Florence
  • 3 Nights in Cinque Terre
  • Assistance and Porterage at Airports, Train Stations and Hotels
  • Private Transportation by Mercedes E or V Class with English Speaking Driver
  • Private Guided Tours with Professional Local Guides | Door to Door Service
  • Entrances to Museums, Galleries, Archeological Parks and other Venues
  • Breakfast at Hotels, All Food & Wine Tours/Enogastronomic and Most Lunches.
  • 24/7 Assistance and Support from our Ground Operational Office in Italy

Private Package Tours Rates

Low Season (Nov. 16 to April 15):

  • Gold: in 4* Boutique Hotels: Starting at 400 Euro per person/per day.
  • Platinum: in 5* Standard Hotels: Starting at 600 Euro per person/per day.
  • Diamond: in 5* Luxury Hotels: Starting at 800 per person/per day.

Shoulder Season (April 16 to May 15) and (Oct. 16 to Nov. 15):

  • Gold: in 4* Boutique Hotels: Starting at 500 Euro per person/per day.
  • Platinum: in 5* Standard Hotels: Starting at 700 Euro per person/per day.
  • Diamond: in 5* Luxury Hotels: Starting at 900 + Euro per person/per day.

High Season (May 16 to Oct. 15):

  • Gold: in 4* Boutique Hotels: Starting at 600 Euro per person/per day.
  • Platinum: in 5* Standard Hotels: Starting at 800 Euro per person/per day.
  • Diamond: in 5* Luxury Hotels: Starting at 1,000 + Euro per person/per day.

Private Small Groups of 4, 6 and 8 + price per person will be lower

For Custom Made Tours we work with any reasonable Budget


Intended Arrival Date*

Tours Interested in*

Stage in Planning*

Tour Categories
Clients Testimonial
  • Thank you for coordinating such a wonderful trip in Italy. Terence and I learned many things about Italy. The weather was great and we had so much fun. All hotels, staff and guides were superb! We especially appreciated our driver who served us from Venice through our time in Florence, I believe his name was Lorenzo. Again, thank “you” for doing such a great job in planning our vacation.
    Melissa R. xxxxx.Wassenaar, NL
  • Hope, you are doing well. My wife and I had a great trip to Italy. The place, the people, and the food and wine were out of this world. Warm and kind people including hotel staff, tour guides and drivers went beyond their ways to help us and make this visit very special for us. It was very hard to leave Italy. You, your staff and company did an extraordinary job. You over delivered. Bravo!
    Barry and Paula J. xxxxxx. Omaha, Nebraska
  • We have just returned from our trip to Italy since we took a cruise after the program you and I put together. I just wanted to let you know that everything you planned worked out perfectly. Both hotels were excellent and the rooms were fine. All the drivers were on time and got us to our destinations promptly. We were especially glad to have someone meet us at the train station with the tickets in hand and directions to our car in Milan. The best part of the trip was the all day private boat trip in Bellagio with the great restaurant on the private island. So thanks for your help and hopefully we can do it again.
    John B. xxxxx. Collegeville, Pennsylvania