Perugia, Assisi, Cortona, Montepulciano, Bagno Vignoni, Crete Senesi, Chianti, Siena, San Gimignano - 8 Days / 6 Nights


Smart Tour - Cortona, Bagno Vignoni, Chianti, Florence

Tour Highlights

  • Daily departures designed for parties from 2-6 passengers - perfect for family and friends traveling! (Can be priced for larger groups as needed).
  • Perfect combination of private touring.
  • Visits to: Perugia, Assisi, Cortona, Montepulciano, Bagno Vignoni, Crete Senesi, Chianti, Siena and San Gimignano.
  • 24/7 Concierge, as well as 24/7 Celtic Help Line as needed.

Smart Tour Includes

  • Arrival and departure transfers.
  • Driver guided tour to “Assisi & Perugia”. Pick up in Rome, drop off in Cortona.
  • Cooking class at Villa di Piazzano.
  • Wine tasting and visit of Vineyards at Avignonesi Wine Estate.
  • Driver guided tour to “Siena & Monteriggioni." Pick up in Cortona, drop off in Bagno Vignoni.
  • Driver guided tour to Signature “Montepulciano & San Quirico." Pick up in Bagno Vignoni, drop off in Florence.
  • Small group walking tour of Florence.
  • Driver guided tour of San Gimignano and Volterra with lunch and wine tasting.

Hotel Options

  • Cortona: Villa di Piazzano.
  • Bagno Vignoni: Orto delle Terme.
  • Florence: Palazzo Castri.

Additional Notes

City Taxes at hotels is not included and would be paid directly at hotels. Blackouts apply during special events, celebrations, Easter, Carnivals and Fairs.

Blackouts apply during special events, celebrations, Easter, Carnivals and Fairs.


Day 01, U.S. to Rome

Overnight flight to Rome, Italy. Celtic Tours World Vacations will be delighted to book your air in conjunction with your tour, or purchase this tour on a land only basis, where your tour would begin on day 02, in Rome.


Independent arrival in Rome. Meet your driver guide in Rome and transfer to Cortona. En route stop in Perugia and Assisi for a relaxing visit. Perugia is medieval-walled hill town famous for its squares, Gothic palaces and jazz cafe. The music is everywhere and became the soundtrack of any visit. This is also a capital of Italian Art: Perugino Gentile da Fabriano, Pinturicchio, Lo Spagna, Raphael and many others lived and worked here. The city is also famous for Chocolate maker Perugina. A visit to the Museum of Chicolate and factory is a must, for whom loves the chocolate. Lunch will be in a typical Trattoria with wine tasting. Continue to Assisi, the magnificent village of St. Francis, tour with a guide and also have some leisure time before returning back to Florence. Late afternoon, arrival in Cortona and overnight.


Morning cooking class in Cortona followed by lunch. In the afternoon, short visit of Cortona with your driver guide followed by a visit of Avignesi Winery and wine tasting. Cortona is a small charming town in the Valdichiana. ?The city, famous location of “under the Tuscan Sun”, enclosed by stone walls dating back to Etruscan and Roman times, sits on the top of a hill. This dominant position over the valley offers a spectacular view from all over the town of the surrounding valley and even Lake Trasimeno. Short stop in Montepulciano for an independent visit then continue to Bagno Vignoni. Montepulciano is a medieval town of rare beauty highly recommended visiting in Tuscany. The city, full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners, boasts vast panoramas all over the wonderful Val d'Orcia and Val di Chiana valleys that surround it. Overnight in Bagno Vignoni.


This is a free day. Why not look to explore Crete Senesi area or relax at Bagno Vignoni Thermal Spa. Crete Senesi literally means Siennese Clays. This is a great place to go to if you are looking for some peaceful time, mainly characterized by pure and untouched nature; hills, woods, waters and a semi-desert, breaking up the green landscape that is typical of Tuscany. This beautiful territory is pointed by tens small incredible villages such as Asciano, Buonconvento, Monteroni d'Arbia, Rapolano Terme, San Giovanni d'Asso and many others. Overnight in Bagno Vignoni.

*To explore this region, you would need to either rent a vehicle or hire a private driver for the day (private driver ranges from $199-300 depending on # of passengers). Celtic Tours can arrange this at time of booking.


Meet your driver guide at hotel and transfer to Florence. Your driver guide will stop in Siena and Monteriggioni to visit these enchanting villages. The drive itself is magnificent: enjoy the view of Chianti hills covered by vineyards and olives trees, with the cypresses that became soon familiar. Siena is probably Italy's loveliest medieval city. Its heart is the central piazza known as Il Campo, known worldwide for the famous Palio run here, a horse race run around the piazza two times every summer. Movie audiences worldwide can see Siena and the Palio in the James Bond movie, Quantum of Solace. Time permitting, short stop in at the charming and tiny castle town of Monteriggioni. With lunch at a Tuscan Villa estate, as well as wine tasting and cellar visit included, this is a great day to experience the best aspects of this wonderful region! Arrival late afternoon in Florence and overnight in the heart of the town. Overnight in Florence.


Small Group Walking Tour of Florence. Join a small group to explore Florence and discover how Florence's 2000 years of tumultuous history changed the world forever. See historic sculptures, frescoes and paintings in 3 famous churches - the Duomo, Santa Trinità and Orsanmichele. Learn why Florence became one of the greatest art centers the world has ever seen and see Florence's Baptistery, Bell Tower, Gates of Paradise, Brunelleschi's Dome, Vasari's Corridor, Piazza della Signoria, Palazzo Vecchio, Ponte Vecchio, Medieval towers and Renaissance palaces and more (all from outside). Overnight in Florence.


Meet your driver guide for a full day tour to Volterra & San Gimignano. San Gimignano, a small walled village not far from Florence, is famous for its medieval architecture and towers that rise above of all the surrounding buildings offering an impressive view of the city from the surrounding valley. San Gimignano's patrician families had built around 72 tower-houses as symbols of their wealth and power. Volterra is surrounded by an uncontaminated landscape. Volterra is prevalently Medieval and yet cherishes abundant evidence of the Etruscan period: the Porta all'Arco (the Etruscan gate) which date from the 4th century B.C., the Acropolis, the defensive walls which are still visible in parts of the town. Volterra is not yet touched by the stress of contemporary life and visitors who come to Volterra have the immediate impression of stepping into the past, of being in a particular place with its narrow Medieval streets and the enigma of its Etruscan origins. With lunch at a Tuscan Villa estate, as well as wine tasting and cellar visit included, this is a great day to experience the best aspects of this wonderful region! Overnight in Florence.


Independent departure transfer.


Rates & Hotels

Click here for pricing information
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* All Prices are in USD
This package is not available for online booking at this time. To book, please call Celtic Tours at 1-800-833-4373.


This package is based on a minimum of two (2) persons traveling based on sharing one double room. This tour can be booked via our call center only at this time. Rates for based on 2 - 6 passengers are as follows:

Per Person based on 1 Double Room$2,896$3,231$3,365$3,365$3,284$3,284$3,365$3,365
Per Person based on 1 Doubl & 1 Single Room$3,716$4,147$4,319$4,319$4,215$4,215$4,319$4,319
Per Person based on 1 Triple Room$2,606$2,908$3,029$3,029$2,956$2,956$3,029$3,029
Per Person based on 2 Double Rooms$2,605$2,908$3,028$3,028$2,955$2,955$3,028$3,028
Per Person based on 2 Double Rooms & 1 Single Room$2,577$2,876$2,995$2,995$2,922$2,922$2,995$2,995
Per Person based on 1 Double Room & 1 Triple Room$2,449$2,734$2,846$2,846$2,778$2,778$2,846$2,846
Per Person based on 3 Double Rooms$2,475$2,762$2,878$2,878$2,809$2,809$2,878$2,878
Per Person based on 2 Triple Rooms$2,228$2,486$2,590$2,590$2,528$2,528$2,590$2,590

This tour does not include:

  • Items not noted on itinerary
  • Lunches
  • Dinners
  • City Tax to be paid locally


Airfare is additional. Once you select your date, you will be given the opportunity to search our system for the best available airfare from your home city. The dates shown will be the start / end date of your tour. However, you can alter these dates to arrive earlier or extend your stay as needed.

Our system will search for the best possible airfare during your booking process. Note: airfare cannot be booked sooner than eleven (11) month from date of departure.

Departures & Transfers

Departure date is the date one would depart from the US. Tour begins in Italy one day later.

Hotels featured on this tour
Smart Touring - Pure Tuscany for Connoisseur from Rome - [details] 


Online Reservation System