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Florence airport (FLR) , Italy (Aeroporti) Pisa airport (PSA) , Italy (Aeroporti) San Gimignano , Italy (Aeroporti) Siena , Italy (Aeroporti) Montecatini Terme , Italy (Aeroporti) Pisa , Italy (Aeroporti) Florence city , Italy (Aeroporti) Grotta Giusti thermal spa resort tuscany (Aeroporti) Monsummano Terme , Italy (Aeroporti) The Mall Outlet Florence , Italy (Aeroporti) Barberino designer outlet , Italy (Aeroporti) Four Seasons Hotel Florence , italy (Aeroporti) Savoy Hotel , Florence , Italy (Aeroporti) The Westin Excelsior Hotel , Florence , Italy (Aeroporti) The St Regis Hotel Florence , Italy (Aeroporti) Portrait Hotel Florence , Italy (Aeroporti) Sina Villa Medici Autograph Collection , Florence , Italy (Aeroporti) Palazzo Montebello , Florence , Italy (Aeroporti) Fiesole , Italy (Aeroporti) Il Salviatino Hotel , Florence , Italy (Aeroporti) Belmond Villa San Michele , Fiesole , Italy (Aeroporti) Villa Cora , Florence, Italy (Aeroporti) Forte dei Marmi , Italy (Aeroporti) Viareggio , Italy (Aeroporti) Lido di Camaiore , Italy (Aeroporti) Marina di Pietrasanta , Italy (Aeroporti) Marina di Massa , Italy (Aeroporti) Carrara , Italy (Aeroporti) Lucca , Italy (Aeroporti) Bagni di Pisa Hotel , San Giuliano Terme , Italy (Aeroporti) Bagni di Lucca , Italy (Aeroporti) Augustus Hotel & Resort , Forte dei Marmi , Italy (Aeroporti) Grand Hotel Imperiale , Forte dei Marmi , Italy (Aeroporti) Renaissance Tuscany il Ciocco Resort & SPA , Barga , Italy (Aeroporti) Capannori , Italy (Aeroporti) Pescia , Italy (Aeroporti) Mondial Resort & SPA , Marina di Pietrasanta , Italy (Aeroporti) LHP Hotel Montecatini Palace & SPA , Italy (Aeroporti) Borgo a Buggiano , Italy (Aeroporti) Pistoia . Italy (Aeroporti) Altopascio , Italy (Aeroporti) La spezia , Italy (Aeroporti) Viareggio harbour , Italy (Aeroporti) Azimut Benetti , Viareggio , Italy (Aeroporti) Perini Navi , Viareggio , Italy (Aeroporti) Bagno Alpemare by Andrea Bocelli (Aeroporti) Grand Hotel Principe di Piemonte , Viareggio , Italy (Aeroporti) Alpebella by Andrea Bocelli, Forte dei Marmi (Aeroporti) Livorno , Italy (Aeroporti) Figline Valdarno , Italy (Aeroporti) Marina di Pisa , Italy (Aeroporti) Norcenni Girasole Village , Figline Valdarno , Italy (Aeroporti) Tirrenia , Italy (Aeroporti) Grand Hotel Continental , Tirrenia , Italy (Aeroporti) Uappala Toscana Charme Resort , Calambrone , Italy (Aeroporti) Grand Hotel Palazzo Livorno MGallery , Italy (Aeroporti) Livorno maritime station , Italy (Aeroporti) Torre del Lago , Italy (Aeroporti) President Hotel , Viareggio , Italy (Aeroporti) BW Premier Collection Grand Hotel Royal , Viareggio , Italy (Aeroporti) Marina di Carrara , Italy (Aeroporti) Livorno cruise port , Italy (Aeroporti) Prato , Italy (Aeroporti) La spezia cruise port , Italy (Aeroporti) Porto Mirabello , La spezia , Italy (Aeroporti) Portovenere , Italy (Aeroporti) Riomaggiore , Italy (Aeroporti) Manarola , Italy (Aeroporti) Vernazza , Italy (Aeroporti) Tenuta di Artimino - Hotel La Paggeria Medicea Artimino (Aeroporti) Lerici , Italy (Aeroporti) Levanto , Italy (Aeroporti) Ameglia , Italy (Aeroporti) Grand Hotel Portovenere , Portovenere , Italy (Aeroporti) Leonardo company , La spezia , Italy (Aeroporti) Volterra , Italy (Aeroporti) Abetone , Italy (Aeroporti) Porcari , Italy (Aeroporti) Firenze SMN train station , Florence , Italy (Aeroporti) Hotel Regency , Florence , Italy (Aeroporti) Pisa central train station , italy (Aeroporti) Pieve a Nievole , Italy (Aeroporti) Villa Pitti Amerighi , Residenza d'Epoca Toscana , Italy (Aeroporti) Serravalle Pistoiese , Italy (Aeroporti) Hotel Lago Verde , Serravalle Pistoiese , Italy (Aeroporti) Villa Sermolli , Buggiano Castello , Italy (Aeroporti) La Monastica Resort & Spa , Buggiano Castello , Italy (Aeroporti) Colle di Buggiano , Italy (Aeroporti) Versilia , Forte dei marmi , Italy (Aeroporti) Uzzano , Italy (Aeroporti) Leaning tower of Pisa , Italy (Aeroporti) Grand Hotel & La Pace SPA , Montecatini Terme (Aeroporti) Palazzo Belvedere , Montecatini Terme (Aeroporti) Hotel Michelangelo & Spa , Montecatini Terme (Aeroporti) Grand Hotel Tettuccio , Montecatini Terme (Aeroporti) Grand Hotel Bellavista Palace & Golf , Montecatini Terme (Aeroporti) Grand Hotel Croce di Malta Wellness e Golf , Montecatini Terme (Aeroporti) Grand Hotel Francia & Quirinale , Montecatini Terme (Aeroporti) Grand Hotel Vittoria , Montecatini Terme (Aeroporti) Castelmartini Larciano , Italy (Aeroporti) Prato centrale train station , Italy (Aeroporti) Larciano , Italy (Aeroporti) Lamporecchio , Italy (Aeroporti) San Baronto , Italy (Aeroporti) Grand Hotel Plaza & Locanda Maggiore , Montecatini Terme (Aeroporti) Dynamo Camp , San Marcello Pistoiese (Aeroporti)

Discover Pienza and Montepulciano with Our Incredible Private Day Tour

Book your Private Day Tour in advance and get ready for an unforgettable day in the beautiful Val d’Orcia. Travel comfortably in a Driver Service (NCC) and immerse yourself in the stunning beauty of Pienza and Montepulciano, two must-visit destinations to savor the authentic Tuscany.

A Journey Through History and Flavors

We’ll start our adventure in Pienza, a charming Renaissance town dedicated to Pope Pius II and known for its magnificent architecture and breathtaking views. Admire the Palazzo Comunale, Palazzo Borgia, and Palazzo Piccolomini, enjoying the stunning panoramas that can be seen from the ancient city walls. Stroll through the historic center, rich with unique shops where you can taste and purchase the famous Pecorino Toscano, a sheep's milk cheese available in various aging styles, including cave-aged or flavored with truffles.

Next, we’ll head to Montepulciano, an enchanting hilltop town that rises 605 meters above sea level. Known for its Etruscan origins, this medieval gem boasts impressive fortified walls and stunning churches, such as the Church of Madonna di San Biagio. Explore the Renaissance architecture and the charming historical center filled with shops and wine cellars where you can taste and purchase the renowned Rosso di Montepulciano, a red wine made primarily from Sangiovese and Canaiolo grapes. This wine pairs perfectly with traditional dishes like Florentine steak and aged cheeses, creating memories that will last a lifetime.

What to Expect from the Tour

When you book online, your driver will greet you at the Cruise Terminal in Livorno, the Port of La Spezia, or another location of your choice, including Florence, Portofino, Santa Margherita Ligure, Rapallo, Forte dei Marmi, Versilia, Viareggio, Lucca, and Montecatini Terme.

You’ll board our luxury vehicles equipped with air conditioning and a valid NCC license. Your driver will provide:

  • Bottled water
  • Refreshing towels
  • Free WiFi on board

Since this is a private tour, the itinerary can be adjusted to your preferences. You'll be dropped off near the center of Pienza, giving you ample time to explore the churches, squares, and shops for local tastings. After Pienza, we’ll head to Montepulciano, where you can enjoy a similar experience. If you wish, we can also include a stop in Florence, Siena, San Gimignano, or at a winery for a guided tour and wine tasting, possibly combined with light lunch (to be reserved in advance).

Important Information

  • Tour Duration: 10 hours, including round trip.
  • Included: Private Tour, Air-conditioned vehicle, Bottled water, Refreshing towels, WiFi on board, Professional driver.
  • Not Included: Food and drinks, Professional tour guide, Entrance tickets to museums and attractions, Tips, Additional stops.

Cancellation Policy

To receive a full refund, please cancel your booking at least 24 hours before the start of the activity.

Book your Tour now

Florence airport (FLR) , Italy (Aeroporti) Pisa airport (PSA) , Italy (Aeroporti) San Gimignano , Italy (Aeroporti) Siena , Italy (Aeroporti) Montecatini Terme , Italy (Aeroporti) Pisa , Italy (Aeroporti) Florence city , Italy (Aeroporti) Grotta Giusti thermal spa resort tuscany (Aeroporti) Monsummano Terme , Italy (Aeroporti) The Mall Outlet Florence , Italy (Aeroporti) Barberino designer outlet , Italy (Aeroporti) Four Seasons Hotel Florence , italy (Aeroporti) Savoy Hotel , Florence , Italy (Aeroporti) The Westin Excelsior Hotel , Florence , Italy (Aeroporti) The St Regis Hotel Florence , Italy (Aeroporti) Portrait Hotel Florence , Italy (Aeroporti) Sina Villa Medici Autograph Collection , Florence , Italy (Aeroporti) Palazzo Montebello , Florence , Italy (Aeroporti) Fiesole , Italy (Aeroporti) Il Salviatino Hotel , Florence , Italy (Aeroporti) Belmond Villa San Michele , Fiesole , Italy (Aeroporti) Villa Cora , Florence, Italy (Aeroporti) Forte dei Marmi , Italy (Aeroporti) Viareggio , Italy (Aeroporti) Lido di Camaiore , Italy (Aeroporti) Marina di Pietrasanta , Italy (Aeroporti) Marina di Massa , Italy (Aeroporti) Carrara , Italy (Aeroporti) Lucca , Italy (Aeroporti) Bagni di Pisa Hotel , San Giuliano Terme , Italy (Aeroporti) Bagni di Lucca , Italy (Aeroporti) Augustus Hotel & Resort , Forte dei Marmi , Italy (Aeroporti) Grand Hotel Imperiale , Forte dei Marmi , Italy (Aeroporti) Renaissance Tuscany il Ciocco Resort & SPA , Barga , Italy (Aeroporti) Capannori , Italy (Aeroporti) Pescia , Italy (Aeroporti) Mondial Resort & SPA , Marina di Pietrasanta , Italy (Aeroporti) LHP Hotel Montecatini Palace & SPA , Italy (Aeroporti) Borgo a Buggiano , Italy (Aeroporti) Pistoia . Italy (Aeroporti) Altopascio , Italy (Aeroporti) La spezia , Italy (Aeroporti) Viareggio harbour , Italy (Aeroporti) Azimut Benetti , Viareggio , Italy (Aeroporti) Perini Navi , Viareggio , Italy (Aeroporti) Bagno Alpemare by Andrea Bocelli (Aeroporti) Grand Hotel Principe di Piemonte , Viareggio , Italy (Aeroporti) Alpebella by Andrea Bocelli, Forte dei Marmi (Aeroporti) Livorno , Italy (Aeroporti) Figline Valdarno , Italy (Aeroporti) Marina di Pisa , Italy (Aeroporti) Norcenni Girasole Village , Figline Valdarno , Italy (Aeroporti) Tirrenia , Italy (Aeroporti) Grand Hotel Continental , Tirrenia , Italy (Aeroporti) Uappala Toscana Charme Resort , Calambrone , Italy (Aeroporti) Grand Hotel Palazzo Livorno MGallery , Italy (Aeroporti) Livorno maritime station , Italy (Aeroporti) Torre del Lago , Italy (Aeroporti) President Hotel , Viareggio , Italy (Aeroporti) BW Premier Collection Grand Hotel Royal , Viareggio , Italy (Aeroporti) Marina di Carrara , Italy (Aeroporti) Livorno cruise port , Italy (Aeroporti) Prato , Italy (Aeroporti) La spezia cruise port , Italy (Aeroporti) Porto Mirabello , La spezia , Italy (Aeroporti) Portovenere , Italy (Aeroporti) Riomaggiore , Italy (Aeroporti) Manarola , Italy (Aeroporti) Vernazza , Italy (Aeroporti) Tenuta di Artimino - Hotel La Paggeria Medicea Artimino (Aeroporti) Lerici , Italy (Aeroporti) Levanto , Italy (Aeroporti) Ameglia , Italy (Aeroporti) Grand Hotel Portovenere , Portovenere , Italy (Aeroporti) Leonardo company , La spezia , Italy (Aeroporti) Volterra , Italy (Aeroporti) Abetone , Italy (Aeroporti) Porcari , Italy (Aeroporti) Firenze SMN train station , Florence , Italy (Aeroporti) Hotel Regency , Florence , Italy (Aeroporti) Pisa central train station , italy (Aeroporti) Pieve a Nievole , Italy (Aeroporti) Villa Pitti Amerighi , Residenza d'Epoca Toscana , Italy (Aeroporti) Serravalle Pistoiese , Italy (Aeroporti) Hotel Lago Verde , Serravalle Pistoiese , Italy (Aeroporti) Villa Sermolli , Buggiano Castello , Italy (Aeroporti) La Monastica Resort & Spa , Buggiano Castello , Italy (Aeroporti) Colle di Buggiano , Italy (Aeroporti) Versilia , Forte dei marmi , Italy (Aeroporti) Uzzano , Italy (Aeroporti) Leaning tower of Pisa , Italy (Aeroporti) Grand Hotel & La Pace SPA , Montecatini Terme (Aeroporti) Palazzo Belvedere , Montecatini Terme (Aeroporti) Hotel Michelangelo & Spa , Montecatini Terme (Aeroporti) Grand Hotel Tettuccio , Montecatini Terme (Aeroporti) Grand Hotel Bellavista Palace & Golf , Montecatini Terme (Aeroporti) Grand Hotel Croce di Malta Wellness e Golf , Montecatini Terme (Aeroporti) Grand Hotel Francia & Quirinale , Montecatini Terme (Aeroporti) Grand Hotel Vittoria , Montecatini Terme (Aeroporti) Castelmartini Larciano , Italy (Aeroporti) Prato centrale train station , Italy (Aeroporti) Larciano , Italy (Aeroporti) Lamporecchio , Italy (Aeroporti) San Baronto , Italy (Aeroporti) Grand Hotel Plaza & Locanda Maggiore , Montecatini Terme (Aeroporti) Dynamo Camp , San Marcello Pistoiese (Aeroporti)

The services included

Reliable, professional and safe transfers..

  • Flight
    Tracker
  • Certified
    Driver
  • Customer Service
    24/7
  • All inclusive
    Prices
  • Safe and Secure
    Trip
  • Discount if
    you book online
  • Free
    cancellation