Full-Day Tuscany Day Trip from Florence with Wine Tasting

Explore the picturesque towns of the Tuscany countryside and taste local wine
From US$2,032 privately
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Tour Details
Duration
Full-Day
Product Type
Tour
Venues
  • Pienza
  • Montalcino
  • Abbey of Sant'Antimo
  • Local Winery
Photos & Highlights
  • Join an engaging, local expert at the top of their field as you explore the Tuscan countryside and go wine tasting in the Val D'Orcia region
  • Unique, personal tours for the intentional traveler. Choose from private tours for just you and your party, or join a small group tour with other travelers
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Tour Description
Embark on a transcendent journey through the Val d'Orcia, a Tuscan tapestry of emerald hills, cypress groves, and medieval charm, renowned for its exquisite wines and cheeses. Under the azure Tuscan sky, your senses will awaken as you wind through the picturesque countryside, marveling at the rolling hills, ancient villages, and iconic cypress trees that grace this idyllic valley.

You will travel by car to Pienza, a Renaissance gem perched atop a hilltop, you'll savor the flavors of the region, savoring artisanal pecorinos at charming boutiques. Along with your local expert guide, you'll visit the Renaissance-style Duomo and city center, tasting various local pecorinos at small boutique food shops.

Next, you will quench your thirst in Montalcino, a world-renowned wine town. You'll enjoy a light lunch at a traditional enoteca, where local cheeses, salami, and wines await. In the afternoon, the abbey of Sant'Antimo awaits, its ancient stones whispering tales of faith and history. From here, you'll get an in-depth look at the local wine scene with a visit to a Montalcino winery, where you will indulge in samples of the highly-regarded Brunello wine and learn about its history and production. 

As the sun casts its golden glow over the Tuscan hills, you will be driven back to your accommodation, sated by both appreciation for the region's culinary traditions and the tastings.
Experts
Adrienne Adrienne
Art Historian
Rita Rita
Local Guide
Sandro Sandro
Art Historian/Local Guide
Olivia Olivia
Art Historian
Rubina Rubina
Local Guide
Alessandra Alessandra
Art Historian
Antonio Antonio
Local Guide
Susanna Susanna
Art Historian
Valerie Valerie
Art Historian
Stella Stella
Anthropologist
  • You're a photography enthusiast seeking picturesque landscapes and photo-worthy moments without an overnight stay
  • You like to indulge your passion for food and wine, embarking on a culinary journey through tantalizing local delights
  • You want to sit back, relax, and allow our team to handle all the transportation details – ensuring you reach your destination hassle-free and return with ease
  • Pienza – hill town known for its Renaissance architecture in the Val d'Orcia.
  • Local trattoria in Montalcino – casual restaurant serving authentic Tuscan cuisine. 
  • Abbey of Sant'Antimo – twelfth-century abbey of Romanesque architectural style located in the Montalcino region.
  • Montalcino winery – Tuscan winery specializing in the red wine production made exclusively from Sangiovese grapes.
Transportation
  • This tour includes a private car service that will pick you up at your accommodation in Florence, will drive you to the different sites visited in Val D'Orcia, and will drop you off at your accommodation in Florence at the end of the tour.
Lunch
  • The tour will take time for a lunch break at a local trattoria, but you are responsible for the cost of your own lunch.
Tastings
  • You are prepaid for the cost of the wine tastings, however, please keep in mind that you are responsible for the cost of the Pecorino cheese tastings, as the cost may vary depending on your taste. 
Itinerary
  • The itinerary is adaptable for clients with mobility issues.
Wheelchair accessibility
  • Most of the sites are wheelchair accessible. 
  • If you have mobility concerns, please contact us to discuss the best tour option for you
For more information about Context Tours, please visit our FAQs.

What if I am not staying in Florence? 
The tour is exclusively for departure from Florence. If you’re staying in Siena, please take a look at Full-Day Tuscany Day Trip from Siena with Wine Tasting.   
Book with confidence — see Context's flexible cancellation policy here.

Where You'll Start
(4.96) 18 Reviews

Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.

Timely and organized A great plan for the day Hidden spots we would never have found on our own
The entire experience was excellent. Our driver, Stefano, arrived early and was took us quickly and safely in comfort to meet Stella. Stella was a wealth of knowledge. She answered all of our questions and provided a special insight to each stop. Her choice of wineries was excellent. The first winery provided an excellent lunch in addition to offering us samples of their wines. We were impressed by the presentations at both locations. We would gladly recommend Context Travel to others. We had read some of the online reviews about Stella so we were very glad that she would be our docent.
Stella was absolutely amazing. Our tour with her was absolutely incredible. It was an absolute delight to tour with her- she was so thoughtful, knowledgeable, funny and kind.