The Hidden Heart of Tuscany

53026 Pienza, Province of Siena, Italy

CW
Crush Wine Experiences
  • Email address verified
15 reviews
Apr 9 - 16, 2026
Group size: 6 - 16
The Hidden Heart of Tuscany
53026 Pienza, Province of Siena, Italy

Crush Wine Experiences
  • Email address verified
15 reviews

Apr 9 - 16, 2026
Group size: 6 - 16

About this trip

What’s included

  • Arrival transfer
    Transfer from Florence airport (FLR) to Pienza
  • Lodging
    4-star hotels, plus country farm house lodging
  • Ground Transportation
    Local transportation each day on private luxury vehicle
  • Full-time Guide
    Tour Manager for 8 days (fully-escorted tour and 24h assistance while on tour)
  • Meals
    14 meals and aperitivos
  • Cooking Class
    Hands-on class with a Tuscan cook, followed by lunch on site
  • Cheese farm visit
    Tour, tasting, wines, and lunch
  • Wine tastings
    2 DOCG winery visits, lunches, and tastings
  • Local tour
    Guided walking tour of Siena with a local guide, headsets included
  • Attractions
    Contrada Museum tickets in Siena
  • Local tour
    Guided walking tour of Lucca with a local guide
  • Local tour
    Guided walking tour of Florence with a local guide, headsets included
  • Hotel
    3 nights at Hotel Corsignano in Pienza
  • Hotel
    2 nights at Agriturismo il Piastrino in Vinci, in the Tuscan countryside
  • Hotel
    2 nights at Hotel Horto Convento in Florence

What’s not included

  • Airfare
    Flights to/from Italy
  • Travel Insurance
    Highly recommended
  • Gratuities
    For local guides and coach drivers

Available Packages

Double Occupancy
Deposit: $1,260
8 left
$4,200
Deposit: $1,260
Single Occupancy
Deposit: $1,470
Only 3 left
$4,900
Deposit: $1,470


Your Organizer


CW
Crush Wine Experiences
15 reviews
Experience small group, multi-day tours off the beaten path. Our food, wine, and cultural excursions span the world's most interesting regions, and include an American wine host/Sommelier along with charismatic local guides.

Reviews

It was a wonderful vacation. Our organizer Sam, tour manager Sergio and various city tour guides made sure that everything went well. The itinerary was a perfect mix of activities, sights, free time, wine tastings and food. Plus we had an incredible group of people who came together on this trip to experience southern Italy.
By Norma F for Exploring Puglia & Matera on May 15, 2025
A fantastic trip! Well organized, great tours and activities with free time each day as well. Highly recommend traveling with Sam!
By Robin G for Exploring Puglia & Matera on May 14, 2025
We had a great time! Great people to share the experience with, great food and wine, and good accommodations! I definitely recommend this tour and look forward to doing more in different areas in the future. We have our eye on the New Zealand tour early next year. :-) Cheers! Robert
By Robert C for Exploring Puglia & Matera on May 14, 2025
Sam/Crush Wine planned an extraordinary cultural immersion tour. The experience was awe-inspiring. Food was exceptional. Accommodations were impeccable, and the guides were extremely knowledgeable. The wine and the tastings were sublime. A truly remarkable, and memorable journey. I look forward to future adventures with our wine expert, seasoned and gracious host, Sam Kimball. Bravo!!!
By corinda c for Naples, Amalfi Coast & Campania Tour on Apr 13, 2025
Corinda - Thanks so much for your kind words. It was a pleasure hosting you and the wonderful group over a magical week! If you are so inclined, we would be hugely grateful if you could also share your words on Google Reviews here: https://bit.ly/3VmtMlo. Your feedback not only means a lot to us — it also helps others on Google decide if our tours might be right for them. Best, Sam
By Crush Wine Experiences on Apr 14, 2025
CW
Favolosa esperienza in Toscana. Ogni giorno un turbinio di panorami nuovi ed emozionanti, sapori enogastronomici e bei ricordi. Tutti i dettagli che non avremmo potuto fare da soli. Meglio di quanto avessimo mai immaginato, Grazie Mille Sam, Marco & Crush, Bruce & Lynne Robertson, Touring Tuscany, Oct. 13-20, 2024 (Fabulous Tuscany experience. Every day a whirlwind of new and exciting views, food and wine flavors and fond memories. All the details we couldn't have done ourselves. Better than we ever imagined.)
By Bruce R for Touring Tuscany on Oct 29, 2024
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