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A person holding a wine glass, with a vineyard and buildings in the background. 1
A person holding two wine glasses with a vineyard in the background. 2
A group of people in a brewery with stainless steel tanks and hoses. 3
A group of people seated around a round table with wine glasses and bottles, in a room with stone walls and a staircase. 4
A group of people toasting with wine glasses in a bar with shelves of bottles. 5
By Tuscany on Wheels - Tours & Travel
Free cancellation available
Price is NZ$1,103 per adult

Features

  • Free cancellation available
  • 3d
  • Mobile voucher
  • Instant confirmation

Overview

    • Savour the flavours of Tuscany with wine tastings at 3 local wineries
    • Explore the medieval charm of San Gimignano and its cobblestone streets
    • Enjoy a scenic adventure through the rolling Chianti hills and vineyards
    • Stay within the historic walls of San Gimignano for a unique experience
    • Choose from optional activities like a cooking class or horseback ride

Activity location

    • San Gimignano
    • San Gimignano, Toscana, Italy

Meeting/Redemption Point

    • 53037 San Gimignano, Province of Siena, Italy | You can arrive in San Gimignano independently at the time that suits you best. Check-in is available from 2:00 pm.
    • San Gimignano, Toscana, Italy

Check availability

Hotel *** or B&B: Double Room for 2

  • Activity duration is 3 days3d
    3d

2 Nights In San Gimignano (Hotel*** or BnB)

Room Type:
Double Room for 2 people complete with an en-suite bathroom.

Room Upgrade from Hotel to Agriturismo in San Gimignano available on request.

Starting time: 2:00 PM
Price details
NZ$1,102.76 x 1 AdultNZ$1,102.76
Total
Price is NZ$1,102.76

Hotel *** or B&B: Double Room for 2

  • Activity duration is 3 days3d
    3d

2 Nights In San Gimignano (Hotel*** or BnB)

Room Type:
Double Room for 2 people complete with an en-suite bathroom.

Room Upgrade from Hotel to Agriturismo in San Gimignano available on request.

Starting time: 2:00 PM
Price details
NZ$1,383.46 x 1 AdultNZ$1,383.46
Total
Price is NZ$1,383.46

What's included, what's not

  • Inclusions
    2 night accommodation
  • Inclusions
    Breakfasts
  • Inclusions
    Tuscany wine tour to 3 local wineries with wine and olive oil tastings
  • Inclusions
    Optional activities at discounted price to do on your free time
  • Inclusions
    Insider tips on where to eat, what to do, and how to get around
  • Inclusions
    Professional tour leader providing insider knowledge and assistance during day 2
  • Inclusions
    Office Assistance pre departure
  • Inclusions
    Full Time office support during your stay
  • Exclusions
    Accommodation City Tax
  • Exclusions
    Meals
  • Exclusions
    Transfers to & from Florence/Poggibonsi/San Gimignano available on request
  • Exclusions
    Service charge to your Guide

What you can expect

  • Day 1 - Welcome to Tuscany
    Make your way to San Gimignano, one of Tuscany’s most enchanting hilltop towns. Famous for its striking medieval towers, cobblestone lanes, artisan shops, and sweeping countryside views, this UNESCO-listed destination feels like a journey back in time.

    Settle into your accommodation, conveniently located within the historic walls, and begin exploring at your own pace. Wander through picturesque squares, discover quiet corners, and admire the warm colours of the Tuscan landscape. In the evening, choose a traditional trattoria and enjoy the welcoming atmosphere of this remarkable medieval town.

    Day 2 - Chianti Wine & San Gimignano
    Embark on a scenic journey through the rolling hills of Chianti, where vineyards, olive groves, cypress-lined roads, and ancient villages create the quintessential Tuscan landscape. Along the way, your local guide will introduce you to the region’s history, winemaking traditions, and lesser-known treasures.

    Visit three carefully selected wineries, each offering its own character and approach to Tuscan wine. At the first estate, meet passionate local producers and enjoy a curated tasting featuring celebrated wines such as Chianti Classico, Vernaccia, and bold Super Tuscans. Complete the experience with samples of aged balsamic vinegar and aromatic truffle-infused extra virgin olive oil.

    Continue to a second winery for an immersive visit through the vineyards and cellars. Learn how the landscape, climate, and generations of expertise shape every bottle while discovering the key stages of the winemaking process.

    At the final estate, relax in the peaceful Tuscan countryside during an intimate tasting. Compare different vintages, discover distinctive blends, and raise a glass to a memorable day among the vines.

    Return to San Gimignano and enjoy the rest of the afternoon and evening at your leisure. Browse local boutiques, taste traditional specialities, take a sunset walk along the medieval walls, or enjoy dinner in a cosy trattoria. For an additional adventure, you may also take a short bus ride to Siena and experience another of Tuscany’s most beautiful historic cities.

    Day 3 - Relax & Check Out
    Wake up to a final peaceful morning in the heart of Tuscany. Enjoy breakfast and soak up the relaxed atmosphere before checking out of your accommodation.

    If you would like to extend your experience, choose from a selection of optional activities. Learn the secrets of regional cuisine during a hands-on cooking class at a local farmhouse, ride through the vineyards on horseback, or unwind with a rejuvenating spa experience featuring heated pools, a sauna, a Turkish bath, and an herbal tea lounge.

    Whether you prefer food, adventure, or complete relaxation, these optional experiences offer the perfect conclusion to an unforgettable Tuscan escape.

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    • San Gimignano
    • San Gimignano, Toscana, Italy

Meeting/Redemption Point

  • PEOPLEPEOPLE
    • 53037 San Gimignano, Province of Siena, Italy | You can arrive in San Gimignano independently at the time that suits you best. Check-in is available from 2:00 pm.
    • San Gimignano, Toscana, Italy