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Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany

4.8 · 135 ratings on Guidekin, Viator & Tripadvisor 94% of star-rated reviews are 4★ or 5★ Rome Operated by Welcome Italy Free cancellation · up to 24 hours before
Duration
10h
Group
Group size varies by option: max 6 from €268 · private from €368
Guide languages
Portuguese, English, Italian, French, Spanish
Start & pickup
07:00 · Hotel pickup from 1296 pickup points
Tickets
Admission not included, pay on site
Booking
Instant confirmation · mobile ticket
Guidekin's take

Siena and San Gimignano with hotel pickup in a semi private minivan, a tasting of wines and local products in a well known cellar and a leader with you the whole day.

Transport, pickup and tasting are included at €268 per person, the Siena cathedral ticket and tips are not. Pickup only inside the Aurelian Walls, so give an exact central address.

In our comparison: #45 of 75 in Day Trips from Rome, by rating weighted by review volume (see the comparison).

How we choose tours →Commissions never affect our verdicts.

Options and prices

2 options from the operator, described in its own words. Prices are the operator's from-prices per adult for a party of two. Click an option to book it on Viator.

OptionWhat the operator saysFrom, per adult
Shared Small Group OptionThe page priceFrench, Portuguese, Spanish, EnglishSmall Group: Maximum 6 people per minivan Wine Tasting and Tuscan Lunch: Visit to the Winery Wine Tasting Tuscan Cuisine Tasting Car or Minivan Pickup included€268 for 2+ people
Private Tour OptionFrench, Italian, Portuguese, English, SpanishPickup included€368 for 2+ people

Children from €188 (ages 4 to 8). Option texts and prices come from the operator's listing; prices checked on Viator on 12 September 2026.

Included and not included

  • Free transfer offered by Welcome Italy in air conditioning Minivan
  • Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast
  • Experience a Semi-Private Tour
  • Tour guides during the whole trip
  • Tasting of wines and local products in a famous cellar
  • Visit of San Gimignano, the city of 100 towers
  • 2 hours visit of Siena with your tour leader
  • Siena Cathedral entrance tickets
  • Tips

Reviews

4.8
135 ratings
Guidekin, Viator & Tripadvisor

94% of ratings with a star breakdown are 4★ or 5★: 127 of 135

Star breakdown of all 135 ratings

5 stars
116 · 86%
4 stars
11 · 8%
3 stars
5 · 4%
2 stars
2 · 1%
1 star
1 · 1%

What reviewers say

Reviewers praise the guides, drivers and winery meals; some feel the tasting leaves too little time to explore the towns.

Praised

  • Guides explain the towns' history and answer questions
  • Drivers provide safe, comfortable journeys and courteous service
  • Winery lunches and wine pairings frequently stand out as the highlight
  • Small groups and flexible guides make the experience feel personal
  • Countryside views and historic towns offer a welcome break from Rome

Complaints

  • Some feel rushed in the towns, while others report enough time to explore
  • Steep streets make the walking difficult for some travellers with limited mobility
  • Some expected to enter Siena's cathedral but were unable to visit

Written by Guidekin from the 100 most recent English reviews on Viator & Tripadvisor (15 September 2020 to 2 October 2026). Refreshed as new reviews arrive; last checked 3 October 2026.

Latest reviews

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Ratings collected from Guidekin, Viator & Tripadvisor.

Meeting point and route

Meeting point

Departure
07:00 daily; scheduled year-round (operator schedule, seats confirmed at checkout)
Pickup
Hotel pickup from 1296 pickup points (1296 pickup points listed by the operator, 1296 of them hotels)
Operator
Welcome Italy; booking and payment are completed on Viator

Itinerary

About this tour, from the operator

Walking, children and accessibility

The operator's own notes, grouped by topic. Nothing here is added by Guidekin.

Walking and health

  • Suitable for all physical fitness levels

Children

  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available

Accessibility

  • Strollers OK

Good to know

  • Min. 2 to book not for solo travellers
  • Food included see what is included
  • Children from €188 ages 4 to 8

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 1+ days: Full refund
  • 0-1 days: No refund

Compared with other Day Trips from Rome

TourPriceDurationRatingGroup
This tour · #45 of 75€26810h4.77 (135)varies by option
Premium Minivan Trip from Rome: Pompeii Tour & Lunch in Sorrento€16911h4.97 (402)shared
Pompeii and Amalfi Coast Private Day Trip from Rome€55012h4.98 (247)private
Orvieto and Civita di Bagnoregio Full Day Private Tour from Rome€3638h4.99 (163)private

Ranked #45 of 75 in Day Trips from Rome by Guidekin score (rating weighted by review volume). Prices here run from €42 to €1020, median €200; typical length 11h. 27 of 75 are private. Figures are live from the tour cards; the rubric is our handpicked set, not the whole market. Compare all 75 Day Trips from Rome

From €268 per adult · Shared Small Group Option