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Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting

Rome, Italy
Book online or call us

from $322.39 per person

Lowest Price Guarantee
Siena Piazza delCampo
Siena Piazza Del Campo
Siena Basilica
Siena Piazzadel Campo
San Gimignano
12 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 3 more
French, Italian, Spanish
Instant confirmation

Overview

On the way from Rome to Siena, you will be fascinated by the splendid landscapes of the Tuscan hills. Sipping a good glass during the San Gimignano wine tasting will allow you to enjoy a panorama of olive groves, vineyards, woods, high cypresses, sunflowers, and typical stone-brick houses.

A private driver will pick you up at your hotel to meet your private guide in the world-famous picturesque town of Siena. Then, you will reach the fascinating medieval San Gimignano with its peculiar towers, where you will taste one of the best wines you have ever drunk, the Chianti.

What's Included

  • Pick up from your location and full day car with driver at disposal.
  • 2-hours wine tasting & local products in San Gimignano. Below 18 years old only non-alcoholic drinks
  • Drop off back to your hotel in Rome
    See 2 more

    Meeting and Pickup

    Pickup point
    Pickup details

    Pick-up time is at 7:30 from your location. To optimize your precious time, we pick you up from all hotels, apartments, and B&Bs located within 10 kilometers from the Pantheon.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
    Read more

    Safe & secure Easy breezy Hassle‑free

    Siena

    Red-bricked Siena is an attractive UNESCO World Heritage Site and an ancient, bustling University town.It is most famous for its spectacular horse race, the “Palio.” It occurs in the enormous central square, Piazza del Campo, in summer. The landmark is the 13th-century Cathedral, built on Minerva’s sanctuary site. You will enjoy strolling and shopping through the narrow cobblestone streets.
    Read more

    4 hours Admission Ticket Free

    San Gimignano

    WINE TASTING. Taste the Chianti and other wines accompanied by local cheese, salami, bread and olive oil. Important Note: We only allow 18 years old and above travelers to participate in the wine tasting. Minor travelers below 18 years old will be provided with non-alcoholic drinks.
    Read more

    4 hours Admission Ticket Free

    San Gimignano

    San Gimignano has a particular allure, looking like a miniature Manhattan with famous houses and medieval defense towers.Perched at the top of a hill and surrounded by a wall, the town maintains its medieval characteristics and overlooks the Chianti Region’s fertile land.Your driver will bring you to a certified wine farm where you will appreciate the world-famous Italian wine. Grapes grow in this quiet land between the Apennines (Central Italian Mountains) and the Tyrrhenian Sea.
    Read more

    4 hours Admission Ticket Free

    Show 2 more stops

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Travelers should have at least a moderate level of physical fitness
    • Infants and small children can ride in a pram or stroller
    • Specialized infant seats are available

    Frequently Asked Questions (7)

    Q: What is the cancellation policy for the Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-86375P37

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    Frequently Asked Questions (7)

    Activity name

    The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

    Filter by:

    Q: What is the cancellation policy for the Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting?
    A:
    You can cancel up to 24 hours in advance of the tour for a full refund.
    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (CET).
    Apr 2025
    Q: What's included in the price?
    A:
    The following is included:
    • Pick up from your location and full day car with driver at disposal.
    • 2-hours wine tasting & local products in San Gimignano. Below 18 years old only non-alcoholic drinks.
    • drop off back to your hotel in Rome.
    • 1-hour in San Gimignano free time.
    • 2,5 hours guided tour in Siena.
    Apr 2025
    Q: What is the minimum age for this tour?
    A:

    There is no minimum age for this tour, so bring your wee one along for an adventure..

    Apr 2025
    Q: My date is not available in the calendar, I am just checking to see if it is available?
    A:

    If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

    If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

    Apr 2025
    Q: Is this an accessible tour?
    A:

    Accessibility information for the Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting is as follows:

    • Travelers should have at least a moderate level of physical fitness
    Apr 2025
    Q: Where is the meeting point for this activity?
    A:

    Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

     

     

    Mar 2024
    Q: How long does a refund take to reach my card, and can I get it faster?
    A:

    Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

    Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

    If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

    Oct 2026

    What's Included

    Activity name

    • Pick up from your location and full day car with driver at disposal.
    • 2-hours wine tasting & local products in San Gimignano. Below 18 years old only non-alcoholic drinks
    • Drop off back to your hotel in Rome
    • 1-hour in San Gimignano free time
    • 2,5 hours guided tour in Siena

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Travelers should have at least a moderate level of physical fitness
    • Infants and small children can ride in a pram or stroller
    • Specialized infant seats are available

    Report Product Issue

    Activity name