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Who is travelling?

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From
$765
US $497 per person

Tuscan Highlights & Wine - 3 days

3 days
Start and end in Tuscany
4.6 (2,544 reviews)
From
$765
-35%
US $497 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

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2026

Jan
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May
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2027

Jan
Feb
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May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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Best price guarantee Learn More

Plan your adventure:
Food & Wine
Savor the world's flavors and finest wines
Partially Guided
Independent travel, featuring selected guided excursions
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 2 - 8
Ages 39+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    San Gimignano

    San Gimignano

    Optional Activities

    • Upgrade to nearby agritourism surrounded by vineyards and olive trees for a countryside experience
    Landmarks
    San Gimignano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Chianti Hills Wine Tour

    Chianti Hills Wine Tour
    Meals
    Breakfast

    Included Activities

    • Tuscany wine tour to 3 local wineries with wine tastings (Chianti Classico, Vernaccia, Tuscan reds)
    • Olive oil and aged balsamic vinegar tastings
    • Winemaker-led educational sessions on wine production

    Optional Activities

    • Direct bus to Siena to explore another historic town
    Landmarks
    Chianti Hills
    Siena
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 3

    San Gimignano - Departure

    San Gimignano - Departure
    Meals
    Breakfast

    Optional Activities

    • Cooking class on a local farm
    • One-hour horseback ride through the vineyards
    • Vespa rental for the morning
    • Spa visit with heated indoor and outdoor pools, saunas, and steam rooms
    Landmarks
    San Gimignano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Operated by

On The Go Tours

Platinum Operator
Rating
4.6 (2,544 reviews)
Response time
10 hours
Response rate
92%
Cancellation policy

Reviews from other tours by On The Go Tours

  • Dianne5.0July 2026
    It was wonderful to have all the transport and hotels arranged, while I was free to plan my own activities while...
    Show more
  • Natalie5.0July 2026
    The itinerary was great but the guide was really the key. Maria did a fabulous job of sharing facts about the...
    Show more
  • Donna4.0July 2026
    Most of the trip was wonderful. There were only a couple of glitches. The first one was that during the welcome...
    Show more

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Dates & Availability

Select departure month and travellers

Select Date

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends in2d2h1m15s
  • -35%
    From Wednesday
    29 Jul, 2026
    To Friday
    31 Jul, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Thursday
    30 Jul, 2026
    To Saturday
    1 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Friday
    31 Jul, 2026
    To Sunday
    2 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Saturday
    1 Aug, 2026
    To Monday
    3 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Sunday
    2 Aug, 2026
    To Tuesday
    4 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Monday
    3 Aug, 2026
    To Wednesday
    5 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Tuesday
    4 Aug, 2026
    To Thursday
    6 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Wednesday
    5 Aug, 2026
    To Friday
    7 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Thursday
    6 Aug, 2026
    To Saturday
    8 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types
  • -35%
    From Friday
    7 Aug, 2026
    To Sunday
    9 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,175
    US $764 per person
    Multiple Room Types

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Download this tour’s PDF brochure and start tour planning offline

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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
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  • J

    Judith

    Asked on February 19th, 2026

    Please share name of accommodation hotel for Tuscan highlights. With Day 2, are we using e-bikes to tour around wineries?

    Accommodation
    Tour Details
    • On The Go ToursOperatorWritten February 2026

      It will be a 3* Hotel in San Gimignano in the heart of the Tuscan Countryside. Room Type: Double Room for 2 people complete with an en-suite bathroom - deal for couples or friends seeking extra comfort. Single Rooms available on request. We dont have the hotel name as yet but is shared before your departure. On day 2 it will be a shared minivan in a small group.

  • A

    Alyssa

    Asked on July 28th, 2025

    if I am just a one traveler how could I book this trip please and also if my age 35 not 39+. Also interested in transfer. From where is it possible and what is a cost, please

    Age Range
    Tour Details
    Transport
    • On The Go ToursOperatorWritten July 2025

      Tuscan Highlights & Wine - 3 days tour is a semi-independent departure and we need a minimum of 2 passengers to run it, we can't offer this tour to solo travelers. Also the minimum age is 39 therefore we can't offer you this tour if you are 35. If you are travelling solo I would suggest to join our group tour such as Totally Tuscany 8 days tour.

Can’t find the answer to your question?
Reach out to the experts at On The Go Tours with your enquiry, they usually respond within 10 hours.
From
$765
-35%
US $497 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 310549

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    Type L
    Italy
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before October 4th, 2026 a full payment is necessary. For tours departing after October 4th, 2026, a minimum payment of $400 is required to confirm your booking with On The Go Tours. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 70 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and On The Go Tours will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "On The Go Tours" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec