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Who is travelling?

AdultsAges 18 or above

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From
$750
US $600 per person

Tuscan Highlights & Wine - 3 days

3 days
Start and end in Tuscany
4.6
2,414 traveler reviews
From
$750
-20%
US $600 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2026

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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Plan your adventure:
In-depth Cultural
Immerse yourself in rich history and local traditions
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

    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

    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

    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

4.6
(2,414 reviews)

Number of tours

2,243

Age Range

5 to 99 years old

Response time

8 hours

Response rate

80%

On The Go offer tours to a variety of destinations worldwide, while...

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Sustainability Initiatives

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Other

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Reviews from other tours by On The Go Tours

  • Bradley
    March 23rd, 2026
    4.0
    Fun trip with a lot of walking
  • TUNG
    October 5th, 2025
    4.0
    We had a very good time on this trip (Sept. 26 to 30, 2025). Our tour guide / leader Amato is very pleasant,...
    Show more
  • Bill
    October 4th, 2025
    4.0
    I really enjoyed the tour and our guide Amato was EXCELLENT! I especially appreciated that it was a small group...
    Show more

Dates & Availability

Select departure month and travellers

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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 in2d2h31m20s
  • -20%
    From Wednesday
    15 Apr, 2026
    To Friday
    17 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Thursday
    16 Apr, 2026
    To Saturday
    18 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Friday
    17 Apr, 2026
    To Sunday
    19 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Saturday
    18 Apr, 2026
    To Monday
    20 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Sunday
    19 Apr, 2026
    To Tuesday
    21 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Monday
    20 Apr, 2026
    To Wednesday
    22 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Tuesday
    21 Apr, 2026
    To Thursday
    23 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Wednesday
    22 Apr, 2026
    To Friday
    24 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $750
    US $600 per person
    Multiple Room Types
  • -20%
    From Thursday
    23 Apr, 2026
    To Saturday
    25 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $915
    US $732 per person
    Multiple Room Types
  • -20%
    From Friday
    24 Apr, 2026
    To Sunday
    26 Apr, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $915
    US $732 per person
    Multiple Room Types
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What our customers ask about this tour

The content in our FAQ section is subject to change.
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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 8 hours.
From
$750
-20%
US $600 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

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 June 21st, 2026 a full payment is necessary. For tours departing after June 21st, 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