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2026

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Who is travelling?

AdultsAges 18 or above

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From
$780
US $624 per person

Tuscan Highlights & Wine - 3 days

3 days
Start and end in Tuscany
4.6 (2,605 reviews)
From
$780
-20%
US $624 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
Feb
Mar
Apr
May
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Sep
Oct
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2027

Jan
Feb
Mar
Apr
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

0

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. Intro

    Introduction

  2. 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
  3. 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
  4. 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 (2,605 reviews)
Response time
12 hours
Response rate
92%
Cancellation policy
Learn more

Reviews from other tours by On The Go Tours

  • Colleen4.3August 2026
    Our guide, Allesio, and bus driver, Pino, were fantastic. I wish all of the tickets for excursions were included in...
    Show more
  • Dorena4.0August 2026
    Overall the trip was good! I wish we had more information going into each excursion because we had some people that...
    Show more
  • Bruce4.0September 2026
    Our guide Maria was excellent, friendly, well organised and helpful. Our driver Alberto was very good too. Almost...
    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 on 16 Sep, 2026
  • -20%
    From Sunday
    13 Sep, 2026
    To Tuesday
    15 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,195
    US$956 per person
    Price based on Private Double Room
  • -20%
    From Monday
    14 Sep, 2026
    To Wednesday
    16 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $1,195
    US$956 per person
    Price based on Private Double Room
  • -20%
    From Tuesday
    15 Sep, 2026
    To Thursday
    17 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Wednesday
    16 Sep, 2026
    To Friday
    18 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Thursday
    17 Sep, 2026
    To Saturday
    19 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Friday
    18 Sep, 2026
    To Sunday
    20 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • Instant Confirmation
    -20%
    From Saturday
    19 Sep, 2026
    To Monday
    21 Sep, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Sunday
    20 Sep, 2026
    To Tuesday
    22 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Monday
    21 Sep, 2026
    To Wednesday
    23 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room
  • -20%
    From Tuesday
    22 Sep, 2026
    To Thursday
    24 Sep, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $955
    US$764 per person
    Price based on Private Double Room

Want to read it later?

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.
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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 12 hours.
From
$780
-20%
US $624 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 November 19th, 2026 a full payment is necessary. For tours departing after November 19th, 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
    • Flexible options if your plans change. We hope you won't need to, but if you have to cancel, here's exactly what you get back, no surprises. Your refund depends on how close to departure you cancel. You can find the full cancellation policy here.
    • Your money is protected.
      TourRadar is an authorized agent of On The Go Tours, and we handle payments so you don't have to. Payment is securely transferred to the Operator based on your departure date.
  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

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  • 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