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Who is travelling?

AdultsAges 18 or above

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From
$755
US $604 per person

Tuscan Highlights & Wine - 3 days

3 days
•
Start and end in San Gimignano
4.6 (2,654 reviews)
From
$755
20% off
US $604 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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Select departure month

2026

Jan
Feb
Mar
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2027

Jan
Feb
Mar
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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

0
Pay only $400 today. The rest is due 70 days before departure. Learn more

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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+

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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
    Landmarks
    San Gimignano
  3. Day 2

    Chianti Hills Wine Tour

    Chianti Hills Wine Tour
    Meals
    Breakfast

    Included Activities

    • 5-hour Tuscany wine tour with professional tour leader
    • Visit to 3 local wineries
    • Wine and olive oil tastings
    • Snacks included during wine tour

    Optional Activities

    • Direct bus to Siena for independent exploration
    Landmarks
    Chianti
    San Gimignano
    Siena
  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
    • Hire a Vespa for the morning
    • Spa day with heated indoor and outdoor pools, saunas and steam rooms
    Landmarks
    San Gimignano

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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 (2,654 reviews)
Response time
12 hours
Response rate
92%
Cancellation policy
Learn more

Reviews from other tours by On The Go Tours

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  • Matthias4.0•October 2026
    All the transfers went smoothly, the city tour was interesting, the hotel was centrally located, and the rooms were...
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  • Melissa5.0•October 2026
    We booked through Tour Radar and then thought we were using On The Go Tours. When we arrived in Milan we learned that...
    Show more

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Dates & Prices

Select departure month

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
Upcoming departures
Hurry, deals only available for a limited time!
Ends in2d2h13m44s
  • 20% off
    From Thursday
    29 Oct, 2026
    To Saturday
    31 Oct, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Friday
    30 Oct, 2026
    To Sunday
    1 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Saturday
    31 Oct, 2026
    To Monday
    2 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Sunday
    1 Nov, 2026
    To Tuesday
    3 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Monday
    2 Nov, 2026
    To Wednesday
    4 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Tuesday
    3 Nov, 2026
    To Thursday
    5 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Wednesday
    4 Nov, 2026
    To Friday
    6 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Thursday
    5 Nov, 2026
    To Saturday
    7 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Friday
    6 Nov, 2026
    To Sunday
    8 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room
  • 20% off
    From Saturday
    7 Nov, 2026
    To Monday
    9 Nov, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    $755
    US$604 per person
    Price based on Private Double Room

Want to read it later?

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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 ToursOperator•Written 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 ToursOperator•Written 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.

Good to know

Tour ID: 310549

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  • Deposit only

    Book now with just a $400 deposit. The remaining balance is due 70 days before departure.

  • € - Euro

    You’ll encounter Euro in Italy.

  • Plug type L

    You’ll need an adapter for these sockets in Italy.

  • 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

      Used in Italy

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

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    Balance due
    70 days before departure
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From
$755
20% off
US $604 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 departure month

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
Pay only $400 today. The rest is due 70 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Earn while you share

With TourRadar RISE, you can earn commission when someone books a tour through a link you share — like this one.

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