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A Taste of Tuscany - Hilltop Towns and Vineyards

8 days
•
Start and end in Pisa
4.7 (22 reviews)
From
US $3,320 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 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 10% today. The rest is due 75 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:
Food & Wine
Savor the world's flavors and finest wines
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 7 - 16
Ages 16+

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Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Pisa

    Pisa
    Meals
    Dinner (Welcome dinner at local restaurant)
    Accommodation
    Hotel 3* (Hotel Bologna)

    Included Activities

    • Orientation tour of Campo del Miracoli and Leaning Tower
    • Welcome dinner at local restaurant

    Optional Activities

    • Climbing the Leaning Tower of Pisa
    • Additional pre-tour night in Pisa
    Landmarks
    Leaning Tower of Pisa
    Campo del Miracoli
  3. Day 2

    Livorno - Montalcino - Buonconvento

    Livorno - Montalcino - Buonconvento
    Meals
    Breakfast, Lunch (Street food lunch from torteria stands in Livorno, washed down with regional wine or espresso)
    Accommodation
    Hotel 3* (Albergo Roma)

    Included Activities

    • Central Market (Vettovaglie) tour in Livorno
    • Street food lunch from torteria stands in Livorno

    Optional Activities

    • Wine tasting of Brunello di Montalcino in Montalcino
    • Dinner at local restaurants in Buonconvento
    Landmarks
    Central Market (Vettovaglie)
    Montalcino
    Val d'Orcia
  4. Day 3

    Buonconvento - Pienza - Siena

    Buonconvento - Pienza - Siena
    Meals
    Breakfast, Lunch (Typical Sienese and Tuscan dishes using produce from Pieve a Salti farm, accompanied by wines from the area such as Brunello di Montalcino, Nobile di Montepulciano, and Chianti)
    Accommodation
    Hotel 3* (Hotel Italia)

    Included Activities

    • Guided hike to Pieve a Salti farm
    • Lunch at Pieve a Salti farm featuring local organic produce and regional wines
    • Cheese tasting at Armellini family cheese shop in Pienza

    Optional Activities

    • Free time to explore Pienza
    Landmarks
    Pieve a Salti
    Pienza
  5. Day 4

    Siena

    Siena
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel Italia)

    Included Activities

    • Guided walking tour of Siena
    • Visit to local pasticerria with tasting of traditional Sienese cakes
    • Pasta-making demonstration at Pasta Fresca Siena

    Optional Activities

    • Climbing Torre del Mangia
    • Visiting Siena during Palio horse race (held twice yearly)
    Landmarks
    Piazza del Campo
    Torre del Mangia
    Siena Duomo
    Pasta Fresca Siena
  6. Day 5

    Radda in Chianti - Castellina in Chianti - San Gimignano

    Radda in Chianti - Castellina in Chianti - San Gimignano
    Meals
    Lunch
    Accommodation
    Hotel 3* (Hotel La Cisterna)

    Included Activities

    • Guided tour of Castello di Volpaia wine estate
    • Wine tasting at Castello di Volpaia
    • Explore Castellina in Chianti and Via delle Volte

    Optional Activities

    • Alfresco lunch at a café or restaurant in Castellina in Chianti
    • Visit Chianti Wine & Food tasting rooms to sample local extra virgin olive oils and regional flavours
    Landmarks
    Castello di Volpaia
    Radda in Chianti
    Castellina in Chianti
    Via delle Volte
    San Gimignano
  7. Day 6

    San Gimignano - Volterra

    San Gimignano - Volterra
    Meals
    Breakfast, Lunch (Authentic home-cooked produce featuring blend of classical Tuscan and Sardinian recipes at Fattoria Lischeto)
    Accommodation
    Hotel 3* (Hotel La Cisterna)

    Included Activities

    • Guided farm tour at Fattoria Lischeto
    • Lunch at Fattoria Lischeto featuring home-cooked Tuscan and Sardinian recipes

    Optional Activities

    • Visiting 1st-century Roman theatre in Volterra
    • Exploring Etruscan acropolis in Volterra
    • Viewing alabaster workshops in Volterra
    • Exploring city walls in Volterra
    Landmarks
    Fattoria Lischeto
    Volterra
  8. Day 7

    San Gimignano

    San Gimignano
    Meals
    Breakfast, Dinner (Farewell dinner at Fattoria San Donato featuring dishes prepared during hands-on cooking class)
    Accommodation
    Hotel 3* (Hotel La Cisterna)

    Included Activities

    • Gelato visit at Dondoli gelateria
    • Hands-on cooking class at Fattoria San Donato
    • Farewell dinner at Fattoria San Donato

    Optional Activities

    • Climbing Torre Grossa
    • Visiting Vernaccia di San Gimignano Wine Experience at Rocca di Montestaffoli
    Landmarks
    Torre Grossa
    Rocca di Montestaffoli
    Dondoli Gelateria
    Fattoria San Donato
  9. Day 8

    San Gimignano to Pisa

    San Gimignano to Pisa

    Optional Activities

    • Luggage storage at airport
    • Travel by Pisa Mover rail shuttle into central Pisa
    Landmarks
    Pisa Galileo Galilei International Airport

Want to read it later?

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

What's Included

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

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change

Operated by

Explore!

Platinum Operator
Rating
4.5 (11,880 reviews)
Response time
within 1 day
Response rate
72%
Cancellation policy
Learn more

Traveler Moments

Traveler Reviews

4.7
Overall rating based on 22 Reviews
  • Itinerary
    4.7
  • Transport
    4.9
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.8
  • 4.5

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  • Diane4.8•November 2025
    Everything was amazing. The vineyards, wineries, and farms were beautiful. There was SO MUCH good bard and wine...
    Show more
    Traveled in April 2025
    Review collected by Explore!
  • Melanie4.5•November 2025
    The whole trip was a highlight.
    Traveled in April 2025
    Review collected by Explore!
  • Stuart4.8•December 2025
    Really like cooking and atmosphere of Fattorio San Donato. Also al fresco lunch at Fattorio Lischeto sheep cheese...
    Show more
    Traveled in April 2025
    Review collected by Explore!
  • Sandra5.0•May 2025
    The hikes to the farms. The meals we shared. The pasta making was wonderful. We ate the meal afterwards and it was...
    Show more
    Traveled in May 2025
    Review collected by Explore!
  • Holly4.8•May 2025
    Our tour guide built in some easy countryside walks which were lovely. The farm experiences were fantastic because of...
    Show more
    Traveled in May 2025
    Review collected by Explore!
  • Kristin4.7•May 2025
    Walk through the country side and delicious meals at the farms
    Traveled in May 2025
    Review collected by Explore!
  • Mary5.0•November 2025
    The wine and bard/experiences were varied and great, eg the lunches at Pieve a Salti and Fattoria Lischeto, the...
    Show more
    Traveled in May 2025
    Review collected by Explore!
  • Alison4.8•July 2025
    Cooking class and dinner Tour of Siena
    Traveled in July 2025
    Review collected by Explore!
  • Robin4.7•September 2025
    It hard to select highlights, as, not withstanding my comments above, the whole trip was wonderful.
    Traveled in September 2025
    Review collected by Explore!
  • Sarah4.7•October 2025
    Wine tasting at the farm
    Traveled in December 2025
    Review collected by Explore!

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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 on 11 Nov, 2026
  • Instant Confirmation
    From Sunday
    2 May, 2027
    To Sunday
    9 May, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,360 per person
    Price based on Shared Room
  • Instant Confirmation
    From Sunday
    9 May, 2027
    To Sunday
    16 May, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,320 per person
    Price based on Shared Room
  • Instant Confirmation
    From Sunday
    13 Jun, 2027
    To Sunday
    20 Jun, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,360 per person
    Price based on Shared Room
  • Instant Confirmation
    From Sunday
    5 Sep, 2027
    To Sunday
    12 Sep, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,360 per person
    Price based on Shared Room
  • Instant Confirmation
    From Sunday
    19 Sep, 2027
    To Sunday
    26 Sep, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,360 per person
    Price based on Shared Room
  • Instant Confirmation
    From Sunday
    10 Oct, 2027
    To Sunday
    17 Oct, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,360 per person
    Price based on Shared 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.
All questions
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Try a different search term or ask a question to this adventure's experts
  • M

    Michele

    Asked on January 3rd, 2026

    I want a single room, not shared. Is this available?

    Accommodation
    Single supplement
    • Explore!Operator•Written January 2026

      We do offer an optional single room for this tour. When are you looking to travel? I'd be happy to check availability of the single room for you.

  • T

    Tony

    Asked on June 20th, 2025

    Do you have anything else that we could add to the A taste of Tuscany tour?

    Tour Details
    • Explore!Operator•Written June 2025

      We have a tour Rome, Sorrento and the Amalfi Coast (RAS). Which is offered from 13-20SEP departure. Starts in Rome and finishes in Sorrento on 20SEP. Highlights include exploring Naples, experiencing Sorrento, and relaxing in Ravello with sea views.

  • F

    Frances

    Asked on April 30th, 2025

    Is this tour amenable to a person in a powered wheelchair?

    Tour Details
    Travel Support
    • Explore!Operator•Written April 2025

      We appreciate you sharing your travel plans with us and will be happy to answer any questions you may have. This tour may not be suitable for someone with reduced mobility. Our trips are typically quite active and involve a lot of walking, including navigating steps and exploring off-the-beaten-path trails.

  • E

    Edo

    Asked on October 18th, 2024

    What type of activities are included in the itinerary?

    Tour Details
    • Explore!Operator•Written October 2024

      The itinerary includes various culinary experiences and sightseeing activities throughout Tuscany.

  • B

    Bernhard

    Asked on October 14th, 2024

    What should I do if I arrive in Pisa before the tour starts?

    Travel Support
    • Explore!Operator•Written October 2024

      It's advisable to book a pre-tour night at the hotel where the group will be staying.

  • N

    Norbert

    Asked on July 10th, 2024

    What accommodations are included in the tour?

    Accommodation
    • Explore!Operator•Written July 2024

      The tour includes stays at well-rated hotels such as Hotel Bologna in Pisa.

  • C

    Carrie

    Asked on June 29th, 2024

    Can I customize my tour experience?

    Other
    Tour Details
    • Explore!Operator•Written June 2024

      Customizations can be requested, but availability may vary depending on the specific requests.

  • R

    Rania

    Asked on June 13th, 2024

    Is there transportation included for airport transfers?

    Flights / Transfers
    Transport
    • Explore!Operator•Written June 2024

      Transfers can be arranged, and additional costs may apply for private transfers.

  • B

    Benjamin

    Asked on May 21st, 2024

    Is there travel insurance included in the tour?

    Travel Support
    • Explore!Operator•Written May 2024

      Travel insurance is not included, but it is recommended to arrange your own prior to traveling.

  • E

    Eric

    Asked on May 4th, 2024

    Are there additional costs for a single room?

    Single supplement
    • Explore!Operator•Written May 2024

      A single room supplement may apply if no share is available.

Can’t find the answer to your question?
Reach out to the experts at Explore! with your enquiry, they usually respond within 1 day.

Good to know

Tour ID: 234818

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

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  • Pay in installments

    Spread the cost in interest-free biweekly installments of $168.

  • Deposit only

    Book now with just a 10% deposit. The remaining balance is due 75 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.

  • Payment information

    Pay now
    A 10% deposit
    Balance due
    75 days before departure
    Installments
    Interest-free, every two weeks
    Currency
    USD
    Booking fee
    None

    Book now with just a 10% deposit and pay the rest later. The remaining balance is due 75 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $168 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before January 21st, 2027 will need to be paid in full at checkout.

    Accepted for Explore! tours

    • Visa
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    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

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  • 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.

From
US $3,320 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 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 10% today. The rest is due 75 days before departure. Learn more

Best price guarantee Learn More

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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