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2026

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2027

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Who is travelling?

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From
US $3,180 per person

A Taste of Tuscany - Hilltop Towns and Vineyards

8 days
Start and end in Pisa
4.7 (11 reviews)
From
US $3,180 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

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+
Image of a map showing the route of the tour

Itinerary

  1. 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
  2. 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
  3. 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
  4. 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
  5. Day 5

    Siena - Chianti - San Gimignano

    Siena - Chianti - San Gimignano
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel La Cisterna)

    Included Activities

    • Guided tour and tasting at Castello di Volpaia wine estate

    Optional Activities

    • Visit to Pruneti olive oil mill and tasting rooms in Greve in Chianti
    • Lunch at restaurants in Greve in Chianti
    Landmarks
    Castello di Volpaia
    Greve in Chianti
    Piazza Matteotti
    San Gimignano
  6. 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
  7. 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
  8. 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

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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 (8,257 reviews)
Response time
within 1 day
Response rate
96%
Cancellation policy

Traveler Moments

Traveler Reviews

4.7
Overall rating based on 11 Reviews
  • Itinerary
    4.7
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.7
  • 4.5

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Highest First
Lowest First
  • John5.0October 2025
    Very well organized and planned. Our guide, AJ, was excellent! He pretty much made the trip successful.
    Traveled in September 2025
    Reply from: Explore!
    Thank you for your feedback. We are glad you found the trip well organised and that your Tour Leader helped make it such a great experience for you. We will be sure to share your kind words with him and look forward to welcoming you on to another trip with Explore in the future.
    Show more
  • Maria5.0September 2024
    The hilltop towns were all incredibly beautiful! Our guide Esther was very organized, fun and made our trip as...
    Show more
    Traveled in September 2024
    Reply from: Explore!
    Thank you for sharing your lovely review of your recent trip! We’re thrilled to hear that you enjoyed the stunning hilltop towns and found Esther to be an organised and fun guide. It’s great to know that the pace of the itinerary, along with the mix of guided tours and free time, met your expectations. Its brilliant to hear you enjoyed so many aspects of your itinerary with us and we really hope to have you back with us again soon.
    Show more
  • Liz
    Liz5.0May 2024
    Wonderful guide Ester, nothing was too much trouble for her. Excellent food and wine visits couldn't have asked for...
    Show more
    Traveled in May 2024
    Reply from: Explore!
    Hi Elizabeth, Thank you so much for your wonderful feedback. It brings immense joy to hear about your experience and we're thrilled that Esther left such a positive impression. We'll make sure to pass on your kind words. We hope to have the chance to welcome you on another Explore adventure soon. Best regards, Explore!
    Show more
  • Janet5.0May 2023
    Our silver wedding anniversary lunch at local farm and a present from the Rep Esther Baardemans
    Traveled in May 2023
    Review collected by Explore!
  • Heather4.5June 2023
    Montalcino - would have loved more time here to explore Pienza - beautiful Pasta making class on the last day was...
    Show more
    Traveled in June 2023
    Review collected by Explore!
  • Clive4.0September 2023
    Agritourismo visit. The manager was excellent and very informative Pasta making class and dinner was also very good,...
    Show more
    Traveled in September 2023
    Review collected by Explore!
  • Terry4.7September 2023
    Visiting the historic towns and sites.
    Traveled in September 2023
    Review collected by Explore!
  • Susan4.8September 2023
    My highlights were: Siena - what a fantastic city! The cake shop and coffee in Siena; the wine tasting at Risoli; the...
    Show more
    Traveled in September 2023
    Review collected by Explore!
  • Phillip4.8September 2023
    Visit to farm Pieve a Salti. Excellent talk from farm director which I found very inspirational.
    Traveled in September 2023
    Review collected by Explore!
  • Joyce4.8September 2023
    The lunch at Pieve a Salti was superb. Wine gour and tasting at rRicasoli Castle also excellent and pasta...
    Show more
    Traveled in September 2023
    Review collected by Explore!

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Dates & Availability

Select departure month and travellers

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
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 12 Aug, 2026
  • From Sunday
    6 Sep, 2026
    To Sunday
    13 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,180 per person
    Price based on Shared Room
  • From Sunday
    20 Sep, 2026
    To Sunday
    27 Sep, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,180 per person
    Price based on Shared Room
  • 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$3,320 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$3,320 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$3,320 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$3,320 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$3,320 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
We couldn't find results
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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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!OperatorWritten 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.
From
US $3,180 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

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 234818

  • 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 22nd, 2026 a full payment is necessary. For tours departing after October 22nd, 2026, a minimum payment of 10% is required to confirm your booking with Explore!. 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 75 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 Explore! will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Explore!" 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