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2026

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2027

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2028

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Who is travelling?

Who is travelling?

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US $2,970 per person

A Taste of Tuscany - Hilltop Towns and Vineyards

8 days
Start and end in Pisa
4.7
12 traveler reviews
From
$3,180
-7%
US $2,970 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

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
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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
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

    Meals
    Dinner (Welcome dinner at local restaurant - introduction to Tuscan cuisine)
    Accommodation
    Hotel (Hotel Bologna), Hotel (Hotel Bologna (or similar))

    Included Activities

    • Orientation walk through Campo del Miracoli
    • View of Leaning Tower of Pisa
    • Welcome dinner at local restaurant

    Optional Activities

    • Climb Leaning Tower of Pisa
    • Pre-tour night in Pisa to explore the city in greater depth
    Landmarks
    Leaning Tower of Pisa
    Campo del Miracoli
    Itinerary Image 1
  2. Day 2

    Pisa to Buonconvento

    Meals
    Breakfast, Lunch (Street food lunch from torteria stands, washed down with regional wine or authentic espresso)
    Accommodation
    Hotel (Albergo Roma), Hotel (Albergo Roma (or similar))

    Included Activities

    • Explore Neoclassical Central Market (Vettovaglie) in Livorno
    • Street food lunch from torteria stands with regional wine or espresso
    • Free time to explore Montalcino
    • Wine tasting of Brunello di Montalcino

    Optional Activities

    • Dine at one of Buonconvento's restaurants (evening meal not included)
    Landmarks
    Central Market (Vettovaglie)
    Val d'Orcia
    Montalcino
    Buonconvento
    Itinerary Image 1
  3. Day 3

    Buonconvento to Siena

    Meals
    Breakfast, Lunch (Lunch at Pieve a Salti farm restaurant serving typical Sienese and Tuscan dishes accompanied by Brunello di Montalcino, Nobile di Montepulciano, and Chianti wines)
    Accommodation
    Hotel (Hotel Italia), Hotel (Hotel Italia (or similar))

    Included Activities

    • Guided hike to Pieve a Salti organic farm (approximately 3 kilometres, one hour)
    • Farm tour and learn about organic cereal production
    • Lunch at Pieve a Salti farm restaurant with Sienese and Tuscan dishes and local wines
    • Visit to Pienza
    • Pecorino cheese tasting at Armellini family cheese shop in Pienza
    • Free time to explore Pienza
    Landmarks
    Pieve a Salti
    Pienza
    Siena
    Itinerary Image 1Itinerary Image 2
  4. Day 4

    Siena

    Meals
    Breakfast
    Accommodation
    Hotel (Hotel Italia), Hotel (Hotel Italia (or similar))

    Included Activities

    • Guided walking tour of Siena city centre
    • Visit to Piazza del Campo
    • View of Torre del Mangia
    • Visit to local pasticceria
    • Tasting of traditional Sienese cakes (ricciarelli, cantucci, panpepato)
    • Small group pasta-making demonstration at Pasta Fresca Siena
    Landmarks
    Piazza del Campo
    Torre del Mangia
    Duomo of Siena
    Pasta Fresca Siena
  5. Day 5

    Chianti - San Gimignano

    Meals
    Lunch (Alfresco lunch in Greve in Chianti)
    Accommodation
    Hotel (Hotel La Cisterna (or similar))

    Included Activities

    • Guided tour of Castello di Volpaia wine estate
    • Wine tasting at Castello di Volpaia
    • Exploration of Greve in Chianti and Piazza Matteotti
    • Visit to San Gimignano

    Optional Activities

    • Visit to Pruneti olive oil mill and tasting rooms
    Landmarks
    Castello di Volpaia
    Radda in Chianti
    Piazza Matteotti
    Greve in Chianti
    Pruneti
    San Gimignano
    Itinerary Image 1Itinerary Image 2
  6. Day 6

    San Gimignano to Volterra

    Meals
    Breakfast, Lunch (Lunch on the farm with authentic home-cooked Tuscan and Sardinian farmhouse recipes)
    Accommodation
    Hotel (Hotel La Cisterna), Hotel (Hotel La Cisterna (or similar))

    Included Activities

    • Guided tour of Fattoria Lischeto farm
    • Learn about farming and cheese production processes
    • Lunch on the farm with authentic home-cooked Tuscan and Sardinian recipes
    • Free time to explore Volterra
    • Visit to Etruscan, Roman and Medieval sites in Volterra
    Landmarks
    Fattoria Lischeto
    Volterra
    Roman Theatre (Volterra)
    Etruscan Acropolis (Volterra)
  7. Day 7

    San Gimignano

    Meals
    Breakfast, Lunch, Dinner (Farewell dinner at Fattoria San Donato with dishes prepared during cooking class and other fare from the farm)
    Accommodation
    Hotel (Hotel La Cisterna), Hotel (Hotel La Cisterna (or similar))

    Included Activities

    • Free morning to explore San Gimignano
    • Ice cream from Dondoli gelateria
    • Hands-on cooking class at Fattoria San Donato
    • Farewell dinner at Fattoria San Donato

    Optional Activities

    • Climb Torre Grossa
    • Visit 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 Airport

    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(8,640 reviews)
Response time
within 1 day
Response rate
80%
Cancellation policy

Traveler Moments

Traveler Reviews

4.7
Overall rating based on 12 Reviews
  • Itinerary
    4.7
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.7
  • 4.5

Sort by

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Most popular
Highest first
Lowest first

Sort by

Most Recent
Most Popular
Highest First
Lowest First
  • J
    October 3rd, 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
  • M
    September 10th, 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
  • A Taste of Tuscany - Hilltop Towns and Vineyards reviewer 3
    May 27th, 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
  • A
    May 16th, 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!
  • A
    June 25th, 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!
  • A
    September 11th, 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!
  • A
    September 14th, 2023
    Visiting the historic towns and sites.
    Traveled in September 2023
    Review collected by Explore!
  • A
    September 15th, 2023
    The eating experience
    Traveled in September 2023
    Review collected by Explore!
  • A
    September 11th, 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!
  • A
    September 29th, 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!

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 in2d2h40m59s
  • -7%
    From Sunday
    14 Jun, 2026
    To Sunday
    21 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,180
    US $2,970 per person
    Multiple Room Types
  • From Sunday
    21 Jun, 2026
    To Sunday
    28 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,180 per person
    Multiple Room Types
  • -7%
    From Sunday
    19 Jul, 2026
    To Sunday
    26 Jul, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,180
    US $2,970 per person
    Multiple Room Types
  • Instant Confirmation
    -7%
    From Sunday
    6 Sep, 2026
    To Sunday
    13 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,180
    US $2,970 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    20 Sep, 2026
    To Sunday
    27 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,180 per person
    Multiple Room Types
  • 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
    Multiple Room Types
  • 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
    Multiple Room Types
  • 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
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    20 Jun, 2027
    To Sunday
    27 Jun, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,320 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    18 Jul, 2027
    To Sunday
    25 Jul, 2027
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,320 per person
    Multiple Room Types

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
$3,180
-7%
US $2,970 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

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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 July 24th, 2026 a full payment is necessary. For tours departing after July 24th, 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