Deals of The Week•Our Bestsellers  Up to 50% OFF

Deals end: 2 Sep, 2026

Switch to the app and book faster and easier!

Where?
When?
2
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

Where to?

Traveling when?

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

Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $1,573 per person

The Ultimate Tuscany Escape: Florence, San Gimignano, Val D'Orcia & Chianti | 5 Days

5 days
•
From Florence to San Gimignano
4.6 (391 reviews)
  • Group of people smiling and taking a selfie in a scenic landscape with cypress trees.
  • Three women toasting with wine indoors, wearing aprons.
  • Man and woman toasting with wine in a tasting room.
  • Couple posing with a beautiful landscape view of Tuscany.
  • Three women taking a selfie in front of a historic building.
    View all
  • Panoramic view of a historic Italian cityscape.
  • Couple enjoying wine and charcuterie platter outdoors.
  • People observing a group of pigs on a farm.
  • Three women standing in a winery with large barrels.
  • Three men enjoying wine outdoors with a view.
    View all
From
US $1,573 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:
Gold Operator
Italy on a Budget Tours
Food & Wine
Savor the world's flavors and finest wines
Group Tour
Join a group and forge lifelong friendships
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 18+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Florence

    Florence
    Start point
    Florence, Italy (Check in available from 2:00 pm. Meet your guide in the afternoon to join the walking tour. Detailed information will be released 2 weeks before the tour departure, 14:00 - 17:00)
    Accommodation
    Hotel 3* (Hotel Corona or similar)

    Included Activities

    • Introductory stroll through Florence's city center
    • Visit to Duomo
    • Visit to Piazza della Signoria
    • Visit to Ponte Vecchio

    Optional Activities

    • Florentine aperitivo featuring Spritz and regional specialties
    Landmarks
    Duomo
    Piazza della Signoria
    Ponte Vecchio
  2. Day 2

    Florence

    Florence
    Accommodation
    Hotel 3* (Hotel Corona or similar)

    Optional Activities

    • Day Trip to Pisa & Cinque Terre - explore Tuscany's coastline and visit the Leaning Tower of Pisa
    • Accademia & Uffizi Museums Walking Tour - guided tour of Florence's world-renowned art collections
    • Wine Windows & Oltrarno Artisans Tour - discover hidden gems, local craftsmanship, and historic wine windows
    Landmarks
    Leaning Tower of Pisa
    Accademia Gallery
    Uffizi Gallery
  3. Day 3

    Florence - Siena - Cortona - Montepulciano - San Gimignano

    Florence - Siena - Cortona - Montepulciano - San Gimignano
    Meals
    Breakfast (Hearty breakfast before departure)
    Accommodation
    Hotel 3* (Hotel Leon Bianco or similar)

    Included Activities

    • Guided tour through Siena's medieval streets
    • Visit to Piazza del Campo
    • Visit to Siena's Gothic cathedral
    • Stop in Cortona with panoramic views and artisan shops
    • Local countryside farm visit and tasting of traditional cured meats
    • Visit to Montepulciano medieval town
    Landmarks
    Piazza del Campo
    Siena Cathedral
    Cortona
    Montepulciano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    San Gimignano - Chianti Region - San Gimignano

    San Gimignano - Chianti Region - San Gimignano
    Accommodation
    Hotel 3* (Hotel Leon Bianco or similar)

    Included Activities

    • Visit to boutique Chianti winery with behind-the-scenes tour
    • Chianti wine tasting paired with authentic regional specialties
    • Visit to family-run estate in Chianti
    • Award-winning wine sampling at family estate
    • Guided exploration of San Gimignano medieval streets and towers
    Landmarks
    San Gimignano
    Chianti Region
  5. Day 5

    Chianti - Florence

    Chianti - Florence
    End point
    Florence, Italy (Check out in Chianti before 11:00 am. Back to Florence by 5:15 pm, 17:00 - 17:30)
    Meals
    Lunch (Tuscan lunch - taste your own creations from cooking class paired with regional wine)

    Included Activities

    • Hands-on cooking class led by local chef
    • Prepare traditional Tuscan dishes with fresh, seasonal ingredients
    • Tuscan lunch - taste your own creations
    • Wine pairing with regional wine

Want to read it later?

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

What's Included

Expand All
  • Accommodation
  • Additional Services
  • Transport

What's Not Included

  • Additional Services

Where You'll Stay

All accommodations are subject to change

  • Hotel Corona or similar

    Hotel 3*
    Days 1, 2

  • Hotel Leon Bianco or similar

    Hotel 3*
    Days 3, 4

Operated by

Italy on a Budget Tours

Gold Operator
Rating
4.6 (391 reviews)
Response time
within 2 days
Response rate
92%
Cancellation policy

Reviews from other tours by Italy on a Budget Tours

  • Joelle5.0•July 2026
    Gio was so lovely and knowledgeable, very good.

Sign up or log in to access your TourRadar+ savings

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 2 Sep, 2026
  • From Tuesday
    1 Sep, 2026
    To Saturday
    5 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Friday
    4 Sep, 2026
    To Tuesday
    8 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Tuesday
    8 Sep, 2026
    To Saturday
    12 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Friday
    11 Sep, 2026
    To Tuesday
    15 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Tuesday
    15 Sep, 2026
    To Saturday
    19 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Friday
    18 Sep, 2026
    To Tuesday
    22 Sep, 2026
    English
    From:
    US$2,202 per person
    Price based on Private Double Room
  • From Tuesday
    22 Sep, 2026
    To Saturday
    26 Sep, 2026
    English
    From:
    US$1,865 per person
    Price based on Private Double Room
  • From Friday
    25 Sep, 2026
    To Tuesday
    29 Sep, 2026
    English
    From:
    US$1,865 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Tuesday
    29 Sep, 2026
    To Saturday
    3 Oct, 2026
    English
    From:
    US$1,865 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Friday
    2 Oct, 2026
    To Tuesday
    6 Oct, 2026
    English
    From:
    US$1,573 per person
    Price based on Private Double Room

Want to read it later?

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

Why book with TourRadar?

    • Trusted and vetted operators
    • Rated excellent on
    • Best price guarantee
    • 24/7 customer support
    • Unlock exclusive TourRadar+ member savings

    To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.

More benefits
Can’t find the answer to your question?
Reach out to the experts at Italy on a Budget Tours with your enquiry, they usually respond within 2 days.
From
US $1,573 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:

Earn while you share

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

Good to Know

Tour ID: 158439

  • 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 17th, 2026 a full payment is necessary. For tours departing after October 17th, 2026, a minimum payment of 5% is required to confirm your booking with Italy on a Budget 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 50 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 Italy on a Budget Tours will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Italy on a Budget 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
  • 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.

    Checking which travel protection options are available for you…
  • 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.
  • People also viewed

Keep Exploring Italy

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