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 $2,290 per person

Florence & Tuscany Explorer - 5 days

5 days
•
Start and end in Florence
4.6
2,536 reviews
Florence & Tuscany Explorer - 5 days - On The Go Tours
From
US $2,290 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:
Platinum Operator
On The Go Tours
City & Culture
Immerse yourself in rich history and local traditions
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 4 - 24
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Florence

    Florence

    Included Activities

    • Walking tour of Florence historic centre including Duomo, Piazza della Signoria, and Ponte Vecchio

    Optional Activities

    • Florentine aperitivo with spritz and regional specialities
    Landmarks
    Duomo
    Piazza della Signoria
    Ponte Vecchio
    Itinerary Image 1
  2. Day 2

    Florence

    Florence
    Meals
    Breakfast
  3. Day 3

    Florence - Chianti - San Gimignano

    Florence - Chianti - San Gimignano
    Meals
    Breakfast, Lunch (Regional specialities at boutique winery)

    Included Activities

    • Chianti region tour with guided wine tasting at boutique winery paired with regional specialities
    • Wine tasting at family-run Chianti estate with stories about Tuscan wine heritage
    • Exploration of San Gimignano medieval town with cobbled streets and artisan shops
    Landmarks
    San Gimignano
    Chianti Region
    Itinerary Image 1
  4. Day 4

    San Gimignano - Siena - Cortona - Montepulciano - San Gimignano

    San Gimignano - Siena - Cortona - Montepulciano - San Gimignano
    Meals
    Breakfast

    Included Activities

    • Exploration of Siena medieval city centre, Gothic cathedral, and Piazza del Campo
    • Visit to Cortona hilltop town with panoramic views and artisan shops
    • Countryside farm tasting of traditional regional food specialities
    • Exploration of Montepulciano medieval town with Renaissance buildings and wine culture
    • Siena, Cortona & Montepulciano Tour on shared basis with other travellers
    Landmarks
    Piazza del Campo
    Siena Cathedral
    Cortona
    Montepulciano
    Itinerary Image 1
  5. Day 5

    San Gimignano - Florence

    San Gimignano - Florence
    Meals
    Breakfast, Lunch (Tuscan lunch with dishes prepared during cooking class and local wine)

    Included Activities

    • Hands-on Tuscan cooking class with local chef preparing traditional regional dishes
    • Lunch with prepared Tuscan dishes and local wine

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
  • Additional Services

Operated by

On The Go Tours

Platinum Operator
Rating
4.6(2,536 reviews)
Response time
10 hours
Response rate
100%
Cancellation policy

Reviews from other tours by On The Go Tours

  • Dianne
    July 9th, 2026
    It was wonderful to have all the transport and hotels arranged, while I was free to plan my own activities while...
    Show more
  • Natalie
    July 5th, 2026
    The itinerary was great but the guide was really the key. Maria did a fabulous job of sharing facts about the...
    Show more
  • Don
    July 13th, 2026
    Our Guide was excellent. Offie kept us well informed about upcoming stops and towns. She was very knowledgeable,...
    Show more

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 in0d0h3m16s
  • From Tuesday
    21 Jul, 2026
    To Saturday
    25 Jul, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Friday
    24 Jul, 2026
    To Tuesday
    28 Jul, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Tuesday
    28 Jul, 2026
    To Saturday
    1 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Friday
    31 Jul, 2026
    To Tuesday
    4 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Tuesday
    4 Aug, 2026
    To Saturday
    8 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Friday
    7 Aug, 2026
    To Tuesday
    11 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Tuesday
    11 Aug, 2026
    To Saturday
    15 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Friday
    14 Aug, 2026
    To Tuesday
    18 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Tuesday
    18 Aug, 2026
    To Saturday
    22 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types
  • From Friday
    21 Aug, 2026
    To Tuesday
    25 Aug, 2026
    English
    Filling Fast
    Check the availability with the operator
    Departure on request
    From:
    US $3,105 per person
    Multiple Room Types

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
    • Earn $50 in travel credits

    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 On The Go Tours with your enquiry, they usually respond within 10 hours.
From
US $2,290 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: 354981

  • 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 September 23rd, 2026 a full payment is necessary. For tours departing after September 23rd, 2026, a minimum payment of $400 is required to confirm your booking with On The Go 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 70 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 On The Go Tours will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "On The Go 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
  • 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