From

US $2,305 per person

Florence & Tuscany Explorer - 5 days

5 days

•

Start and end in Florence

4.6

2,518 reviews

Florence & Tuscany Explorer - 5 days - On The Go Tours

From

US $2,305 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

1 Adult2 Adults, 1 Child2 Children

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

Day 1
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
Day 2
Florence
Meals
Breakfast
Day 3
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
Day 4
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
Day 5
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

Landmarks
Duomo
Piazza della Signoria
Ponte Vecchio

Landmarks
San Gimignano
Chianti Region

Landmarks
Piazza del Campo
Siena Cathedral
Cortona
Montepulciano

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(2,518 reviews)
Response time: 9 hours
Response rate: 92%
Cancellation policy

Reviews from other tours by On The Go Tours

Tour Operator
4.6

Ethan
May 26th, 2026
Overall, the trip was pretty good. You are more or less completely independent on this tour, but the hotels,...
Overall, the trip was pretty good. You are more or less completely independent on this tour, but the hotels, excursions, and your transportation between cities is all booked for you. For us it was very convenient to have those plans taken care of because it was our first time traveling outside the United States. My one complaint is the hotels chosen for us were mostly outside the direct city centers. It would have been nice to be able to stay out longer on some of the nights and not have to use as much public transportation to get between the destinations and the hotels. Overall, I would book again, but next time I'll be comfortable doing my own planning.Show more
Laurel
May 26th, 2026
The tour was awesome. Our guide, Rossella, was amazing. She was warm, funny organized and really enhanced our...
Show more
Lorinda
June 22nd, 2026
Only one of our stays was meh...the rest were fine and The Sheilling House in Ullapool was above.

Dates & Availability

Select departure month and travellers

Select Date

1 Adult2 Adults, 1 Child2 Children

Upcoming departures

Hurry, deals only available for a limited time!

Ends in0d0h22m35s

From Tuesday
30 Jun, 2026
To Saturday
4 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $2,645 per person
Multiple Room Types
Sign up and save up to $132
From Friday
3 Jul, 2026
To Tuesday
7 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Tuesday
7 Jul, 2026
To Saturday
11 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Friday
10 Jul, 2026
To Tuesday
14 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Tuesday
14 Jul, 2026
To Saturday
18 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Friday
17 Jul, 2026
To Tuesday
21 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Tuesday
21 Jul, 2026
To Saturday
25 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Friday
24 Jul, 2026
To Tuesday
28 Jul, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Tuesday
28 Jul, 2026
To Saturday
1 Aug, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156
From Friday
31 Jul, 2026
To Tuesday
4 Aug, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
US $3,120 per person
Multiple Room Types
Sign up and save up to $156

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 9 hours.

From

US $2,305 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

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

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 2nd, 2026 a full payment is necessary. For tours departing after September 2nd, 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
- Your money is safe with TourRadar, as we only pay the tour operator after your tour has departed.
- TourRadar is an authorized Agent of On The Go Tours. Please familiarize yourself with the On The Go Tours payment, cancellation and refund conditions.
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
Experience Thailand 9 Days - Bangkok to the N…
Small Group: Balkan Extended - Budapest to Du…
Kenya Safari
Grand Tour of South India
Adventure-Filled Cambodia Off-road Motorcycle…
4-Day Sossusvlei & Swakopmund Camping
Tasmanian Wonders

Florence & Tuscany Explorer - 5 days

Itinerary

Florence

Included Activities

Optional Activities

Florence

Florence - Chianti - San Gimignano

Included Activities

San Gimignano - Siena - Cortona - Montepulciano - San Gimignano

Included Activities

San Gimignano - Florence

Included Activities

Want to read it later?

What's Included

What's Not Included

Reviews from other tours by On The Go Tours

Dates & Availability

Want to read it later?

Why book with TourRadar?

Good to Know

Keep Exploring Italy

Florence & Tuscany Explorer - 5 days

Itinerary

Included Activities

Optional Activities

Included Activities

Included Activities

Included Activities

Want to read it later?

What's Included

What's Not Included

Reviews from other tours by On The Go Tours

Dates & Availability

Want to read it later?

Why book with TourRadar?

Earn while you share

Good to Know

Keep Exploring Italy

Like this Moment?