From

$2,345

US $1,407 per person

Florence & Tuscany Explorer - 5 days

5 days

•

Start and end in Florence

4.6 (2,592 reviews)

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

From

$2,345

-40%

US $1,407 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
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
Florence
Meals
Breakfast
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
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
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

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 (2,592 reviews)
Response time: within 1 day
Response rate: 84%
Cancellation policy

Reviews from other tours by On The Go Tours

Tour Operator
4.6

Colleen4.3•August 2026
Our guide, Allesio, and bus driver, Pino, were fantastic. I wish all of the tickets for excursions were included in...
Show more
Dorena4.0•August 2026
Overall the trip was good! I wish we had more information going into each excursion because we had some people that...
Overall the trip was good! I wish we had more information going into each excursion because we had some people that were limited and had to wait until the guide was there before determining they were unable to participate in the activity rather than being able to just stay at the hotel. The hotels were nice and all had AC and some had pools. We arrived before check in time in Rome and had to pay for early check in. Breakfast was included in our stay at Rome, except the first day. The group had to leave too early on the last day and didn’t get to eat breakfast so they had asked to instead of paying for the first day of breakfast, let it take the place of the last morning in Rome but they wouldn’t do it so that was frustrating. Also you have to pay taxes at each hotel. The hotel in Rome was right near the metro which was a dangerous area. The day we were leaving, they had us waiting outside a place (that wasn’t open yet) to get transferred to Sorrento and my mom’s phone got stolen right out of her hand. The day trip to Pompeii was cool, definetly informational. The day trip to Capri was nice, but the tour guide said we could either have 4 hours of free time or go on a bus with her (20 euros a person) obviously we don’t know what we’re doing and how to get to places so we did the bus tour & then had the “private” boat tour at the end of the day. The boat was huge and had a ton of people on it. The Amalfi coast was incredible, no issues at all. Each town we visited was safe and we loved the way breakfast and dinner was included during the second half of our trip. The hotel restaurant made amazing food! The front desk people were friendly and helpful when it came to planning outside activities.Show more
Nicola4.0•August 2026
Tour was well organized. Inge is an excellent guide. The Cabin hotel is a bit basic. The other hotel was nicer. The...
Tour was well organized. Inge is an excellent guide. The Cabin hotel is a bit basic. The other hotel was nicer. The options for those not doing the glacier walk were limited with quite a bit of waiting around for those that did the glacier walk. A walk for the rest of us near the glacier could have been suggested. Since it was predicted in advance that the eclipse would not be visible from Reykjavic might we not have made a detour to the place that Icelanders went to to see it? I expect we'd all have been willing to chip in for the driver's overtime!Show more

Dates & Availability

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1 Adult2 Adults, 1 Child2 Children

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Ends on 2 Sep, 2026

-40%
From Tuesday
1 Sep, 2026
To Saturday
5 Sep, 2026
English
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Departure on request
From:
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US$1,908 per person
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Price based on Private Double Room
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4 Sep, 2026
To Tuesday
8 Sep, 2026
English
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Price based on Private Double Room
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To Saturday
12 Sep, 2026
English
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Price based on Private Double Room
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From Friday
11 Sep, 2026
To Tuesday
15 Sep, 2026
English
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Departure on request
From:
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US$1,908 per person
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Price based on Private Double Room
-40%
From Tuesday
15 Sep, 2026
To Saturday
19 Sep, 2026
English
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Departure on request
From:
$3,180
US$1,908 per person
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Price based on Private Double Room
-40%
From Friday
18 Sep, 2026
To Tuesday
22 Sep, 2026
English
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Departure on request
From:
$3,180
US$1,908 per person
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Price based on Private Double Room
-40%
From Tuesday
22 Sep, 2026
To Saturday
26 Sep, 2026
English
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From:
$2,695
US$1,617 per person
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Price based on Private Double Room
-40%
From Friday
25 Sep, 2026
To Tuesday
29 Sep, 2026
English
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Departure on request
From:
$2,695
US$1,617 per person
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Price based on Private Double Room
-40%
From Tuesday
29 Sep, 2026
To Saturday
3 Oct, 2026
English
Filling Fast
Check the availability with the operator
Departure on request
From:
$2,695
US$1,617 per person
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Price based on Private Double Room
-40%
From Friday
2 Oct, 2026
To Tuesday
6 Oct, 2026
English
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Departure on request
From:
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US$1,407 per person
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Price based on Private Double Room

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From

$2,345

-40%

US $1,407 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 November 5th, 2026 a full payment is necessary. For tours departing after November 5th, 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.
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- TourRadar is an authorized Agent of On The Go Tours. Please familiarize yourself with the On The Go Tours payment, cancellation and refund conditions.
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.
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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.
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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

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