Private tour from Florence to CORTONA & MONTEPULCIANO
Overview
Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of the region’s most enchanting medieval hill towns. In Cortona, a place of timeless charm and made famous by the film Under the Tuscan Sun, you’ll wander through narrow stone streets and soak in panoramic views that stretch endlessly across the valley. The journey continues to Montepulciano, majestically perched on a ridge, where every corner reveals stunning vistas over the Val d’Orcia and Val di Chiana — a perfect picture of Tuscany’s beauty and history combined.
What's Included
- Hotel pickup and drop-off
- Private tour
- Transport on comfortable Mercedes-Benz V Class with ac
- Tax, tolls, parking fees
- Wifi
- Driver/guide
- Lunch
- Gratuities
Meeting and Pickup
HOTEL, APARTMENT, VILLA, IN FLORENCE. UPON REQUEST FROM DIFFERENT LOCATION
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Duomo di Cortona
1 hour 30 minutes Admission Ticket Free
Piazza Grande a Montepulciano
2 hours Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- FOR WINE LOVERS: IS POSSIBLE TO ADD ON THIS TOUR THE VISIT OF A TOP RATED WINERY. PLEASE ADVISE AT THE TIME OF THE BOOKING
- Dress code is casual
- Comfortable shoes
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Private tour from Florence to CORTONA & MONTEPULCIANO?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-21497P9
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 19 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Step into the enchanting ambiance of Florence's historical center, where cool evening breezes and narrow streets weave tales of the past. Join an Electric-Bike tour...
$67
Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts...
$428
This will be a wonderful day that you will remember for all your life, Val D'Orcia is a magic place from a spectacular views, sitting...
$1,242
Florence , the capital of Tuscany and UNESCO site beside the city of powerful Medici Family it s also a top 3 choice of the...
$85
Step into the enchanting ambiance of Florence's historical center, where cool evening breezes and narrow streets weave tales of the past. Join an Electric-Bike tour...
$67
Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts...
$428
This will be a wonderful day that you will remember for all your life, Val D'Orcia is a magic place from a spectacular views, sitting...
$1,242
Florence , the capital of Tuscany and UNESCO site beside the city of powerful Medici Family it s also a top 3 choice of the...
$85
Travelers Who Bought This Tour Also Bought
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$30
Skip the line David Guided Experience
Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...
$33
Discover the timeless magic of Pisa and its world-famous Leaning Tower! No trip to Italy is complete without seeing this iconic landmark — and this...
$44
Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...
$70
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$30
Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...
$33
Discover the timeless magic of Pisa and its world-famous Leaning Tower! No trip to Italy is complete without seeing this iconic landmark — and this...
$44
Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...
$70
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from City Sky Diving customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CET).
- Hotel pickup and drop-off.
- Private tour.
- Transport on comfortable Mercedes-Benz V Class with ac.
- tax, tolls, parking fees.
- Wifi.
- Driver/guide.
- lunch.
- Gratuities.
The minimum age to participate is 1..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Private tour from Florence to CORTONA & MONTEPULCIANO is as follows:
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private tour from Florence to CORTONA & MONTEPULCIANO will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Hotel pickup and drop-off
- Private tour
- Transport on comfortable Mercedes-Benz V Class with ac
- Tax, tolls, parking fees
- Wifi
- Driver/guide
- Lunch
- Gratuities
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- FOR WINE LOVERS: IS POSSIBLE TO ADD ON THIS TOUR THE VISIT OF A TOP RATED WINERY. PLEASE ADVISE AT THE TIME OF THE BOOKING
- Dress code is casual
- Comfortable shoes
