Switch to the app and book faster and easier!

Where?
When?
2

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
$1,245
US $1,058 per person

Tuscany Escape: 7 days Through Art, Wine & Hills, Self-Drive

7 days
Start and end in Florence
4.2
142 reviews
From
$1,245
-15%
US $1,058 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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:
Road Trip & Self-Drive
Hit the open road and travel at your own pace
Self-guided
Independent exploration, backed by expert advice and support
Low Intensity
Travelers can expect some light physical activities
Guided in English
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Florence

    Florence
    Start point
    Aeroporto di Firenze Amerigo Vespucci (FLR), Via del Termine, 11, Firenze, Florence 50127, Italy (Car pick up at Florence Airport)
    Accommodation
    Hotel 4* (Grand Hotel Adriatico)

    Optional Activities

    • Explore the historic streets of Florence
    • Walk along the Arno River
    • Visit Ponte Vecchio
    Landmarks
    Ponte Vecchio
    Arno River
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Florence

    Florence
    Meals
    Breakfast (Breakfast at the hotel)
    Accommodation
    Hotel 4* (Grand Hotel Adriatico)

    Included Activities

    • Visit Accademia Gallery including Michelangelo's David and unfinished works
    • Explore Piazza del Duomo, Brunelleschi's Dome, and the Baptistery's Gates of Paradise
    • Visit Uffizi Gallery including works by Botticelli, Leonardo da Vinci, Michelangelo, and Raphael

    Optional Activities

    • Lunch at a local restaurant
    • Wander Florence's charming streets during free time
    Landmarks
    Accademia Gallery
    Piazza del Duomo
    Brunelleschi's Dome
    Baptistery
    Uffizi Gallery
    Ponte Vecchio
    Itinerary Image 1
  3. Day 3

    Florence - Pisa - Florence

    Florence - Pisa - Florence
    Meals
    Breakfast (Breakfast at the hotel)
    Accommodation
    Hotel 4* (Grand Hotel Adriatico)

    Included Activities

    • Visit Piazza dei Miracoli (UNESCO World Heritage Site)
    • View the Leaning Tower exterior
    • Admire the Cathedral architecture
    • Explore the Monumental Cemetery

    Optional Activities

    • Visit Cathedral interior (availability dependent, check on the day)
    Landmarks
    Leaning Tower of Pisa
    Piazza dei Miracoli
    Pisa Cathedral
    Monumental Cemetery
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Florence - Gaiole in Chianti

    Florence - Gaiole in Chianti
    Meals
    Breakfast (Breakfast at the hotel)
    Accommodation
    Hotel 4* (Hotel Le Pozze di Lecchi)

    Included Activities

    • Drive through Chianti DOCG wine region
    • Stop in a typical Chianti village for exploration

    Optional Activities

    • Visit gourmet shops in Chianti village
    • Browse souvenir shops in Chianti village
    Landmarks
    Chianti Wine Region
    Greve in Chianti
  5. Day 5

    Gaiole in Chianti

    Gaiole in Chianti
    Meals
    Breakfast (Breakfast at the hotel)
    Accommodation
    Hotel 4* (Hotel Le Pozze di Lecchi)

    Optional Activities

    • Explore the Chianti area independently
    • Visit local wineries
    • Visit hillside villages and towns
    • Dine at local restaurants
  6. Day 6

    Gaiole in Chianti - Siena - San Gimignano - Gaiole in Chianti

    Gaiole in Chianti - Siena - San Gimignano - Gaiole in Chianti
    Meals
    Breakfast (Breakfast at the hotel)
    Accommodation
    Hotel 4* (Hotel Le Pozze di Lecchi)

    Included Activities

    • Explore Siena's historic streets and alleys
    • Visit Salimbeni Square and Monte dei Paschi di Siena (oldest bank in Europe)
    • Visit Piazza del Campo
    • Visit Siena Cathedral
    • Explore San Gimignano medieval village
    • View San Gimignano's 13th-century walls and stone towers

    Optional Activities

    • Visit San Gimignano gelateria for gelato
    • Explore medieval plazas and churches in San Gimignano
    Landmarks
    Siena Cathedral
    Piazza del Campo
    Salimbeni Square
    Monte dei Paschi di Siena
    San Gimignano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  7. Day 7

    Gaiole in Chianti - Florence

    Gaiole in Chianti - Florence
    End point
    Aeroporto di Firenze Amerigo Vespucci (FLR), Via del Termine, 11, Firenze, Florence 50127, Italy (Car drop off at Florence Airport)
    Meals
    Breakfast (Breakfast at the hotel)

    Optional Activities

    • Leisure time to explore Gaiole in Chianti area
    • Visit local attractions or shops before departure

Want to read it later?

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

What's Included

Expand All
Automatic translation available in English. View in English
  • Accommodation
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Guide
  • Insurance
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change

Operated by

TUI Italia

Gold Operator
Rating
4.2(142 reviews)
Response time
9 hours
Response rate
92%
Cancellation policy

Reviews from other tours by TUI Italia

  • Mayra
    July 4th, 2026
    We had just one problem with the hotel in Alberobello, we were taking to a different hotel that was far from city...
    Show more
  • Pay
    June 10th, 2026
    Our reservation indicated that we would be on a small group tour of under 12 people. We were the only two during the...
    Show more
  • Ron
    June 8th, 2026
    We were very happy with our tour. It was well organized and enjoyable. The hotel was good and centrally located. Our...
    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 in1d1h18m6s
  • Instant Confirmation
    -15%
    From Wednesday
    29 Jul, 2026
    To Tuesday
    4 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,815
    US $1,543 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Thursday
    30 Jul, 2026
    To Wednesday
    5 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,815
    US $1,543 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Friday
    31 Jul, 2026
    To Thursday
    6 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,815
    US $1,543 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Saturday
    1 Aug, 2026
    To Friday
    7 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Sunday
    2 Aug, 2026
    To Saturday
    8 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Monday
    3 Aug, 2026
    To Sunday
    9 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Tuesday
    4 Aug, 2026
    To Monday
    10 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Wednesday
    5 Aug, 2026
    To Tuesday
    11 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Thursday
    6 Aug, 2026
    To Wednesday
    12 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 per person
    Multiple Room Types
  • Instant Confirmation
    -15%
    From Friday
    7 Aug, 2026
    To Thursday
    13 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,501
    US $1,276 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 TUI Italia with your enquiry, they usually respond within 9 hours.
From
$1,245
-15%
US $1,058 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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: 225192

  • 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 12th, 2026 a full payment is necessary. For tours departing after September 12th, 2026, a minimum payment of 20% is required to confirm your booking with TUI Italia. 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 60 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 TUI Italia will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "TUI Italia" 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.

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