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2026

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2027

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Who is travelling?

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From
$1,224
US $1,102 per person

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

7 days
•
Start and end in Florence
4.2 (154 reviews)
From
$1,224
10% off
US $1,102 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 departure month

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
Pay only 20% today. The rest is due 60 days before departure. Learn more

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

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Itinerary

  1. Intro

    Introduction

  2. 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

    • Wander through the oldest streets of Florence
    • Visit the Arno River
    • Explore Ponte Vecchio
    Landmarks
    Ponte Vecchio
    Arno River
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Florence

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

    Included Activities

    • Visit Accademia Gallery (home to Michelangelo's David)
    • Explore Michelangelo's unfinished works at Accademia Gallery
    • Visit Uffizi Gallery (masterpieces by Botticelli, Leonardo da Vinci, Michelangelo, and Raphael)

    Optional Activities

    • Free time to wander Florence's charming streets
    • Enjoy local lunch in Florence
    • Marvel at Brunelleschi's Dome
    • Visit the Baptistery's golden 'Gates of Paradise'
    • Stroll through the Uffizi Courtyard
    • Explore Ponte Vecchio
    Landmarks
    Accademia Gallery
    Uffizi Gallery
    Piazza del Duomo
    Brunelleschi's Dome
    Baptistery
    Ponte Vecchio
    Itinerary Image 1
  4. Day 3

    Florence to Pisa to Florence

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

    Optional Activities

    • Admire the exterior of the Leaning Tower
    • View the Cathedral in Piazza dei Miracoli
    • Visit the Monumental Cemetery
    • Explore the interior of the Cathedral (subject to availability)
    • Learn about Pisa's role as a center of knowledge and culture
    Landmarks
    Leaning Tower of Pisa
    Piazza dei Miracoli
    Pisa Cathedral
    Monumental Cemetery
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  5. Day 4

    Florence to Chianti to Gaiole in Chianti

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

    Optional Activities

    • Stop in a typical Chianti village
    • Discover local towns and gourmet shops
    • Browse souvenir shops
    • Drive along the Chiantigiana wine route
    Landmarks
    Greve in Chianti
  6. 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 on your own
    • Visit local wineries
    • Discover local attractions
  7. Day 6

    Gaiole in Chianti to Siena to San Gimignano to Gaiole in Chianti

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

    Optional Activities

    • Walk from Salimbeni Square in Siena
    • Visit Monte dei Paschi di Siena (oldest bank in Europe)
    • Explore the Duomo of Siena
    • Visit Piazza del Campo
    • Learn about the Palio horse race
    • Explore San Gimignano village and medieval buildings
    • Visit San Gimignano's medieval churches
    • Sample gelato at San Gimignano's famous gelaterias
    Landmarks
    Siena Cathedral
    Piazza del Campo
    Salimbeni Square
    Monte dei Paschi di Siena
    San Gimignano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  8. Day 7

    Gaiole in Chianti to Florence

    Gaiole in Chianti to 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

    • Day at leisure in Gaiole in Chianti

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What's Included

Expand All
Automatic translation available in English. View in English
  • Accommodation
  • Meals
  • 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 (154 reviews)
Response time
7 hours
Response rate
96%
Cancellation policy
Learn more

Reviews from other tours by TUI Italia

  • Tim5.0•October 2026
    Trip was fantastic. Everything exceeded expectations. Yvonne was the best. Our drivers and tour guides were all...
    Show more
  • Ian5.0•October 2026
    Great trip. Hotels were excellent. Trouble free car rental pick up and drop off. Very good rough itinerary to follow.

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Dates & Prices

Select departure month

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
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  • Instant Confirmation
    10% off
    From Tuesday
    27 Oct, 2026
    To Monday
    2 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,785
    US$1,607 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Wednesday
    28 Oct, 2026
    To Tuesday
    3 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,785
    US$1,607 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Thursday
    29 Oct, 2026
    To Wednesday
    4 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,785
    US$1,607 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Friday
    30 Oct, 2026
    To Thursday
    5 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,785
    US$1,607 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Saturday
    31 Oct, 2026
    To Friday
    6 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,785
    US$1,607 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Sunday
    1 Nov, 2026
    To Saturday
    7 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,499
    US$1,349 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Monday
    2 Nov, 2026
    To Sunday
    8 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,499
    US$1,349 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Tuesday
    3 Nov, 2026
    To Monday
    9 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,499
    US$1,349 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Wednesday
    4 Nov, 2026
    To Tuesday
    10 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,499
    US$1,349 per person
    Price based on Private Double Room
  • Instant Confirmation
    10% off
    From Thursday
    5 Nov, 2026
    To Wednesday
    11 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $1,499
    US$1,349 per person
    Price based on Private Double Room

Want to read it later?

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Trip essentials

Good to know

Tour ID: 225192

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

Have a question? Chat with a travel expert

  • Pay in installments

    Spread the cost in interest-free biweekly installments of $66.

  • Deposit only

    Book now with just a 20% deposit. The remaining balance is due 60 days before departure.

  • € - Euro

    You’ll encounter Euro in Italy.

  • Plug type L

    You’ll need an adapter for these sockets in Italy.

  • 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

      Used in Italy

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

  • Payment information

    Pay now
    A 20% deposit
    Balance due
    60 days before departure
    Installments
    Interest-free, every two weeks
    Currency
    USD
    Booking fee
    None

    Book now with just a 20% deposit and pay the rest later. The remaining balance is due 60 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $66 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before December 11th, 2026 will need to be paid in full at checkout.

    Accepted for TUI Italia tours

    • Visa
    • Maestro
    • Mastercard
    • American Express
    • PayPal

    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

    Checking the cancellation terms for this tour…

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  • 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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From
$1,224
10% off
US $1,102 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 departure month

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
Pay only 20% today. The rest is due 60 days before departure. Learn more

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.

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