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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
$2,112
US $1,922 per person

Iconic Italian Cities

9 days
•
From Milan to Rome
4.9 (18 reviews)
From
$2,112
9% off
US $1,922 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2026

Jan
Feb
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2027

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Feb
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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 25% today. The rest is due 90 days before departure. Learn more

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Plan your adventure:
City & Culture
Immerse yourself in rich history and local traditions
Partially Guided
Independent travel, featuring selected guided excursions
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

    Milan

    Milan
    Start point
    Aeroporto di Milano Malpensa (MXP), Superstrada Malpensa 2000, Ferno, Varese 21010, Italy (Airport train station)
    Accommodation
    Hotel 3* (Hotel Bernina Or Similar)

    Optional Activities

    • Explore Centrale area and yellow trams
    • Visit Duomo area and fashion street
    Landmarks
    Milan Centrale
    Duomo of Milan
    Itinerary Image 1
  3. Day 2

    Lake Como - Bellagio

    Lake Como - Bellagio
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel Bernina Or Similar)

    Included Activities

    • Walking tour of Como
    • Lake Como cruise to see mountains and lakeside villas
    • Gondola ride from Como to Brunate (winter) or free time in Bellagio (summer)
    Landmarks
    Lake Como
    Bellagio
    Brunate
  4. Day 3

    Milan to Venice

    Milan to Venice
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel Villa Costanza OR Similar)

    Optional Activities

    • Explore Venice independently in late afternoon/evening
    Landmarks
    Venice Centrale Train Station
    Itinerary Image 1
  5. Day 4

    Venice

    Venice
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel Villa Costanza OR Similar)

    Included Activities

    • Gondola ride along Grand Canal and minor canals
    • Guided walking tour between Piazza San Marco and Rialto Bridge
    • View Teatro la Fenice
    • View Rialto Bridge and Fondaco houses from water

    Optional Activities

    • Optional food tour for Italian flavors
    Landmarks
    Piazza San Marco
    Rialto Bridge
    Grand Canal
    Teatro la Fenice
  6. Day 5

    Venice to Florence

    Venice to Florence
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Hotel La Scaletta al Ponte Vecchio OR Similar)

    Optional Activities

    • Visit Basilica of Santa Maria Novella
    • Explore Piazza di Santa Maria Novella
    Landmarks
    Basilica of Santa Maria Novella
    Piazza di Santa Maria Novella
    Florence Train Station
    Itinerary Image 1
  7. Day 6

    Pisa - San Gimignano - Chianti - Siena

    Pisa - San Gimignano - Chianti - Siena
    Meals
    Breakfast, Lunch (Tuscan lunch with local wine tastings at traditional winery in Chianti Hills)
    Accommodation
    Hotel 3* (Hotel La Scaletta al Ponte Vecchio OR Similar)

    Included Activities

    • Visit Pisa cathedral, baptistery, and cemetery
    • View Leaning Tower of Pisa
    • Tuscan lunch at traditional winery in Chianti Hills with wine tastings
    • Explore medieval village of San Gimignano
    • Scenic drive through Chianti countryside

    Optional Activities

    • Climb the Leaning Tower of Pisa
    • Guided tour of Siena including Piazza del Campo, cathedral, and contrade
    • Leisure time in Siena for coffee, panforte tasting, and shopping
    Landmarks
    Leaning Tower of Pisa
    Pisa Cathedral
    San Gimignano
    Chianti Hills
    Siena
    Piazza del Campo
  8. Day 7

    Florence to Rome

    Florence to Rome
    Meals
    Breakfast
    Accommodation
    Hotel 3* ( Hotel Canada, BW Premier Collection)

    Optional Activities

    • Explore areas around hotel independently
    Landmarks
    Rome Train Station
    Itinerary Image 1
  9. Day 8

    Rome

    Rome
    Meals
    Breakfast
    Accommodation
    Hotel 3* ( Hotel Canada, BW Premier Collection)

    Included Activities

    • Guided tour of Colosseum with skip-the-line tickets
    • View Arch of Constantine
    • Walk Via Sacra
    • Explore Palatine Hill including Palatine Stadium, Domus Augustana, and Domus Flavia
    • Visit Roman Forum including Arch of Titus, Basilica of Maxentius, temple of Romulus, temple and house of the Vestals, Curia, Arch of Septimius Severus, Tabularium, and temple of Saturn
    Landmarks
    Colosseum
    Arch of Constantine
    Via Sacra
    Palatine Hill
    Roman Forum
    Arch of Titus
    Basilica of Maxentius
  10. Day 9

    Depart Rome

    Depart Rome
    End point
    Aeroporto di Roma Ciampino (CIA), Via Appia Nuova 1651, Roma, Rome 00178, Italy (Airport Departure Gate)
    Meals
    Breakfast

    Optional Activities

    • Last-minute souvenir shopping

Want to read it later?

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

What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Insurance
  • Additional Services

Where You'll Stay

All accommodations are subject to change
Platinum Operator
Rating
4.8 (284 reviews)
Response time
2 hours
Response rate
96%
Cancellation policy
Learn more

Traveler Reviews

4.9
Overall rating based on 18 Reviews
  • Itinerary
    4.0
  • Transport
    4.0
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.0
  • 4.8

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  • Mary5.0•May 2026
    I loved that everything was done for me… I loved that everything was done for me as far as travel, hotels etc. It was...
    Show more
    Traveled in April 2026
    Reply from: Wonderful Holidays UK
    Thank you for such a thoughtful review. We're so pleased you enjoyed the convenience of having your hotels and travel arrangements taken care of while still having the freedom to choose additional experiences. We're especially glad we could help when you realized your passports had been left behind it’s exactly why our team is always just a message away. It means a great deal to know you'd travel with us again, and we look forward to welcoming you back. Kind regards, Penny
    Show more
  • Samuel5.0•November 2025
    I celebrated my birthday during this Italy tour, and Wonderful Holidays surprised me with a small thoughtful gesture...
    Show more
    Traveled in November 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    We’re so glad your birthday in Italy was memorable and that everything from transfers to tours ran smoothly. Denise’s Venice walking tour and your stays in Florence and Rome sound like highlights, and we’re happy our WhatsApp support made your trip even easier. Thank you for sharing your experience! Warm regards, Penny
    Show more
  • Natalie5.0•January 2026
    This tour gave us a perfect introduction to Italy. Transfers were punctual, trains were easy, and the Rome guided...
    Show more
    Traveled in January 2026
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    It sounds like Italy truly welcomed you with open arms! From smooth transfers to lively guided tours, it’s wonderful that every detail helped you enjoy the experience at your own pace. Denise in Venice clearly left a lasting impression, bringing the city vividly to life. We’re thrilled your small-group adventure felt relaxed yet memorable exactly the kind of trip we hope every traveler enjoys. We look forward to helping you plan more unforgettable journeys! Warm regards, Lily
    Show more
  • Kevin5.0•November 2025
    We were celebrating my birthday during this Italy tour, and Wonderful Holidays made it feel special with a small...
    Show more
    Traveled in October 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    It was such a pleasure to help make your birthday in Florence special! We’re glad everything worked out smoothly with the Rome hotel and transfers, and that our team could support you when needed. Your thoughtful feedback about our communication and flexibility really means a lot, and we’d be happy to help you plan your next trip anytime. Warm regards, Lily
    Show more
  • Olivia5.0•June 2025
    We really appreciated how engaged the team was even during the tour. They asked for photos from our journey and later...
    Show more
    Traveled in June 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    We’re so glad you enjoyed the extra touches during your trip! It’s wonderful to hear that sharing your photos and receiving travel credits added a fun surprise to your journey. We’re also delighted that our communication, comfortable hotels, and overall service helped make your experience seamless and enjoyable. Thank you for sharing your feedback we’d love to help plan your next adventure! Best regards, Lily
    Show more
  • Julia5.0•October 2025
    There was a small mix-up with our airport pickup and we were dropped at the wrong hotel, but the team responded...
    Show more
    Traveled in September 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    We’re glad the airport mix-up was resolved quickly and that our team could step in to get you on track. It’s wonderful to hear that the rest of your trip from Lake Como to Florence went smoothly and that the small-group format made exploring easy and enjoyable. Thank you for sharing your experience! Warm regards, Barbara
    Show more
  • Peter5.0•May 2025
    Everything on this Italy tour was well organized, from airport transfers to hotel stays. We had a moment of confusion...
    Show more
    Traveled in May 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    We’re so happy to hear that you were able to navigate your Italy trip with ease. Knowing that our WhatsApp support and daily check-ins helped you stay on track and enjoy every moment means a lot to us. Your recommendation is greatly appreciated, and we look forward to helping you plan more seamless adventures in the future! Warm regards, Penny
    Show more
  • Daniel5.0•January 2026
    Wonderful winter trip to Italy. Rome in One Day was a highlight, and Venice gondola ride was lovely. The 24/7...
    Show more
    Traveled in January 2026
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    What a delight to hear that your winter trip to Italy was so enjoyable! Rome day tour and the gondola ride in Venice sound like truly memorable highlights. We’re glad our 24/7 WhatsApp support helped you feel confident and at ease throughout your journey. Thank you for sharing your experience we’d love to help plan your next adventure! Warm regards, Lily
    Show more
  • Laura5.0•September 2025
    We booked this Italy tour to celebrate our anniversary, and Wonderful Holidays surprised us in Milan with a beautiful...
    Show more
    Traveled in September 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    What a wonderful way to celebrate your anniversary! We’re delighted that the surprise in Milan added a special touch and that the rest of your trip from smooth transfers to Venice with Denise and exploring Rome was so enjoyable. It’s great to hear that our daily WhatsApp check-ins and instant support helped you feel well looked after, and that the small-group made the journey relaxed and memorable. Thank you so much for your recommendation. We’d love to help you plan another wonderful trip in the future! Warm regards, Barbara
    Show more
  • Robert5.0•September 2025
    Perfect balance of guided tours and free time. Florence hotel was right near the train station. Loved Pisa and San...
    Show more
    Traveled in August 2025
    Review collected by Wonderful Holidays UK
    Reply from: Wonderful Holidays UK
    It’s great to hear that your Italy trip offered the perfect mix of guided tours and free time! We’re glad the Florence hotel’s location and your visits to Pisa and San Gimignano added to the experience. Knowing that our daily WhatsApp check-ins helped keep everything organized makes us especially happy. Thank you for your kind feedback! we’d love to help plan your next adventure. Warm regards, Penny
    Show more

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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
Hurry, deals only available for a limited time!
Ends on 14 Oct, 2026
  • 9% off
    From Sunday
    11 Oct, 2026
    To Monday
    19 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,037
    US$2,764 per person
    Price based on Private Double Room
  • 9% off
    From Friday
    16 Oct, 2026
    To Saturday
    24 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,169
    US$2,884 per person
    Price based on Private Double Room
  • 9% off
    From Saturday
    17 Oct, 2026
    To Sunday
    25 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,905
    US$2,644 per person
    Price based on Private Double Room
  • 9% off
    From Sunday
    18 Oct, 2026
    To Monday
    26 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,905
    US$2,644 per person
    Price based on Private Double Room
  • 9% off
    From Friday
    23 Oct, 2026
    To Saturday
    31 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,037
    US$2,764 per person
    Price based on Private Double Room
  • 9% off
    From Saturday
    24 Oct, 2026
    To Sunday
    1 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,037
    US$2,764 per person
    Price based on Private Double Room
  • 9% off
    From Sunday
    25 Oct, 2026
    To Monday
    2 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,905
    US$2,644 per person
    Price based on Private Double Room
  • 9% off
    From Friday
    30 Oct, 2026
    To Saturday
    7 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,641
    US$2,403 per person
    Price based on Private Double Room
  • 9% off
    From Saturday
    31 Oct, 2026
    To Sunday
    8 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,641
    US$2,403 per person
    Price based on Private Double Room
  • 9% off
    From Sunday
    1 Nov, 2026
    To Monday
    9 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,641
    US$2,403 per person
    Price based on Private Double Room

Want to read it later?

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

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • B

    Björn

    Asked on March 6th, 2025

    When will my travel documents be issued?

    Tour Details
    Travel Support
    • Wonderful Holidays UKOperator•Written March 2025

      Your travel documents will be sent shortly before your tour starts.

  • E

    Esther

    Asked on February 28th, 2025

    How can we check the availability of extra nights after the tour?

    Accommodation
    Price / Availability
    • Wonderful Holidays UKOperator•Written March 2025

      Extra nights can be booked depending on availability at the hotel, typically around 72.99 per person per night with breakfast.

  • B

    Benjamin

    Asked on February 8th, 2025

    What types of meals are included during the tour?

    Meals
    • Wonderful Holidays UKOperator•Written February 2025

      Breakfast is typically included every day in your accommodation, while other meals vary by day.

  • V

    Valerie

    Asked on November 17th, 2024

    Can we book additional excursions during the trip?

    Tour Details
    Travel Support
    • Wonderful Holidays UKOperator•Written November 2024

      Yes, additional excursions can be arranged depending on availability.

  • G

    Gina

    Asked on November 15th, 2024

    Is it possible to upgrade our hotel accommodations?

    Accommodation
    • Wonderful Holidays UKOperator•Written November 2024

      Yes, upgrades to 4-star accommodations are available dependent on the specific tour.

  • N

    Norilis

    Asked on August 10th, 2024

    How long is the wine tour and what does it include?

    Operator
    Tour Details
    • Wonderful Holidays UKOperator•Written August 2024

      The wine tour lasts approximately 8-9 hours, including visits to famous Tuscan villages known for their wines.

  • M

    Melanie

    Asked on July 24th, 2024

    What happens if our flight is delayed?

    Flights / Transfers
    • Wonderful Holidays UKOperator•Written July 2024

      In case of a delay, please ensure to arrive at the meeting point on time, as the tour may not be flexible.

  • M

    Marijn

    Asked on May 6th, 2024

    How do we ensure the best price for the tour?

    Price / Availability
    • Wonderful Holidays UKOperator•Written May 2024

      Booking early increases chances for better rates and complimentary upgrades.

  • J

    Joseph

    Asked on April 25th, 2024

    What time does the airport transfer for departure run?

    Flights / Transfers
    • Wonderful Holidays UKOperator•Written April 2024

      Transfers will be aligned according to your flight details once provided to our team.

  • D

    Daniela

    Asked on April 20th, 2024

    What airport should we fly into for this tour?

    Flights / Transfers
    • Wonderful Holidays UKOperator•Written April 2024

      You will need to fly into Milan and out from Rome. Malpensa MXP is well connected to the city.

Can’t find the answer to your question?
Reach out to the experts at Wonderful Holidays UK with your enquiry, they usually respond in less than 2 hours.

Trip essentials

Good to know

Tour ID: 249090

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

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  • Pay in installments

    Spread the cost in interest-free biweekly installments of $114.

  • Deposit only

    Book now with just a 25% deposit. The remaining balance is due 90 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
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    Balance due
    90 days before departure
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    USD
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From
$2,112
9% off
US $1,922 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 25% today. The rest is due 90 days before departure. Learn more

Best price guarantee Learn More

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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

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Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Nov
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