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
$2,277
US $2,185 per person

Iconic Italian Cities

9 days
From Milan to Rome
4.9
18 traveler reviews
From
$2,277
-4%
US $2,185 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
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Partially Guided
Independent travel, featuring selected guided excursions
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

    Milan

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

    Optional Activities

    • Explore Centrale area and see yellow trams
    • Visit Duomo area and fashion district
    Landmarks
    Milan Cathedral (Duomo di Milano)
    Milan Centrale Train Station
    Itinerary Image 1
  2. Day 2

    Lake Como - Bellagio

    Meals
    Breakfast
    Accommodation
    Hotel (Hotel Bernina Or Similar)

    Included Activities

    • Lake Como and Bellagio walking tour
    • Lake Como cruise with views of snow-peaked mountains and luxury villas

    Optional Activities

    • Gondola ride from Como to Brunate (winter alternative)
    Landmarks
    Lake Como
    Bellagio
  3. Day 3

    Milan to Venice

    Meals
    Breakfast
    Accommodation
    Hotel (Hotel Villa Costanza OR Similar)

    Optional Activities

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

    Venice

    Meals
    Breakfast
    Accommodation
    Hotel (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
    • Cruise on gondola through Grand Canal

    Optional Activities

    • Optional food tour to experience Italian cuisine
    Landmarks
    Piazza San Marco
    Rialto Bridge
    Teatro la Fenice
    Grand Canal
  5. Day 5

    Venice to Florence

    Meals
    Breakfast
    Accommodation
    Hotel (Hotel La Scaletta al Ponte Vecchio OR Similar)

    Optional Activities

    • Explore area around hotel and attractions
    Landmarks
    Basilica of Santa Maria Novella
    Piazza di Santa Maria Novella
    Florence Train Station
    Itinerary Image 1
  6. Day 6

    Pisa - San Gimignano - Siena - Chianti

    Meals
    Breakfast, Lunch (Tuscan lunch with wine tastings)
    Accommodation
    Hotel (Hotel La Scaletta al Ponte Vecchio OR Similar)

    Included Activities

    • Pisa sightseeing: cathedral, baptistery, cemetery, and Leaning Tower
    • Tuscan lunch with wine tastings at winery in Chianti Hills
    • San Gimignano medieval village exploration
    • Guided tour of Siena including Piazza del Campo and cathedral

    Optional Activities

    • Climbing tickets for Leaning Tower
    • Guided tour of Siena with professional guide
    • Leisure time in Siena for coffee, panforte, and shopping
    Landmarks
    Leaning Tower of Pisa
    Pisa Cathedral
    San Gimignano
    Chianti Region
    Piazza del Campo
    Siena Cathedral
  7. Day 7

    Florence to Rome

    Meals
    Breakfast
    Accommodation
    Hotel ( Hotel Canada, BW Premier Collection)

    Optional Activities

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

    Rome

    Meals
    Breakfast
    Accommodation
    Hotel ( Hotel Canada, BW Premier Collection)

    Included Activities

    • Colosseum guided tour with skip-the-line tickets
    • Arch of Constantine viewing
    • Palatine Hill exploration including Palatine Stadium, Domus Augustana, and Domus Flavia
    • Roman Forum guided tour including 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
    Palatine Hill
    Palatine Stadium
    Domus Augustana
    Domus Flavia
    Roman Forum
    Arch of Titus
    Basilica of Maxentius
    Temple of Romulus
    Temple and House of the Vestals
    Curia
    Arch of Septimius Severus
    Tabularium
    Temple of Saturn
  9. Day 9

    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(161 reviews)
Response time
2 hours
Response rate
100%
Cancellation policy

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

Sort by

Most recent
Most popular
Highest first
Lowest first

Sort by

Most Recent
Most Popular
Highest First
Lowest First
  • M
    May 13th, 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
  • A
    November 19th, 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
  • A
    January 23rd, 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
  • A
    November 6th, 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
  • A
    June 28th, 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
  • A
    October 5th, 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
  • A
    May 20th, 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
  • A
    January 20th, 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
  • A
    September 21st, 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
  • A
    September 16th, 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

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 on 27 May, 2026
  • -4%
    From Saturday
    23 May, 2026
    To Sunday
    31 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,946
    US $2,829 per person
    Multiple Room Types
  • -4%
    From Sunday
    24 May, 2026
    To Monday
    1 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,080
    US $2,957 per person
    Multiple Room Types
  • -4%
    From Friday
    29 May, 2026
    To Saturday
    6 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 per person
    Multiple Room Types
  • -4%
    From Saturday
    30 May, 2026
    To Sunday
    7 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 per person
    Multiple Room Types
  • -4%
    From Sunday
    31 May, 2026
    To Monday
    8 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 per person
    Multiple Room Types
  • -4%
    From Friday
    5 Jun, 2026
    To Saturday
    13 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 per person
    Multiple Room Types
  • -4%
    From Saturday
    6 Jun, 2026
    To Sunday
    14 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 per person
    Multiple Room Types
  • -4%
    From Sunday
    7 Jun, 2026
    To Monday
    15 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,679
    US $2,571 per person
    Multiple Room Types
  • -4%
    From Friday
    12 Jun, 2026
    To Saturday
    20 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,080
    US $2,957 per person
    Multiple Room Types
  • -4%
    From Saturday
    13 Jun, 2026
    To Sunday
    21 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,812
    US $2,700 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

What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
We couldn't find results
Try a different search term or ask a question to this adventure's experts
  • B

    Björn

    Asked on March 6th, 2025

    When will my travel documents be issued?

    Tour Details
    Travel Support
    • Wonderful Holidays UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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 UKOperatorWritten 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.
From
$2,277
-4%
US $2,185 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
Save and compare this adventure

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: 249090

  • 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 August 18th, 2026 a full payment is necessary. For tours departing after August 18th, 2026, a minimum payment of 25% is required to confirm your booking with Wonderful Holidays UK. 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 90 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 Wonderful Holidays UK will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Wonderful Holidays UK" 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