From
NZ $3,659 per person

Iconic Italian Cities

9 days
From Milan to Rome
4.0
1 traveler review
From
NZ $3,659 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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2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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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

    When you land, head straight to the train station just outside the terminal and catch the direct train to Milan Centrale. Your hotel is within walking distance from there, so you can settle in quickly. Spend the rest of the day walking around the Centrale area and checking out the beautiful architecture and those iconic yellow trams. Later, take a train or tram over to the Duomo Area where you'll see the cathedral and the famous fashion street.

    Landmarks/POIs
    Milan Centrale
    Milan Duomo (Cathedral)
  2. Day 2

    Lake Como & Bellagio

    After breakfast, you'll do a walking tour around Como and take a Lake Como cruise with views of snow-capped mountains and luxury villas along the shore. During summer months, you'll have free time in Bellagio to eat and walk around. If you're traveling in winter, there's a gondola ride option from Como up to Brunate that gives you panoramic views of the whole lake area.

    Meals
    Breakfast

    Included Activities

    • Walking tour of Como
    • Lake Como cruise
    • Gondola ride from Como to Brunate (winter) or free time in Bellagio (summer)
    Landmarks/POIs
    Lake Como
    Bellagio
    Brunate
  3. Day 3

    Milan to Venice

    After breakfast, check out of your hotel and head to the train station to board the train to Venice. Once you arrive, your hotel is just a short walk away. The late afternoon and evening are yours to explore the city on your own and get a feel for the place.

    Meals
    Breakfast
    Landmarks/POIs
    Venice Train Station
  4. Day 4

    Venice

    After breakfast, you'll take a gondola ride along the Grand Canal and through the smaller canals. Then there's a guided walking tour between Piazza San Marco and Rialto Bridge where you'll see both the famous spots and quieter hidden areas. You'll also visit Teatro La Fenice and see the 16th-century Rialto Bridge. The tour includes a cruise to see the historic Fondaco houses with their old warehouses and family residences. There's an optional food tour if you want to sample local Italian specialties.

    Meals
    Breakfast

    Included Activities

    • Gondola ride on Grand Canal and minor canals
    • Guided walking tour between Piazza San Marco and Rialto Bridge
    • Visit to Teatro La Fenice
    • Gondola cruise to view Fondaco houses and merchant architecture

    Optional Activities

    • Food tour with Italian specialty tastings
    Landmarks/POIs
    Grand Canal
    Piazza San Marco
    Rialto Bridge
    Teatro La Fenice
  5. Day 5

    Venice to Florence

    After breakfast, check out and take the train to Florence. Your hotel is within walking distance from the train station and positioned near several attractions like the Basilica of Santa Maria Novella and Piazza di Santa Maria Novella.

    Meals
    Breakfast
    Landmarks/POIs
    Florence Train Station
    Basilica of Santa Maria Novella
    Piazza di Santa Maria Novella
  6. Day 6

    Tuscany Region (Pisa - San Gimignano - Siena)

    After breakfast, you'll head to Pisa to see the cathedral, baptistery, and the famous Leaning Tower (climbing tickets available if you want). From there, you'll travel to a traditional winery in the Chianti Hills near San Gimignano for a Tuscan lunch with local wine tastings. Then it's time to walk through the medieval village of San Gimignano with its narrow cobblestone streets and craft shops. You'll see panoramic Chianti countryside before reaching Siena, where you can join an optional guided tour or spend leisure time trying panforte, having coffee, or shopping. The day ends with your return to Florence as the sun sets.

    Meals
    Breakfast

    Included Activities

    • Pisa Cathedral, Baptistery, and Monumental Cemetery visit
    • Leaning Tower viewing

    Optional Activities

    • Leaning Tower climb tickets
    • Tuscan lunch with wine tastings at winery in Chianti Hills
    • Guided tour of Siena (Piazza del Campo, Cathedral, Contrade)
    Landmarks/POIs
    Leaning Tower of Pisa
    Pisa Cathedral
    Pisa Baptistery
    Chianti Hills
    San Gimignano
    Piazza del Campo
    Siena Cathedral
  7. Day 7

    Florence to Rome

    After breakfast, board a scenic train from Florence to Rome. The day is yours to relax, and your hotel is close to a train station or main attractions. Spend your time walking around the area near your hotel and getting oriented before the main sightseeing starts tomorrow.

    Meals
    Breakfast
    Landmarks/POIs
    Rome Train Station
  8. Day 8

    Rome

    After breakfast, you'll join a guided tour of Rome's main historical sites. Start at the Colosseum with skip-the-line entry and explore the amphitheater while your guide covers its history and you climb to the first floor. Then you'll walk through the Arch of Constantine and follow the Via Sacra to Palatine Hill and the Roman Forum. You'll see the Arch of Titus and the imperial homes like Palatine Stadium, Domus Augustana, and Domus Flavia. After that, head down to view the Basilica of Maxentius, Temple of Romulus, and other important structures. The tour finishes at the heart of the Roman Forum with views of the Curia, Arch of Septimius Severus, Tabularium, and Temple of Saturn.

    Meals
    Breakfast

    Included Activities

    • Colosseum guided tour with skip-the-line tickets
    • Arch of Constantine
    • Via Sacra walk
    • 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 Vestals, Curia, Arch of Septimius Severus, Tabularium, and Temple of Saturn
    Landmarks/POIs
    Colosseum
    Arch of Constantine
    Palatine Hill
    Roman Forum
    Arch of Titus
    Basilica of Maxentius
    Temple of Romulus
    Curia
    Arch of Septimius Severus
    Temple of Saturn
  9. Day 9

    Rome to Airport

    After breakfast, spend some time picking up last-minute souvenirs if you'd like. Then you'll be transferred to the airport based on when your flight leaves.

    Meals
    Breakfast
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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Insurance
  • Additional Services

Number of tours

103

Age Range

2 to 99 years old

Response time

5 hours

Response rate

100%

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Customer Reviews

  • Iconic Italian Cities reviewer 1
    · June 19th, 2024
    It was our first time visiting Italy and we...
    Show more
    Wonderful Holidays UK commented on this review
    Hello Patrick, Thank you so much for sharing your experience! We're honored you chose the Iconic Italian Cities tour for your very first visit to Italy, and we're delighted to hear it made exploring this beautiful country both enjoyable and... Show more
    Trip date: May 2024

Dates & Availability

Select departure month and travellers

Select Date

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2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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Ends on 12 Nov, 2025
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What our customers ask about this tour

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

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From
NZ $3,659 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

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Good to Know

Tour ID: 249090

  • Currency
    Euro
    Italy
  • Plugs & Adapters

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    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 January 29th, 2026 a full payment is necessary. For tours departing after January 29th, 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

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

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