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2026

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2027

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $1,999 per person

Standard 8 nights Italy

9 days
•
From Milan to Rome
4.7 (3 reviews)
From
US $1,999 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

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2026

Jan
Feb
Mar
Apr
May
Jun
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Aug
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2027

Jan
Feb
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May
Jun
Jul
Aug
Sep
Oct
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2028

Jan
Feb
Mar
Apr
May
Jun
Jul
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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 60 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
Group Size 1 - 12
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)

    Optional Activities

    • Explore Centrale area and yellow trams
    • Visit Duomo Area and cathedral
    Landmarks
    Milan Centrale
    Milan Cathedral (Duomo)
  3. Day 2

    Lake Como - Bellagio

    Lake Como - Bellagio
    Meals
    Breakfast

    Included Activities

    • Lake Como and Bellagio tour
    • Walking tour of Como
    • Lake Como cruise with views of mountains and lakeside villas
    • Gondola ride Como to Brunate (winter season)

    Optional Activities

    • Free time in Bellagio for dining and exploration (summer)
    Landmarks
    Lake Como
    Como
    Bellagio
  4. Day 3

    Milan to Venice

    Milan to Venice
    Meals
    Breakfast

    Optional Activities

    • Explore Venice in late afternoon/evening
  5. Day 4

    Venice

    Venice
    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
    • Rialto Bridge viewing and exploration

    Optional Activities

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

    Venice to Florence

    Venice to Florence
    Meals
    Breakfast

    Optional Activities

    • Explore area around hotel
    • Visit Basilica of Santa Maria
    • Explore Piazza di Santa Maria Novella
    Landmarks
    Basilica of Santa Maria Novella
    Piazza di Santa Maria Novella
  7. Day 6

    Pisa - San Gimignano - Chianti - Siena

    Pisa - San Gimignano - Chianti - Siena
    Meals
    Breakfast, Lunch (Tuscan lunch paired with local wine tasting at winery in Chianti Hills)

    Included Activities

    • Excursion to Pisa with cathedral, baptistry, and monumental cemetery viewing
    • Tuscan lunch with local wine tasting at winery in Chianti Hills
    • Exploration of San Gimignano medieval village

    Optional Activities

    • Tickets to climb the Leaning Tower of Pisa
    • Guided tour of Siena with professional guide covering Piazza del Campo, cathedral, and contrade
    • Leisure time in Siena for coffee, panforte sampling, and shopping
    Landmarks
    Pisa Cathedral
    Leaning Tower of Pisa
    Pisa Baptistry
    Chianti
    San Gimignano
    Piazza del Campo
    Siena Cathedral
  8. Day 7

    Florence to Rome

    Florence to Rome
    Meals
    Breakfast

    Optional Activities

    • Explore lively areas around hotel
  9. Day 8

    Rome

    Rome
    Meals
    Breakfast

    Included Activities

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

    Rome Departure

    Rome Departure
    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

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What's Included

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

What's Not Included

  • Insurance
  • Optional
  • Additional Services
Platinum Operator
Rating
4.7 (358 reviews)
Response time
3 hours
Response rate
100%
Cancellation policy
Learn more

Traveler Moments

Traveler Reviews

4.7
Overall rating based on 3 Reviews
  • Itinerary
    4.5
  • Transport
    4.0
  • Guide
    4.0
  • Accommodation
    4.0
  • Food
    3.5
  • 4.7

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  • Verónica5.0•November 2025
    Great trip, team and support The trip was amazing, the team was great, always attentive and supportive. They followed...
    Show more
    Traveled in October 2025
    Reply from: Wanderful Holidays LLC
    Dear Veronica, Hearing that you felt supported throughout the journey is truly appreciated. Staying connected, being available when needed, and quietly keeping things on track are all part of how we like to work at Wanderful Holidays, so it’s lovely to know that came across during your travels. Your feedback and engagement along the way meant a lot to our team, and we’re grateful you took the time to share your experience. We’d be happy to help you plan another trip whenever the travel bug strikes again. Best regards, Sam
    Show more
  • Debashis4.0•June 2025
    Good itinerary for a quick visit to top 4 Cities in Italy. The organizers were very responsive. Good for first timers...
    Show more
    Traveled in May 2025
    Reply from: Wanderful Holidays LLC
    hello Debashis, Thank you so much for your kind words! We're delighted to hear that you enjoyed the itinerary and found our team responsive—it means a lot to us, especially coming from a first-time visitor or a busy traveler who trusted us with their plans. That said, we noticed the 4-star rating and want you to know—we truly hate losing even a single star. If there’s anything specific we could have done better, we’d genuinely appreciate hearing more. Your feedback helps us improve and ensures future travelers have an even better experience. We hope to welcome you again on another adventure soon! Regards Erica Wanderful Holidays
    Show more
  • Gina
    Gina5.0•May 2024
    We did a customized Italy tour plus 2 days Amsterdam at the end of our trip. The team was fantastic in getting us...
    Show more
    Traveled in May 2024
    Reply from: Wanderful Holidays LLC
    Dear Gina, Thank you for your fantastic feedback! We’re so pleased to hear that your customized tour from Wanderful Holidays through Italy and Amsterdam was just what you were hoping for. It’s great that our team was able to handle any questions or challenges efficiently and help make your trip stress-free. We truly appreciate your trust in us and look forward to helping you plan your next adventure! Team Wanderful
    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!
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  • From Friday
    30 Oct, 2026
    To Saturday
    7 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,399 per person
    Price based on Private Double Room
  • From Saturday
    31 Oct, 2026
    To Sunday
    8 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,399 per person
    Price based on Private Double Room
  • From Sunday
    1 Nov, 2026
    To Monday
    9 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,499 per person
    Price based on Private Double Room
  • From Friday
    6 Nov, 2026
    To Saturday
    14 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,399 per person
    Price based on Private Double Room
  • From Saturday
    7 Nov, 2026
    To Sunday
    15 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,299 per person
    Price based on Private Double Room
  • From Sunday
    8 Nov, 2026
    To Monday
    16 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,299 per person
    Price based on Private Double Room
  • From Friday
    13 Nov, 2026
    To Saturday
    21 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,199 per person
    Price based on Private Double Room
  • From Saturday
    14 Nov, 2026
    To Sunday
    22 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,099 per person
    Price based on Private Double Room
  • From Sunday
    15 Nov, 2026
    To Monday
    23 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,099 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Friday
    20 Nov, 2026
    To Saturday
    28 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$2,199 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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Try a different search term or ask a question to this adventure's experts
  • D

    Douglas

    Asked on August 9th, 2026

    My husband and I are very interested in this tour but want to ensure that we can have air conditioned rooms before booking.

    Accommodation
    • Wanderful Holidays LLCOperator•Written August 2026

      Since the tour you have selected includes **3-star hotels**, air conditioning is not guaranteed at all properties. Therefore, we recommend upgrading to **4-star accommodation**, where air conditioning is guaranteed.

      We have the same tour available with 4-star hotels under the name **"Italy: Cities and Lakes W/top Sightseeing & Train Rides – 4 Star."**

      We highly recommend choosing the **4-star option** for a more comfortable and reliable stay, especially regarding air conditioning.

  • G

    Gloria

    Asked on August 4th, 2026

    Can we start the tour in Rome and end in Milan?

    Tour Details
    • G

      Gloria

      Traveler•Written August 2026

      What accommodation is available for two seniors over 60 and one child aged 10 in 4-star hotels?

    • G

      Gloria

      Traveler•Written August 2026

      Can we stay at Residence Ca' Foscolo in Venice?

    • G

      Gloria

      Traveler•Written August 2026

      What is the protocol for missed trains and is a class upgrade possible for train tickets?

    • Wanderful Holidays LLCOperator•Written August 2026

      We can customize the itinerary according to your preferences. The itinerary is 8 nights with 2 nights in Rome, 2 nights in Florence, 2 nights in Venice, and 2 nights in Milan. Yes, it is possible to upgrade the train class. We can arrange the preferred train class based on your requirements.

    • G
      G
      3 more answers
  • A

    Alex

    Asked on July 19th, 2025

    What time does the train arrive in Rome on day 7, we want to see if we can visit the Vatican and if there would be enough time

    Tour Details
    Transport
    • Wanderful Holidays LLCOperator•Written July 2025

      We can book the train according to your preferred timing. Since you're interested in visiting Vatican City, we can arrange a mid-morning train so you can enjoy the Vatican tour in the afternoon. Alternatively, if you prefer, we can book a guided Vatican City tour that includes the Sistine Chapel and St. Peter's Basilica for USD 118.00 per person.

  • G

    Gabriella

    Asked on February 25th, 2025

    Are next-day activities confirmed in advance?

    Tour Details
    Travel Support
    • Wanderful Holidays LLCOperator•Written February 2025

      Yes, you will receive confirmations regarding the next day's activities through instant messaging.

  • A

    Anastasia

    Asked on December 11th, 2024

    Is transportation provided from the hotel to the train station?

    Transport
    • Wanderful Holidays LLCOperator•Written December 2024

      Train station transport is not included, but the train stations are within a short walking distance.

  • B

    Belinda

    Asked on August 22nd, 2024

    Are gluten-free meal options available?

    Meals
    • Wanderful Holidays LLCOperator•Written August 2024

      All hotels have gluten-free options available but special requests can be made to ensure your requirements are met.

  • I

    Iraia

    Asked on July 29th, 2024

    Can I link bookings for multiple travelers?

    Payments
    • Wanderful Holidays LLCOperator•Written July 2024

      Yes, bookings can be linked, and you should provide the necessary details via email.

  • S

    Simon

    Asked on July 8th, 2024

    Will there be a guide available during the tour?

    Tour Details
    Travel Support
    • Wanderful Holidays LLCOperator•Written July 2024

      Guides will be available during sightseeing and excursions only.

  • C

    Clare

    Asked on May 15th, 2024

    We are interested in visiting Florence, Rome & Venice in June, 2025. 8 adults, two children. Need 4 rooms, three rooms with two adults in each, then one room with two adults sharing with two children. 10 days would be good.

    Accommodation
    Tour Details
    • Wanderful Holidays LLCOperator•Written May 2024

      We will organise 3 x Doubles and 1 Suite / Family room for the 2 Adults and 2 Children. So we are able to place your rooms on the same floor / closest possible to each other, we would request you to try and firm up your bookings sooner. Also this will allow us to allocate the best of our guides for your tour.

  • R

    Roberto

    Asked on April 28th, 2024

    Are there child accommodations and arrangements available?

    Accommodation
    Age Range
    • Wanderful Holidays LLCOperator•Written April 2024

      Yes, special bedding arrangements can be made for children in the same room.

Can’t find the answer to your question?
Reach out to the experts at Wanderful Holidays LLC with your enquiry, they usually respond within 3 hours.

Good to know

Tour ID: 242367

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 $96.

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  • € - 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.

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From
US $1,999 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 60 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

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