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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
US $4,399 per person

8 Nights Italy tour with 5 Star Stays & Business class train rides

9 days
From Milan to Rome
4.7
3 traveler reviews
From
US $4,399 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

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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

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
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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
Group Size 2 - 10
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Arrival in Milan

    Start point
    Aeroporto di Milano Malpensa (MXP), Superstrada Malpensa 2000, Ferno, Varese 21010, Italy (Airport train station)

    Optional Activities

    • Explore the Centrale area and see the historic buildings
    • Visit the Duomo Area and the beautifully architected Church
    • Explore the fashion district
    Landmarks
    Milan Centrale
    Duomo di Milano
    Itinerary Image 1
  2. Day 2

    Lake Como Excursion

    Meals
    Breakfast

    Included Activities

    • Walking tour of Lake Como town and Como
    • Lake Como cruise with views of snow-peaked mountains and luxury lakeside villas
    • Hotel pick-up and transfer

    Optional Activities

    • Visit Bellagio village for dining and exploration (summer)
    • Gondola ride from Como to Brunate (winter)
    Landmarks
    Como
    Lake Como
    Bellagio
    Brunate
  3. Day 3

    Milan to Venice

    Meals
    Breakfast

    Optional Activities

    • Explore Venice independently in the late afternoon and evening
    Landmarks
    Venice
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Venice Gondola Ride and Walking Tour

    Meals
    Breakfast

    Included Activities

    • Gondola ride along Grand Canal and minor canal areas
    • Guided walking tour between Piazza San Marco and Rialto Bridge
    • Visit to Teatro la Fenice
    • View of Rialto Bridge and historical palaces from the water

    Optional Activities

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

    Venice to Florence

    Meals
    Breakfast

    Optional Activities

    • Explore the area around the hotel near Basilica of Santa Maria Novella
    • Visit Piazza di Santa Maria Novella
    Landmarks
    Basilica di Santa Maria Novella
    Piazza di Santa Maria Novella
    Itinerary Image 1
  6. Day 6

    Tuscany: Pisa, Chianti, San Gimignano, and Siena

    Meals
    Lunch (Tuscan lunch paired with local wine tastings at a traditional winery in the Chianti Hills)

    Included Activities

    • Morning excursion to Pisa with cathedral, baptistery, and monumental cemetery
    • Tuscan lunch with local wine tastings at a traditional winery in Chianti Hills
    • Exploration of medieval village of San Gimignano

    Optional Activities

    • Climb the Leaning Tower of Pisa (ticket purchase required)
    • Guided tour in Siena with professional guide to explore Piazza del Campo, cathedral, and contrade
    • Leisure time in Siena for coffee, shopping, and sampling local panforte
    Landmarks
    Leaning Tower of Pisa
    Pisa Cathedral
    Pisa Baptistery
    Chianti Hills
    San Gimignano
    Piazza del Campo
    Siena Cathedral
  7. Day 7

    Florence to Rome

    Meals
    Breakfast

    Optional Activities

    • Explore the lively areas around the hotel independently
    Itinerary Image 1Itinerary Image 2
  8. Day 8

    Rome: Colosseum, Roman Forum, and Palatine Hill

    Meals
    Breakfast

    Included Activities

    • Guided tour of Colosseum with skip-the-line tickets
    • Exploration of Colosseum's interior and first floor
    • Visit to Arch of Constantine
    • Walking tour of Palatine Hill with imperial residences
    • Guided exploration of Roman Forum including Via Sacra, Basilica of Maxentius, Arch of Titus, temple and house of the Vestals, Curia, Arch of Septimius Severus, and Tabularium
    Landmarks
    Colosseum
    Arch of Constantine
    Palatine Hill
    Roman Forum
    Via Sacra
    Basilica of Maxentius
    Arch of Titus
    Temple and House of the Vestals
    Curia
    Arch of Septimius Severus
    Tabularium
    Temple of Saturn
    Palatine Stadium
    Domus Augustana
    Domus Flavia
  9. Day 9

    Departure from 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
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What's Included

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

What's Not Included

  • Flights
  • Insurance
  • Additional Services
4.7
(342 reviews)

Number of tours

66

Age Range

1 to 99 years old

Response time

3 hours

Response rate

96%

Our Holidays are designed to offer the best of experiences, with all...

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Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

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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  • V
    November 4th, 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
  • D
    June 13th, 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
  • 8 Nights Italy tour with 5 Star Stays & Business class train rides reviewer 3
    May 8th, 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

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 28 Apr, 2026
  • From Saturday
    25 Apr, 2026
    To Sunday
    3 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $5,199 per person
    Multiple Room Types
  • From Sunday
    26 Apr, 2026
    To Monday
    4 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,399 per person
    Multiple Room Types
  • From Friday
    1 May, 2026
    To Saturday
    9 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,599 per person
    Multiple Room Types
  • From Saturday
    2 May, 2026
    To Sunday
    10 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,699 per person
    Multiple Room Types
  • From Sunday
    3 May, 2026
    To Monday
    11 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,599 per person
    Multiple Room Types
  • From Friday
    8 May, 2026
    To Saturday
    16 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,699 per person
    Multiple Room Types
  • From Saturday
    9 May, 2026
    To Sunday
    17 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,699 per person
    Multiple Room Types
  • From Sunday
    10 May, 2026
    To Monday
    18 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,999 per person
    Multiple Room Types
  • From Friday
    15 May, 2026
    To Saturday
    23 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,699 per person
    Multiple Room Types
  • From Saturday
    16 May, 2026
    To Sunday
    24 May, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $4,799 per person
    Multiple Room Types
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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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  • S

    Sandra

    Asked on April 1st, 2025

    What types of accommodation are available for the tour?

    Accommodation
    • Wanderful Holidays LLCOperatorWritten April 2025

      The accommodations will be in 4-star hotels to meet accessibility needs, so they must have elevators.

  • A

    Azhar

    Asked on March 20th, 2025

    How will I receive my trip documents?

    Travel Support
    • Wanderful Holidays LLCOperatorWritten March 2025

      Your final trip documents will be available on your booking page, which you can download.

  • F

    Florina-Andreea

    Asked on March 12th, 2025

    What transportation arrangements are included in the tour?

    Transport
    • Wanderful Holidays LLCOperatorWritten March 2025

      The tour includes various transportation arrangements including train journeys and transfers, ensuring comfortable travel throughout.

  • G

    Geneviève

    Asked on February 24th, 2025

    What should I do if I need additional luggage services?

    Other
    • Wanderful Holidays LLCOperatorWritten February 2025

      While we currently do not offer luggage transfer services in Italy, a drive companion can be booked for transport between your hotel and the train station.

  • S

    Siegfried

    Asked on November 27th, 2024

    Will meals be included during the tour?

    Meals
    • Wanderful Holidays LLCOperatorWritten November 2024

      Breakfast is included at the accommodations, and further meal details will be provided closer to your travel date.

  • T

    Trekking

    Asked on October 14th, 2024

    How can I confirm airport transfers for my arrival and departure?

    Flights / Transfers
    • Wanderful Holidays LLCOperatorWritten October 2024

      You will have the details of your airport transfers in your confirmation vouchers, which are already confirmed.

  • J

    Jean

    Asked on September 2nd, 2024

    Are there adjustments made for travelers with movement limitations?

    Travel Support
    • Wanderful Holidays LLCOperatorWritten September 2024

      Yes, the itineraries can be adjusted to accommodate those with movement limitations, including ensuring all hotels have appropriate facilities.

  • M

    Marie-France

    Asked on August 3rd, 2024

    Can I get a quote for pre and post-tour accommodation?

    Accommodation
    Price / Availability
    • Wanderful Holidays LLCOperatorWritten August 2024

      We can provide a quote for pre and post-tour accommodation at the same hotels used during the tour.

  • T

    Teresa

    Asked on June 15th, 2024

    Can I make special requests regarding the itinerary?

    Tour Details
    Travel Support
    • Wanderful Holidays LLCOperatorWritten June 2024

      If you have specific requests or changes to the itinerary, please let us know, and we will do our best to accommodate them.

  • P

    Patricia Isabel

    Asked on May 5th, 2024

    When will hotel details be confirmed?

    Accommodation
    • Wanderful Holidays LLCOperatorWritten May 2024

      Actual hotel information will be provided about 4-6 weeks before your departure.

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.
From
US $4,399 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:

Good to Know

Tour ID: 242397

  • 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 June 21st, 2026 a full payment is necessary. For tours departing after June 21st, 2026, a minimum payment of 25% is required to confirm your booking with Wanderful Holidays LLC. 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 60 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 Wanderful Holidays LLC will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Wanderful Holidays LLC" 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