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2025

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2026

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2027

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The Best Of Italy By Train

12 days
From Milan to Naples
5.0
5 traveler reviews

No departure dates available

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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

    Arrival in Milan

    You'll arrive in Milan and head to your accommodation at your own pace. Get settled in and take some time to rest before the tour kicks into full gear tomorrow.

  2. Day 2

    Milan

    Join a guided small group tour of Milan Duomo Cathedral with skip-the-line access. You'll walk up to the rooftop terrace for views across the city, then go inside to see the ornate interior with its massive columns, naves, and stained glass windows that took over 1,000 years to complete.

    Meals
    Breakfast

    Included Activities

    • Guided tour of Milan Duomo Cathedral rooftop with skip-the-line access
    • Guided tour of Milan Duomo Cathedral interior
    Landmarks/POIs
    Milan Duomo Cathedral
  3. Day 3

    Milan to Venice

    Make your way to Milan Train Station this morning and board a high-speed train headed to Venice. After arriving, you'll transfer to your accommodation in the lagoon city, so you'll be settled by late afternoon or early evening.

    Meals
    Breakfast
  4. Day 4

    Venice

    A guided small group tour takes you through two of Venice's main sites. First, St. Mark's Basilica where you'll skip the lines and see the golden mosaics and the famous Horses of St. Mark's before climbing to the balcony. After that, you visit the Doge's Palace to learn about the city's government and history, including a walk across the Bridge of Sighs.

    Meals
    Breakfast

    Included Activities

    • Guided tour of St. Mark's Basilica with skip-the-line access
    • Guided tour of Doge's Palace
    • Bridge of Sighs viewing
    Landmarks/POIs
    St. Mark's Basilica
    Doge's Palace
    Bridge of Sighs
  5. Day 5

    Venice to Florence

    Head to Santa Lucia Train Station this morning and take a high-speed train to Florence. Once you arrive at the station, get yourself to your hotel. The afternoon is yours to wander through the streets and get a feel for the city on your own terms.

    Meals
    Breakfast
  6. Day 6

    Tuscany Day Trip

    You'll travel by air-conditioned vehicle on a guided small group tour through Tuscany. First, there's a scenic stop for views, then you'll explore Siena's historic center and main square. Later comes a homemade lunch and wine tasting at a family vineyard in Chianti, followed by time in the medieval town of San Gimignano before heading back to Florence.

    Meals
    Breakfast, Lunch (Traditional homemade lunch in Chianti)

    Included Activities

    • Guided tour of Siena
    • Traditional homemade lunch in Chianti
    • Wine tasting at family-owned vineyard
    • Guided tour of San Gimignano
    • Scenic stop at Florence panoramic viewpoint
    Landmarks/POIs
    Siena Cathedral
    Piazza del Campo
    San Gimignano
  7. Day 7

    Florence to Rome

    Make your way to Florence S. Maria Novella Train Station this morning and board a high-speed train to Rome. After you arrive, transfer to your accommodation in the city and settle in for the next part of your trip.

    Meals
    Breakfast
  8. Day 8

    Rome

    Join a guided small group tour of the Vatican Museums and Sistine Chapel with skip-the-line access. Your guide will bring you through a preferred entrance and walk you through galleries of tapestries and maps, plus Raphael's rooms, before reaching the famous chapel ceiling.

    Meals
    Breakfast

    Included Activities

    • Guided tour of Vatican Museums with skip-the-line access
    • Guided tour of Sistine Chapel
    • Visit to Gallery of Tapestries
    • Visit to Geographical Maps
    • Visit to Raphael's rooms
    Landmarks/POIs
    Vatican Museums
    Sistine Chapel
  9. Day 9

    Rome to Sorrento

    Head to Rome Termini Station this morning and board a high-speed train to Naples. A private driver meets you there and takes you to Vico Equense on the Sorrento Coast, making a 2-hour stop in Pompeii along the way so you can see the ancient ruins.

    Meals
    Breakfast

    Included Activities

    • 2-hour stop in Pompeii Archaeological Park

    Optional Activities

    • Guided visit of Pompeii Archaeological Park
    Landmarks/POIs
    Pompeii Archaeological Park
  10. Day 10

    Amalfi Coast

    A guided small group drive takes you along the Amalfi Coast hitting several villages. You'll check out Positano with its fashion boutiques and narrow streets, see the Parish Church of Santa Maria Assunta with its iconic dome, then visit Amalfi to view the Cathedral of Sant'Andrea. The final stop is Ravello, perched on the hillside with views and known for its music festivals at Villa Rufolo. You'll head back to Sorrento by evening.

    Meals
    Breakfast

    Included Activities

    • Guided tour of Positano
    • Visit to Parish Church of Santa Maria Assunta
    • Guided tour of Amalfi
    • Visit to Cathedral of Sant'Andrea
    • Guided tour of Ravello
    • Visit to Villa Rufolo
    Landmarks/POIs
    Positano
    Parish Church of Santa Maria Assunta
    Amalfi
    Cathedral of Sant'Andrea
    Ravello
    Villa Rufolo
  11. Day 11

    Sorrento Coast

    This day is yours to choose how you spend it. You have several options including a trip to Capri by boat, a sea-based tour of the Amalfi Coast, a visit to Paestum to see ancient ruins and try authentic mozzarella, or time in Naples. You can decide now or wait and pick once you're settled in Vico Equense.

    Meals
    Breakfast

    Optional Activities

    • Isle of Capri visit
    • Amalfi Coast boat tour
    • Paestum excursion with Magna Graecia archaeological site and mozzarella cheese tasting
    • Naples city tour
  12. Day 12

    Departure

    After breakfast, a transfer takes you to Naples Airport or Naples Central Station depending on how you're heading home.

    Meals
    Breakfast
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What's Included

Expand All
  • Accommodation
  • 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

  • Flights
  • Insurance
  • Additional Services

Where You'll Stay

All accommodations are subject to change

Number of tours

21

Age Range

10 to 99 years old

Response time

within 1 day

Response rate

100%

Flag Travel Holidays is US Tour Operator. Flag Travel Holidays offers...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Overall Rating
    Excellent
    5.0
  • Itinerary
    Excellent
    5.0
  • Guide
    Excellent
    5.0
  • Transport
    Excellent
    4.8
  • Accommodation
    Excellent
    5.0
  • Food
    Excellent
    5.0
  • 4.6
  • CF
    · September 15th, 2024
    The overall experience was wonderful! There was no guide which in our case, was a bonus because we weren't herded around in a big group. We enjoy exploring on our own. Would have liked more information on transportation rail system. Once hotels were selected, would have been nice to say "Find the Naples train and get off at the 5th stop" when arriving at a new city. Appreciated having hotels walking distance from the high speed train stops. Considered it a great bonus when we had a terrace off our room! Every hotel was unique and lovely.
    Show more
    Flag Travel Holidays commented on this review
    Thank you so much for sharing your detailed review! We're delighted to hear that you enjoyed the flexibility of exploring on your own and appreciated the convenience of the hotels being close to high-speed train stops. It's wonderful to know the terrace... Show more
    Trip date: August 2024
  • A
    · January 16th, 2024
    The Best of Italy tour surpassed expectations! From comfortable hotels to knowledgeable guides, every detail was impeccable. The curated tours revealed Italy's charm, making each moment unforgettable. An enriching experience that perfectly captured the essence of this beautiful country!
    Show more
    Trip date: March 2020
    Review collected by Flag Travel Holidays
  • A
    · January 16th, 2024
    The Best of Italy by Train tour package surpassed my expectations! From the awe-inspiring sights to seamless logistics, it was a dream. The hotels were comfortable, the guides knowledgeable, and the tours perfectly curated. Traveling by train added an enchanting touch, offering scenic views and a relaxed pace. Every moment felt like a discovery, from Rome's ancient allure to Venice's romantic canals. It was a truly enriching experience, and I'd highly recommend it to anyone seeking an authentic Italian adventure.
    Show more
    Trip date: March 2020
    Review collected by Flag Travel Holidays
  • A
    · January 16th, 2024
    The Best of Italy By Train tour exceeded all expectations! The seamless train transportation made the journey a breeze, offering stunning views along the way. The leisure days were a delightful addition, allowing for exploration at a relaxed pace. From the captivating cities to the picturesque countryside, every stop was a treasure trove of culture and beauty. This package flawlessly blended convenience with the freedom to savor Italy's charms. An unforgettable adventure that I'd highly recommend to anyone seeking an immersive Italian experience!
    Show more
    Trip date: March 2020
    Review collected by Flag Travel Holidays
  • A
    · January 16th, 2024
    The Best of Italy by Train tour was an incredible experience! The itinerary showcased Italy's beauty seamlessly. While most hotels were delightful, the Milan one could've been more central. Nonetheless, the excursions were fantastic, offering breathtaking sights and insightful experiences that made this journey unforgettable.
    Show more
    Trip date: March 2020
    Review collected by Flag Travel Holidays

What our customers ask about this tour

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

    Julien

    Asked on March 29th, 2025

    Are there emergency contacts available during the trip?

    Travel Support
    • Flag Travel HolidaysOperatorWritten March 2025

      Yes, emergency contact numbers will be provided on your vouchers.

  • F

    Federica

    Asked on January 5th, 2025

    Will meals be provided during the tour?

    Meals
    • Flag Travel HolidaysOperatorWritten January 2025

      Yes, meals such as lunch and wine tastings are included on specific tours.

  • M

    Max

    Asked on December 16th, 2024

    How do I ensure that my group is seated together during train travels?

    Group size
    Transport
    • Flag Travel HolidaysOperatorWritten December 2024

      You can request to sit together during train journeys and we will do our best to accommodate.

  • K

    Kevin

    Asked on September 18th, 2024

    What to do if I have a medical emergency on the trip?

    Travel Support
    • Flag Travel HolidaysOperatorWritten September 2024

      Emergency numbers are included on your vouchers for any urgent situations.

  • M

    Michelle

    Asked on August 28th, 2024

    Can I modify my travel dates?

    Price / Availability
    Tour Details
    • Flag Travel HolidaysOperatorWritten August 2024

      Yes, we can accommodate changes to your travel dates upon request.

  • B

    Bernadette

    Asked on August 3rd, 2024

    What is the total cost for the tour?

    Price / Availability
    • Flag Travel HolidaysOperatorWritten August 2024

      The total cost for the tour with two double rooms is 7216 EUR.

  • M

    Manon

    Asked on July 4th, 2024

    Can I extend my stay after the tour?

    Tour Details
    Travel Support
    • Flag Travel HolidaysOperatorWritten July 2024

      Yes, additional nights can be arranged based on availability.

  • G

    Gisela

    Asked on May 15th, 2024

    How will I receive my tickets?

    Travel Support
    • Flag Travel HolidaysOperatorWritten May 2024

      Tickets and vouchers will be sent through the platform and can be found in attachments.

  • P

    Patrick

    Asked on January 2nd, 2024

    Do I need a visa for this tour?

    Visa
    • Flag Travel HolidaysOperatorWritten January 2024

      Visa requirements depend on your nationality, please check the local regulations.

  • M

    Marisol

    Asked on December 14th, 2023

    What payment methods are accepted?

    Payments
    • Flag Travel HolidaysOperatorWritten December 2023

      You can make payments via credit card on the platform.

Can’t find the answer to your question?
Reach out to the experts at Flag Travel Holidays with your enquiry, they usually respond within 1 day.

No departure dates available

No dates, no problem! Subscribe to our newsletter to receive:

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Plan your adventure:

Good to Know

Tour ID: 257879

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from New Zealand 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 January 6th, 2026 a full payment is necessary. For tours departing after January 6th, 2026, a minimum payment of $50 is required to confirm your booking with Flag Travel Holidays. 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 65 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 Flag Travel Holidays will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Flag Travel Holidays" 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