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Milan Vacation Packages


Milan is Italy's window on Europe, its most sophisticated and high-tech metropolis. La Scala, its landmark, is one of Europe's most prestigious opera houses. Milan is one of Europe's top shopping cities, with an incredible concentration of sophisticated, high style boutiques - and that's only fitting because Milan is the dynamo of the Italian fashion industry. Dolce & Gabbana, Ferré, Krizia, Moschino, Prada, Armani, and Versace have all catapulted to international stardom from design studios based here. Inevitably, shopping is of almost religious significance.

Best Milan Vacation Packages:

Rome - Florence - Venice - Lake Como - Milan by Train

10 nights from $1,435*

Combine several of the most popular cities in Italy!. Visit Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food) after that, visit Florence (Italy’s Tuscany region, is home to Renaissance art and architecture) and then, Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges). Continue to Lake Como (natural beauty of its setting and for the handsome villas on its shores) and finally, enjoy Milan (fashion and high-tech capitals of the world; Duomo Cathedral and Vittorio Emanuele II shopping arcade). Transportation between cities are all by trains.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

5 Customer Reviews

Customize and Book!


Other Milan Vacation Packages:

Milan

Milan

Hotels & Activities

Travel Guide

  • Discover Milan

    Milan exudes an irresistible allure, seamlessly intertwining its rich past with a modern, cosmopolitan flair. The majestic Duomo Cathedral dominates the skyline, symbolizing the city’s historic significance. Renowned as a global fashion capital, Milan’s streets are a runway of style, while its dynamic arts scene captivates with a blend of tradition and innovation. As night falls, Milan comes alive with bustling cafes and chic bars, offering a taste of la dolce vita beneath the city lights.

Regions of Italy

  • Tuscany and Hill Towns

    Tuscany is a vibrant, lush and alluring region. From all-time favorite, San Gimignano and Cortona, to lesser known gems like Massa Marittima, Pitigliano and Anghiari, each one has its own distinctive atmosphere.

  • Amalfi Coast

    It offers a sea with intense colors and coasts packed with bays, coves and rock faces plus ancient pathways, some of which date back 2,000 years. Its mountains plunge steeply into a sea, creating cute coves, cliffs and small beaches.

  • Cinque Terre

    Cinque Terre means Five Lands, and this popular area offers five miles of rocky coast with small villages born in the 11th Century as fortresses overlooking the sea, in the midst of two capes with hundreds of miles of paths.


  • Puglia (Heel of Italy)

    Puglia is situated in the southernmost region of Italy boasting stunning coastline, quaint little towns, beautiful sunsets in the countryside and for some people it is the gateway to Greece from the port of Brindisi.

  • Sicily

    One of the pearls of Southern Italy, Sicily is rich in UNESCO World Heritage Sites: the archeological area of Agrigento, the famous Valley of the Temples, and Syracuse with the Necropolis of Pantalica.

  • Italian Lakes

    Adored by romantic poets, statesmen and royalty, the beautiful Italian lakes are stunning, with mountains that descend to meet the lakeshore and lakeside towns and sumptuous gardens spilling down the waters edge.

  • Italian Riviera

    The Italian Riviera is a spectacular coastline on the Ligurian Sea extending from the Italian-French border to Capo Corvo, near La Spezia and offering luxuriant mountains to the north and east and the Mediterranean to the south.

  • Emilia Romagna

    The region of Emilia Romagna is gorgeous and varied. A landscape that spreads between the Po River Valley, along the Reno and the Panaro Rivers, and the Appennino chain of mountains that forms Italy`s backbone.

  • The Veneto

    The Veneto is a stunning region situated in the northeast corner of Italy. Bound on the west by Lake Garda, on the north the Dolomite Mountains and on the east by the Adriatic Sea, Veneto offers amazing sunset views.

  • Sardinia

    A voyage over an emerald sea, past characteristic coves and snow white sandy beaches lies enchanting Sardinia. This beautiful getaway surprises visitors with its blend of traditions and a wild pure nature.

  • Umbria and Hilltowns

    Umbria offers a union of art, nature, peace which is brought to climax in its Renaissance masterpieces and small medieval towns in the hills. It is the only Italian Region having neither a coastline or a border with other countries

See Regions of Italy

Highlights of Italy

  • Italian Wine Regions

    The country boasts thousands of vineyards found in many of its regions which produce hundreds of famous varieties of wine, from the bold reds in the hills of Tuscany to crisp sparkling wines in the northern lakes region.

  • Italian Cuisine

    From haute cuisine to street vendors, Italy’s food is authentic and surprising - pizza and pasta are only the tip of the iceberg when it comes to the diverse array of unforgettable dishes to enjoy with family or friends.

  • Italian Seaside Resorts

    Sunny days spent on lounge chairs, swimming in beautiful azure waters, and indulging in gelato – this description could define any Italian Seaside Resort trip. Italy is home to one of the biggest islands in the Mediterranean sea, Sicily.

SUGGESTED Milan VACATION PACKAGES:

  • Rail to Road: Milan - Venice - Florence - Rome and Sorrento
    13 nights from $1,980*
  • Italy with its sophisticated north to its beautiful Neapolitan Riviera. Start in Milan (a fashion and shopping capital) and after that, continue by train to Venice (set on gorgeous canals, intimate Gondola rides), Florence (home to many masterpieces of Renaissance art and architecture) and Imperial Rome (the Eternal City, with the Colosseum, the Roman Forum and delicious food). From there with your Rental Car drive drive southern Italy to Sorrento (overlooking the Bay of Naples, this coastal town is famous for its Limoncello liquor and good base for visiting the ancient sites of Pompeii and Herculaneum). Drive to Naples to drop off the car and take your flight returning home.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Milan and out of Naples
    • Hotel for 3 nights in Milan
    • Train from Milan to Venice
    • Hotel for 2 nights in Venice
    • Train from Venice to Florence
    • Hotel for 2 nights in Florence
    • Train from Florence to Rome
    • Hotel for 3 nights in Rome
    • Rental Car for 4 days
    • Pick Up: Rome Downtown/Drop Off: Naples Airport
    • Hotel for 3 nights in Sorrento
    • Driving Time
      Rome - Sorrento: 3 hrs. 35 mins. approx.
      Sorrento - Naples Airport: 1 hr. 40 mins. approx.



  • Florence - Cinque Terre - Milan - Lake Como by Train
    10 nights from $1,638*
  • Some Italy`s destinations by train!. Visit Florence (home to many masterpieces of Renaissance Art and architecture) and next, the amazing Cinque Terre (five miles of rocky coast with five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths). Continue to Milan (one of the fashion and high-tech capitals of the world; known for The Duomo Cathedral and Vittorio Emanuele II shopping arcade) and Lake Como (famous for the natural beauty of its setting and for the handsome villas on its shores). Get back to MIlan for one last stay, before returning home.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Florence and out of Milan
    • Hotel for 3 nights in Florence
    • Train from Florence to La Spezia (entry to Cinque Terre)
    • Hotel for 2 nights in La Spezia
    • Train from La Spezia to Milan
    • Hotel for 2 nights in Milan
    • Train from Milan to Lake Como
    • Hotel for 2 nights in Lake Como
    • Train from Lake Como to Milan
    • Hotel for 1 night in Milan


  • Milan - Lake Como - Venice - Florence - Rome by Train
    12 nights from $6,231*
  • Sample Italy by train with all its best spots!. Start with a visit to Milan (a fashion and shopping capital) then, proceed by train for visits to Lake Como (a favorite destination for celebrities; Italy`s most famous lake); Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and imperial Rome (stunning architecture like the Colosseum and the Roman Forum and delicious food).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Milan and out of Rome
    • Hotel for 2 nights in Milan
    • Train from Milan to Lake Como
    • Hotel for 2 nights in Lake Como
    • Train from Lake Como to Venice
    • Hotel for 2 nights in Venice
    • Train from Venice to Florence
    • Hotel for 3 nights in Florence
    • Train from Florence to Rome
    • Hotel for 3 nights in Rome


  • Rail to Road: Milan - Venice - Florence - Rome and Amalfi
    13 nights from $2,352*
  • Sample Italy from its sophisticated North to its beautiful Amalfi Coast. Start with a visit to Milan (a fashion and shopping capital) and after that, continue by train to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and Imperial Rome (the Eternal City, with the Colosseum and the Roman Forum and delicious food). From there with your Rental Car drive along the Italy’s southwest coast, to Amalfi (with its picturesque seaside colorful villages with steep and narrow streets, cliffs, and beaches).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Milan and out of Naples
    • Hotel for 3 nights in Milan
    • Train from Milan to Venice
    • Hotel for 2 nights in Venice
    • Train from Venice to Florence
    • Hotel for 2 nights in Florence
    • Train from Florence to Rome
    • Hotel for 3 nights in Rome
    • Rental Car for 4 days
    • Hotel for 3 nights in Amalfi
    • Driving Time
      Rome - Amalfi: 3 hrs. 55 mins. approx.
      Amalfi - Naples: 1 hr. 35 mins. approx.



  • UNESCO World Heritage Sites of Italy from Rome - Florence - Venice - Milan
    14 nights from $3,806*
  • Perhaps it is no surprise that Italy tops the list for UNESCO World Heritage Sites, with its wealth or history, culture, art ... etc. Discover the best of the best, from the ruins at Pompeii to medieval villages of Tuscany, to the romantic canals of Venice, the inspiring Last Supper at the Santa Maria delle Grazie in Milan and beyond... during your stays in Rome (the Eternal City, with its stunning architecture), Florence (birthplace of the Renaissance), Venice (gorgeous canals, intimate Gondola rides under sculpted bridges) and Milan (majestic Duomo Cathedral and Vittorio Emanuele II shopping arcade).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Rome and out of Milan
    • Hotel for 4 nights in Rome
    • Train from Rome to Florence
    • Hotel for 4 nights in Florence
    • Train from Florence to Venice
    • Hotel for 3 nights in Venice
    • Train from Venice to Milan
    • Hotel for 3 nights in Milan

      Sample of Included Tours:
    • See Rome in One Day Comprehensive Tour
    • Day Trip to Pompeii UNESCO Heritage Site
    • Day Trip to Tivoli w/ Hadrians and Villa Deste from Rome
    • Night Time City Tour in Florence
    • Day Trip to Lucca and Pisa from Florence
    • Day Trip to Cinque Terre from Florence
    • Day Trip to Siena and San Gimignano from Florence
    • Night Tour of Venice
    • Canal Cruise around Venice
    • Guided City Tour plus The Last Supper by Da Vinci in Milan
    • Visit The Duomo in Milan

      Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.


  • Milan - Como - Venice by Train
    9 nights from $1,314*
  • Visit Italy with style!. Combine sophisticated Milan (a fashion capital), beautiful Lake Como (home to international celebrities and stunning scenery) and romantic Venice (set on gorgeous canals, intimate Gondola rides, palaces and sculpted bridges) with train rides.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Milan and out of Venice
    • Hotel for 3 nights in Milan
    • Train from Milan to Lake Como
    • Hotel for 3 nights in Como
    • Train from Lake Como to Venice
    • Hotel for 3 nights in Venice


  • Lakes and Mountains Self Drive (Milan - Lake Garda - The Dolomites - Venice)
    8 nights from $1,676*
  • Take in the majestic scenery of Italy, from its famous lakes to the imposing Dolomites Mountains to its landmark cities! Visit Milan (a fashion capital), Desenzano del Garda (a resort town on the southern shore of Lake Garda), Bolzano (in the South Tyrol province, set in a valley amid hilly vineyards in the Dolomites), Cortina D'Ampezzo (part of the Dolomiti Superski area, which encompasses the Falzarego Pass, with its downhill runs) and Venice (the romantic city set on canals). A rental car gives you the freedom to explore at your own pace and customize your itinerary day by day as the mood strikes!

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Milan and out of Venice
    • Hotel for 1 night in Milan
    • Rent a car for 6 days (Pickup in Milan and drop-off on arrival in Venice)
    • Hotel for 2 nights in Lake Garda
    • Hotel for 1 night in Bolzano
    • Hotel for 2 nights in Cortina D'Ampezzo
    • Hotel for 2 nights in Venice


  • Rome - Florence - Venice - Milan for Foodies
    15 nights from $3,090*
  • All the Italian Flavors!. Get to taste a bit of it all with this flexible vacation package designed for foodies.... From best street food and markets, to learn to make your own pizza and pasta to sampling favorite sweets and coffees and unforgettable Dinner Experiences... all during your stay in Rome (the Eternal City, with its stunning architecture), Florence (birthplace of Renaissance art and architecture), Venice (gorgeous canals and intimate Gondola rides under sculpted bridges) and Milan (fashion and high-tech capital; with the Duomo Cathedral and Vittorio Emanuele II shopping arcade).

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Rome and out of Milan
    • Hotel for 4 nights in Rome
    • Train from Rome to Florence
    • Hotel for 4 nights in Florence
    • Train from Florence to Venice
    • Hotel for 4 nights in Venice
    • Train from Venice to Milan
    • Hotel for 3 nights in Milan

      Sample of Included Tours:
    • Trastevere Food Tour in Rome
    • Pizza Making Class in Rome
    • Sweet Eats Tour around Rome
    • Dinner In Rome
    • Food and Markets Tour around Florence
    • Italian Cooking Class in Florence
    • Dinner Experience in Florence
    • Food Tasting Tour around Venice
    • Rialto Market Food Tour in Venice
    • Italian Dining Experience in Venice
    • Guided Food Tour around Milan
    • Italian Cooking Class in Milan

      Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.


  • Family Friendly Rome - Florence - Venice - Milan
    More details
  • One of our most popular vacation packages in Italy to enjoy with the family!. Discover Rome (the Eternal City), after that, is Florence (birthplace of the Renaissance art and architecture), then, continue to Venice (set on gorgeous canals and intimate Gondola rides under sculpted bridges) and finish at Milan (fashion, high-tech capital; with the Duomo Cathedral and the Vittorio Emanuele II shopping arcade). The whole family will enjoy the Guided City Tours around their main city landmarks attractions, museums and outdoor spaces.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Rome and out of Milan
    • Hotel for 4 nights in Rome
    • Train from Rome to Florence
    • Hotel for 3 nights in Florence
    • Train from Florence to Venice
    • Hotel for 3 nights in Venice
    • Train from Venice to Milan
    • Hotel for 3 nights in Milan

      Sample of Included Tours:
    • Family Colosseum and Roman Forum Tour in Rome
    • Family Friendly City Tour at Night in Rome with Pizza
    • Family Friendly Mythology and History Tour in Rome
    • Family Friendly Vatican Tour with the Sistine Chapel
    • Guided City Tour in Florence
    • Visit Uffizi and Accademia Museums in Florence
    • Venice City Tour
    • Visit to Doge`s Palace and St Mark`s Basilica in Venice
    • Family Friendly City Tour in Milan
    • Visit The Duomo in Milan

      Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.


  • The Best of Rome - Florence - Venice - Milan
    16 nights from $4,117*
  • Truly Italia!. Experience Rome (the Eternal City, with its stunning architecture and delicious food), Florence (birthplace of the Renaissance art and architecture), Venice (gorgeous canals, intimate Gondola rides under sculpted bridges) and Milan (fashion, high-tech capital with majestic Duomo Cathedral) by Guided Tours that allow you to discover all their aspects, from main monumets and landmarks, first Class Museums to food stalls and Markets.

    What Makes Tripmasters Vacation Packages Different?
    Unique, fully custom approach to vacation planning
    Choose your preferred flight cabin class
    Select up to 14 nights in each city during your stay
    Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
    Add transfers, activities and experiences, and more services to enhance your vacation
    Live phone and chat support
    Included:
    • Flight into Rome and out of Milan
    • Hotel for 4 nights in Rome
    • Train from Rome to Florence
    • Hotel for 4 nights in Florence
    • Train from Florence to Venice
    • Hotel for 4 nights in Venice
    • Train from Venice to Milan
    • Hotel for 4 nights in Milan

      Sample of Included Tours:
    • Guided City Tour in Rome
    • Colosseum, Palatine Hill and Roman Forum Tour in Rome
    • Vatican Museums and Sistine Chapel Tour from Rome
    • Night Time City Tour in Florence
    • Visit Uffizi and Accademia Museums in Florence
    • Food and Markets Tour around Florence
    • Canal Cruise around Venice
    • Rialto Market Food Tour in Venice
    • Visit to Doge`s Palace and St Mark`s Basilica in Venice
    • Guided City Tour in Milan
    • Guided Food Tour around Milan
    • Duomo and Terraces Tour in Milan

      Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.


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CUSTOMER REVIEWS

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