Italy's Grand Tour from Milan to the Amalfi Coast

When

March–October

Price

From $11,665 pp excl. flights

How long

14 nights ideal length

Ideal For

Food & Wine

Romance & Honeymoon

Overview

Experience the best of Italy through an unforgettable journey filled with cultural marvels, culinary delights, and coastal charm. Begin in Rome with guided tours of ancient landmarks and a hands-on market-to-table cooking class. Travel to the Amalfi Coast for breathtaking views and an optional visit to Capri. Head north to admire Michelangelo’s David, sample Tuscan wines in San Gimignano, and stand before da Vinci’s Last Supper in Milan. Discover the elegance of Lake Como, then glide through Venice’s romantic canals by gondola. Handpicked experiences - from a private fashion walk to a scenic Vespa ride - can be tailored with your Destination Expert to make the journey uniquely yours.

Highlights

  • Walk in the footsteps of gladiators at the Colosseum and cook Italian classics with a chef.
  • Behold the Amalfi Coast’s coastal gems - Amalfi, Positano, and Ravello with your guide.
  • Admire Michelangelo’s David, taste Tuscan wine, and visit da Vinci’s Last Supper in Milan.
  • Cruise Venice’s canals on a gondola, explore Murano’s glass and Burano’s lace traditions.
  • Personalize your journey with curated add-ons - from a private Vespa ride to a fashion tour.

Itinerary Summary

Day
Place
Day 1

Rome: Benvenuti!

  • Be warmly welcomed with private airport transfer and meet & greet service.
  • Receive your customized Italy Welcome Package with travel essentials.

Day 2

Rome: Ancient Wonders by Day & Night

  • Discover the Colosseum and Roman Forum on a 3-hour private tour.
  • Enjoy a magical evening walk through Rome’s illuminated streets and monuments.

Day 3

Rome: Market to Table

  • Shop Rome’s local markets and join a chef for a hands-on cooking class with lunch.

Day 4

From Rome to Sorrento

  • Private station transfer and high-speed train to Naples (1 hr. 15 mins.).
  • Continue to Sorrento with a scenic drive along the coast.

Day 5

Amalfi Coast: Beauty in Every Bend

  • Spend the day exploring Amalfi, Positano, and Ravello on a private guided tour.

Day 6

Sorrento: Relax or Set Sail

  • Morning at leisure to explore Sorrento or relax by the sea.
  • Optional self-guided day trip to the island of Capri.

Day 7

Pompeii & Onward to Florence

  • En route to Naples station, tour the ruins of Pompeii with a local guide.
  • Business class train to Florence (3 hrs.), then private transfer to your hotel.

Day 8

Florence: Renaissance Reimagined

  • Discover Florence’s masterpieces on a private tour of the Accademia & Pitti Palace.

Day 9

Tuscany: Wine & Hilltop Towns

  • Day trip to San Gimignano & Siena with wine tasting and farmhouse lunch.

Day 10

Milan: Masterpieces Await

  • Train to Milan (1 hr. 45 mins.), then visit city highlights including The Last Supper.

Day 11

Lake Como: Elegance by the Water

  • Explore Como & Bellagio with a private guide and visit to Villa Melzi.

Day 12

Venice: From Rails to Canals

  • Business class train to Venice with station meet & greet and water taxi transfer.
  • Begin your Venice experience with a classic walking tour and evening gondola ride.

Day 13

Venice: Artisan Islands

  • Visit Murano for a glass-blowing demo and Burano for traditional lace-making.

Day 14

Venice: Farewell in Style

  • Enjoy a private airport transfer with assistance for your departure.

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Detailed Itinerary

Day 1

Rome

Welcome to Rome

Be greeted upon arrival by your personal English-speaking assistant, waiting just beyond customs with a sign bearing your name. They’ll escort you to your private vehicle, accompany you to your hotel, and assist with check-in, ensuring a seamless start to your Italian journey.

A personalized Welcome Package awaits you, filled with essential documents and tickets for your upcoming adventures.

Day 2

Rome

Relics of the Roman Empire

Join your expert guide and private transport for a fascinating half-day exploration of ancient Rome. Skip the lines at the awe-inspiring Colosseum, where you’ll hear gripping tales of gladiators and emperors. Stroll through the Roman Forum, imagining the dramatic speeches and ceremonies of bygone centuries. Your guide will bring the ruins to life with captivating stories and hidden insights before returning you to your hotel.

Note: Colosseum tickets are subject to availability 30 days in advance.

As night falls, your driver will take you to Trevi Fountain for a guided evening walk. Bathed in golden light, Rome’s monuments transform under the stars. Toss a coin into the famed fountain, admire the illuminated Pantheon, and stand in awe at the bustling Piazza Navona. Conclude with a relaxing transfer back to your hotel.

Day 3

Rome

Market Finds & Italian Flavors

Your culinary day begins with a visit to the lively Campo de’ Fiori market, guided by your private chef. Together, you’ll browse stalls brimming with fresh produce and authentic ingredients. After the market, travel to a professional kitchen for a hands-on cooking session where you’ll prepare a traditional three-course Italian meal. Enjoy your delicious creations over lunch, paired with wine, water, and coffee, before returning to your hotel.

Day 4

Rome, Naples, Sorrento

From the Capital to the Coast

Start your morning with a private transfer to the train station. Board a high-speed train to Naples, where a second driver awaits to whisk you off to Sorrento. This scenic transition from cityscape to coastal charm sets the tone for the next leg of your journey.

Day 5

Sorrento

Coastal Jewels of the Amalfi

Today, venture along the iconic Amalfi Coast with your private guide. From the cascading pastel homes of Positano to Amalfi’s historic center and Ravello’s serene gardens, each town offers a unique charm. Visit cathedrals, stroll scenic streets, and take in sweeping coastal views. Conclude the day with a relaxed return to Sorrento.

Day 6

Sorrento

Island Escape (Optional)

Spend your morning at leisure enjoying Sorrento’s cafés or boutique shops. For those seeking adventure, opt for a self-guided visit to Capri, easily accessible via hydrofoil. Explore chic Capri Town, the peaceful lanes of Anacapri, or ascend Monte Solaro by chairlift for breathtaking views. Return on your own schedule.

Note: Hydrofoil and cable car tickets are not included and must be purchased separately.

Day 7

Sorrento, Naples, Florence

Ruins and Renaissance

Depart Sorrento with a private driver and stop at the legendary ruins of Pompeii for a privately guided tour. Explore ancient homes, frescoes, and forums preserved by volcanic ash. Afterward, continue to Naples for your train ride to Florence. Upon arrival, another driver will escort you to your hotel.

Day 8

Florence

A Walk Through the Renaissance

Meet your local guide for an inspiring walk through Florence’s artistic heart. Begin at the Accademia Gallery to see Michelangelo’s David, then continue to the Palatine Gallery in Palazzo Pitti. Admire Renaissance masterpieces by Titian, Raphael, and Caravaggio as your guide shares the stories behind the art. Your tour concludes in the historic center with time for personal discovery.

Day 9

Florence

Tuscan Treasures

Today, journey to the medieval towns of San Gimignano and Siena with your private driver. Explore the cobbled alleys and ancient towers of San Gimignano before heading to a farmhouse for a Tuscan lunch and wine tasting. In Siena, meet a local guide to tour the magnificent Piazza del Campo, Palazzo Pubblico, Torre del Mangia, and the awe-inspiring Siena Cathedral.

Day 10

Florence, Milan

Milan Bound

Enjoy a private transfer to the train station and relax during your journey to Milan. Upon arrival, set out with your guide and driver to explore the city’s historic gems. See the majestic Duomo, tour Sforza Castle, and view the famed Last Supper fresco (subject to availability) at Santa Maria delle Grazie. Return to your hotel for a peaceful evening.

Day 11

Milan

Lakeside Elegance

Depart Milan for a full-day tour of Lake Como and Bellagio. In Como, stroll through the historic center with your guide, visiting the 15th-century cathedral and Villa Olmo. Continue to Bellagio to explore charming streets and the stunning gardens of Villa Melzi before returning to Milan.

Day 12

Milan, Venice

Venice Unveiled

Transfer to the train station for your scenic ride to Venice. Upon arrival, meet your assistant and glide across the canals to your hotel via private water taxi. In the afternoon, embark on a guided walking tour through St. Mark’s Square, the Doge’s Palace, and Rialto Bridge. Later, relax on a classic gondola ride through Venice’s romantic waterways, with views of the Ca’ d’Oro and other iconic sights.

Day 13

Venice

Artistry on the Islands

Set out across the lagoon to Murano and Burano with your escort. Witness traditional glassblowing at a historic Murano workshop, then continue to Burano to explore colorful canals and visit a lace-making atelier. With time to shop or simply wander, return to Venice full of vibrant memories.

Day 14

Venice

Farewell, Venice

Conclude your Italian adventure with a private water taxi to the airport. Your English-speaking assistant will ensure a smooth and stress-free departure as you bid arrivederci to Italy.

More Information

Made to Order

  • Choose from a range of places to stay, from impeccable five-star hotels to equally outstanding boutique ones.
  • Tailor your trip to include a wide variety of activities, from the must-see’s to the lesser-known, local experiences, and even the exclusive ones you may not know about.
  • With no fixed dates or set schedules, you can explore on your terms.
  • Whether you’re celebrating one of life’s big moments or looking to fulfill a personal journey, we always work with you to ensure we’re creating a trip-of-a-lifetime.

What’s Included

  • A fully customized itinerary based on your interests and schedule
  • 24/7 in-destination support from our local office
  • All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
  • A private driver for tours and transfers (in some countries our local private guides also act as your driver - your Destination Expert will discuss with you if applicable)
  • Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
  • A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
  • Breakfast each morning at your hotel, plus any meals indicated in the itinerary
  • One suitcase and one carry-on per person for trip transfers

What’s not Included

  • Your international airfare – please do let your expert know if you’d like to receive pricing from our Air Team
  • Travel insurance, which we offer and can be purchased after you’ve booked your tour
  • Visas (unless noted)
  • Tips for services and experiences
  • Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
  • Excess baggage charges, and where applicable, baggage not included in your fare
  • Personal charges such as laundry, phone calls, SIM cards or room service
  • Early check-in or late check-out from hotels (unless otherwise specified)
  • Additional sightseeing, activities and experiences outside of your itinerary
  • Optional enhancements like room or flight upgrades, or local camera or video fees
  • Passport fees, immunization costs, and local departure taxes (when applicable)

Protect your travel

  • We recommend travel protection. Between missed connections, lost or delayed luggage, or medical emergencies, you want some peace of mind that your travel investment is well protected.
  • No matter who you buy from, please consider purchasing a travel protection plan before you travel.

14 days starting from $11,665 per person

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