Italy Itineraries

A custom-made vacation in Italy is a celebration of all that is dolce: good food, great wine, fabulous hotels and gorgeous people. Italy's heady mix of art, architecture, beaches and beautiful scenery is hard to resist so we suggest you give in to its obvious charms and take your time to soak up one of Europe's most vibrant cultures.

Italy offers enormous diversity and a custom-made vacation or luxury honeymoon in Italy works incredibly well for romantics who want to cherry pick from Italy's many exquisite highlights. Meanwhile for a luxury family vacation in Italy, Tuscany is always a firm favourite, along with Sicily and Sardinia for wonderful beaches, child-friendly hotels and great food the kids will love.

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Each itinerary below is just the starting point, treat them simply as inspiration. Tell us your budget/wishlist/preferred length of stay and we'll help you select the best hotels and experiences, so your vacation is custom-made for you.

All Luxury Holiday Ideas in Italy

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A Fashion Holiday in Italy

Milan, Florence and Rome in Style

Italy

From $10,500 per person

Travel to: Florence and Tuscany, Milan, Italian Lakes & Northern Italy, Rome, Umbria & Central Italy

A Grand Tour Of Italy

An All Encompassing Italian Adventure

Italy

From $6,300 per person

Travel to: Amalfi Coast & Capri, Emilia-Romagna, Florence and Tuscany, Milan, Italian Lakes & Northern Italy

A Luxury Holiday To Puglia

Explore Italy's Secret South

Italy

From $1,550 per person

Travel to: Puglia & The Deep South

A Taste of Tuscany

Food, Wine & Luxury Hotels In Italy

Italy

From $2,950 per person

Travel to: Florence and Tuscany

A WEEK IN AMALFI

Family Escape to Italy

Italy

From $2,850 per person

Travel to: Amalfi Coast & Capri

Andrea Bocelli Live in Tuscany

Food & Music Escape to Lajatico

Italy

Travel to: Florence and Tuscany

BYWAYS FROM BOLOGNA

Escape to Emilia-Romagna

Italy

From $900 per person

Travel to: Emilia-Romagna, Milan, Italian Lakes & Northern Italy

Escape to Florence, Montepulciano & Chianti

Highlights of Tuscany Holiday

Italy

From $1,800 per person

Travel to: Florence and Tuscany

European Capitals in Style

Ultimate Vacation to Paris, Madrid & Rome

France, Spain and Italy

From $6,150 per person

Travel to: Madrid, Paris, Rome, Umbria & Central Italy

Family Holiday to Rome & Tuscany

Gladiators & Gelato

Italy

From $6,500 per person

Travel to: Florence and Tuscany, Rome, Umbria & Central Italy

Food, Culture and Views: Holiday to Puglia and the Amalfi Coast

Classic Italy

Italy

From $2,900 per person

Travel to: Amalfi Coast & Capri, Puglia & The Deep South

FROM VENICE TO THE DOLOMITES

Active Family Adventure to Italy

Italy

From $3,690 per person

Travel to: Milan, Italian Lakes & Northern Italy, Venice & the Veneto

Gladiators, Galleries and Gondolas

Italy in Classic Style

Italy

From $2,050 per person

Travel to: Florence and Tuscany, Rome, Umbria & Central Italy, Venice & the Veneto

Glamorous Capri, Sorrento and Sicily Holiday

Stunning Southern Italy

Italy

From $3,150 per person

Travel to: Amalfi Coast & Capri, Sicily & Aeolian Islands

Honeymoon to Italy & Croatia

Venice, Dubrovnik & Korcula

Italy & Croatia

From $2,650 per person

Travel to: Dalmatian Coast & Islands, Venice & the Veneto

Italy On The Orient Express

London To Florence By Train

Italy & UK

From $5,350 per person

Travel to: Florence and Tuscany, Venice & the Veneto

LAGOONS & LAMBRETTAS

Northern Italy in Classic Style

Italy

From $2,050 per person

Travel to: Florence and Tuscany, Milan, Italian Lakes & Northern Italy, Venice & the Veneto

LONDON, PARIS & VENICE ON THE VENICE SIMPLON-ORIENT-EXPRESS

Icons of Europe by Luxury Train

Italy, France & UK

From $6,550 per person

Travel to: London, Paris, Venice & the Veneto

Luxury Honeymoon On The Amalfi Coast

Praiano, Capri & Ravello

Italy

From $3,500 per person

Travel to: Amalfi Coast & Capri

Luxury Italian Holiday: Venice, Tuscany, Rome and Amalfi

The Best of Italy

Italy

From $5,600 per person

Travel to: Amalfi Coast & Capri, Florence and Tuscany, Rome, Umbria & Central Italy, Venice & the Veneto

Milan To Lake Como Luxury Holiday

Old-School Italian Luxury

Italy

From $3,650 per person

Travel to: Milan, Italian Lakes & Northern Italy

PEARLS OF THE VENETO

Escape to Venice & its Secret Hinterland

Italy

From $1,800 per person

Travel to: Venice & the Veneto

Rome, Amalfi Coast & Capri Holiday

Living La Dolce Vita

Italy

From $3,350 per person

Travel to: Amalfi Coast & Capri, Rome, Umbria & Central Italy

Sicily By Car With The Kids

A Luxury Family Holiday In Sicily

Italy

From $2,850 per person

Travel to: Sicily & Aeolian Islands

THE TRIP

Delicious Italy in a Mini Cooper

Italy

From $5,350 per person

Travel to: Amalfi Coast & Capri, Florence and Tuscany, Milan, Italian Lakes & Northern Italy, Rome, Umbria & Central Italy

The Ultimate Sicily Road Trip

Luxury Holiday in Sicily

Italy

From $1,200 per person

Travel to: Sicily & Aeolian Islands

THROUGH BAROLO TO THE CINQUE TERRE

Escape to Liguria

Italy

From $2,050 per person

Travel to: Milan, Italian Lakes & Northern Italy

VENICE TO SORRENTO WITH THE BAMBINI

Family Vacation to Italy

Italy

From $2,700 per person

Travel to: Emilia-Romagna, Florence and Tuscany, Rome, Umbria & Central Italy, Venice & the Veneto

Watch Italy's Palio di Siena

A Tailor-Made Trip to Watch Siena's Famous Horse Race in 2020

Italy

From $2,745 per person

Travel to: Florence and Tuscany

WILD MOUNTAINS & TURQUOISE SEA

Family Adventure & Beach Vacation in Sardinia

Italy

From $2,600 per person

Travel to: Sardinia

YOUR JOURNEY STARTS HERE

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