Italy Holidays

From the Amalfi Coast to Tuscany’s cypress-lined valleys, from Venice’s improbable lagoons to Rome’s layered antiquity, Italy delivers beauty as a baseline expectation.

Why Italy

Italy manages something remarkable: it satisfies first-time visitors discovering the Colosseum or Michelangelo’s David while rewarding seasoned travellers who’ve returned a dozen times. The country’s regional diversity means you could spend years exploring and still encounter new wines, undiscovered hill towns, and culinary traditions specific to a single valley. From fashion capital Milan to baroque Sicily, from lake-ringed Alps to sun-soaked Puglia, Italy offers whatever you seek, just delivered with more style, flavor, and beauty than anywhere else manages.

Why Italy

Escape to Italy

Add your Do Not Disturb moment

  • Experience the Vatican as few ever do — in the calm of evening, guided by those who know its secrets best. This exclusive after-hours visit reveals the artistry and emotion behind the world’s most famous collection, offering time to pause, reflect, and truly see.

  • Step into Trastevere — the Rome locals keep for themselves. Wander ivy-lined streets with a private historian, meet artisans still shaping the city by hand, and pause for an unhurried meal in a hidden courtyard. A Do Not Disturb experience revealing the soul of Rome through ease and access.

  • Experience Rome’s culinary artistry in complete ease. From private gardens to hidden terraces, Roman Dining in Style is a Do Not Disturb moment where food, setting, and connection come together in perfect harmony.

  • Step beyond Rome’s busy streets into its quietest spaces. From Trastevere’s hidden courtyards to the grand gardens of Tivoli, The Roman Garden Escape is a Do Not Disturb experience designed for stillness, beauty, and time shared with those who matter most.

  • Step inside Rome’s greatest monument in rare quiet. The Colosseum, Unveiled is a Do Not Disturb experience that reveals the arena’s hidden layers — from its underground chambers to its silent grandeur — guided by those who know its stories best.

  • Step through the ruins that shaped the modern world. Walking Through Time: The Roman Forum Reimagined is a Do Not Disturb experience revealing where power, philosophy, and architecture first met — and how the story of civilization still echoes between these stones.

  • Step into Rome’s most enduring masterpiece. The Pantheon is a Do Not Disturb experience revealing the harmony between light, structure, and spirit — an encounter with timeless design that continues to define the modern world.

  • Step into the light and shadow of Caravaggio’s Rome. From hidden chapels to private collections, Caravaggio’s Rome is a Do Not Disturb experience that reveals the artist’s genius as it was meant to be seen — intimately, quietly, and in place.

  • See Rome through a modern lens. Modern Rome: Art, Design & Aperitivo is a Do Not Disturb experience revealing the city’s evolving creative spirit — from hidden studios and private galleries to an aperitivo shared above the skyline.

Travel Guides

  • Italy Overview

    Italy stretches from Alpine peaks to sun-soaked Sicily, creating a mosaic of regions that feel like distinct worlds. The north echoes France and Austria in culture and cuisine, while Sicily blends Italian, Greek, and Arab influences into something uniquely its own.

    Most first-time visitors follow the classic route: Rome’s ancient grandeur, Florence’s Renaissance art and Tuscan landscapes, and Venice’s dreamlike canals.

    Beyond the familiar, Italy rewards curiosity. The Lakes shimmer with quiet beauty. Milan pairs fashion and art, Piedmont produces world-class truffles and Barolo, and the Amalfi Coast dazzles with cliffside villages. Further south, Puglia’s whitewashed towns and Sicily’s temples and vineyards reveal another side of Italy altogether.

    Compact and well-connected, Italy invites exploration. High-speed trains link major cities, while private transfers and drivers make countryside travel relaxed and scenic.

  • Italy things to do

    Culture and Heritage

    Italy holds more UNESCO World Heritage sites than any other country. Beyond the icons like the Sistine Chapel, Uffizi, and St. Mark’s Basilica, we arrange private access that few experience: after-hours tours, exclusive Vatican viewings, and guided visits to historic palazzos rarely open to the public.

    Cuisine and Wine

    Regional flavors define Italy’s charm. Cook in Tuscan farmhouses, learn pasta-making with Bologna’s sfoglinas, or taste Parmesan at its source. Visit family vineyards in Tuscany, Piedmont, and Veneto, or join autumn truffle hunts in Piedmont and Umbria.

    Coastlines and Islands

    Charter a private boat along the Amalfi Coast to reach hidden coves and sea caves. Island-hop through the Aeolian Islands, explore Sardinia’s Costa Smeralda, or unwind beside the northern lakes where alpine air meets Mediterranean calm.

    Style and Design

    Milan leads the way in fashion, while Rome, Florence, and Venice combine couture with craftsmanship. Discover artisan studios creating leather goods, jewelry, and marbled paper, or visit during fashion weeks for access to designer showrooms.

  • Italy hidden gems

    Matera

    Once abandoned as a symbol of poverty, Matera’s ancient cave dwellings have been reborn. The limestone sassi now hold boutique hotels, quiet restaurants, and churches with Byzantine frescoes. The stark beauty feels timeless, which is why filmmakers often use it as Jerusalem’s double.

    Bologna

    Skip Florence’s crowds and head to Bologna. Beneath its porticoes, trattorias serve Emilia-Romagna’s finest: Parmigiano-Reggiano, Prosciutto di Parma, balsamic vinegar from Modena, and ragù alla bolognese. The city keeps its Renaissance grace without the rush. Nearby Modena adds Michelin stars and motor legends.

    Lecce

    Lecce glows in honey-coloured baroque. Called the Florence of the South, it feels refined yet relaxed. Around it, the Salento peninsula offers masserie turned luxury retreats, whitewashed coastal towns, and sunlit plates of seafood and vegetables. Authentic southern Italy, at an easier pace.

  • Italy Overview weather

    Spring (March–May)

    Spring delivers Italy at its finest. Temperatures range from mild to warm (15-25°C), perfect for city walking and countryside exploration. Easter week draws crowds but adds ceremonial atmosphere, particularly in Rome. Late April through May offers blooming landscapes without peak summer heat or crowds. This is prime time for Tuscany, Umbria, and the Lakes.

    Summer (June–August): Peak Season

    Summer brings heat (25-35°C) and crowds to major cities and coastal areas. Rome, Florence, and Venice become uncomfortably packed. Coastal regions like Amalfi, Cinque Terre, and Sardinia peak in July-August when Italians take their own holidays. Consider mountain regions (Dolomites, Lakes) or accept the heat in cities if summer is your only option. Book everything far in advance.

    Autumn (September–November)

    Early autumn rivals spring for ideal conditions. September offers summer warmth with thinning crowds. October delivers harvest season in wine regions, truffle hunting, and comfortable temperatures (15-25°C). November brings autumn colours and fewer tourists, though some coastal hotels close for the season. This is an excellent time for food-focused travel.

    Winter (December–February)

    Winter sees fewer tourists in cities and significantly lower prices. Rome, Florence, and Venice remain accessible with mild temperatures (5-15°C), though rain increases. Christmas markets add festive atmosphere. The Dolomites offer world-class skiing. Sicily and the south stay warmer than the north, making them attractive winter destinations.

  • Italy getting there

    Rome’s Fiumicino (FCO) and Milan’s Malpensa (MXP) serve as Italy’s primary international gateways, with direct flights from major North American, European, and Middle Eastern cities. Venice’s Marco Polo (VCE) handles significant international traffic, particularly from Europe. Regional airports in Naples, Pisa, and Bologna offer European connections.

    Premium travellers benefit from excellent business and first-class products on airlines like Alitalia’s successor ITA Airways, plus major European and Middle Eastern carriers serving Italy. The flight experience from North America takes 8-10 hours to Rome/Milan, making comfortable seating worthwhile for arrival ready to explore.

    Italy participates in the Schengen Agreement. US, UK, Canadian, Australian, and most European citizens can visit visa-free for up to 90 days within any 180-day period. Verify current requirements before booking as regulations can change.

    High-speed trains (Frecciarossa, Italo) connect major cities efficiently: Rome to Florence in 90 minutes, Milan to Venice in 2.5 hours. First-class carriages offer comfort and complimentary refreshments.

    Domestic flights efficiently reach Sicily, Sardinia, and for quick north-south connections. Rental cars provide freedom for countryside exploration, though Italian driving requires confidence and patience with narrow medieval streets.

Your journey doesn’t start with a booking. It starts with a conversation.

Tell us how you want to feel, we’ll take it from there.

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Editorials

Mantua 11 min read

Linked forever to Romeo’s exile, Mantua reveals a gentler side of northern Italy: refined streets, still waters, and Renaissance frescoes.

7 November 2025
Amalfi 9 min read

The Amalfi Coast’s two most sought-after towns, Amalfi and Positano, offer very different stays. Here’s how to choose the right one for you.

7 November 2025
Pompeii 12 min read

Pompeii’s ancient streets still echo with Roman life. Here’s how to explore the ruins with purpose, avoid the crowds, and experience history at the right pace.

7 November 2025

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