Tailor-Made Italy Vacations

These itineraries give you a starting point for planning your Italy trip, highlighting reliable routes and featuring some of our favourite places to stay. Use them for ideas, as each trip is individually designed for you with many more options available.


Few countries stir the imagination like Italy. Luxury travel to this country will feel like every region is its own world; you might stand in the shadow of the Colosseum in the morning, drift through the canals of Venice by afternoon, and end your day with a meal rooted in centuries-old tradition.

Italy stands out because it's a country that can offer it all. Here, food lovers will find Michelin-starred dining and rustic farm-to-table feasts while art enthusiasts can walk through open-air museums in Florence and Milan. Then there's the wellness seekers who can unwind in ancient thermal baths or book private spa treatments overlooking the Tuscan hills. There's also the curated wine tastings and countryside bike rides as well as opera nights in Verona and private yacht charters in Capri, which makes the possibilities for indulgence seem endless.

Our luxury Italy vacations here at Revigorate are thoughtfully crafted to reflect the depth and diversity of this destination. We offer everything Italy has to offer: immersive cultural experiences, coastal and seaside escapes, wellness retreats, culinary adventures, and more. Trust us that each one will be built around what inspires you most.

The custom Italy itineraries above are just an example of what’s possible. Every journey with Revigorate is fully bespoke and designed around you. Let us create a tailor-made Italian escape that feels as if it were made just for you!


Start planning your bespoke holiday

Let us know what you love, where you want to go, and we’ll design a one-of-a-kind adventure you’ll never forget.

Get in touch
Miriam, Europe & Africa Expert

Miriam

Europe & Africa Expert

Romina, Europe & Africa Expert

Romina

Europe & Africa Expert

Catiane, Europe & Africa Expert

Catiane

Europe & Africa Expert

Discover Italy

Things to do in Milan, Italy

Milan

Italy’s wealthiest city, Milan is high-tech, fast-paced, and very cosmopolitan. It is the capital of the Lombardy region and stretches from sparkling Lake Como to the majestic Alps. Read More ...

Things to do in Venice, Italy

Venice

Venice, the City of Canals defies reason as it floats above the lagoon on ancient stilts. The streets are made of water and the Grand Canal is its Main Street. Read More ...

Things to do in, Genoa, Italy

Genoa

Genoa is Italy's largest seaport and capital of Liguria, a region that stretches from the French border to the edge of Tuscany. Read More ...

Things to do in Rome, Italy

Rome

The magnificence of Rome, the Eternal City, can be experienced through its art and architecture, food and fashion, and diverse neighborhoods. Read More ...

Things to do in Florence, Italy

Florence

Florence, the birthplace of the Renaissance, is a living museum tucked into the rolling Tuscan hills.  Read More ...

Things to do in Amalfi Coast, Italy

Amalfi Coast

The Amalfi Coast is one of the world’s most spectacular drives. Sun-bleached towns cling to craggy cliffs along a winding 50-kilometre stretch of coastline an hour south of Naples. Read More...

Things to do in Italian Riviera

Italian Riviera

The expansive region of Liguria stretches from the French border to the edge of Tuscany. Its eastern half, known as the Italian Riviera, includes Portofino, the Cinque Terre, and La Spezia.  Read More ...

Things to do in Dolomites, Italy

Dolomites

The Dolomites, Italy’s dramatic limestone crown with its distinct and jagged peaks, offer some of the best Alpine experiences in Europe.  Read More ...

Things to do in Italian Lake District

Italian Lake District

Italy's stunning Lake District (Italian: Grandi laghi prealpini) has long inspired artists, writers, and the rich and famous with its sleepy hillside villages, glacial turquoise water, and dramatic alpine landscapes.  Read More ...

Things to do in Umbria, Italy

Umbria

Umbria, referred to as “the heart of Italy" is known for its velvety green hills, medieval towns, and rich history. Its dreamy landscapes, dotted with ancient towers and vineyards, evoke a sense of timelessness. Read More ...

Things to do in Campania, Italy

Campania

The enchanting region of Campania unfurls from its bustling capital, Naples, along dramatic coastlines, into the picturesque countryside and out to the stunning volcanic islands of Capri and Ischia.  Read More ...

Things to do in Sicily, Italy

Sicily

Sicily, just off the southwestern tip of Italy, is the largest island in the Mediterranean. Travelers are drawn to its rich history, sandy coves, and dramatic landscapes, including Mount Etna, the world’s most active volcano. Read More ...

Why the Dolomites Are Europe’s Best Kept Secret

Why the Dolomites Are Europe’s Best Kept Secret 

The air is thinner here, scented with pine and wildflowers, and the silence carries weight. The Dolomites, a jagged crown of limestone peaks in Northern Italy, feel less like a destination and more like a revelation. Read More ...

How to Plan a Stress-Free Luxury Honeymoon in Venice

How to Plan a Stress-Free Luxury Honeymoon in Venice

Escape the tourist traps and discover how to plan a peaceful, romantic Venice honeymoon including where to stay, when to go, and what to skip. Read More ...

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Frequently Asked Questions

  • How should I plan a trip that combines several regions of Italy?

    The best way to combine regions in Italy is to follow logical geography and fast transport links. High-speed trains connect the north, centre, and south seamlessly, while scenic drives or private transfers fill the gaps. Most travellers begin in a major hub such as Milan, Venice, Florence, Rome, or Naples and branch out from there in one continuous route rather than backtracking.

  • Which regions combine best for a Northern Italy itinerary?

    Northern Italy offers effortless combinations thanks to its rail and road networks.

    Top pairings include:

    • Lombardy + Veneto + Emilia-Romagna: Milan, Lake Como, Verona, Venice, Bologna, Parma.
    • Lombardy + Piedmont + Liguria: Turin, Langhe wine region, Genoa, and the Ligurian coast.
    • Veneto + Trentino-Alto Adige (Dolomites) + Lombardy: Venice, Bolzano, Lake Garda, Milan.

    These routes combine art cities, lakes, vineyards, and mountains, all connected by high-speed trains and scenic drives.

  • What are the best region combinations in Central Italy?

    Central Italy is defined by art, countryside, and timeless charm.

    The most natural routes are:

    • Tuscany + Umbria + Lazio: Florence, Siena, Perugia, Orvieto, and Rome.
    • Tuscany + Liguria: Florence, Lucca, and the Cinque Terre coast.

    These areas are close together and linked by regional trains, making them ideal for slow travel, fine dining, and exploring medieval towns.

  • How can I combine regions in Southern Italy?

    Southern Italy rewards those who mix coastlines with culture.

    • Campania + Basilicata + Puglia: Naples, Amalfi Coast, Matera, Alberobello, and Lecce.
    • Sicily + Calabria: Taormina, Catania, Messina, and Reggio Calabria via ferry.

    The routes are easy to follow by car or train, with short flights between larger hubs like Naples, Bari, and Catania.

  • What about the Italian Islands? Can they be combined with the mainland?

    Yes. The islands connect beautifully with mainland Italy or neighbouring countries.

    • Sicily + Malta: Short flights connect Palermo or Catania with Valletta.
    • Sardinia + Corsica: Direct ferry between Santa Teresa di Gallura and Bonifacio.
    • Rome + Naples + Sicily: Fast train to Naples, then a short flight to Sicily.

    These combinations work best for longer itineraries of two to three weeks.

  • How do the Dolomites fit into an Italy trip?

    The Dolomites are a highlight of Northern Italy, spanning Trentino-Alto Adige and Veneto.

    They combine naturally with:

    • Venice: Easy access to Cortina d’Ampezzo.
    • Lake Garda and Milan: Via Bolzano or Verona.
    • Austria: Via the Brenner Pass to Innsbruck.

    The Dolomites pair beautifully with Venice and the lakes, offering a seamless mix of Alpine luxury and Italian culture.

  • What is the most efficient high-speed train route through Italy?

    For travellers who prefer train travel over driving, the classic route is:

    Milan → Florence → Rome → Naples

    This “golden line” connects four of Italy’s greatest cities in under six hours total, making it perfect for first-time visitors or those who value convenience.

  • Do I need a car to explore multiple regions?

    Not always. Italy’s Frecciarossa and Italo high-speed trains link all major cities efficiently. However, a car or private driver is highly recommended for countryside areas such as:

    • The Tuscan and Umbrian hills
    • The Amalfi Coast and Puglia’s villages
    • The Dolomites and Lake District

    Combining both — trains between cities and private transfers in rural areas — provides the most comfortable experience.

  • How much time should I allow for a multi-region trip?
    • 1 week: Two close regions (e.g. Tuscany + Rome or Venice + Dolomites).
    • 10–14 days: Three or four regions in one direction (e.g. Milan → Lakes → Venice → Dolomites).
    • 3 weeks or more: North, Central, and South Italy in one extended journey.

    The key is to focus on quality, not quantity, and allow time to truly enjoy each destination.

  • When is the best time to combine multiple regions?
    • Spring (April–June): Lush countryside, mild weather, and fewer crowds.
    • Autumn (September–October): Wine harvests, golden light, and ideal temperatures.
    • Winter (December–March): Best for combining cities with skiing in the Dolomites.
    • Summer (July–August): Lively coastal atmosphere, though expect crowds and heat in the south.
  • Can I extend an Italy trip into neighbouring countries?

    Yes. Italy’s borders make it easy to add a cross-country touch of luxury:

    • Switzerland: From Milan to Lake Lugano or the Bernina Express route.
    • France: From Liguria into the Côte d’Azur (Nice, Monaco).
    • Austria: From Bolzano through the Brenner Pass to Innsbruck or Salzburg.

    All are reachable by high-speed train or short private transfer.

  • What is the best combination for a first trip to Italy?

    For first-time visitors seeking balance, the most elegant combination is:

    Venice → Florence → Rome → Amalfi Coast

    It captures Italy’s art, architecture, cuisine, and coastal beauty in one seamless journey.

  • What is a tailor-made vacation with Revigorate?

    A tailor-made vacation means your journey is created entirely around you. Every route, hotel, and experience is custom-designed to match your interests and travel style. Whether it’s a romantic escape through Tuscany or a culinary adventure in France, we turn your ideas into a seamless, one-of-a-kind itinerary.

  • Can you design a tailor-made trip within my budget?

    Yes. We believe luxury is about experience, not price. Revigorate works within your budget to deliver the best quality and value, using trusted local partners to create exceptional stays and experiences that feel effortless.

  • Why choose Revigorate for a bespoke Italy or Europe vacation?

    Because every journey we design is personal, refined, and unforgettable. Our team crafts bespoke itineraries across Italy, Spain, Portugal, France, and beyond, handling every detail — from private tours to fine dining — so you can simply enjoy the journey.


Start planning your bespoke holiday

Let us know what you love, where you want to go, and we’ll design a one-of-a-kind adventure you’ll never forget.

Get in touch
Miriam, Europe & Africa Expert

Miriam

Europe & Africa Expert

Romina, Europe & Africa Expert

Romina

Europe & Africa Expert

Catiane, Europe & Africa Expert

Catiane

Europe & Africa Expert

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