Fly & Drive Trips to ItalyCrafted Just for You

Embark on a fly and drive tour of Italy and explore the country's breathtaking landscapes and historic towns.

  • 100% custom itineraries

  • Off-the-beaten path destinations

  • More locations & things to do

Why lovers of Italian travel

love Trips 2 Italy

We don't just plan vacations; we craft once-in-a-lifetime experiences.

Personalized Vacations

No two vacations are alike, which is why we start by listening, and then tailor each trip into the most unique Italian travel experience.

Custom Itineraries

We plan your perfect Italian vacation down to the smallest detail, including hidden dining suggestions and sites that only an Italian would know.

Italy Obessed

Our founder Tommaso De Poi was born and raised in Lake Como, and he has made it his life work to share the wonders of Italy with the world.

Decades of Experience

For over 20 years, Trips 2 Italy has perfected the art of creating the most memorable Italian vacations for our thousands of happy clients.

Fly & Drive Tours by Trips 2 Italy

Perfectly planned, 100% unique

Set off on a fly and drive adventure through Italy and immerse yourself in its stunning landscapes and ancient towns.

Describe your ideal trip

Start with a simple, 4 question survey that takes just 2 minutes to complete

We’ll design a custom itinerary based on your interests and no one else’s.

Get a custom itinerary

Including everything you’ll need for a perfect trip to Italy

Crafted by experts in Italian travel with over 30 years of experience

Take the perfect vacation

One of kind experiences you can’t get anywhere else

Backed by our exclusive Flexible Travel guarantee

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We take care of every detail

You get the perfect trip

Custom
Itineraries
Itineraries

First-class
Accommodations
Accommodations

Authentic
Food & Wine
Food & Wine

Local
Guided Tours
Guided Tours

Effortless
Connections
Connections

Flexible
Planning
Planning

We take care of every detail

You get the perfect trip

Custom
Itineraries

First-class
Accommodations

Authentic
Food & Wine

Local
Guided Tours

Effortless
Connections

Flexible
Planning

Why more people travel

With Trips 2 Italy

We know you have options when booking your trip. Find out what truly sets Trips2Italy apart from the rest.

One of a Kind

Fly & Drive Trips to Italy

At Trips 2 Italy, we understand that every travel story is as unique as the adventurer crafting it, and our specialization lies in tailoring bespoke fly-and-drive experiences across Italy. Our talent rests in curating custom itineraries that suit your distinct desires, ensuring that every road you traverse and every sight you explore aligns with your interests. Whether you're eager to immerse yourself in Italy's dynamic culture, sample its world-famous cuisine at roadside trattorias, or navigate through its breathtaking landscapes, our dedication lies in creating a road trip that exceeds your every expectation. With Trips 2 Italy's fly-and-drive packages, you're embarking on a journey of memorable moments that will journey with you for a lifetime.

Discover One of a Kind

Crafted by a Team

That Specializes in Italian Travel

With our deep Italian heritage and expertise, Trips 2 Italy organizes effortless fly-and-drive vacations that encompass every aspect of your Italian journey. From flights to car rentals, accommodations to restaurant reservations, we guarantee a smooth travel experience. Our dedicated team curates tailored itineraries based on your preferences, ensuring you can savor Italy's exceptional cuisine and explore its captivating beauty. Whether you're traveling solo, with family, or on a romantic getaway, our bespoke itineraries are designed for your dream Italian road trip. Relax and enjoy as we expertly manage all your travel logistics, while our 24/7 support ensures a stress-free journey. Create enduring memories while exploring charming coastal villages to the grandeur of the Alps, all from behind the wheel.

Discover Crafted by a Team

Book Your Fly & Drive Trip

With Complete Peace of Mind

Introducing our new flexible travel itinerary, exclusively offered by Trips 2 Italy. With this option, you have the freedom to change your departure date for your Italian vacation, whether it's a fly-and-drive adventure, up to 30 days in advance, and there are no penalties or registration costs involved. We understand that circumstances can change, and we recognize the importance of flexibility, particularly for individual travelers embarking on their Italian road trip.

Discover Book Your Fly & Drive Trip

Fly & Drive

With Trips 2 Italy

Just tell us a little bit about where you'd like to go, and what you'd like to do. Our Italy travel experts will do the rest.

Tuscany

Embark on a captivating scenic drive-and-fly adventure through Tuscany with Trips 2 Italy. Wind through Chianti vineyards, visit charming hilltop towns like San Gimignano, and explore the timeless beauty of the Val d'Orcia. After immersing yourself in the region's culture and culinary delights, take to the skies for a breathtaking aerial view upon departing from Florence or Pisa. Experience freedom and serenity on this unforgettable journey through Tuscany.

Amalfi Coast

See the breathtaking beauty of the Amalfi Coast on a fly-and-drive trip filled with unforgettable scenic adventures. Wind along coastal roads, revealing stunning views of turquoise waters, majestic cliffs, and charming towns. Explore Positano's enchanting streets and discover the historic treasures of Amalfi. Take a leisurely drive to Ravello for panoramic terraces overlooking the Mediterranean. Pause at scenic viewpoints to soak in the inspiring landscapes. Let the Amalfi Coast's mesmerizing vistas create unforgettable memories on your fly-and-drive adventure.

Sicily

Unveil Sicily's mesmerizing scenic wonders on a fly-and-drive trip. Wind along coastal roads, revealing breathtaking seascapes and charming towns. Explore the rich historical heritage of Syracuse and Agrigento, where ancient ruins blend with the stunning Mediterranean backdrop. Discover hidden gems like Taormina and Cefalù amidst captivating coastal landscapes. Ascend Mount Etna, Europe's largest active volcano, and be captivated by panoramic vistas. Sicily's beauty unfolds with each drive, offering endless opportunities for cherished memories on your fly-and-drive adventure.

packages

We've crafted for clients

Curious about what a custom itinerary from Trips 2 Italy is like? Explore these packages to see what we do.

Your dream vacation starts here

No more endless scrolling through travel sites looking for the perfect fit. Tell us about your ideal trip and preferences, and let our Italian-born travel experts do the rest.

Your dream vacation starts here

Just share a few details about your ideal trip & let our travel experts do the rest.