Active Trips to ItalyCrafted Just for You

Set off on an active adventure to Italy, engaging in thrilling outdoor activities set against the backdrop of its stunning landscapes and lively cities.

  • 100% custom itineraries

  • Crafted by native Italians

  • 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.

Active Italian Vacations by Trips 2 Italy

Perfectly planned, 100% unique

Launch into an exhilarating escapade in Italy, participating in exciting outdoor pursuits surrounded by breathtaking scenery and vibrant urban settings.

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 your group will need for the perfect Italian vacation

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

Active Trips to Italy

At Trips 2 Italy, we understand that every adventure is as unique as the adventurers themselves. Specializing in personalized active travel experiences throughout Italy, our proficiency lies in designing custom itineraries that align perfectly with your specific passion - be it hiking, biking, skiing, or snowboarding. Whether you're keen to traverse Italy's majestic mountainous landscapes, cycle its picturesque vineyards, or ski down its world-renowned Alpine slopes, we're committed to creating an exhilarating journey that surpasses your wildest dreams. Trips 2 Italy, you're not just planning a trip; you're curating an assortment of treasured experiences that will echo in your memories for years to come.

Discover One of a Kind

Crafted by a Team

That Specializes in Italian Travel

Trips 2 Italy, with its deep-rooted, locally-sourced expertise, crafts stress-free active vacations. We manage every detail, from flights and transport to accommodations nestled in Italy's stunning landscapes. Enjoy handpicked restaurants serving authentic Italian cuisine as fuel for your hiking, biking, or skiing adventures. Our custom itineraries cater specifically to your active lifestyle, so you can fully immerse in Italy's picturesque vineyards or challenging Alpine slopes. With our round-the-clock support, you focus on making memories, and we'll ensure a seamless, worry-free journey.

Discover Crafted by a Team

Book Your Active Trip

With Complete Peace of Mind

We're excited to introduce Trip 2 Italy's new flexible travel itinerary. This option gives you the liberty to modify your departure date for your active Italian adventure up to 30 days prior, without any penalties or fees. We understand that plans can shift, and flexibility is paramount, particularly for active, adventure-seeking travelers. If there are alterations in your itinerary or travel circumstances, we're on hand to discuss necessary changes and consider your alternatives, including the possibilities of rescheduling or cancelling your trip. If you decide to postpone, rest assured that Trips 2 Italy will provide a letter of credit equal to the full value of your booking, safeguarding your investment entirely.

Discover Book Your Active Trip

Active Trips

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.

Skiing & Snowboarding Trips

Italy offers outstanding skiing and snowboarding destinations. The Dolomites host renowned resorts like Cortina d’Ampezzo and Val Gardena, both with excellent slopes and scenic vistas. The Aosta Valley features Cervinia and Courmayeur, boasting large ski areas near the iconic Matterhorn and Mont Blanc. Near the Swiss border, Livigno offers great skiing, snowboarding, and duty-free shopping. Sestriere in the Via Lattea ski area, a former Winter Olympics site, caters to all skill levels. Italy's diverse resorts ensure a remarkable winter sports experience.

Hiking Trips

Italy's diverse landscape offers an array of stunning hiking spots. The Dolomites provide enchanting mountain vistas with trails for all skill levels, while the coastal hikes of Cinque Terre National Park connect charming fishing villages. For a challenge, the Selvaggio Blu trail in Sardinia offers rugged landscapes and breathtaking sea views. The cliff-side trails of the Amalfi Coast's Path of the Gods are a feast for the eyes, and the tranquil hikes of the Gran Paradiso National Park in Aosta Valley boast lush valleys and diverse wildlife. Each spot showcases Italy's natural beauty, promising unforgettable hiking adventures.

Biking Trips

Italy offers several extraordinary biking routes that explore its captivating landscapes and culture. Tuscany is a haven for cycling enthusiasts, with routes meandering through rolling vineyards, rustic farmhouses, and historic villages. For the more adventurous, Sella Ronda in the Dolomites provides challenging mountain biking trails amid majestic peaks. The South Tyrol region is another cycling gem, blending Italian and Austrian cultures along idyllic trails. Lake Garda, Italy's largest lake, boasts beautiful cycling paths along its shoreline, while the coastal roads of the Amalfi Coast offer heart-stopping views and thrilling descents. From the quiet backroads of Piedmont to the ancient Appian Way in Rome, Italy's biking trips are diverse, scenic, and always rewarding.

Active Trip packages

We've crafted for clients

Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Active Trip 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.