Custom Italian Vacation

Didn't find your Dream Travel Package?
Let Our Italy Experts Tailor your Ideal Vacation

Menu Close Menu

Custom Active and Adventure Vacations


Customize My Dates

A treasure trove of geographical wonders – featuring sparkling coastlines, rolling countryside, snow-capped mountains, and lush forests – Italy is an active traveler’s dream. The picturesque natural landscapes provided by Italy’s varied geography allows travelers looking for outdoor adventure the opportunity to explore everything from underwater caves to towering mountain peaks, all while soaking in the culture and history of the country. Lovers of hiking, biking, snorkeling, and snow sports will find no shortage of amazing activities to take part in. Trips 2 Italy’s custom active and adventure vacation packages allows adventurous travelers to indulge in the great outdoors, Italian style!

With 15 years of experience planning custom Italian vacations, Trips 2 Italy’s number one goal is to provide the perfect, once in a lifetime getaway that fulfills our guests wishes and exceeds their expectations. Our trained staff of native Italians work tirelessly to craft personalized itineraries based on your exact specifications. For active travelers looking for outdoor fun and adventure in Italy, we hand select activities that help make the most of your getaway. We want you to experience the natural beauty and adventurous spirit of Italy in a way that is unique and tailored to you! Choose one or more of any of Italy’s stunning natural landscapes, and let the outdoor excursions begin. 


Help Me Plan An Active Trip to Italy


The countryside of Italy is indescribably beautiful. While taking a drive through the countryside is an incredible experience, there is nothing like getting out in nature and immersing oneself in the sheer beauty of the scenery. From the bright colors of the lush lands and sky, to the feeling of soft breezes gently wafting through the hills and valleys, an active adventure through the Italian Countryside is unparalleled. Traverse the Tuscan landscape on a bicycle to a private wine tasting in Chianti, or feel the rush of the wind on your face as you ride a Vespa through the rolling hills. Explore the groves and vineyards of a Tuscan villa on horseback or take a hike and bike tour of Umbria. With outdoors as beautiful as the Italian countryside, there’s no better place to be than in nature.


 With over 7,000 kilometers of coastline, Italy gives active travelers near endless opportunities to enjoy the sun, sand, and surf of the Ligurian, Mediterranean, Tyrrenian, Ionian, and Adriatic seas. Not to mention the incredible hikes and cliff-side views that one can embark upon along Italy’s coastline. The waters of Italy are crystal blue and the climate is temperate, making for the perfect locale for a variety of water-based and beach activities.
Take a boat to the Isle of Capri where you can discover the famed Blue Grotto sea cave. Scuba dive off the coast of Sardinia and explore the wreckage of sunken ships. Go snorkeling off the coast of Sicily, where you’ll find an abundance of sea life. Whether you prefer snorkeling, diving, boating, hiking, windsurfing, water skiing, or just lounging on the beach, there is a destination in Italy that will provide the perfect backdrop for your active vacation.


Help Me Plan My trip to Italy


While Italy doesn’t usually come to mind when thinking of destinations for a snow sporting vacation, the charming and luxurious ski resorts in Italy’s mountains are some of the best in the world. For snowboarders and skiers of all skill levels, the Dolomites, Italian Alps, and even Mt. Etna in Sicily offers perfect powder. With an 80% chance of gorgeous weather throughout the Winter season, you can take a break from the slopes to sip world class wines or enjoy a classic Italian meal. In the Italian Alps, cultural influences from the neighboring countries of France, Switzerland, and Austria seep into the charming ski resorts, allowing travelers to feel as though they are visiting multiple countries at once. In addition, winter sporting chalets in Italy are generally less expensive and less crowded then their French, Swiss, and Austrian counterparts. On top of it all, historic cities like Rome, Venice, and Florence are not far away, meaning travelers can enjoy both a snowy adventure and the major sites of Italy all in one unforgettable trip.


Italy is home to a variety of mountain ranges, many gorgeous parks, and a load of nature reserves, all of which are dotted with nature paths and hiking trails. Whether you are an experienced hiker looking to challenge yourself in the Italian Alps or a novice who simply wants to get out into nature to experience the calm Italian countryside, there is a hiking opportunity that is perfect for you in Italy.
One of the most popular locations throughout Italy for hiking is Cinque Terre, which boasts an astounding National Park, featuring famous trails that offer perfect opportunities for gazing upon the scenic coastline. In Umbria, the Spoleto-Norcia path, which runs alongside an abandoned railway track, offers splendid hiking and bicycle paths near a small river and mountains covered in lush greenery. The Dolomites, one of Europe’s most famous locations for hiking, offers both tough and easy paths for hikers of all skill levels.
Whether you prefer the challenging paths of Italy’s mountain ranges, the tranquil feeling of its countryside routes, or the scenic views of its coastal trekking, there is a hiking destination ideal for you.


Help Me Plan My trip to Italy


If hiking or other outdoor sporting activities are not for you, there is still the opportunity to experience Italy in a more active way – walking tours! In our experience, the best way to immerse yourself into Italy’s culture and witness firsthand the many charms and wonders of the country is by foot. We can personalize your itinerary with a variety of guided walking tours of some of Italy’s best cities to help you stay active and experience the architecture, art, and history that has made Italy such an incredible travel destination.

From the sapphire waters of Italy’s coastline to the depth of its uncharted forests, outdoor enthusiasts have a variety of options available to them. Trips 2 Italy will curate a fully customized itinerary filled with activities that allow you to experience all the natural wonders that Italy is blessed with. Featuring volcanic mountain peaks, sprawling hills, windswept valleys, and shimmering coastline, Italy is sure to stun any active traveler.

Related Packages View More

Call Tommaso and his Team of Travel Experts! 

Let them help you plan the Italian vacation you've always dreamed of.


Italy Custom Tours and Vacations

Your Italian Vacation Starts Here