Italy Off-the-Beaten Path and the Great Outdoors
These vacation packages are meant for independent travelers. A great way to see Italy including a combination of some pre-planned activities and some free time to explore on your own.
We covered the most popular and interesting itineraries you look for and selected the hotels, day tours, and transportation for you.
This way, you can check off all the must-sees and still have time to go back to your personal favorites, or explore each city as you wish. Not only does this make seeing Italy easy and fun, it's also a great value!
Take a look at our trip ideas below- these packages can be scheduled on a date of your choosing.
If they don't quite cover what you're looking for, you can create your very own custom Italy Vacation itinerary! If you have any questions at all, feel free to chat with us. Our agents are just a call away and are happy to help you plan your perfect trip.
Island Gardens, Historic Villages & Lakeside Charm.
The Borromean Islands are the highlight of a stay at Lake Maggiore. Isola Bella will surprise you: its sumptuous baroque palace is completely furnished and its elegant rooms are full of paintings and works of art. On isola Madre the atmosphere is even more authentic: you will learn how the Borromeo family created a luxuriant English-style botanical garden full of tropical and rare plants. Isola dei Pescatori is the most lively, with its many little shops and cafes. You will visit the gem of Lake Orta and the small town of Orta San Giulio with its 20 chapels whose frescoes tell the story of St. Francis of Assisi.
This is a great Add-On Package for anyone visiting Turin, Milan, or any part of Italy. We are happy to help make travel arrangements for you to Stresa.
All the Beauty of Italy, in One Extraordinary Region.
Experience an off the beaten path tour of one of Italy’s most underrated regions, Le Marche! You will be based in both Urbino and Ascoli Piceno. This region has been described as “all of Italy in one region”. On this 7 night adventure you will be delighted by the Apennine Mountains, rolling hills, beautiful beaches and rocky cliffs. At the same time being marveled by the Renaissance culture and medieval architecture of this region. This is an exclusive private tour including winery visits, local tastings and cooking experiences as well as most meals.
Celebrate Perillo’s 80th Anniversary with an exclusive Italian adventure. Experience the best of Tuscany and Verona, from a farm-to-table dinner in Tuscany to an after-hours Michelangelo tour in Florence. Hunt for truffles, savor world-class wines in Montalcino, and enjoy a private sunset photo shoot. Visit the oldest family-owned acetaia and tour Verona’s historic sites, including the famed Arena for an exclusive opera experience. End your journey with a helicopter tour over Lake Garda and a Michelin-starred farewell dinner. Luxury, history, and culinary delights await!
Price starting from $80,000 in total for 2 people.
Prices, overnight accommodations and activities may vary based on seasonality and availability.
Picturesque Villages, Seaside Beauty & Lake Views.
Explore the beautiful Italian Riviera from Santa Margherita Ligure, then relax in the iconic Lake Como area.
Under the guidance of your private local expert, discover the authenticity of charming Santa Margherita Ligure with its elegant palaces and exquisite gardens, the elegance of picturesque Portofino with it colorful houses and unique boutiques, and the stunning abbey at San Fruttuoso, a tiny untouched village considered a pearl of rare beauty. Then it is off to another natural water wonder - Lake Como. Walk through the historic center of Como to visit its main sights with your knowledgeable guide and take a cruise to admire the Alpine mountains and some of the most elegant villas from the water and spend some time in Bellagio, the pearl of Lake Como.
Enjoy some time at your leisure in each destination and feel free to select one of our day tours that best suits your interests: from food tours and cooking classes to hiking excursions to Cinque Terre or visits to magnificent villages on Lake Como.
The Flavors of Tuscany!
From your base in the charming medieval town of Siena, experience hilltop villages, rows of vineyards, and culinary specialties of Tuscany.
Enjoy a private guided walk of Siena and marvel at the many sites of the city including the Palazzo Comunale (Town Hall), the majestic gothic Basilica of San Domenico and the Piazza del Campo, where the horse race (Palio di Siena) is held twice a year.
Venture to the beautiful countryside of the Orcia Valley, recognized as a UNESCO World Heritage Site in 2004; visit the gorgeous medieval village of Montepulciano, known for its Vino Nobile red wine, and the Renaissance center of Pienza, celebrated for its production of Pecorino cheese.
Finally, take a traditional Tuscan cooking class in Siena and learn the secrets of this delicious cuisine!
This is a great Add-On Package for anyone visiting Tuscany, Rome, or any part of Italy.
Colorful Villages, Coastal Trails & Mediterranean Waters.
Famous the world over, five small colorful fishing villages carved out of the rocky mountainside above the sea, the Cinque Terre are a must-visit for any traveler to Italy.
The tiny towns are connected only by boat, train and hiking paths. Your private local guide will take you through terraced vineyards overlooking the Mediterranean to enjoy breathtaking sea views and centuries-old architecture at a relaxed pace. The other best way to experience the Cinque Terre is by boat and you will take a private tour on a comfortable motor boat, giving you a unique view of these five villages. You will have a chance to swim in the crystal-clear waters, discover the best hidden coves and indulge in a light lunch based on typical finger food and paired with some local wine and soft drinks.
This package is available from April to October.
