FamilyThese 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.
Siena (3 nights)
From your base in the charming medieval town of Siena, experience hilltop villages, rows of vineyards, and culinary specialties of Tuscany.
Enjoy a privately 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 quaint village of Montepulciano, the Renaissance center of Pienza and the hill town of Montalcino; savor the food and wine these towns are famous for: Pecorino cheese, Nobile and Brunello wines.
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.
Chianti area (7 nights)
Escape the world and relax in a Tuscan wonderland! Your very own private VILLA, grounds and gardens are all yours to explore! Also, try venturing out into Tuscany’s charming cities and towns which are no more than an hour’s drive away!
This package includes a car rental and private villa accommodations for 7 nights.
Below we have listed our top suggestions of private tours to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver.
Customize the package and make it YOUR dream vacation!
Click HERE to look at our selected villas in Tuscany.
Rome (3 nights), Florence (3), Venice (2)
A perfect itinerary for your first time in Italy! We've taken care of selecting wonderful 4* hotels, transfers and 1st class train tickets between cities. All you have to do is enjoy yourself as you visit the must-sees of each city on our hand-selected day tours, and have some free time to explore on your own with this independent tour of Italy.
Monterosso al Mare (3 nights)
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. A short and easy hike is the best way to get acclimated. Your private local guide will take you through terraced vineyards overlooking the Mediterranean. Afterwards you will experience a traditional meal in a local trattoria, tasting focaccia, anchovies, cheeses and more. The other best way to experience the Cinque Terre is by boat and you will enjoy 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.
Florence (4 nights), Rome (4)
Discover the splendor of Tuscany and the Eternal City, all in a once-in-lifetime adventure.
Travel back to the Renaissance period as you stroll through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Venture out to Pisa, home of the famous Leaning Tower and the charming town of Lucca. Top your stay in Florence with a trip to a local winery to savor Tuscany signature flavors and wines.
Board the fast train to Italy’s Capital City, Rome and get ready to be in awe as you visit its must-sees: from the 2000-year-old Colosseum and the Roman Forums to the Vatican Museums with its impressive collection of art, the stunning Sistine Chapel, and the fascinating St. Peter’s Basilica. At last, take an excursion to the exquisite Villa D’Este and its Gardens at Tivoli and witness its impressive concentration of fountains, cascades, and playful water features, as well as the pavilions, statuary, grottoes, and the views from all the terraces.
Venice (2 nights), Florence (3), Rome (3)
Embark on the ultimate Italy adventure - an impeccable itinerary tailored for your inaugural visit to this enchanting country! Sit back and relax as we handle every detail, from hand-picking delightful 4-star accommodations to arranging seamless transfers and securing first-class train tickets for your travels between iconic cities.
With our meticulously curated day tours, you'll uncover the essence of each destination, exploring must-see landmarks. Immerse yourself in the rich history and culture of Italy with expert-guided excursions, and enjoy free time to wander and discover at your own pace during this independent tour.
Rome (3 nights), Sorrento (3), Florence (3)
Experience the best of Italy's history and travel to one of the most spectacular coastlines in the world!
Start in the Eternal City visiting with a local insider the 2000-year-old Colosseum, the Roman Forums and the Vatican Museums with its impressive collection of art, the marvelous Sistine Chapel, and the fascinating St. Peter’s Basilica.
Then head south to the charming town of Sorrento that sits amid lemon and orange groves on the Bay of Naples. From here, venture to Pompeii, the Roman city destroyed by the 79AD Mt. Vesuvius eruption, and visit the ruins of the thermal baths, Vetti's House, the forum and other important sites.
Take a short trip by fast ferry to Capri and see the island's highlights with time for shopping on your own. As you ride along the famous Amalfi Coast enjoy the spectacular scenery from the coastal roads and stop to stroll through the three most popular and beautiful villages - Amalfi, Positano, and Ravello.
Last stop: Florence, the fountainhead of the Renaissance - city of Dante, Boccaccio, Botticelli and Da Vinci! Under the guidance of a city expert, walk through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Travel to the medieval town of Siena, home of the famous horse race - the Palio, and marvelous San Gimignano; end your day with a dinner at a boutique winery to savor a perfect Tuscan meal paired with local wines.
Alberobello area (7 nights)
Spend a week in a typical Apulian house and live like a local! With an incredible private VILLA as your home base, you will be close to the main sights and lovely towns and villages. Feel free to explore all that the region has to offer or relax and soak up the beauty of the grounds surrounding your private villa! The choice is yours!
This package includes a car rental and private villa accommodations for 7 nights.
Below we have listed our top suggestions of private tours/excursions to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver.
Customize the package and make it YOUR dream vacation!
Click HERE to look at our selected villas in Puglia.
Rome (6 nights)
With the Eternal City as your home base, see the highlights of Ancient Rome, the Colosseum, and the Vatican, plus venture out to Pompeii, Amalfi Coast and Tuscany to make the most of your week in Rome.
Palermo (3 nights), Taormina (3)
Acquaint yourself with the natural beauty, historical sights and savory food that makes Sicily a diverse and interesting destination. Enjoy an intimate experience with superior accommodations, private transportation and tours.
Florence (6 nights)
Make your self at home in marvelous Florence and dig in to the famous and beloved culture of Tuscany for a week!
Under the guidance of a city expert, walk through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Travel to the fascinating medieval towns of Siena and San Gimignano and end your day with a dinner at a boutique winery to savor a perfect Tuscan meal paired with local wines. Spend a half day in Pisa and visit its iconic Leaning Tower and the impressive Cathedral. Top your stay in Florence with a cooking class and a food tour in the most authentic district in town – the Oltrarno. Once you've learned to make pasta from scratch, a simple but delicious Italian sauce and a dessert you will be ready to go home and cook for your family and friends!
Assisi area (7 nights)
Discover the underrated region of Umbria, filled with castles, farmhouses, rich landscapes and gastronomic glory! Relax in the privacy of your own VILLA or step into the Middle Ages and explore nearby cities full of culture and history!
This package includes a car rental and private villa accommodations for 7 nights.
Below we have listed our top suggestions of private tours to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver.
Customize the package and make it YOUR dream vacation!
Click HERE to look at our selected villas in Umbria.
