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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.

cart Book your entire vacation with just a few clicks on our new online booking system.

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. 

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.

Genoa (6 nights)

Enjoy a week on Italy’s enchanting Northwestern coast, where quaint fishing villages, gracious old-world harbors, and the fascinating city of Genoa have enticed travelers for centuries.

With the alluring city of Genoa as your home base, discover its elegant palaces and the fascinating labyrinth of caruggi (alleyways) that make up Genoa’s historic center and are packed with historical shops, offering treasures from spices to chocolates, fine linens, tableware, clothing, and beauty products.

Plus, venture out to the surrounding gems including splendid Portofino, charming Santa Margherita village, the medieval San Fruttuoso Abbey and Cinque Terre, five small colorful fishing villages carved out of the rocky mountainside above the sea.

Birthplace of Christopher Columbus, pesto and focaccia bread, Genoa is a city full of surprises. Named ‘the City of Palaces’ for its splendid gold-leaf halls of the Unesco-listed Palazzi dei Rolli and ‘the Superba’ for its glorious past and impressive landmarks, Genoa is arguably Italy’s most unjustly unknown city. As Charles Dickens rightly said: ‘It is a place that grows upon you every day! I will part from Genova with anything but a glad heart.’

Genoa and its region, Liguria, are perfect for marvelous outdoor activities, ranging from hiking to sailing to visiting tiny villages. It’s a territory that offers authentic experiences that are far from the more crowded and popular destinations in Italy.
 

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. 
 

Stresa (3 nights)

The Borromean Islands are the highlight of a stay at Lago Maggiore. Isola Bella will surprise you: its sumptuous baroque palace is completely furnished and its elegant rooms are full of paintings and works of arts. 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 Pescatori is the most lively, with its many little shops and cafés. On another day 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 Milan, Cinque Terre, or any part of Italy. 
 

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 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.

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.

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!

 

Montefollonico (6 nights)

Say YES! to your Tuscan Dream Food & Wine Adventure, a one-week long culinary vacation in the medieval town of Montefollonico.

Join a small group of foodie friends of all ages from around the world and immerse yourself in the peaceful, most authentic area of Tuscany for this life-changing experience.

From your home base in Montefollonico, you will start (almost) every day with a cooking class. The cook, the menu and the location of the cooking classes will change daily and you will learn first-hand how to make many of your favorite Italian dishes from recipes handed down from generations of family cooks, who are waiting to share their secrets with you.

The afternoons will be dedicated to explore the surrounding towns of Siena, Pienza and Montepulciano, shop at famous artisan studios or open-air markets, visit an award-winning pecorino cheese dairy farm, taste superb local wines at notable wineries.  After all, Montefollonico is perfectly located in the heart of Brunello di Montalcino and Vino Nobile di Montepulciano country, and borders on the Chianti wine region.

This is a great adventure for families, friends, couples and solo travelers. The only thing we ask is to come hungry—to learn, to cook, to eat and to drink!

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.