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.
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.
Urbino (4 nights), Ascoli Piceno (3), Rome (1)
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.
Lucca (6 nights)
Don’t just visit Tuscany – immerse yourself in the language and cooking of the region! Your base will be the spectacular walled-city of Lucca. Each morning you will join a small group for four hours of fun and interactive Italian language instruction. In the afternoons, you will be able to use your new Italian language skills while experiencing the culture and cuisine of this area.
One cooking class will focus on the local tradition of cooking, utilizing fresh local ingredients in simple recipes. During a wine tasting and an olive oil lessons, you learn how to distinguish the flavors, textures and colors of the local vintages and oil production. Lucca itself has much to offer to food and wine lovers and you will enjoy an insider’s culinary walking tour of the city.
Parla e Cucina in Lucca is the ultimate local Italian experience!
Rome (3 nights), Sorrento (4)
See the best of Italy's history and beautiful coastline!
Start in the Eternal City and visit Ancient Rome and the Colosseum. Then head south to sunny Sorrento and the stunning island of Capri. Of course, no trip to Italy is complete without some food and wine! You'll have the chance to learn how to cook Italian food and taste some local wines and cheeses - buon appetito!
Santa Margherita Ligure (7 nights)
Indulge in a week-long vacation on the enchanting Italian Riviera, famous for its rugged cliffs, turquoise coves and pastel seaside towns, including the colorful Cinque Terre fishing villages and the stylish resort areas of Portofino and Santa Margherita Ligure.
From your base in the lovely seaside town of Santa Margherita Ligure, you will explore surrounding gems: splendid Portofino, the medieval San Fruttuoso Abbey and fascinating Genoa. Your day in the Cinque Terre will be a sensory feast of breathtaking views and sea-scented air mixed with fragrant hillside gardens.
Top your stay with some culinary and artisan experiences: taste the most delicious olive oil, learn how to make the greenest pesto sauce and shop at the artisan studios in Chiavari.
The Italian Riviera 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.
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!
Florence (6 nights)
Make your self at home in a luxurious way and dig in to the famous and beloved culture of Tuscany for a week!
Under the guidance of your private 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 with your private chauffeur driver. Spend a half day in Pisa and visit its iconic Leaning Tower and the impressive Cathedral. Top your stay in Florence with a private cooking class at a Florentine signora's beautiful country home to taste some Tuscan delicacies and local wines!
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!