Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.
14 Day Custom Tour
Dynamic pricing from $5,007
Southern Italy offers a genuine contrast to the icy elegance of the North as this is a land that has no time for the inauthentic. This luxurious, 14-day tour of the Bay of Naples, the Amalfi Coast, and Sicily’s capital is handcrafted to reveal what is unique about the South while offering all the sights, sounds, and flavors that have made Italy one of the most sought after destinations in Europe. From the heights of Mount Vesuvius to the depths of the Grotta Azzurra, this adventure will ensure that there is nothing to distract you from the rich heritage and cultural legacy that are waiting for you.
8 Day Custom Tour
Dynamic pricing from $6,235
Your 8-day custom-tailored Italy tour of private cooking courses, wine, and olive oil tasting lets you explore illustrious flavors along your journey. The enticing aroma of fresh pasta emerges from a small restaurant in an antique building. Michelangelo’s David stares down at you from a stunning perch etched in brilliant marble and the Colosseum lights up the night with powerful arches. Wander a medieval town with a chef as your guide. finding tradition, culture, and heritage along the way.
8 Day Custom Tour
Dynamic pricing from $2,859
This is a land of gentle rises and fecund meadows, where grapes grow fat in the summer sun and Italian nobles retire to enjoy the countryside. It’s a place of fine art and delectable food, cosmopolitan cities and entrancing towns, timeless history and endless culture. It’s a region of untrammeled natural beauty and unbounded imagination, the home to some of the great minds and great landscapes in the world. This is Tuscany, and there’s nowhere else quite like it.
15 Day Custom Tour
Dynamic pricing from $5,365
Culture perpetually surrounds you, and the depths of history arise anew on your custom tailored 15-day Italy and Sicily tour. Gondolas float down the maze-like network of canals in Venice. The eclectic, historic cultures that once called Palermo home remain strong in the traditions of the marketplace. The summits of Mount Etna and Mount Vesuvius loom over cities both ancient and contemporary. Roman ruins and Doric temples, opulent beaches and Renaissance artwork combine for a breathtaking Italy vacation.
8 Day Custom Tour
Dynamic pricing from $2,859
Escape to your dream destination with the love of your life during your personalized Italy tour steeped in romance. Dramatic cliffs, sun-drenched beaches, hidden gardens, ancient ruins, and lavish palaces shape the enchanting ambiance of the Amalfi Coast, Rome, and Venice. Let the love of Romeo and Juliet inspire you in Verona, savor the sight of the ancient ruins of Rome at sunrise and gaze into each other’s eyes during a candlelit dinner after a private gondola ride. Whether enjoying azure waters or magnificent gardens, romance abounds on your romantic Italy tour.
15 Day Custom Tour
Dynamic pricing from $11,305
This is the Italy of Michelangelo and the Medici, the Italy of Dante and the Dolomites. It’s the Italy of hearty food and rich wines, unmatched art and incomparable style, the height of culture and the pinnacle of natural splendor. It’s the Italy of opulent duomos and luxurious villas, the canals of Venice and the cliffs of Cinque Terre. This private Northern Italy vacation package will show you areas unlike anywhere else on Earth.
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More About Italy Vacations in September
From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.
Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized tour.
For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.
From immersive tours of ancient Rome to the intricacies of artisanal crafts, Italian gastronomy to breathtaking national parks, the top 15 things to do in Italy let travelers unravel the country’s beauty and culture.
You can witness more Unesco World Heritage Sites than in any other country or sample the enticing flavors of celebrated Italian wines. Art, architecture, gastronomy, history, and heritage highlight the depth of Italy’s quintessential allure, with a range of experiences that stretch from the Dolomite Mountains in the north to the shores of Sicily’s Lido Mazzaro in the south.
Discover the top 15 things to do in Italy for a majestic and authentic experience that brings Italian culture and unique experiences to the forefront.
From ancient ruins in the capital city of Rome to glistening canals in Venice, you can explore the best places to visit in Italy for inspiring travel ideas.
Italy enchants with ancient cultural riches and unique style, as well as enchanting natural beauty, from the colorful seaside Amalfi Coast towns to the golden hills of Tuscany. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling landscapes, you can immerse yourself in the storied beauty as you explore the top places to visit.
Discover essential experiences and savor the pleasures of Italian life on a trip to the best places to go in Italy.
The best time to visit Italy is in the spring and early summer months, from March through June. During this time, the weather is great for the beaches, sightseeing, wine tasting, food tours, and more. Fall, particularly September and October, are also lovely times, when Italy is quieter and the fall colors are on show.
Your ideal experiences also affect the best time of the year to visit Italy for your trip. Skiing in the Dolomites is exceptional in December, while enjoying the sun-washed beaches of Sicily is best in May. Rome is brilliant in April, while Florence is stunning in September.
From wine tasting to Roman-ruin exploration and coastal sightseeing, find the best time for your experience. As a family, couple, senior, or adventure traveler, we share ideas to help you ...
As you plan your trip to Italy, consider our tips with the following answers to the most frequently asked questions.
From dreaming of the sunflower fields in Tuscany to searching the ruins of Rome for ancient treasures, you can book a trip in Italy using our ideas as inspiration. Enjoy the pleasures of La Dolce Vita or alpine panoramas, lounging on golden beaches, or embracing rolling vineyards. It is all about finding the information you need to plan the right trip for you.
Whether you are designing a first-time Italian tour as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.
September is a magnificent time of year to discover the world’s beauty and these 18 destinations demonstrate the diverse and exciting adventures you can experience for the perfect trip, depending on your travel preferences.
From welcoming Mediterranean culture to wildlife adventures across the African plains, the rugged Scandinavian expanse to legendary volcanic islands, September balances the distinctive climates and shifting seasons across the Southern and Northern hemispheres.
Whether looking for waterfalls or elephants, ancient ruins or alpine majesty, the following suggestions offer some of the best destinations you can visit, with trips personalized to your preferences.
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