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 $4,937
Discover Italy's diverse history, pristine nature, and contemporary culture on this 14-day journey. From hiking Mount Etna to zooming around Rome on a Segway, witness this magnificent country from many different vantage points. Be immersed in Italy's renowned cuisine, discover the wines of Chianti and Sicily, and attend a cooking class in Florence.

12 Day Custom Tour
Dynamic pricing from $9,355
Your 12-day luxury Italy highlights tour immerses you in elegant art, pristine nature, and the legendary dolce vita. You will celebrate history and heritage with exclusive tours that take you away from crowds from the Vatican Museum to Tuscany’s hilltop towns. From islands in the Venetian Lagoon to the Amalfi Coast’s panoramas, you will find flavor, glamour, and a zest for life during your Italy tour specifically designed for you.

8 Day Custom Tour
Dynamic pricing from $2,859
Discover central Italy's hidden gems on this 8-day tour. Often overshadowed by Lazio and Tuscany, the regions of Abruzzo, Marche, and Umbria are stars in their own right. From the natural beauty of Gran Sasso National Park to small squares of towns like Ascoli Piceno, there is much to seek and enjoy on this journey. Book your memorable tour today.

12 Day Custom Tour
Dynamic pricing from $9,199
The wonders of Rome, the coastal Campania region, and Sicily come alive on this 11-day tour of Italy's southern half. From the Italian capital to the bustling port city of Palermo, enjoy a balanced itinerary that combines guided excursions, food tours, and ample free time to bask in all that is best of the regions you visit.

12 Day Custom Tour
Dynamic pricing from $4,291
Little is left to the imagination on this 12-day tour of Italy that is handcrafted to bring you as close to the country as possible. As you make your way through Rome, Florence, Venice, as well as the regions of Lazio, Tuscany, and Veneto, you will enjoy a unique balance of rural leisure and urban thrills. This tour is designed to maximize your enjoyment of this colorful corner of the Mediterranean world.

9 Day Custom Tour
Dynamic pricing from $7,015
Embrace the marvels of Italian flavor and the splendor of Italy's scenery during this 9-day luxury Italy wine tour. You will have an immersive experience of the wine culture and Italy's fabulous history of wine consumption, which will reveal sumptuous vines, elegant tastings, and exclusive excursions. From regal estates to stately panoramas, you will wander through antique cellars, stroll through medieval towns, and sample the spirit of Italy through its illustrious wines.

12 Day Custom Tour
Dynamic pricing from $4,291
Bask in the splendor of La Dolce Vita from the Amalfi Coast to ancient Sicilian temples during your 12-day family Italy tour. Stroll cobbled lanes where ancient Rome presses against medieval walls. Wander the lush volcanic base of Mount Etna where grapevines thrive. Uncover ancient Greek theaters and recently excavated Roman mosaics. Your family-friendly tour reveals artistic splendor and as you celebrate the simple pleasures for which Italy is known.

9 Day Custom Tour
Dynamic pricing from $3,622
An exploration of the hidden gems of these iconic cities, this 9-day sample tour of Rome, Florence, and Venice presents travelers with a unique cocktail of national pride and regional charm. As you make your way from the bustle of landlocked Rome to the sunny facades of Venice, enjoy luxurious encounters with what is best of each city and form your own memories in cities that have inspired generations.

7 Day Custom Tour
Dynamic pricing from $2,501
Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.

21 Day Custom Tour
Dynamic pricing from $16,375
The perfect balance of leisure and adventure is available on this 21-day tour of Italy. With destinations, such as Venice and Bologna, you will get a sound introduction to Italy's urban charm that can then be compared to the rustic countryside of Tuscany and the Costa Smeralda. No matter your preference, by the tour's end, you will be well acquainted with the culture and history of this unique Mediterranean world.

8 Day Custom Tour
Dynamic pricing from $2,595
Whether a lover of art and history, mythology or culture, you will find the majesty of it all as you tour Rome and the Amalfi Coast during your exclusive Italy itinerary for the senior traveler. The treasures of the Vatican span millennia with works displayed that are entangled with the past as the prestige of gladiatorial heroes emanates from the walls of the Colosseum. The peak of Mount Vesuvius continues to linger above ancient Pompeii as lemon groves overtake the terraced ridges along the coast outside of Amalfi. Your customizable itinerary for seniors will embody the warmth of Italy and provide a masterful exploration of Rome and the Amalfi coast.

10 Day Custom Tour
Dynamic pricing from $3,575
Italy is made for indulgence. Your customizable Italy itinerary will treat you to the culture and cuisine of the north and allow you to experience geography’s influence on history. Your journey will bring enticing food, wine, and art as you explore Piedmont, Emilia-Romagna, and Tuscany. Scour the woodlands in search of white truffle, and then bask in the beauty of the rolling hills while sampling a Brunello di Montalcino. Stroll through vibrant aisles in a local market and taste the decadent pasta made by your own hands. From rich chocolate to vibrant espresso, enchanting villas to medieval walls, your itinerary in Italy will satisfy your gastronomical and cultural desires.
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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 vacation.
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.
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 vacation. 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 ...
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 vacation 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 vacation as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.
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.
Italy practically overflows with must-see destinations, and deciding which to explore can be overwhelming.
The country inspires with ancient cultural riches and unique style, as well as enchanting natural beauty. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling hills, it is no wonder we find inspiration throughout the country.
Here are the destinations you must see to discover the essential Italy and savor the simple pleasures offered by Italian life.
Zicasso travel specialists use their hands-on experience and wealth of insight to curate custom trips, adding value, convenience, and exclusivity for travelers exploring the world.
A great travel specialist will make their mark on us just like the places we visit do. They can reveal the depths of an unfamiliar culture, the overlooked ambiance of a forgotten neighborhood, or the unforgettable energy beneath the surface of a city you thought you knew.
If you have ever wondered what a travel specialist is, what they do, and how they can help, we share the answers below. Here are five reasons to work with a Zicasso travel specialist.
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