Experience Sicily in all its glory by driving around the island in 2 weeks. Highlights of this tour include Palermo, a cultural melting pot with stunning monuments and vibrant local markets and Taormina, the elegant village famous for its Greek theater and the postcard views. You'll also visit Syracuse and Agrigento, with their archaeological masterpieces, and hike Mt. Etna—Europe's most active volcano.
How it works
Tell us what kind of trip you want
Chat with a local travel specialist
Securely book your trip
When is the best time to visit?
Italy is incredible year round, but since it is an internationally iconic place to visit, expect crowds at the premier tourist destinations from spring through fall, and during holidays when people are more likely to travel. If you have the flexibility, try and visit during the less crowded winter and early shoulder seasons. Learn more
Where should I go in Italy?
Rome, Florence, and Venice belong on every traveler’s bucket list. Visitors with a little more time should also see Pompei, Naples, Milan, the Cinque Terre, Sicily—the list of places to visit in Italy has no end. Learn more
How many days do I need?
A week is barely enough to hit the main attractions in Italy, but it is doable. Stay for up to a month or more to truly savor the whole experience as well as the food and wine. And no matter how long you stay, you'll surely want to return for your next visit. Learn more
Getting around Italy
Trains are a great option for trips between Italy's cities, such as Florence to Rome and Milan to Venice. Driving is not always straightforward, but still a great choice if you feel comfortable taking the wheel along Italy's Autostrada and curvy roads. Other options include domestic flights and ferries. Read more
An island as beautiful and historically rich as Sicily deserves to be experienced at a leisurely pace. This 15-day itinerary features beaches and cathedrals, fishing villages and urban markets, a volcano and ancient archeological sites. Take your time as you circumnavigate this stunning region of Italy.
Over the centuries, the island of Sicily was colonized by the Greeks, Romans, Byzantines, and more—discover the cultural footprints these conquerors left behind on this week-long itinerary. See the best-preserved Greco-Roman sites in the Mediterranean, stroll under elaborate Baroque façades, and enjoy the spectacular scenery, cuisine, and wine that this island is known for.
This packed 5-day itinerary is perfect for travelers with a thirst for adventure who are on a time crunch. Explore the glass-roofed Galleria Umberto shopping center, enjoy coffee on the medieval Piazza del Plebiscito, and try the seafood cuoppo in Naples. Visit the Pompeii ruins, hike around Mt. Vesuvius, and visit colorful bohemian Positano on the Amalfi Coast. Make sure you try the Naples pizza—the Amalfi Coast's real highlight.
Many of Sicily's highlights — volcanoes, ancient ruins, beautiful beaches and great cuisine — are found along the region's east coast. This 8-day tour will guide you through these stunning coastal towns at a comfortable pace and set you up at comfortable boutique hotels each night. You'll visit the natural wonders of Mt. Etna and Ciclopi Riviera, as well as enjoy some of the more refined aspects of Sicily, such as its great wine!
Visit the island of Capri, the remains of Pompeii, and charming Naples on this active and culinary trip. Experience a landscape that varies from Mediterranean macchia (shrub) to cultivated terraces of citrus and olives, sampling fresh seafood, mozzarella, and pasta along the way.
Sicily can be experienced in as little as 3 to 5 days if you are short on time and interested in a quick coastal retreat. However, it’s much better to spend at least a week...
Italy has 20 regions, each with its own identity. Landscapes, cuisine, and dialect differ greatly from one to the next, and each merits its own visit. If your time is limited,...
Whether you have two days or two weeks, Tuscany is a wonderful destination. Travelers short on time should focus their energy on Florence and the wine region of Chianti, while...
If you have a week in Sicily, it’s best to focus on one or two regions as opposed to trying to see everything. There's the wine country of the west, the medieval villages of the...
Sicily's iconic beaches, historic palaces and cathedrals are best visited from May to June or September to October, when temperatures hover around 70ºF (21ºC). While the weather...
When should you go to Italy? Summer is very warm, especially in the south, along with plenty of tourists in pursuit of 'la dolce vita'. Hit the coast in late spring, early...
It’s easy to fall into the Florence trap in Tuscany. While no one is denying the appeal of that most cultured of cities, Tuscany goes way beyond the obvious appeal of Pisa’s...
There’s more to Rome than standing in line at the Colosseum and jostling up to the Spanish Steps. With a little insider knowledge (and a pair of decent walking shoes), you can...
Anyone looking for an Italian holiday that's mostly free of the tourist crowds would do well to travel in October. Despite the cooler weather, it's possible to still catch some...
Italy in August is hot and crowded. But if you know where to go, you can plan the perfect summer holiday that all but ensures great weather and great adventure. And if you want...
Italy is comprised of 20 different regions, each with its own identity and heritage yet all combined to form the Bel Paese (Beautiful Country) we know and love. While navigating...
Getting lost in the mazy streets of a tucked-away hill town is one of the true delights of travel in Italy. Here you'll wander cobbled streets lined with shuttered houses,...
With mountain views, sapphire waters, pine-wooded slopes, and islands brimming with botanical gardens, the Italian Lakes are in many ways Italy at its dreamy best. Here...
One of the world's most beloved cities, Florence was the birthplace of the Renaissance. Today, it remains a lively cultural hotspot—this is where "masterpiece" could mean a...
Welcome to Bologna, home of the world’s oldest continually operating university, not one but two "leaning towers," and some of the best food in Italy. Many tourists overlook...
From its famous canals to festive Carnivale, Venice is a constant in pop culture imaginings of Italy. Long dismissed as over-touristed, this city still has some tricks up its...
In the northwest of Italy is a stretch of ruggedly beautiful coast that gives the nation's other hotspots a run for their money. This is Cinque Terre, and it comprises five villages spread over two miles, all with a history as deep as the Ligurian Sea. Let this guide be your roadmap to the vast lemon groves, terraced vineyards, and colorful seaside homes that define a region.
Capital of Italy's Ligurian region, the port city of Genoa seems surprisingly off the tourist trail, despite its cache of grand palaces and exceptional street food. Explore the atmospheric alleys and piazzas of the Old Town, visit its huge aquarium or just stroll its reinvigorated waterfront and become an expert on everything pesto. Learn more about what to do, see, and eat in Genoa below.
Experience Sicily's coastal cities, Sicilian-baroque towns, and the remote Aeolian Islands with this 9-day circuit from Catania. Start in Milazzo and discover the ruins of Lipari and the black-sand beaches of Stromboli before picking up your rental and driving to elegant Taormina. Learn to prepare traditional Sicilian fare in a cooking class in Taormina, navigate narrow and winding lanes and alleys in Syracuse's historic Ortygia, and take in the embellished architecture of charming Noto.
The kimkim advantage
Customize your trip with the help of a local travel specialist
Kimkim has handpicked the world’s top local travel specialists so you will have peace of mind and an unforgettable trip that meets your exact requirements.
Authentic travel experiences
Kimkim’s local specialists ensure that you will have the best experience based on up-to-date local insights. On top of that, the vast majority of your money will go straight to support and grow local economies.
Secure & easy booking
Once you are happy with the trip, you can easily book via kimkim’s secure payment platform.
Local support during your trip
You can always reach your local specialist with a quick message or call in case you hit a snag during your trip, or simply want some great local recommendations.
Kimkim is accredited by the Better Business Bureau with an A+ rating.
Seller of Travel Registration number: CST #2136279-40.
Registration as a seller of travel does not constitute approval by the State of California.
Highlights of italy – 14 days , Italy - Jul 15 - Jul 29, 2019
I took my 12 years old daughter to her Bat Mitzvah wish trip.. I was worried it’s just the two of us and couldn’t really find an organized tour that was right for us. We wanted to start in Milan and end it in Amalfi Coast in two full weeks. Carmelo was super helpful from day one.. I started clueless about where and how I’m going to tour Italy and I left the States confident with a fabulous, detailed trip plan! He helped me through step by step. If it’s to get private transportation when it’s... read more
Salerno - amalfi coast, Italy - Jul 20 - Jul 22, 2019
I had a nice time in Salerno. My drivers were on time and helpful, my guide Anna in Salerno was excellent - she new her history and showed me the old part which I found interesting and even showed me street art which I love to see. It was nice to try some local fare as well and the host was lovely. Everything went well without a problem. The accommodation in Salerno was great - a small boutique hotel next to the train station and not too far from the ferry was perfect.
Well done Emi you did your job as requested. I'll use you again.
Trip to italy, Italy - Jul 14 - Jul 20, 2019
Wonderful knowledgeable guides. All drivers were professional, courteous and responsive. Francisco in Bologna was exceptional.