Italy 18-Day Tours & Itineraries

Explore 7 trips designed by local kimkim specialists to get ideas for your trip to Italy.

If you have 18 days in Italy, we've crafted various itineraries you can follow to make the most of your time in this beautiful country. If you love urban exploration mixed with scenic adventures, an itinerary like this highlights trip could be perfect, as you'll visit Rome, Florence, Verona, and Venice. Opting for a grand adventure, an itinerary similar to this luxury Italian trip offers a slower-paced journey through Italy's gorgeous landscapes and bustling cities, with private drivers and premium accommodations. Alternatively, if you're hoping to explore Italy's coastline, something like this coastal itinerary focusing on the Amalfi Coast and Sicily might be the right choice.

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Positano views
Explore the Amalfi Coast and Sicily - 18 Days

This tour starts along the Amalfi Coast, exploring picturesque hillside villages, the famous Path of the Gods hiking trail, the lively city of Naples, and the islands of Ischia and Capri. You'll then fly to the island of Sicily, where you'll discover the famous Sicilian-Baroque architecture in towns like Ragusa, Syracuse, Noto, and more, plus ancient ruins in Agrigento and the Valley of the Temples. End the trip on the top of Mount Etna, Europe's largest active volcano, and along the historic streets of Taormina and Catania.

Discover the historic town of Gravina in Puglia
Map of Puglia & Sicily Highlights - 18 Days
Puglia & Sicily Highlights - 18 Days

This 18-day itinerary covers two of southern Italy's most stunning regions: Puglia and Sicily. It begins in Puglia with visits to the cone-shaped trulli homes of Alberobello and the ancient cave dwellings in Matera. Then head to Lecce to see Baroque architecture and Roman ruins before experiencing the highlights of Sicily on a self-drive road trip.

Stroll the Ponte Vecchio over the Arno in Florence for a little shopping
Map of Luxury Italy: Sorrento, Naples, Rome, Tuscany, Florence & Venice  - 18 Days
Luxury Italy: Sorrento, Naples, Rome, Tuscany, Florence & Venice - 18 Days

Never feel rushed on this 18-day luxury grand tour as you're whisked to each destination by a blend of private drivers and concierge train journeys. Start in Naples to explore the clifftop villages of the Amalfi Coast, then head to Rome for ancient history and buzzing nightlife. Taste your way through Tuscany as you tour Chianti's lush countryside and discover Florence's Renaissance splendor before ending your journey of a lifetime among the palaces and canals of Venice.

Positano on the Amalfi Coast
Map of Venice, Florence, Amalfi Coast & Rome - 18 Days
Venice, Florence, Amalfi Coast & Rome - 18 Days

Explore world-famous art and discover Italy's incredible food on this packed 18-day itinerary. Visit ornate palaces and go on a food tour in Venice, check out Tuscany's hilltop villages and learn to cook in Florence, then relax on the rocky beaches of the Amalfi Coast. End your trip in Rome to see 2nd-century Roman catacombs and view the world-famous Sistine Chapel. 

Start your trip in Rome where you can get views of the Vatican from the Tiber River
Map of Rome, Florence, Verona & Venice - 18 Days
Rome, Florence, Verona & Venice - 18 Days

Travel by train on this 18-day trip to Italy that combines world-class cities and scenic excursions. It starts in Rome, where you'll explore ancient ruins and take a private tour of the Vatican museums. Then head to Florence, with trips to Tuscan hill towns and Mediterranean villages. The second half of the journey visits the UNESCO-listed city of Verona—with wine tasting and a funicular ride in the Dolomites—before ending in Venice, where you'll have boat tours and free time to explore its network of 150 canals.

Enjoy a day trip to stunning Capri, and check out the beach and Faraglioni cliffs
Map of Rome, Amalfi Coast & Sicily - 18 Days
Rome, Amalfi Coast & Sicily - 18 Days

Take in the sights and sounds of Italy's romantic capital, travel along the ruggedly beautiful southern coast, and dive deep into Sicily's ancient culture. You'll do all this and more over 18 unforgettable days, beginning in Rome with tours of the city's emblematic sights before heading to the rocky beaches of the Amalfi Coast and the sunny island of Capri. Then you'll visit the island of Sicily, where you'll experience the best of its culture and cuisine on an adventurous road trip.

Rustic cafe tables in Amalfi
Map of Naples, Amalfi Coast & Sicily - 18 Days
Naples, Amalfi Coast & Sicily - 18 Days

Get away from it all on this comprehensive 18-day trip to the Amalfi Coast, Naples, and the island of Sicily. You'll soak in the sunshine of Amalfi and visit the ancient ruins of Pompeii, located near the pizza epicenter of the world: Naples. The trip ends in Sicily with a drive around this Mediterranean island while visiting its many highlights.

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