Italy 18-Day Tours & Itineraries

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

Positano at dusk
Luxury Italy: Sorrento, Naples, Rome, Tuscany, Florence & Venice - 18 Days

Explore multiple Italian cities, landscapes, and regions while never feeling rushed on this 18-day luxury itinerary. Whisked to each destination by a blend of private drivers and concierge train journeys, you can focus on immersing yourself in an Italian grand tour. 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 amongst the palaces and canals of Venice.

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.

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. 

Scooters on a Narrow Street in Rome
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.

Verona skyline
Map of Rome, Florence, Verona, & Venice - 18 Days
Rome, Florence, Verona, & Venice - 18 Days

Your trip to Rome and Florence starts with guided tours through Rome's historical core, Vatican City, and the Roman Forum, with walks through the Colosseum and to the top of Palatine Hill. Head to Florence to experience its historic squares, cathedrals, and museums. End your trip in Verona, visiting the famous romantic setting of Shakespeare's classic love story and the floating city of Venice.

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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