Dive deep into Italian life and culture on this immersive 21-day highlights itinerary. Sample the chocolate focaccia and go wine tasting in Florence, tour ornate palaces and glass-making workshops in Venice, and relax on the sunny beaches of the Amalfi Coast. End your trip in Rome, where the world-famous Sistine Chapel, bohemian neighborhoods, and Ancient Roman ruins await.
Italy 3-Week Tours & Itineraries
While you'd need months (or even years) to explore Italy end-to-end, three weeks provides ample time to sample Italy's diverse regions. Take a look at some example itineraries below, or read our guide to some of the top 3-week trips in Italy.
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Experience Sicily and Sardinia—Italy's two largest islands—during this immersive three-week trip, which offers a nice mix of guided tours and free time to explore on your own. Your self-driving tour highlights include Palermo, a cultural melting pot, and Taormina, the elegant village famous for its Greek theatre. You'll also visit Syracuse and Agrigento, with their archaeological treasures, and Mount Etna—Europe's most active volcano. Finally, combine a city stay with beach trips in Sardinia for the last four days of your trip.
From a Gondola ride through the Venetian canals to a skip-the-line admission to Leonardo da Vinci's "Last Supper" fresco, this 21-day itinerary takes in all the high points of northern Italy. In-between, you'll hike the alpine foothills around Merano, drive the thrilling Stelvio Pass, and spend nine days exploring Lakes Giardia, Como, Maggiore, and Orta. End with four days of coastal hiking plus culinary experiences in Cinque Terre before a final day taking in the best of Milan.
Off-the-Beaten-Path Greece & Italy Road Trip: Lake Garda, Bologna, Tuscany, Olympia, Nafplio, & More - 21 Days
Explore the back roads and small villages that characterize the countrysides of both Italy and Greece on this three-week road trip. You'll visit well-known highlights, like Florence, charming Tuscan hill towns, and the first Olympic site in Olympia, as well as some places a bit off the beaten path: Romeo and Juliet's Verona, the medieval villages of the Peloponnese, the wineries of Nemea, and more. With full control of the daily driving schedule, you'll have time to plan for spontaneous stops for coffee, for shopping at roadside markets, and for late-afternoon beach breaks.
From Rome's ancient center to the stunning caldera of Santorini, this 21-day highlights itinerary explores everything from Renaissance history to famed Greek beaches. See Michelangelo's "David" in Florence, visit Tuscany's quiet hilltop villages, and explore ancient Greek archaeological sites in Athens. You'll sample Aperol Spritzes in Venice, eat spelt pie in Santorini, and more on this three-week adventure around the Mediterranean.
Indulge in the best of the Mediterranean region's food and wine on this comprehensive three-week getaway. Start the trip in Athens, home to both the famed Acropolis and the bustling Varvakios Market. Spend a few days island-hopping for winery tours and some of the world's best olive oil, before catching a flight to the south of Italy. Enjoy the best of Italy's cuisine, from pizza in Naples to parmesan in Bologna as you eat and drink your way through the country.