Italy 16-Day Self-Drive Tours & Itineraries

Explore 3 self-drive trips designed by local kimkim specialists to get ideas for your trip to Italy.
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Watch Stromboli's routine eruption on an evening tour of the volcano
Map of Sicily Highlights Self-Drive Tour with Aeolian Islands - 16 Days
Sicily Highlights Self-Drive Tour with Aeolian Islands - 16 Days

Experience the highlights of Sicily on this in-depth tour. Beginning and ending in Catania, you'll cover the Italian island as well as spend some time exploring the impressive Aeolian Islands. You'll visit ancient Greek, Roman, and Norman ruins, medieval fortressed towns dotted with ornate baroque buildings and stunning beaches. Discover remote island settlements on Stromboli, meander and climb the narrow laneways and staircases in Modica, Ragusa Ibla, and Scicli,  and dine on fresh seafood in sophisticated Taormina.

Discover Taormina's ancient Greek theater and admire views of Mount Etna
Map of Sicily Highlights Self-Drive Tour - 16 Days
Sicily Highlights Self-Drive Tour - 16 Days

Explore the highlights of Sicily as you circumnavigate the Italian island starting and ending in the regional capital of Palermo, a cultural melting pot with stunning monuments and vibrant markets. Along the way, you will explore ancient Greek, Roman, and Norman ruins, medieval fortressed towns dotted with ornate baroque buildings and stunning beaches. You'll trek coastal trails in the beautiful Zingaro Nature Reserve, sip fortified wine in charming Marsala,  and dine on fresh seafood in sophisticated Taormina.

With your rental car, you'll have the freedom to explore wineries in Tuscany
Map of Discover Venice, Tuscany & Rome - 16 Days
Discover Venice, Tuscany & Rome - 16 Days

This 16-day tour of Italy combines classic highlights and lesser-known surprises. Start in Venice, where you'll relax on a gondola and visit islands on the Adriatic. Then train to Florence to walk among Renaissance art and discover your pasta-making skills. From here, drive through Tuscany, stopping at medieval hill towns, Mediterranean beaches, and wineries. Finish in Rome to see the big hitters, followed by dinners in Monti and Trastevere—two neighborhoods filled with trendy locals.

Other durations: 7 days · 8 days · 9 days · 10 days · 11 days · 12 days · 13 days · 14 days · 15 days · 16 days