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 southeast and the giant Etna volcano in between. The following 7-day itineraries offer some of these attractions, plus incredible food, dramatic coastal views and a history and culture that stretches to time immemorial.
Italy Self-Drive Tours & Itineraries
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Plan your ultimate Italy road trip
Italy is a country made for slow touring: whether you’re cruising through vineyards and silver-green olive groves that dip to the sea in sun-baked Puglia, negotiating hairpin bends on a cliff-hugging road skirting the dramatic island of Sardinia, or making an epic drive along the coast of Sicily. Wind down the window, breathe in the scent of wild herbs on the breeze, crank up the radio and get ready for five of our all-time favorite coastal road trips.
Italy self-drive itineraries
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.
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.
This 10-day itinerary features a perfect mix of culture, history, adventure, and relaxation. Explore ancient Greek and Roman cities, medieval hilltop towns dotted with ornate baroque buildings, and coastal ramparts. Begin in Sicily's regional capital of Palermo and drive your way around the Italian island to end in Catania. You'll visit stunning landscapes, like Trapani's historic salt pans, sip fortified wine in charming Marsala, and dine on fresh seafood in sophisticated Taormina.
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.
Spend two weeks delving into Sicily's historic and cultural highlights on this complete itinerary. 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. You'll begin and end in lively Catania and spend four nights on the Aeolian Islands before picking up your rental car and touring the Italian island from Palermo to Taormina, with Cefalù, Agrigento, and Syracuse in between.
Enjoy this 11-day self-drive itinerary around the Italian island where you'll begin in Palermo and end your stay in Catania. Along the way, stop to explore medieval hilltop towns and baroque cities, wander amid ancient Greek and Roman ruins, hike active Mount Etna, and choose from a number of stunning beaches along the coast. Catch a sunset over the Trapani salt ponds, sample fortified wine in charming Marsala, and learn to cook a 4-course Sicilian meal in Taormina.
This 13-day grand tour of the Sicilian island perfectly blends culture and history with adventure. Start in the regional capital of Palermo and wander the historic centers of Trapani and Erice before spending a little time on the Aegadi Islands. Visit the impressive Valley of the Temples and sprawling mosaics of Villa Romana del Casale, discover ornate baroque architecture in Noto, Modica, and Scicli, and lose yourself in the maze of narrow streets and underground passageways of Syracuse's Ortygia Island.
This complete 12-day self-drive tour covers Sicily's best, from cultural stops in baroque-infused cities to the exploration of ancient Greek and Roman temples and archaeological parks. Explore medieval hilltop towns, lively markets, ancient ruins, and old Norman castles. You'll sip fortified wine in Marsala, hike the slopes of active Mount Etna, and relax on Cefalù's inviting golden-sand Lungomare beach.
Discover the highlights of Sicily with this 10-day loop of the island, featuring three nights on two of the Aeolian Islands as well as time spent in Palermo, the regional capital, and historic Syracuse. You'll witness Stromboli's spectacular pyrotechnic display of red and orange lava, take a passeggiata along Cefalù's seaside promenade, and enjoy traditional Sicilian fare in a rustic trattoria in Syracuse's historic core. Explore historic Norman castles, ancient Greek temples, and Roman amphitheaters, and enjoy the impressive baroque architecture of lively Catania.
Enjoy cultural and historical experiences on this 9-day circuit of Sicily beginning in the regional capital of Palermo, a cultural melting pot, and ending in lively Catania. Along the way, you'll visit stunning landscapes, like the limestone cliffs of Scala dei Turchi, roam ancient Greek and Roman ruins at Agrigento and Syracuse, and learn to cook a traditional Sicilian meal in Taormina.
Enjoy culture, history, adventure, and relaxation on this 15-day Sicily highlights tour, starting and ending in Palermo. Discover the monuments and markets of the regional capital, visit ancient Greek and Roman ruins in Syracuse, wander the narrow and winding streets of Ragusa Ibla, and swim in the inviting Tyrrhenian Sea off of Cefalù. You'll explore the medieval core of Erice, visit historic palazzi in Menfi, marvel at the expansive mosaics in Villa Romana del Casale, and hike Mount Etna.
This 12-day grand tour of Sicily is a perfect mix of culture and adventure and includes four nights on the Aeolian Islands. Beginning and ending in Catania, you'll discover historic ruins on Lipari, soak in a mud bath on Vulcano, and go on a sunset hike of Stromboli before picking up your rental car in Milazzo. Tour Palermo, the regional capital, wander amid the impressive Greek temples in Agrigento, and enjoy a passeggiata along Syracuse's seaside promenade in Ortygia.
Explore Sicily's highlights, including four days on three of the Aeolian Islands, on this 15-day itinerary. Starting from Catania, you'll head to Milazzo and on to Lipari, Vulcano, and Stromboli to relax in mud baths and on black sand beaches, and to hike the Stromboli volcano. Visit Palermo, the regional capital before checking out the Greek and Roman ruins of Agrigento and Syracuse and ending the trip with a cooking class in the elegant seaside town of Taormina.
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.
Featuring a combination of culture, adventure, and relaxation, this 8-day self-drive tour of Sicily will bring you to the regional capital of Palermo, the Greek temple ruins of Agrigento, and the brilliant baroque laneways and staircases of Ragusa Ibla, Modica, and Scicli. Marvel at the impressive Norman-Byzantine details of Monreale Cathedral, hike the slopes of Mount Etna, and take in the breathtaking scenery in Savoca and Forza D'Agrò.
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.
Follow this two-week circuit around Sicily for unique cultural experiences, hiking adventures, and coastal relaxation. Begin on the northern shore in cultural-melting-pot, Palermo before heading to Trapani and the Aegadi Islands in the west. Wander amid Roman ruins and extensive mosaics in Agrigento, get lost in the baroque cities of Modica, Ragusa Ibla, and Scicli and their medieval centers, wind through crypts and catacombs in historic Ortygia, and relax along the Ionian Sea enjoying fresh-caught seafood in Taormina.
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.
Discover Sicily's highlights with this quick 7-day self-drive itinerary. Starting in the regional capital of Palermo, you'll spend time discovering the Norman-Byzantine Monreale Cathedral, before cutting across the island to explore the Greek temple ruins of Agrigento. Cap off the trip with four nights in Catania, the perfect access point to the Sicilian-Baroque cities of Ragusa Ibla, Modica, and Scicli, as well as the historic Syracuse and the elegant seaside town of Taormina.
Enjoy this 11-day itinerary from Catania to explore the Aeolian Islands before picking up your rental car and continuing to circle Sicily. Starting with the regional capital of Palermo, you'll dive into its colorful history and impressive architecture on a city tour, then discover the ridgetop temples of Agrigento and the Greek and Roman ruins of Syracuse, capping off the trip with a hike up Mount Etna.
Perfectly blending culture and history with adventure, this 13-day tour starts in the regional capital of Palermo and takes you to three of the Aeolian Islands. You'll pick up your rental car and check out the popular Lungomare beach in Cefalù, discover the impressive Norman-Byzantine Monreale Cathedral, and wander amid the ridgetop temples in Agrigento. From there, you'll explore the tightly woven network of narrow and winding alleys in Ortygia, hike Mount Etna, Europe's largest volcano, and end your trip in Catania, Sicily's next largest city.