Sicily is a captivating destination, with scenic beauty, historic sites, and culinary delights. This 7-day itinerary is for the active traveler looking to experience the best of the island while cycling and walking.
Best of Taormina
Taormina’s location along the fabled Ionian Coast makes it the perfect launchpad for nearby adventures. Previous kimkim travelers have visited the smoldering crater of Mt Etna, Italy’s highest mountain south of the Alps. Just west of Taormina, you can see the volcanic-shaped landscape in the Gole Alcanatra, a series of lava gorges with churning rapids and idyllic swimming spots. Along the coast, there’s excellent kayaking, snorkeling, and scenic boat trips. As elsewhere in Sicily, cuisine plays a pivotal role in everyday life. You can learn a few secrets of Italian recipes in a hands-on cooking course led by a chef in Taormina.
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Explore why Sicily has been one of the world's most densely occupied regions for over 2,000 years on this colorful 9-day itinerary. Begin in the food capital of Palermo to see 12th-century churches, Italy's largest opera house, and learn to make a 4-course meal. Continue to the resort town of Taormina to hike Mount Etna, see a show at the Greek theater, and explore the beautiful little island of Isola Bella. End in Catania, where finger-licking street food and Baroque architecture dominate the scene.
A favorite with bikers and hikers, Sicily's hilly landscapes are also perfect for travelers who want big views, diverse cultures, and sunny weather. Explore all this and more on this packed 12-day itinerary, which starts in the food capital of Palermo. Tour medieval churches and relax on sunny beaches, then head to Taormina to dive into the arts and theater scene. Explore Mount Etna and the local winemaking culture, then end your trip in Catania, where churches, street food, and views of the Ionian Sea create the perfect Mediterranean atmosphere.
This region of Sicily is perhaps the most popular part of the Mediterranean's most iconic island — and for good reason. Europe's largest volcano, ancient archeological sites, shimmering turquoise waters, and easy to navigate resort towns are all reasons travelers flock to this region of the island in droves each year. Step slightly off the beaten path, however, and it is still possible to catch a glimpse of the Ionian coast's beauty, history, and culture.
Over 10 days you can add some of the most beautiful locales in Italy to your holiday scrapbook. This itinerary begins in the south and Naples and includes tours of both the ruins of Pompeii and an ascent of Mount Vesuvius. Then it's pure postcard beauty as you travel to the Amalfi Coast and Capri before jetting off to Sicily for a road trip around that island's most famous and historic sights.
This 7-day highlights itinerary is perfect for travelers on a time crunch. Start in Palermo, voted in 2015 by Forbes as the European capital of street food, to explore Sicily's vibrant culture and history. Visit a variety of churches, from an Italo-Albanian Catholic Church to the 12th-century Monreale Cathedral, and learn how to prepare a 4-course Sicilian meal. Continue to sophisticated Taormina to explore the arts and hike to the top of Mount Etna. End your trip in Catania to see Baroque architecture and cool off with refreshing watermelon granitas.
Cliff diving is the national pastime in Sicily, and it's easy to see why on this beautiful 10-day itinerary of the mountainous island. Begin your trip in diverse Palermo to discover history and culture through the medium of street food. Go back in time with a trip to the Cappuccini Catacombs and enjoy the sunshine and turquoise water on Mondello Beach. Explore art and history in Taormina and see Sicily from the top of Mount Etna, then end your trip with a street food tour in beautiful Catania.
Sicily has long been a favorite with maritime travelers, and you'll fall in love as well on this incredible 13-day trip. Tour churches and busy street markets in Palermo, then head to Syracuse, home of the famed mathematician Archimedes. Haggle for your lunch at the bustling Ortygia Street Market and visit the 13th-century Castello Maniace before making your way up the coast to Taormino and Catania, where theater, street food, and seafront promenades are a trip highlight.
If you have two weeks and a thirst for Sicilian sunshine, delicious street food, and fascinating culture, then this is the trip for you. Spend four days exploring Palermo's diverse history, shopping at bustling markets, and relaxing on sunny beaches. Visit Syracuse—home city of mathematician Archimedes—and explore the Old Town of Ortygia, then head to Taormina to hike Mount Etna and catch a performance at the ancient Greek Theater. End your trip with a street food tour and sunny views of the Ionian Sea in Catania.
Sicilians consider themselves Sicilian first, and Italian second—discover the source of their fierce pride on this beautiful 11-day itinerary. Start in culturally rich Palermo, voted by Forbes as the 2015 European food capital. See a variety of churches, from 12th-century to modern-day, and learn to make a traditional 4-course meal. Head to Taormina, where art and theater dominate the region. Catch a show at the Greek theater overlooking the Ionian Sea, then end your trip in bustling Catania—the perfect place to try finger-licking street food and enjoy views of Mt. Etna.
Explore the best of Sicily on this 15-day itinerary, from Palermo's famous food scene to the Greek theater in Taormina. Visit Syracuse, the birthplace of Archimedes, to see the 2700-year-old town of Ortygia and sunny Arenella Beach. Spend four days enjoying nature and the arts in Taormina, then head to Catania, where filming sites from the Godfather trilogy, delicious street food, and bustling fish markets await.
Discover what drew ancient and modern people to strategically-located Sicily on this 8-day tour. Start in Palermo to explore its colorful history and exceptional food scene. See the 12th-century Norman Cattedrale, shop for lunch at the busy Vucciria street market, and soak in the Mediterranean sunshine on the Mondello Beach. Continue to Taormina where you'll catch a performance at the Greek theater, see Sicily from the top of the Mount Etna volcano, and stuff yourself on delicious fried street food.
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.
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.
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.
Nine days is enough time to both discover Rome and set off on an exciting road trip around the island of Sicily. In Rome, you'll tour the unmissable city sights like the Vatican, Colosseum, and the Borghese Gallery. Upon arrival, in Sicily, you'll pick up a rental car and set off from the streets of Palermo along the gorgeous coast to Mt. Etna before finishing the trip in the Baroque city of Catania.
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.
Embark on the trip of a lifetime with a visit to not one but two of Italy's most historic locales. On this 10-day jaunt you'll enjoy city tours of Rome plus a cooking class where you'll learn to prepare traditional Italian dishes. Then you'll fly to the island of Sicily, where on a road trip you'll travel to coastal cities like Palermo and Cefalú, visit ancient Greek ruins at Syracuse, and even ascend Mt. Etna.
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.
The only thing better than visiting one incredible region of Sicily is visiting three. Over 11 days you'll do just that, beginning in Rome with tours of its ancient ruins and historic sights. You'll then travel south to the incomparable Amalfi Coast and island of Capri before finishing up in Sicily with an epic road trip that includes a visit to historic beach towns like Cefalú and ancient Greek ruins.
11 days is enough time to plan a whirlwind tour of southern Italy's most beautiful locales and historic sights. You'll start in Naples, birthplace of pizza, before sojourning on the Amalfi coast with its terraced vineyards and lemon groves. After fun and sun on Capri, you'll head to another great island—Sicily—for an unforgettable self-driving tour of ancient cities, Greek ruins, and active volcanoes.
Enjoy a different kind of vacation with this adventure in southern Italy. You'll arrive in the Puglia region and immediately visit historic cities like Alberobello, Matera, Lecce, and Bari. You'll then fly to Sicily, where you'll take a quick self-drive road trip around the island, stopping at ancient ruins and the historic beach town of Cefalú.
No Italian holiday is complete without visiting Rome, and no trip to Sicily is complete without driving around that historic island. On this 11-day itinerary you'll do both, starting with tours of Rome's most ancient and beautiful sights. In Sicily, you'll hop in a rental car and travel from its capital of Palermo along the stunning north coast to the east side, stopping at other historic cities like Syracuse and Catania.
Southern Italy always makes for an unforgettable vacation. This 12-day itinerary guarantees that outcome, as it begins in Naples, continues along the ruggedly beautiful Amalfi Coast, and includes a jaunt to Capri, the crown jewel of the Mediterranean. You'll cap the adventure with a road trip from one side of Sicily to the other, during which you'll enjoy all the great food and historic sights that island has to offer.
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.
Get away from it all for 12 days of unforgettable experiences in Italy. This includes touring the most famous sights of Rome, lazing on the pebbly beaches of the Amalfi Coast, and marveling at the cotton-candy-pink sunsets of Capri. The Mediterranean dream doesn't end there—you'll also embark on a road trip adventure around Sicily, from the historic streets of Palermo to the Greek ruins of Syracuse.
On this 12-day holiday in Italy, you'll visit ancient ruins and historic sights in two of Italy's most beautiful southern regions: Puglia and Sicily. Moreover, you'll enjoy various activities, from cooking classes to beach trips and even a hike up Mt. Etna. The best part is you'll finish the trip with a road trip around Sicily, visiting its most famous locales like the ancient Greek ruins at Syracuse.
12 days is not only enough time to enjoy an unforgettable Roman holiday, but you can add a road-trip adventure through Sicily to the itinerary. In Rome, you'll tour famous sights like the Vatican and Borghese Gallery plus learn the secrets to Italian cuisine in a cooking class. Then, after jetting to Sicily, you'll hop in a rental car and drive from one beautiful coastal city to another, from Palermo to Taormina to Syracuse to Catania.
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.
Give yourself over to the beauty of Italy for 13 days of culture, romance, and adventure. After touring the famous sights of Rome, like the Forum and Colosseum, you'll travel south to the ruggedly beautiful Amalfi Coast and the incomparable Mediterranean gem of Capri. The trip culminates with an exciting road trip around the island of Sicily in which you'll tour Palermo and visit ancient Greek ruins.
In less than two weeks you can visit some of the most incredible locales in Italy. This includes the ruggedly beautiful Amalfi Coast, the postcard island of Capri, the cultural hotbed of Sicily, and even the birthplace of pizza: Naples. In addition, you'll get to tour historic sights like the ruins of Pompeii and natural wonders like Mount Etna, the largest active volcano in Italy.
Ancient ruins, beautiful beaches, historic cities—you'll get all this and more on a 13-day tour of southern Italy. First up you'll visit cave dwellings and go on food tours in Puglia, the southernmost region of mainland Italy. Then you'll fly to the island of Sicily, which you'll discover on a road trip that will take you from postcard coastal towns to ancient Greek ruins in Syracuse.
If you want to see as many of Italy's historic sights and locales as possible on a limited time frame, you'll visit two places: Rome and Sicily. This 13-day itinerary covers both, beginning in Italy's capital with tours of the city sights and art museums. You'll then fly to Sicily for a road-trip adventure in which you'll stop at its most famous cities, ruins, and landmarks, like Mt. Etna.
Over 15 days you'll experience the highlights of Italy. In the capital Rome, you'll visit landmarks like the Colosseum and historic institutions like the Vatican. You'll then enjoy the pebble beaches and sun-kissed coast of Amalfi before venturing far south to Sicily, where a road trip will take you from Palermo to Mount Etna.
You can do a lot with the traditional two-week vacation. Case in point, it's enough time to jaunt to southern Italy and tour beautiful locales like Naples, Pompeii, the Amalfi Coast, and the island of Capri. You'll even have time to road trip around the island of Sicily, enjoying incredible street food and touring ancient Greek ruins as you do.
This two-week holiday combines anthropology and history with a road-trip adventure in two of Italy's most unique regions. First, you'll tour Puglia, Italy's "heel of the boot," which is home to beautiful beaches and ancient cities. Then you'll fly to Sicily for a road trip from the cultural melting pot of Palermo to ancient Greek and Roman ruins—plus enjoy a jaunt to Mt. Etna.
In two weeks you'll not only immerse yourself in the splendor of historic Rome, but you'll also embark on an unforgettable road trip around the cultural melting pot that is Sicily. In the former, you'll tour famous sights like the Colosseum and Vatican plus take part in a local cooking class. In the latter, you'll drive around the island at your leisure, stopping at historic and beautiful cities like Syracuse, Agrigento, and 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.
In a little over two weeks you can enjoy comprehensive tours of southern Italy's most beautiful regions: Puglia and Sicily. The adventure begins in the former, where you'll visit historic cities on Italy's heel of the boot like Lecce, Bari, and Alberobello. Then it's off to Sicily, where on a self-drive road trip you'll discover Palermo, visit ancient Greek and Roman ruins, and hike up to Mt. Etna.
Southern Italy is a treasure chest of historic sights and locales of unparalleled beauty. You'll discover much of it over 15 days as you travel from Naples and the Amalfi coast to the island of Capri and finally to the cultural melting pot of Sicily. Throughout, you'll dine on great pizza, pasta, and seafood while also taking wine tours, visiting ancient ruins, and hiking up to the top of iconic volcanoes.
Get ready for the ultimate 15-day Mediterranean experience. You'll first tour the highlights of Rome before venturing south to Italy's Amalfi Coast and the nearby island of Capri, which rises out of the sapphire blue waters like a siren. The adventure then kicks into high gear with an epic road trip around Sicily, where you'll explore its famous ruins, luxuriate in its rich culture, and dine on its incomparable cuisine.
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.
This 15-day itinerary places you in the heart of two of Italy's most historic locales: Rome and Sicily. The adventure begins in Italy's capital where you'll have multiple days to tour its most famous sights and uncover its lesser-visited gems. Then you're off to Sicily for the road trip of a lifetime as you visit Greek and Roman ruins, dine on incredible street food, and ascend Mt. Etna.
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.
Get ready for the trip of a lifetime as you abscond to southern Italy for 16 unforgettable days. The grand tour begins with a bit of history on a tour of the Pompeii ruins before you sail off to the ancient Roman playground of Capri Island. The last portion of the trip is a comprehensive tour around the island of Sicily as you enjoy street food in Palermo, visit Greek ruins in Agrigento, and ascend Mount Etna volcano.
This packed 16-day adventure combines the culturally rich region of Sicily with one of Italy's less-heralded gems: Puglia. First, you're off to the heel of Italy's boot, home to ancient and unique cities like Matera and Alberobello. Then you'll jet to Sicily, where you'll hop in a rental car and drive across the island, stopping at ancient Greek and Roman ruins along the way.
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.
This 16-day adventure includes visits to some of the most incredible locales in Italy. This includes everywhere from the capital of Rome to the Amalfi Coast to the island of Sicily. On top of the beautiful sights, you'll also enjoy unforgettable activities like museum visits, a street-food tour of Palermo, hiking up Mt. Etna, and more.
Lose yourself in the sights and sounds of Italy's capital before venturing south to the historic island of Sicily. This packed 16-day itinerary begins in Rome, where you'll visit the emblematic city sights. Then you'll jet south to Palermo and embark on a road trip around Sicily to discover its rich culture, cuisine, and history.
Experience Sicily and Sardinia—Italy's two largest islands—in all their glory during this immersive three-week trip, which offers a nice mix of guided tours and free time to explore on your own. Highlights of your self-driving tour of Sicily include Palermo, a cultural melting pot with historic monuments and colorful local markets and Taormina, the elegant village famous for its Greek theatre and postcard views. 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 4 days of your trip.
This packed 17-day itinerary includes visits to the most stunning locales in southern Italy. It begins in the birthplace of pizza, Naples, with excursions to the ancient city of Pompeii and Mount Vesuvius. You'll continue to the incomparable Amalfi Coast and Capri Island for some leisure and beach time before heading to Sicily for street food tours and visits to ancient Greek temples.
On this 17-day tour of Italy's southern regions, you'll go beyond medieval and Roman history and also visit the ruins of ancient civilizations. 9,000-year-old cave dwellings exist in the historic city of Matera, in Italy's Puglia region, but you'll also visit coastal gems like Lecce and Bari. The adventure culminates in Sicily with tours of Greek and Roman ruins and a hike up Mt. Etna.
This 17-day grand tour of Italy is your ticket to all the beauty and living history for which that country is famous. You'll begin in Rome and visit the most famous sights, including the Colosseum, Vatican, and Roman Forum, before absconding south to the sunkissed shores of the Amalfi Coast. A jaunt to Sicily and a road-trip around that incomparable island completes the adventure as you discover its great food, wine, and natural beauty.
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.
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.
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.
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.
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.
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.
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.
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.
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