19 days in Sicily & Aeolian Islands Itinerary

19 days in Sicily & Aeolian Islands Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Syracuse
— 4 nights
Drive
2
Taormina
— 3 nights
Train to Milazzo, Ferry to Isola Vulcano
3
Isola Vulcano
— 2 nights
Ferry
4
Lipari
— 2 nights
Ferry to Milazzo, Train to Palermo
5
Palermo
— 7 nights
Fly

S M T W T F S
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1
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Syracuse

— 4 nights

Pearl of the Mediterranean

Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
You'll find plenty of places to visit near Syracuse: Ragusa (Ragusa Ibla & Palazzo Cosentini), Scicli (Centro storico di Scicli - World Heritage Site & Gli Aromi Sicily) and Cathedral of St. George (in Modica). There's much more to do: head off the coast to Ortigia, explore the ancient world of Parco Archeologico della Neapolis, pause for some serene contemplation at Chiesa di San Giovanni Alle Catacombe, and Head underground at Ear of Dionysius (Orecchio di Dionisio).

For ratings, maps, other places to visit, and other tourist information, read our Syracuse road trip planning tool.

Milan to Syracuse is an approximately 6-hour flight. You can also do a combination of train and ferry; or take a bus. Cap off your sightseeing on the 18th (Sat) early enough to go by car to Taormina.

Things to do in Syracuse

Historic Sites · Parks · Nature · Wildlife

Side Trips

Taormina

— 3 nights
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Change things up with these side-trips from Taormina: Linguaglossa (Gambino Vini & Etna Donkey Trekking) and Etna Passion (in Zafferana Etnea). There's lots more to do: step off the mainland to explore Isola Bella, take in the pleasant sights at Piazza IX Aprile, contemplate in the serene atmosphere at Chiesa del Varo, and delve into the distant past at Ancient Theatre of Taormina.

For other places to visit, ratings, where to stay, and tourist information, you can read our Taormina itinerary maker tool.

Traveling by car from Syracuse to Taormina takes 1.5 hours. Alternatively, you can take a train; or take a bus. September in Taormina sees daily highs of 32°C and lows of 24°C at night. Finish your sightseeing early on the 21st (Tue) to allow enough time to travel to Isola Vulcano.

Things to do in Taormina

Outdoors · Wildlife · Tours · Parks

Side Trips

Isola Vulcano

— 2 nights
On the 22nd (Wed), see the interesting displays at Centro Operativo INGV "Marcello Carapezza" - Vulcano, trek along Scalata al Cratere, and then witness a stunning natural landmark at Terme di Vulcano. Get ready for a full day of sightseeing on the next day: cast your line with Massimo Sabbie Nere, get impressive views of Vulcano, then make a trip to Capo Grillo, and finally tour the pleasant surroundings at Spiaggia dell'Asino.

For more things to do, other places to visit, reviews, and more tourist information, use the Isola Vulcano day trip planning app.

You can do a combination of train and ferry from Taormina to Isola Vulcano in 4 hours. Alternatively, you can do a combination of bus and ferry. In September in Isola Vulcano, expect temperatures between 32°C during the day and 24°C at night. Finish up your sightseeing early on the 23rd (Thu) so you can catch the ferry to Lipari.

Things to do in Isola Vulcano

Parks · Outdoors · Nature · Wildlife

Lipari

— 2 nights
Lipari is the largest of the Aeolian Islands in the Tyrrhenian Sea off the northern coast of Sicily, southern Italy; it is also the name of the island's main town and comune, which is administratively part of the Metropolitan City of Messina. On the 24th (Fri), take in the architecture and atmosphere at Chiesa di San Bartolomeo Apostolo Extra Moenia and then take a tour by water with Gozzo Christian. Keep things going the next day: take in the spiritual surroundings of Cattedrale di San Bartolomeo, examine the collection at Museo Archeologico Regionale Eoliano, then take in the architecture and atmosphere at Chiesa delle Anime del Purgatorio, then explore the gorgeous colors at Cala Junco, and finally pause for some serene contemplation at Chiesa Vecchia di Quattropani.

For photos, maps, where to stay, and more tourist information, use the Lipari trip maker.

Traveling by ferry from Isola Vulcano to Lipari takes an hour. Expect a daytime high around 32°C in September, and nighttime lows around 24°C. Cap off your sightseeing on the 25th (Sat) early enough to travel to Palermo.

Things to do in Lipari

Wildlife · Outdoors · Tours · Historic Sites

Side Trip

Palermo

— 7 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Change things up with these side-trips from Palermo: Duomo di Monreale (in Monreale), Riserva Naturale Dello Zingaro (in Castellammare del Golfo) and Tempio di Segesta (in Calatafimi-Segesta). There's still lots to do: pause for some serene contemplation at Cattedrale di Palermo, take your sightseeing to a higher altitude at Rocca di Cefalu, let your taste buds guide you at a local gastronomic tour, and contemplate the long history of Norman Palace.

To find traveler tips, more things to do, ratings, and other tourist information, use the Palermo travel route planner.

You can do a combination of ferry and train from Lipari to Palermo in 5 hours. Alternatively, you can do a combination of ferry and bus. Finish up your sightseeing early on the 2nd (Sat) so you can travel back home.

Things to do in Palermo

Historic Sites · Parks · Tours · Wildlife

Side Trips

Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.

Aeolian Islands travel guide

4.1
Beaches · Volcanos · Outdoor Activities
Named for the Greek god of wind by early settlers, the Aeolian Islands are a volcanic archipelago of unspoiled natural wonders and historical charm. Stromboli, made famous by the Ingrid Bergman film of the same name, is a popular among nature enthusiasts who come to hike the island's volcano. The twin-peaked island of Salina offers a busy port full of trendy boutiques and small eateries. Explore the popular vacation locale of Panarea, with its alluring beaches and high-end shopping and fine dining. You can escape to the less-populated Alicudi, where donkeys are the only mode of transportation, to enjoy a tranquil island atmosphere.