22 days in Sicily & Milan Itinerary

22 days in Sicily & Milan Itinerary

Created using Inspirock Italy vacation builder

Make it your trip
Fly
1
San Vito lo Capo
— 2 nights
Drive
2
Palermo
— 3 nights
Bus to Trapani, Staiti 13, Ferry to Isola di Favignana
3
Isola di Favignana
— 2 nights
Ferry to Marsala, Bus to Agrigento
4
Agrigento
— 1 night
Drive
5
Scicli
— 1 night
Drive
6
Syracuse
— 2 nights
Drive
7
Taormina
— 2 nights
Fly
8
Lampedusa
— 2 nights
Fly
9
Milan
— 6 nights
Fly

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San Vito lo Capo

— 2 nights
A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Kick off your visit on the 2nd (Thu): take in the awesome beauty at Il sentiero di Monte Monaco and then enjoy the sand and surf at Spiaggia di San Vito lo Capo. Keep things going the next day: look for all kinds of wild species at Riserva Naturale Dello Zingaro.

For maps, reviews, photos, and tourist information, go to the San Vito lo Capo visit planner.

New York City, USA to San Vito lo Capo is an approximately 13.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Standard Time (CET) is 6 hours. In September, daytime highs in San Vito lo Capo are 80°F, while nighttime lows are 70°F. Cap off your sightseeing on the 3rd (Fri) early enough to go by car to Palermo.

Things to do in San Vito lo Capo

Parks · Wildlife · Outdoors · Beaches

Side Trip

Palermo

— 3 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: Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese (in Termini Imerese) and Duomo di Monreale (in Monreale). There's still lots to do: pause for some serene contemplation at Cattedrale di Palermo, view the masterpieces at Regional Gallery (Galleria Regionale della Sicilia), admire the striking features of Norman Palace, and contemplate the long history of Palazzo Conte Federico.

To find where to stay, ratings, and other tourist information, read Palermo tour itinerary site.

Traveling by car from San Vito lo Capo to Palermo takes 2 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Finish up your sightseeing early on the 6th (Mon) so you can travel to Isola di Favignana.

Things to do in Palermo

Historic Sites · Museums · Tours · Shopping

Side Trips

Isola di Favignana

— 2 nights
Once famous for its white tuff shell quarries and tuna can factory--now turned into a museum--Isola di Favignana attracts divers and beachgoers with its jagged coastline rich in coves and caves.
On the 7th (Tue), stop by I Veri Sapori Favignanesi, get engrossed in the history at Ex Stabilimento Florio delle Tonnare di Favignana e Formica, and then look for all kinds of wild species at In Barca con Pietro. Keep things going the next day: explore the activities along Egadi Sea, make a trip to Grotte bue marino, then tour the pleasant surroundings at Spiaggia di Cala Rossa, and finally examine the collection at Casa Museo Matteo Sercia.

To plan Isola di Favignana vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by combination of bus and ferry from Palermo to Isola di Favignana takes 4 hours. September in Isola di Favignana sees daily highs of 83°F and lows of 67°F at night. Wrap up your sightseeing on the 8th (Wed) to allow time to travel to Agrigento.

Things to do in Isola di Favignana

Outdoors · Tours · Museums · Wildlife

Agrigento

— 1 night

Valley of the Temples

Historically one of ancient Greece's leading cities, Sicily's Agrigento is home to the seven monumental temples that make up the well-preserved Valley of the Temples.
Start off your visit on the 9th (Thu): relax and rejuvenate at Seta Spa and Wellness, get engrossed in the history at Collezione La Gaipa, and then delve into the distant past at Valle dei Templi.

To find traveler tips, reviews, where to stay, and more tourist information, use the Agrigento trip tool.

You can do a combination of ferry and bus from Isola di Favignana to Agrigento in 4.5 hours. Expect a daytime high around 80°F in September, and nighttime lows around 71°F. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Scicli.

Things to do in Agrigento

Historic Sites · Spas · Museums

Scicli

— 1 night
Scicli is a town and municipality in the Province of Ragusa in the south east of Sicily, Italy. Kick off your visit on the 10th (Fri): examine the collection at Mulino ad Acqua - Museo Cavallo d'Ispica, pause for some serene contemplation at Cathedral of St. George, then look for gifts at ArtigianArte, then get a taste of life in the country at Gli Aromi Sicily, and finally get to know the fascinating history of Centro storico di Scicli - World Heritage Site.

For maps, where to stay, other places to visit, and other tourist information, go to the Scicli online trip itinerary builder.

Traveling by car from Agrigento to Scicli takes 2.5 hours. Alternatively, you can do a combination of bus and train; or take a train. Expect little chillier evenings in Scicli when traveling from Agrigento in September, with lows around 63°F. Finish your sightseeing early on the 10th (Fri) to allow enough time to drive to Syracuse.

Things to do in Scicli

Historic Sites · Museums · Shopping

Side Trip

Syracuse

— 2 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.
On the 11th (Sat), pause for some serene contemplation at Chiesa di San Filippo Apostolo, head off the coast to Ortigia, then take in the architecture and atmosphere at Duomo di Siracusa, and finally get engrossed in the history at Museo Archeologico Regionale Paolo Orsi. Get ready for a full day of sightseeing on the 12th (Sun): take a tour by water with Ortigia Island Excursion, delve into the distant past at Parco Archeologico della Neapolis, and then appreciate the extensive heritage of Centro Storico.

For more things to do, ratings, and other tourist information, go to the Syracuse trip planning tool.

You can drive from Scicli to Syracuse in 1.5 hours. Alternatively, you can take a train. Cap off your sightseeing on the 12th (Sun) early enough to go by car to Taormina.

Things to do in Syracuse

Historic Sites · Parks · Nature · Tours

Side Trip

Taormina

— 2 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.
Start off your visit on the 13th (Mon): take a memorable tour with Blue Sea Diving Center, then head off the coast to Isola Bella, then don't miss a visit to Corso Umberto, and finally delve into the distant past at Ancient Theatre of Taormina. On your second day here, identify plant and animal life at Etna Passion, then do a tasting at Gambino Vini, and then contemplate in the serene atmosphere at Chiesa del Varo.

To find other places to visit, ratings, where to stay, and other tourist information, read our Taormina online tour itinerary builder.

Getting from Syracuse to Taormina by car takes about 1.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 82°F in September, and nighttime lows around 69°F. Wrap up your sightseeing on the 14th (Tue) early enough to travel to Lampedusa.

Things to do in Taormina

Outdoors · Tours · Wildlife · Historic Sites

Side Trips

Lampedusa

— 2 nights
Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
On the 15th (Wed), make a trip to Archivio Storico Lampedusa, get a new perspective on things with Boat Tours & Water Sports, and then look for all kinds of wild species at Centro di Recupero Tartarughe e Fauna Selvatica WWF. Here are some ideas for day two: enjoy the sand and surf at Cala Pulcino, then enjoy the sand and surf at Spiaggia dei Conigli, and then kick back and relax at La Tabaccara.

Start your trip to Lampedusa by creating a personalized itinerary on Inspirock.

Getting from Taormina to Lampedusa by flight takes about 4 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Taormina in September, expect somewhat warmer with lows of 75°F in Lampedusa. Wrap up your sightseeing on the 16th (Thu) to allow time to travel to Milan.

Things to do in Lampedusa

Outdoors · Parks · Beaches · Tours

Milan

— 6 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
You'll find plenty of places to visit near Milan: Genoa (Piazza Raffaele De Ferrari & Aquarium of Genoa), Gardaland Park (in Castelnuovo del Garda) and Verona (Torre dei Lamberti, Piazza delle Erbe, &more). There's still lots to do: take in the architecture and atmosphere at Duomo di Milano, get your bearings at Pinacoteca Ambrosiana, admire the striking features of Villa Carlotta, and appreciate the extensive heritage of Piazza del Duomo.

For other places to visit, traveler tips, where to stay, and other tourist information, go to the Milan route maker app.

Traveling by flight from Lampedusa to Milan takes 4 hours. Alternatively, you can do a combination of ferry, bus, and train; or do a combination of ferry and bus. Traveling from Lampedusa in September, things will get a bit cooler in Milan: highs are around 76°F and lows about 57°F. Finish your sightseeing early on the 22nd (Wed) so you can travel back home.

Things to do in Milan

Historic Sites · Parks · Theme Parks · Museums

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.