16 days in Sicily Itinerary

16 days in Sicily Itinerary

Created using Inspirock Sicily trip planner

This plan was created by another inspirock user. Make it your plan

Route & dates

16 days in Sicily Itinerary

Start: Pittsburgh
Fly + Taxi:  16 h 30 min
1
San Vito lo Capo
— 1 night
Drive:  1 h 45 min
2
Palermo
— 2 nights
Train:  1 h
3
Cefalu
— 2 nights
Drive:  2 h
4
Agrigento
— 3 nights
Drive:  2 h 15 min
5
Ragusa
— 1 night
Drive:  1 h 30 min
6
Syracuse
— 1 night
Drive:  1 h 30 min
7
Taormina
— 3 nights
+2
Train + Bus + Fly:  17 h 45 min
End: Pittsburgh

1
night
San Vito lo Capo

San Vito lo Capo ©
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 17th (Tue): identify plant and animal life at Riserva Naturale Orientata dello Zingaro. Keep things going the next day: pause for some serene contemplation at Basilica di Santa Maria Assunta and then delve into the distant past at Tempio di Segesta.

To see ratings, other places to visit, where to stay, and tourist information, go to the San Vito lo Capo online sightseeing planner .

Pittsburgh, USA to San Vito lo Capo is an approximately 16.5-hour combination of flight and car. You can also do a combination of flight and taxi. Due to the time zone difference, you'll lose 6 hours traveling from Pittsburgh to San Vito lo Capo. Traveling from Pittsburgh in September, you can expect nighttime temperatures to be somewhat warmer in San Vito lo Capo, with lows of 70°F. Wrap up your sightseeing on the 18th (Wed) to allow time to drive to Palermo.

Things to do in San Vito lo Capo

Parks Wildlife Historic Sites

Side Trips

Basilica di Santa Maria Assunta, Tempio di Segesta, Riserva Naturale Dello Zingaro
Find places to stay Sep 17 — 18:
Highlights from your plan
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro
Tempio di Segesta ©
Tempio di Segesta
Basilica di Santa Maria Assunta ©
Basilica di Santa Maria Assunta

2
nights
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 19th (Thu): contemplate in the serene atmosphere at Duomo di Monreale, stroll the grounds of Catacombe dei Cappuccini, make a trip to Cattedrale di Palermo, then admire the striking features of Norman Palace and Palatine Chapel, and finally contemplate in the serene atmosphere at Santa Maria dell'Ammiraglio. On the next day, do a tasting at Duca di Salaparuta, steep yourself in history at Palazzo Conte Federico, do a tasting at Tenuta Rapitala Winery, then learn about winemaking at Alessandro di Camporeale, and finally don't miss a visit to Quattro Canti.

To find traveler tips, photos, more things to do, and more tourist information, you can read our Palermo road trip planning site .

You can drive from San Vito lo Capo to Palermo in 2 hours. Other options are to do a combination of car and train; or take a bus. Wrap up your sightseeing on the 20th (Fri) to allow time to take a train to Cefalu.

Things to do in Palermo

Historic Sites Wineries

Side Trips

Camporeale, Duomo di Monreale
Find places to stay Sep 18 — 20:
Highlights from your plan
Duomo di Monreale ©
Duomo di Monreale
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace

2
nights
Cefalu

Cefalu ©
Cefalù is a city and comune in the Province of Palermo, located on the northern coast of Sicily, Italy on the Tyrrhenian Sea about 70km east of the provincial capital and 185km west of Messina. On the 21st (Sat), take in the spiritual surroundings of Santuario Gibilmanna, contemplate in the serene atmosphere at Oratorio del Santissimo Sacramento, steep yourself in history at Duomo di Cefalu, then take a stroll through Cefalu Coast, then contemplate the long history of La Rocca, and finally admire the masterpieces at Museo Mandralisca.

To find photos, reviews, traveler tips, and tourist information, read our Cefalu road trip planner.

You can take a train from Palermo to Cefalu in an hour. Other options are to take a bus; or drive. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Agrigento.

Things to do in Cefalu

Historic Sites Museums Neighborhoods
Find places to stay Sep 20 — 22:
Highlights from your plan
Duomo di Cefalu ©
Duomo di Cefalu
Cefalu Coast ©
Cefalu Coast
Rocca di Cefalu ©
Rocca di Cefalu

3
nights
Agrigento

Agrigento ©
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.
Visit Valley of the Temples (Valle dei Templi) and Eraclea Minoa for their historical value. Escape the urban bustle at Scala dei Turchi and Riserva Naturale Orientata Torre Salsa. Get out of town with these interesting Agrigento side-trips: Spiaggia at Siculiana Marittima (in Siculiana Marina), Il Castello Incantato (in Sciacca) and Porto Palo di Menfi (in Porto Palo). And it doesn't end there: take in the architecture and atmosphere at Chiesa San Nicola, get engrossed in the history at Museo Archeologico Regionale di Agrigento, and kick back and relax at Playa Lido Rossello.

For photos, reviews, where to stay, and more tourist information, read Agrigento online vacation planner .

Getting from Cefalu to Agrigento by car takes about 2 hours. Other options: take a train; or take a bus. Expect a daytime high around 80°F in September, and nighttime lows around 71°F. Finish your sightseeing early on the 25th (Wed) to allow enough time to drive to Ragusa.

Things to do in Agrigento

Parks Outdoors Beaches

Side Trips

Realmonte, Spiaggia at Siculiana Marittima, Riserva Naturale Orientata Torre Salsa, Porto Palo di Menfi, Il Castello Incantato
Find places to stay Sep 22 — 25:
Highlights from your plan
Valle dei Templi ©
Valle dei Templi
Scala dei Turchi ©
Scala dei Turchi
Spiaggia at Siculiana Marittima ©
Spiaggia at Siculiana Marittima

1
night
Ragusa

Ragusa ©
Once a flourishing ancient city, Ragusa was rebuilt after a devastating earthquake in 1693.
Start off your visit on the 25th (Wed): explore the historical opulence of Castello di Donnafugata, take in the architecture and atmosphere at Cathedral of St. George, get to know the fascinating history of Ragusa Ibla, then contemplate in the serene atmosphere at Duomo San Giorgio, and finally take in the spiritual surroundings of Chiesa di Santa Maria delle Scale.

For traveler tips, where to stay, ratings, and more tourist information, use the Ragusa driving holiday planner.

You can drive from Agrigento to Ragusa in 2.5 hours. Other options are to do a combination of bus and train; or take a bus. Plan for a bit cooler nights when traveling from Agrigento in September since evenings lows in Ragusa dip to 63°F. Cap off your sightseeing on the 26th (Thu) early enough to go by car to Syracuse.

Things to do in Ragusa

Historic Sites

Side Trips

Castello di Donnafugata, Cathedral of St. George
Find places to stay Sep 25 — 26:
Highlights from your plan
Ragusa Ibla ©
Ragusa Ibla
Cathedral of St. George ©
Cathedral of St. George
Duomo San Giorgio ©
Duomo San Giorgio

1
night
Syracuse

Syracuse ©
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 26th (Thu), appreciate the extensive heritage of Centro Storico and then step off the mainland to explore Ortigia. Get ready for a full day of sightseeing on the 27th (Fri): get engrossed in the history at Museo Archeologico Regionale P. Orsi, take in the architecture and atmosphere at Syracuse Cathedral, then delve into the distant past at Greek Theater, and finally enjoy the sand and surf at Spiaggia Calamosche.

For traveler tips, more things to do, other places to visit, and tourist information, go to the Syracuse sightseeing planner .

You can drive from Ragusa to Syracuse in 1.5 hours. Alternatively, you can take a bus; or take a train. Wrap up your sightseeing on the 27th (Fri) early enough to drive to Taormina.

Things to do in Syracuse

Parks Historic Sites Nature

Side Trip

Noto
Find places to stay Sep 26 — 27:
Highlights from your plan
Duomo di Siracusa ©
Duomo di Siracusa
Centro Storico ©
Centro Storico
Teatro Greco ©
Teatro Greco

3
nights
Taormina

Taormina ©
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.
Escape the urban bustle at Isola Bella and Gole Alcantara. Get some historical perspective at Sanctuary of the Madonna di Tindari and Chiesa del Varo. Explore the numerous day-trip ideas around Taormina: Gambino Vini (in Linguaglossa) and Duomo di Messina (in Messina). The adventure continues: stroll through Villa Comunale, explore the historical opulence of Castillo de Castelmola, make a trip to Piazza IX Aprile, and admire the local landmark of Quattro Fontane di Taormina.

Before you visit Taormina, use our trip planner to discover what you can do and see there.

Drive from Syracuse to Taormina in 1.5 hours. Alternatively, you can take a train; or take a bus. September in Taormina sees daily highs of 82°F and lows of 69°F at night. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Taormina

Parks Nature Historic Sites

Side Trips

Duomo di Messina, Sanctuary of the Madonna di Tindari, Gole Alcantara Botanical and Geological Park, Castillo de Castelmola, Gambino Vini
Find places to stay Sep 27 — 30:
Highlights from your plan
Isola Bella ©
Isola Bella
Sanctuary of the Madonna di Tindari ©
Sanctuary of the Madonna di Tindari

Similar Plans

6 days in Sicily BY A USER FROM AUSTRALIA August, kids, culture, outdoors, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: August, kids, culture, outdoors, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 17 days in Sicily BY A USER FROM AUSTRALIA June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Sicily BY A USER FROM UNITED KINGDOM June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Europe BY A USER FROM CANADA July, culture, museums, shopping, popular & hidden gems PREFERENCES: July, culture, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 33 days in Sicily BY A USER FROM UNITED STATES October, culture, romantic, historic sites, museums, shopping, popular sights PREFERENCES: October, culture, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Sicily BY A USER FROM FRANCE July, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: July, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Sicily BY A USER FROM CHILE August, popular & hidden gems PREFERENCES: August ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Sicily BY A USER FROM ARGENTINA June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Sicily BY A USER FROM UNITED STATES September, popular & hidden gems PREFERENCES: September ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in Sicily BY A USER FROM ISRAEL October, kids, popular sights PREFERENCES: October, kids ATTRACTION STYLE: Popular sights PACE: Medium 28 days in Sicily BY A USER FROM UNITED STATES September, hidden gems PREFERENCES: September ATTRACTION STYLE: Hidden gems PACE: Medium 15 days in Sicily BY A USER FROM ITALY August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium
See more plans