29 days in Sicily Itinerary

29 days in Sicily Itinerary

Created using Inspirock Sicily Trip Planner

Make it your trip
1
Castiglione di Sicilia
— 20 nights
Drive
2
Taormina
— 2 nights
Drive
3
Messina
— 2 nights
Drive
4
Catania
— 2 nights
Drive
5
Syracuse
— 2 nights
Drive

S M T W T F S
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10

Castiglione di Sicilia

— 20 nights
Do some cultural sightseeing at Basilica di Santa Maria and Chiesa di San Nicolo. Appreciate the collections at Castello Svevo & Museo Archeologico Vagliasindi and Minibottles Gallery. Change things up with these side-trips from Castiglione di Sicilia: Etna (in Tremestieri Etneo), Azienda Vinicola Barone di Villagrande (in Milo) and Bronte (Biblioteca del Real Collegio Capizzi, Il Pistacchio di Corica Alfio, &more).

To find where to stay, more things to do, other places to visit, and tourist information, refer to the Castiglione di Sicilia day trip website.

If you are flying in from Colombia, the closest major aiports are Catania-Fontanarossa Airport, Lamezia Terme Airport and Comiso Airport. On the 30th (Wed), you're off to Taormina.

Things to do in Castiglione di Sicilia

Parks · Outdoors · Wineries · Nature

Side Trips

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.
Castillo de Castelmola and Palazzo Corvaja are good opportunities to explore the local culture. Step off the beaten path and head to Santa Caterina Church and Ceramiche Dell'Artigianato Siciliano Manago. There's still lots to do: make a trip to Ancient Theatre of Taormina, enjoy the sand and surf at Lido Playa Sole Luna, see the interesting displays at Museo archeologico di Naxos, and walk around Villa Comunale.

For other places to visit, photos, and more tourist information, go to the Taormina online trip planner.

Traveling by car from Castiglione di Sicilia to Taormina takes an hour. In November in Taormina, expect temperatures between 23°C during the day and 16°C at night. Wrap up your sightseeing on the 2nd (Fri) to allow time to drive to Messina.

Things to do in Taormina

Parks · Historic Sites · Beaches · Outdoors

Side Trips

Messina

— 2 nights
Messina is the capital of the Italian Metropolitan City of Messina. On the 3rd (Sat), examine the collection at Museo Tesoro del Duomo, then enjoy the sand and surf at Piscina di Venere, and then explore the world behind art at Museo Regionale Interdisciplinare. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at Santuario della Madonna di Montalto and then explore the world behind art at Museo Archeologico Nazionale di Reggio Calabria.

For ratings, more things to do, traveler tips, and other tourist information, refer to the Messina road trip planning tool.

Getting from Taormina to Messina by car takes about an hour. Other options: take a bus; or take a train. In December, daytime highs in Messina are 19°C, while nighttime lows are 13°C. Finish up your sightseeing early on the 4th (Sun) so you can go by car to Catania.

Things to do in Messina

Museums · Parks · Beaches · Outdoors

Side Trips

Catania

— 2 nights

Black Pearl of Ionian Sea

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
On the 5th (Mon), examine the collection at Manganelli Palace, take in the architecture and atmosphere at Basilica Collegiata, then do a tasting at Benanti Winery, and finally see the interesting displays at Museo del Cinema di Catania. Here are some ideas for day two: take an in-depth tour of Museo Diocesano Catania, make a trip to Palazzo degli Elefanti, admire the masterpieces at MUSEO CROCIFERI - Art and Chocolate, then take an in-depth tour of Monastero dei Benedettini, and finally see the interesting displays at Herborarium Museum.

To find photos, other places to visit, reviews, and tourist information, read Catania trip itinerary app.

You can drive from Messina to Catania in 1.5 hours. Other options are to take a bus; or take a train. Expect a bit cooler evenings in Catania when traveling from Messina in December, with lows around 5°C. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Syracuse.

Things to do in Catania

Museums · Wineries · Historic Sites

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.
Start off your visit on the 7th (Wed): look for all kinds of wild species at Riserva Naturale Orientata Oasi faunistica di Vendicari and then enjoy the sand and surf at Agua Beach Resort. Get ready for a full day of sightseeing on the next day: admire the masterpieces at Monastero del San salvatore, then steep yourself in history at Late Baroque Towns of the Val di Noto, then enjoy the sand and surf at Spiaggia Calamosche, and finally get engrossed in the history at Museo Archeologico Regionale Paolo Orsi.

For where to stay, reviews, traveler tips, and other tourist information, refer to the Syracuse trip itinerary builder.

Traveling by car from Catania to Syracuse takes an hour. Alternatively, you can take a train; or take a bus. Finish your sightseeing early on the 8th (Thu) so you can drive back home.

Things to do in Syracuse

Parks · Beaches · Outdoors · 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.