30 days in Italy Itinerary

30 days in Italy Itinerary

Created using Inspirock Italy itinerary planner

Plan created by another user.Make it yours

Route & dates

Start: Chicago
Fly:  13 h
1
Rome
— 4 nights
Train:  2 h
2
Florence
— 4 nights
Train:  3 h
3
Turin
— 4 nights
Fly:  5 h
4
Capri, Island of Capri
— 2 nights
Ferry:  1 h 30 min
5
Forio, Isola d'Ischia
— 2 nights
Fly:  6 h
6
Taormina, Sicily
— 4 nights
Drive:  3 h
7
Agrigento, Sicily
— 3 nights
Drive:  3 h
8
Trapani, Sicily
— 2 nights
Ferry:  1 h
9
Isola di Favignana
— 3 nights
Drive + Fly:  22 h 30 min
End: Chicago

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Bring the kids along to Domus Aurea and Trajan's Column. Discover out-of-the-way places like Quirinale Palace (Palazzo del Quirinale) and Colle Aventino. Next up on the itinerary: explore the ancient world of Forum of Augustus, take in the spiritual surroundings of Chiesa di Santa Maria del Popolo, get to know the fascinating history of Piazza del Campidoglio, and pause for some serene contemplation at Basilica di Santa Prassede.

To find photos, ratings, traveler tips, and more tourist information, go to the Rome online travel route planner.

Chicago, USA to Rome is an approximately 13-hour flight. Traveling from Chicago to Rome, you'll lose 7 hours due to the time zone difference. In September in Rome, expect temperatures between 81°F during the day and 60°F at night. Wrap up your sightseeing on the 5th (Sat) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites Museums Childrens Museums
Find places to stay Sep 1 — 5:
Highlights from your plan
Chiesa di Santa Maria del Popolo ©
Chiesa di Santa Maria del Popolo
Piazza del Campidoglio ©
Piazza del Campidoglio
Domus Aurea ©
Domus Aurea

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Attractions like Giardino Bardini and Palazzo Strozzi make great kid-friendly stops. You'll discover tucked-away gems like Fountain of Neptune and Museo degli Innocenti. There's still lots to do: get engrossed in the history at Corridoio Vasariano, see the interesting displays at Stibbert Museum, stop by Tuscany in a Bottle, and make a trip to Stazione di Firenze Santa Maria Novella.

To plan Florence vacation without wasting time, ask Inspirock to design an itinerary.

You can take a train from Rome to Florence in 2.5 hours. Other options are to drive; or fly. In September, plan for daily highs up to 78°F, and evening lows to 59°F. Finish your sightseeing early on the 9th (Wed) to allow enough time to take a train to Turin.

Things to do in Florence

Museums Historic Sites Parks
Find places to stay Sep 5 — 9:
Highlights from your plan
Stibbert Museum ©
Stibbert Museum
Giardino Bardini ©
Giardino Bardini
Palazzo Strozzi ©
Palazzo Strozzi

4
nights
Turin

Turin ©
A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
Family-friendly places like Sacra di San Michele and Parco del Valentino will thrill your kids. Step out of Turin to go to Venaria Reale and see Reggia di Venaria Reale, which is approximately 32 minutes away. There's lots more to do: don't miss a visit to Piazza Vittorio Veneto, contemplate the long history of Basilica of Superga, see the interesting displays at Museo Nazionale dell'Automobile, and admire the striking features of Palazzo Reale.

To see maps, reviews, and other tourist information, read our Turin day trip website.

You can take a train from Florence to Turin in 3.5 hours. Other options are to drive; or fly. When traveling from Florence in September, plan for a bit cooler days and about the same nights in Turin: temperatures range from 69°F by day to 58°F at night. Wrap up your sightseeing on the 13th (Sun) early enough to travel to Capri.

Things to do in Turin

Historic Sites Museums Fun & Games

Side Trips

Basilica of Superga, Reggia di Venaria Reale, Sacra di San Michele
Find places to stay Sep 9 — 13:
Highlights from your plan
Basilica of Superga ©
Basilica of Superga
Sacra di San Michele ©
Sacra di San Michele
Piazza Vittorio Veneto ©
Piazza Vittorio Veneto

2
nights
Capri, Island of Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 13th (Sun), Head underground at Blue Grotto, take in panoramic vistas at Belvedere di Migliara, thentake in nature's colorful creations at Giardini di Augusto, thentake in the dramatic natural features at I Faraglioni, and finally look for gifts at Eco Capri. On the next day, take an in-depth tour of Villa San Michele, thentake your sightseeing to a higher altitude at Monte Solaro, thendon't miss a visit to Belvedere Cannone, and finally take a memorable drive along Via Krupp.

To find maps, ratings, photos, and other tourist information, refer to the Capri trip planner.

Fly from Turin to Capri in 6 hours. Alternatively, you can do a combination of train and ferry; or do a combination of car and ferry. Traveling from Turin in September, expect Capri to be somewhat warmer, temps between 80°F and 68°F. Finish your sightseeing early on the 15th (Tue) so you can travel to Forio.

Things to do in Capri

Parks Nature Historic Sites

Side Trip

Anacapri
Find places to stay Sep 13 — 15:
Highlights from your plan
Belvedere Cannone ©
Belvedere Cannone
Monte Solaro ©
Monte Solaro
Belvedere di Migliara ©
Belvedere di Migliara

2
nights
Forio, Isola d'Ischia

Forio ©
Kick off your visit on the 15th (Tue): take an in-depth tour of Museo Civico del Torrione, take in the spiritual surroundings of Chiesa di San Gaetano, thenstroll through Stabilimento Balneare Blumar, thentour the pleasant surroundings at Spiaggia della Chiaia, and finally take in the architecture and atmosphere at Basilica Di Santa Maria Di Loreto. Get ready for a full day of sightseeing on the 16th (Wed): pause for some serene contemplation at Chiesa di San Francesco d'Assisi, pause for some serene contemplation at Chiesa dell’Arciconfraternita di Santa Maria Visitapoveri a Forio, get great views at Belvedere del Soccorso, thenenjoy the sand and surf at Spiaggia di Cava dell'Isola, and finally take in the architecture and atmosphere at Chiesa di San Vito.

To see where to stay, more things to do, photos, and other tourist information, refer to the Forio route planner.

Getting from Capri to Forio by ferry takes about 2 hours. In September in Forio, expect temperatures between 80°F during the day and 68°F at night. Wrap up your sightseeing on the 17th (Thu) to allow time to travel to Taormina.

Things to do in Forio

Parks Outdoors Beaches
Find places to stay Sep 15 — 17:
Highlights from your plan
Spiaggia della Chiaia ©
Spiaggia della Chiaia
Chiesa di San Francesco d'Assisi ©
Chiesa di San Francesco d'Assisi
Chiesa di San Vito ©
Chiesa di San Vito

4
nights
Taormina, Sicily

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.
Attractions like Etna Donkey Trekking and Quattro Fontane di Taormina make great kid-friendly stops. You'll explore the less-touristy side of things at Duomo di Taormina and Scuba & Snorkeling. And it doesn't end there: take in the pleasant sights at Chiesa Madonna della Rocca, get outside with Lido la Pigna, step into the grandiose world of Palazzo Corvaja, and kick back and relax at Lido Copacabana.

To see other places to visit, ratings, reviews, and more tourist information, you can read our Taormina road trip planner.

Traveling by flight from Forio to Taormina takes 7.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and train. In September, daytime highs in Taormina are 82°F, while nighttime lows are 69°F. Finish up your sightseeing early on the 21st (Mon) so you can go by car to Agrigento.

Things to do in Taormina

Outdoors Parks Historic Sites

Side Trips

Scuba & Snorkeling, Etna Donkey Trekking
Find places to stay Sep 17 — 21:
Highlights from your plan
Scuba & Snorkeling
Etna Donkey Trekking ©
Etna Donkey Trekking
Chiesa Madonna della Rocca ©
Chiesa Madonna della Rocca

3
nights
Agrigento, Sicily

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.
You'll visit kid-friendly attractions like Spiaggia at Siculiana Marittima and Biblioteca Lucchesiana. You'll discover tucked-away gems like Duomo (Agrigento) and Santuario di San Calogero. Next up on the itinerary: get to know the fascinating history of Temple of Vulcano (Hefestos), see the interesting displays at Fabbriche Chiaramontane, stop by Panificio Dalli Cardillo, and browse the collection at Biblioteca "Luigi Pirandello".

To find traveler tips, maps, reviews, and tourist information, go to the Agrigento trip planner.

Traveling by car from Taormina to Agrigento takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. In September in Agrigento, expect temperatures between 80°F during the day and 71°F at night. Cap off your sightseeing on the 24th (Thu) early enough to go by car to Trapani.

Things to do in Agrigento

Historic Sites Museums Parks

Side Trip

Spiaggia at Siculiana Marittima
Find places to stay Sep 21 — 24:
Highlights from your plan
Spiaggia at Siculiana Marittima ©
Spiaggia at Siculiana Marittima
Santuario di San Calogero ©
Santuario di San Calogero
Collezione La Gaipa ©
Collezione La Gaipa

2
nights
Trapani, Sicily

Trapani ©
Historically known for its importance in salt production, Trapani has gained recognition as an enticing but affordable vacation locale in Sicily.
Start off your visit on the 24th (Thu): get a new perspective on nature at Torre di Ligny, appreciate the extensive heritage of Corso Vittorio Emanuele di Trapani, take in the spiritual surroundings of Chiesa Colleggio e Convento dei Gesuiti, thenget a sense of history and politics at Palazzo Senatorio o Cavarretta, thencontemplate in the serene atmosphere at Chiesa di Sant'Agostino, and finally get curious at Museum Of Optical Illusions. Keep things going the next day: browse the collection at Biblioteca Fardelliana, contemplate in the serene atmosphere at Cattedrale di San Lorenzo, take in panoramic vistas at Porta Oscura e Torre Dell'orologio, thenstop by Sicilia Bedda, thenkick back and relax at Lungomare di Tramontana della Citta di Trapani, and finally don't miss a visit to Santuario Maria SS. Annunziata.

To see where to stay, other places to visit, more things to do, and other tourist information, use the Trapani trip itinerary planning tool.

You can drive from Agrigento to Trapani in 3 hours. Other options are to take a bus; or do a combination of bus and train. In September in Trapani, expect temperatures between 83°F during the day and 67°F at night. Wrap up your sightseeing on the 26th (Sat) to allow time to ride a ferry to Isola di Favignana.

Things to do in Trapani

Historic Sites Museums Childrens Museums
Find places to stay Sep 24 — 26:
Highlights from your plan
Museum Of Optical Illusions ©
Museum Of Optical Illusions
Cattedrale di San Lorenzo ©
Cattedrale di San Lorenzo
Sicilia Bedda ©
Sicilia Bedda

3
nights
Isola di Favignana

Isola di Favignana ©
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.
Family-friendly places like Villa Margherita Giardini Ipogei and Scalo Cavallo will thrill your kids. Eschew the tourist crowds and head to Visita alle grotte di Favignana con le barche dei pescatori and Casa Museo Matteo Sercia. There's still lots to do: stroll through Cala San Nicola, make a trip to Piazza Madrice, enjoy the sand and surf at Cala Preveto, and contemplate the waterfront views at Egadi Sea.

For photos, maps, traveler tips, and tourist information, read our Isola di Favignana trip website.

Traveling by ferry from Trapani to Isola di Favignana takes 1.5 hours. September in Isola di Favignana sees daily highs of 83°F and lows of 67°F at night. Finish your sightseeing early on the 29th (Tue) so you can travel back home.

Things to do in Isola di Favignana

Parks Outdoors Beaches
Find places to stay Sep 26 — 29:
Highlights from your plan
Cala San Nicola ©
Cala San Nicola
Grotta perciata, favignana ©
Grotta perciata, favignana
Marasolo ©
Marasolo

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