21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy tour planner
Make it your trip
Drive to La Guardia Airport, Fly to Abruzzo Airport, Drive to Casalbordino
— 2 nights
— 2 nights
— 2 nights
Drive to Abruzzo Airport, Fly to Venice
— 5 nights
— 4 nights
— 4 nights


Casalbordino — 2 nights

Casalbordino is a comune (municipality) and coastal town on the Adriatic Sea, within the Province of Chieti of the Abruzzo region of central-eastern Italy. Kids will enjoy Santuario Santa Maria dei Miracoli and Sangro River War Cemetery. Go for a jaunt from Casalbordino to Tornareccio to see Centro Storico di Tornareccio about 44 minutes away. There's more to do: kick back and relax at Spiaggia di Borgata Marina and contemplate in the serene atmosphere at Chiesa di San Salvatore.

Inspirock's itinerary builder makes planning a Casalbordino trip simple and quick.

New York City, USA to Casalbordino is an approximately 23-hour combination of car and flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Casalbordino. Wrap up your sightseeing by early afternoon on the 17th (Fri) to allow time for the car ride to Vasto.
Historic Sites · Parks · Beaches · Outdoors
Side Trips
Find places to stay Jun 15 — 17:

Vasto — 2 nights

The Città del Vasto or Vasto is a town and comune on the Adriatic coast of the Province of Chieti in southern Abruzzo, Italy. On the 17th (Fri), make a trip to Chiesa di Santa Maria Stella Maris. Keep things going the next day: get to know the fascinating history of Centro Storico di Vasto, then take some stellar pictures from Loggia Amblingh, and then contemplate in the serene atmosphere at Chiesa di Santa Maria Maggiore.

To see maps, reviews, more things to do, and more tourist information, use the Vasto trip itinerary app.

Vasto is just a stone's throw from Casalbordino. Cap off your sightseeing on the 19th (Sun) early enough to go by car to Ortona.
Historic Sites
Find places to stay Jun 17 — 19:

Ortona — 2 nights

Ortona is a coastal town and municipality of the Province of Chieti in the Italian region of Abruzzo, with some 23,000 inhabitants.Ortona was the site of fierce fighting between the 1st Fallschirmjäger Division and the 1st Canadian Infantry Division during the Italian campaign in World War II. The ferocity of the Battle of Ortona led it to be known as the "Little Stalingrad". Keep things going the next day: stroll the grounds of Moro River Canadian War Cemetery and then kick back and relax at Parco Costa dei Trabocchi.

To find ratings, traveler tips, reviews, and tourist information, refer to the Ortona driving holiday planner.

You can drive from Vasto to Ortona in an hour. In June, daily temperatures in Ortona can reach 81°F, while at night they dip to 60°F. Wrap up your sightseeing on the 21st (Tue) early enough to travel to Venice.
Historic Sites · Parks · Wildlife · Beaches
Find places to stay Jun 19 — 21:

Venice — 5 nights

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Attractions like Canal Grande and Piazza San Marco make great kid-friendly stops. There's much more to do: admire the striking features of Doge's Palace, let your taste buds guide you at a local gastronomic tour, explore the world behind art at Peggy Guggenheim Collection, and take in the local highlights with Walking tours.

To find more things to do, other places to visit, maps, and more tourist information, you can read our Venice trip maker website.

The Route module can help you plan travel from Ortona to Venice. In June, daytime highs in Venice are 81°F, while nighttime lows are 63°F. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Siena.
Historic Sites · Museums · Tours · Nature
Find places to stay Jun 21 — 26:

Siena — 4 nights

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kids will enjoy Leaning Tower of Pisa and Duomo di Siena. Explore Siena's surroundings by going to Assisi (Eremo delle Carceri, Rocca Maggiore, &more), Torre Grossa (in San Gimignano) and Piazza dei Miracoli (in Pisa). Next up on the itinerary: don't miss a visit to Piazza del Campo, admire the masterpieces at Museo dell'Opera Metropolitana, take in the spiritual surroundings of Battistero di San Giovanni, and enjoy unforgettable views with a balloon tour.

To see maps, where to stay, ratings, and tourist information, you can read our Siena trip itinerary planner.

Drive from Venice to Siena in 3.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Expect a daytime high around 84°F in June, and nighttime lows around 61°F. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Pompeii.
Historic Sites · Museums · Tours · Outdoors
Side Trips
Find places to stay Jun 26 — 30:

Pompeii — 4 nights

Pompeii has been a tourist destination for more than 250 years.
Kids will enjoy Pompeii Archaeological Park and Boat Tours & Water Sports. You'll find plenty of places to visit near Pompeii: Ravello (Duomo di Ravello, Villa Rufolo, &more), Positano (Church of Santa Maria Assunta, Fornillo, &more) and Valle delle Ferriere (in Amalfi). The adventure continues: explore the ancient world of Parco Acheologico di Ercolano and admire the striking features of Villa dei Misteri.

To see where to stay, photos, ratings, and tourist information, use the Pompeii road trip planner.

Traveling by car from Siena to Pompeii takes 4.5 hours. Alternatively, you can take a train; or take a bus. In June, plan for daily highs up to 82°F, and evening lows to 66°F. Wrap up your sightseeing on the 4th (Mon) early enough to fly back home.
Historic Sites · Parks · Outdoors · Nature
Side Trips
Find places to stay Jun 30 — Jul 4:

Italy travel guide

Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.