26 days in Italy Itinerary
Created using Inspirock Europe vacation builder
Start: Brussels
Drive
1
Cinque Terre
— 2 nights
Drive
2
Pisa
— 1 night
Drive
3
Florence
— 3 nights
Drive
4
Rome
— 3 nights
Drive
5
Positano
— 3 nights
Drive
6
Gallipoli
— 9 nights
Drive
7
Venice
— 1 night
Drive
8
Milan
— 1 night
Drive
9
Tremezzina
— 1 night
Drive
End: Brussels
Sun, Jul 2 - Thu, Jul 27
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Cinque Terre — 2 nights

Italian Riviera
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.Start off your visit on the 2nd (Sun): take in the architecture and atmosphere at Convento dei Cappuccini e Chiesa di San Francesco.
For maps, more things to do, other places to visit, and more tourist information, read our Cinque Terre day trip planning app.
Brussels, Belgium to Cinque Terre is an approximately 5-hour flight. You can also drive; or take a train. Prepare for somewhat warmer weather when traveling from Brussels in July: high temperatures in Cinque Terre hover around 35°C and lows are around 21°C. Cap off your sightseeing on the 4th (Tue) early enough to catch the train to Pisa.
Find places to stay Jul 2 — 4:
Highlights from your trip
Pisa — 1 night

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.Start off your visit on the 4th (Tue): enjoy breathtaking views from Leaning Tower of Pisa, don't miss a visit to Piazza dei Miracoli, contemplate in the serene atmosphere at Duomo di Pisa, then explore the different monuments and memorials at Camposanto, then steep yourself in history at Battistero di San Giovanni, and finally get to know the fascinating history of Knights’ Square.
To find maps and more tourist information, refer to the Pisa road trip planning tool.
Traveling by train from Cinque Terre to Pisa takes 2 hours. Alternatively, you can drive. In July, plan for daily highs up to 35°C, and evening lows to 21°C. Finish your sightseeing early on the 5th (Wed) so you can drive to Florence.
Find places to stay Jul 4 — 5:
Florence — 3 nights

Birthplace of the Italian Renaissance
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.Attractions like Florence Academy of Fine Arts and Pitti Palace make great kid-friendly stops. The adventure continues: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza della Signoria, admire the striking features of The Baptistery of St. John, and ponder the world of politics at Palazzo Vecchio.
To see ratings, other places to visit, more things to do, and more tourist information, read our Florence journey app.
Getting from Pisa to Florence by car takes about 1.5 hours. Other options: take a bus; or take a train. In July in Florence, expect temperatures between 35°C during the day and 21°C at night. Wrap up your sightseeing on the 8th (Sat) early enough to take a train to Rome.
Find places to stay Jul 5 — 8:
Highlights from your trip
Rome — 3 nights

Eternal City
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.Kids will enjoy Colosseum and Piazza Navona. There's lots more to do: admire the local landmark of Trevi Fountain, contemplate the long history of St. Peter's Basilica, delve into the distant past at Palatine Hill, and explore the world behind art at Galleria Borghese.
For more things to do, photos, maps, and other tourist information, go to the Rome holiday planning site.
Take a train from Florence to Rome in 2.5 hours. Alternatively, you can fly; or drive. In July, daily temperatures in Rome can reach 37°C, while at night they dip to 24°C. Finish your sightseeing early on the 11th (Tue) to allow enough time to drive to Positano.
Side Trip
Find places to stay Jul 8 — 11:
Highlights from your trip
Positano — 3 nights

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.Family-friendly places like Fornillo and Duomo di Sant'Andrea will thrill your kids. Change things up with these side-trips from Positano: Food Tours (in Sorrento) and Ravello (Villa Cimbrone Gardens & Villa Rufolo). Next up on the itinerary: head outdoors with Outdoor Activities, stop by Nana' Positano, tour the pleasant surroundings at Arienzo Beach Club, Positano, and take some stellar pictures from Il Sentiero Degli Dei.
To see maps, other places to visit, more things to do, and tourist information, refer to the Positano day trip planner.
You can drive from Rome to Positano in 3.5 hours. Other options are to do a combination of train and bus; or take a bus. In July, daily temperatures in Positano can reach 36°C, while at night they dip to 26°C. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Gallipoli.
Side Trips
Find places to stay Jul 11 — 14:
Highlights from your trip
Gallipoli — 9 nights

Ionian Pearl
Deriving its name from the Greek for "beautiful city," Gallipoli retains the charm of an old fishing port.Bring the kids along to Scuba & Snorkeling and Cattedrale Di Otranto. Venture out of the city with trips to Torre dell'Orso (Torre dell'Orso Beach & Le Due Sorelle), Maldive del Salento Pescoluse (in Pescoluse) and Grotta del Soffio (in Santa Maria di Leuca). Next up on the itinerary: get to know the fascinating history of Centro Storico Otranto, kick back and relax at Baia dei Turchi, stroll through Spiaggia Padula Bianca, and don't miss a visit to Centro Storico di Polignano a Mare.
For where to stay, photos, traveler tips, and more tourist information, read our Gallipoli travel planner.
Getting from Positano to Gallipoli by car takes about 5.5 hours. Other options: do a combination of bus, train, and flight; or do a combination of taxi and train. Traveling from Positano in July, plan for slightly colder nights in Gallipoli, with lows around 22°C. Wrap up your sightseeing by early afternoon on the 23rd (Sun) to allow enough time to fly to Venice.
Side Trips
Find places to stay Jul 14 — 23:
Highlights from your trip
Venice — 1 night

City of Romance
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.For maps, other places to visit, where to stay, and tourist information, you can read our Venice online day trip planner.
Fly from Gallipoli to Venice in 3 hours. Alternatively, you can drive; or do a combination of bus and train. In July, daytime highs in Venice are 36°C, while nighttime lows are 22°C. On the 24th (Mon), you'll travel to Milan.
Find places to stay Jul 23 — 24:
Milan — 1 night

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.Start off your visit on the 24th (Mon): contemplate the long history of Castello Sforzesco, get engrossed in the history at Galleria 92 - Casa Storica del 1867, then take in the spiritual surroundings of Duomo di Milano, and finally appreciate the extensive heritage of Piazza del Duomo.
To find ratings, traveler tips, photos, and other tourist information, you can read our Milan trip site.
Traveling by car from Venice to Milan takes 3 hours. Alternatively, you can take a train; or take a bus. In July in Milan, expect temperatures between 34°C during the day and 21°C at night. You will have some time to spend on the 25th (Tue) before leaving for Tremezzina.
Find places to stay Jul 24 — 25:
Highlights from your trip
Tremezzina — 1 night
The majestic Villa Carlotta is among the most popular places to visit in Tremezzina, its neoclassical architecture complimenting the lush, neatly maintained gardens and charming walkways.Kick off your visit on the 25th (Tue): pause for some serene contemplation at Chiesa di San Lorenzo a Tremezzo, then admire the striking features of Villa del Balbianello, and then take in the architecture and atmosphere at Parrocchia di S. Abbondio. Get ready for a full day of sightseeing on the 26th (Wed): stop by Fleur de Lis, explore the world behind art at Villa Carlotta, then pause for some serene contemplation at Parrocchia SS Nabore e Felice, and finally pause for some serene contemplation at Chiesa di S. Carlo.
To see where to stay, reviews, other places to visit, and other tourist information, refer to the Tremezzina route builder.
Getting from Milan to Tremezzina by car takes about 1.5 hours. Other options: do a combination of train and ferry; or do a combination of train and bus. July in Tremezzina sees daily highs of 34°C and lows of 21°C at night. Wrap up your sightseeing on the 26th (Wed) early enough to travel back home.
Side Trips
Find places to stay Jul 25 — 26:
Highlights from your trip
Italy travel guide
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.
Tuscany travel guide
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
Lake Como travel guide
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."