21 days in Italy & Dubrovnik Itinerary

21 days in Italy & Dubrovnik Itinerary

Created using Inspirock Europe itinerary maker
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Fly
1
Venice, Italy
— 4 nights
Drive
2
Bologna, Italy
— 4 nights
Train
3
Florence, Italy
— 5 nights
Train
4
Rome, Italy
— 4 nights
Fly
5
Dubrovnik, Croatia
— 3 nights
Fly

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Venice, Italy — 4 nights

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.
Popular historic sites such as Piazza San Marco and Basilica of St. Anthony are in your itinerary. Do some cultural sightseeing at Doge's Palace and San Giorgio Maggiore. Explore Venice's surroundings by going to Padua (Basilica di Santa Giustina, Padua Botanical Garden - World Heritage Site, &more). There's lots more to do: appreciate the extensive heritage of Centro Storico di Venezia, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, take in the spiritual surroundings of Santa Maria dei Miracoli, and make a trip to Basilica di Santa Maria Gloriosa dei Frari.

To see more things to do, other places to visit, and other tourist information, go to the Venice travel planner.

Madrid, Spain to Venice is an approximately 6-hour flight. You can also drive; or take a train. In May, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 5th (Fri) so you can drive to Bologna.
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Historic Sites · Neighborhoods · Museums · Parks
Side Trip
Find places to stay May 1 — 5:

Bologna, Italy — 4 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Visit Castello Estense and Duomo di Modena for their historical value. Do some cultural sightseeing at Basilica di San Vitale and Basilica - Santuario di Santo Stefano. Get out of town with these interesting Bologna side-trips: Basilica Di Sant'Apollinare In Classe (in Classe), Ravenna (Basilica di San Francesco & Battistero degli Ariani) and Ferrara (Le Mura di Ferrara, Via delle Volte, &more). The adventure continues: take in the architecture and atmosphere at Santuario di Madonna di San Luca, steep yourself in history at Basilica di San Petronio, take in the spiritual surroundings of Chiesa di Santa Maria della Vita, and get your bearings at Archiginnasio di Bologna.

To find reviews, other places to visit, traveler tips, and tourist information, refer to the Bologna driving holiday planner.

Traveling by car from Venice to Bologna takes 2 hours. Alternatively, you can take a train. In May in Bologna, expect temperatures between 27°C during the day and 14°C at night. Finish up your sightseeing early on the 9th (Tue) so you can catch the train to Florence.
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Historic Sites
Side Trips
Find places to stay May 5 — 9:

Florence, Italy — 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Discover out-of-the-way places like Duomo di Pisa and Basilica San Miniato al Monte. Get some historical perspective at Cathedral of Santa Maria del Fiore and Basilica of Santa Maria Novella. Get out of town with these interesting Florence side-trips: Pisa (Chiesa di Santa Maria della Spina, Knights’ Square, &more) and Siena (Basilica di San Clemente in Santa Maria dei Servi, Centro Storico di Siena, &more). There's still lots to do: take in the spiritual surroundings of The Baptistery of St. John, admire the masterpieces at Palazzo Strozzi, get a sense of history and politics at Museo Nazionale del Bargello, and appreciate the history behind Loggia dei Lanzi.

To see more things to do, maps, reviews, and other tourist information, refer to the Florence trip planner.

Traveling by train from Bologna to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. In May in Florence, expect temperatures between 25°C during the day and 13°C at night. Wrap up your sightseeing on the 14th (Sun) to allow time to take a train to Rome.
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Historic Sites · Museums · Childrens Museums
Side Trips
Find places to stay May 9 — 14:

Rome, Italy — 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
You'll explore the less-touristy side of things at Arcibasilica di San Giovanni in Laterano and Centro Storico Associazione Centro Storico. Deepen your sense of the past at sights like Colosseum and Villa Borghese. There's still lots to do: delve into the distant past at Mercati di Traiano - Museo dei Fori Imperiali, take in the spiritual surroundings of Chiesa di Santa Maria del Popolo, pause for some serene contemplation at Pantheon, and get to know the fascinating history of Piazza del Campidoglio.

Find out how to plan Rome trip without stress by asking Inspirock to help create an itinerary.

Getting from Florence to Rome by train takes about 2.5 hours. Other options: fly; or drive. Traveling from Florence in May, Rome is a bit warmer at night with lows of 17°C. Wrap up your sightseeing on the 18th (Thu) early enough to fly to Dubrovnik.
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Historic Sites · Museums
Side Trip
Find places to stay May 14 — 18:

Dubrovnik, Croatia — 3 nights

Pearl of the Adriatic

Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Walls of Dubrovnik and Upper Corner Tower Foundry Museum are good opportunities to explore the local culture. Explore hidden gems such as Red History Museum and Pile Gate. There's lots more to do: contemplate the long history of Synagogue, pause for some serene contemplation at Cathedral Treasury, see the interesting displays at Love Stories Museum, and admire the striking features of Prijeko street.

To see maps, other places to visit, reviews, and tourist information, use the Dubrovnik trip itinerary tool.

Traveling by flight from Rome to Dubrovnik takes 4.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train and ferry. In May in Dubrovnik, expect temperatures between 26°C during the day and 16°C at night. Wrap up your sightseeing on the 21st (Sun) to allow time to fly back home.
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Historic Sites · Museums
Find places to stay May 18 — 21:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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