27 days in Spain & Italy Itinerary

27 days in Spain & Italy Itinerary

Created using Inspirock Europe Trip Planner

Plan created by another user. Make it yours
1
Madrid, Spain
— 3 nights
2
San Sebastian - Donostia, Spain
— 2 nights
3
Bilbao, Spain
— 3 nights
4
Benidorm, Spain
— 1 night
5
Alicante, Spain
— 2 nights
6
Milan, Italy
— 4 nights
7
Turin, Italy
— Few hours
8
San Gimignano, Italy
— 5 nights
9
Rome, Italy
— 4 nights

3
nights
Madrid, Spain

Madrid ©
Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Get some historical perspective at Royal Palace of Madrid and San Roman Church. Do some cultural sightseeing at Prado National Museum and Museo de Santa Cruz. Change things up with these side-trips from Madrid: Toledo (Museo del Greco & Iglesia de San Ildefonso Jesuitas) and Playa del Alberche (in Aldea del Fresno). The adventure continues: don't miss a visit to Plaza Mayor, pause for some serene contemplation at Iglesia de San Isidro, wander the streets of Barrio de Salamanca, and shop like a local with Gran Via.

To find maps, more things to do, where to stay, and tourist information, you can read our Madrid vacation builder.

Buenos Aires, Argentina to Madrid is an approximately 17-hour flight. The time zone difference when traveling from Buenos Aires to Madrid is 4 hours. Plan for a bit warmer temperatures traveling from Buenos Aires in September, with highs in Madrid at 32°C and lows at 17°C. Finish up your sightseeing early on the 5th (Tue) so you can travel to San Sebastian - Donostia.

Things to do in Madrid

Historic Sites · Parks · Museums

Side Trips

Toledo, Playa del Alberche
Highlights from your plan
Prado National Museum ©
Prado National Museum
Royal Palace of Madrid ©
Royal Palace of Madrid
Plaza Mayor ©
Plaza Mayor

2
nights
San Sebastian - Donostia, Spain

San Sebastian - Donostia ©
As one of the anchoring cities of the beautiful Basque Country, San Sebastián boasts a trendy, cosmopolitan vibe while still harboring a relaxed, coastal charm.
Start off your visit on the 6th (Wed): step into the grandiose world of Castillo de la Mota, then wander the streets of Parte Vieja, then step into the grandiose world of Miramar Palace, and finally enjoy the sand and surf at La Concha Beach. Get ready for a full day of sightseeing on the next day: stroll through Zurriola Beach, then contemplate the long history of Historic Center of Hondarribia, then pause for some serene contemplation at Buen Pastor Cathedral, and finally look for gifts at Ganbara.

To see other places to visit, photos, reviews, and other tourist information, read San Sebastian - Donostia trip planner.

Fly from Madrid to San Sebastian - Donostia in 4 hours. Alternatively, you can drive; or take a train. While traveling from Madrid, expect a bit cooler days and about the same nights in San Sebastian - Donostia, ranging from highs of 27°C to lows of 18°C. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Bilbao.

Things to do in San Sebastian - Donostia

Outdoors · Beaches · Parks

Side Trip

Historic Center of Hondarribia
Highlights from your plan
La Concha Beach ©
La Concha Beach
Parte Vieja ©
Parte Vieja
Zurriola Beach ©
Zurriola Beach

3
nights
Bilbao, Spain

Bilbao ©
A city of stunning architectural and artistic heritage, Bilbao is situated on the banks of the Nervión River.
On the 8th (Fri), enjoy the sand and surf at Playa de Azkorri, then snap pictures at Puente Zubizuri, then visit Casco Viejo, and finally test your problem-solving skills at popular escape rooms. Keep things going the next day: admire the masterpieces at Bilbao Fine Arts Museum, admire the masterpieces at Guggenheim Museum Bilbao, then kick back and relax at Playa Verde, and finally make a trip to Taberna Plaza Nueva.

To see reviews, other places to visit, photos, and other tourist information, read our Bilbao trip planning app.

Getting from San Sebastian - Donostia to Bilbao by car takes about 1.5 hours. Other options: take a bus; or take a train. In September, daytime highs in Bilbao are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 10th (Sun) so you can travel to Benidorm.

Things to do in Bilbao

Outdoors · Beaches · Parks
Highlights from your plan
Guggenheim Museum Bilbao ©
Guggenheim Museum Bilbao
Casco Viejo ©
Casco Viejo
Bilbao Fine Arts Museum ©
Bilbao Fine Arts Museum

1
night
Benidorm, Spain

Benidorm ©
A major seaside resort on the famous Costa Blanca, Benidorm was built compactly, thanks to the foresight of a local government administrator in the 1960s, who had a vision for a holiday destination that would grow upwards.
Kick off your visit on the 10th (Sun): wander the streets of El Casco Antiguo de Benidorm, make a trip to Placa del Castell, then make a trip to Balcon del Mediterraneo, and finally tour the pleasant surroundings at Playa de Levante.

Discover how to plan a Benidorm trip in just a few steps with Inspirock's itinerary builder.

Traveling by flight from Bilbao to Benidorm takes 4 hours. Alternatively, you can drive; or do a combination of train and tram. Traveling from Bilbao in September, expect a bit warmer with lows of 22°C in Benidorm. Cap off your sightseeing on the 11th (Mon) early enough to go by car to Alicante.

Things to do in Benidorm

Outdoors · Beaches · Parks
Highlights from your plan
Playa de Levante ©
Playa de Levante
El Casco Antiguo de Benidorm ©
El Casco Antiguo de Benidorm
Placa del Castell ©
Placa del Castell

2
nights
Alicante, Spain

Alicante ©
As Valencia’s second largest city and one of the most well-known along the Costa Blanca, Alicante has an enchanting atmosphere that blends rich history with animated beach life.
Start off your visit on the 11th (Mon): enjoy the sand and surf at Playa de San Juan and then admire the verdant scenery at Guadalest Valley. Keep things going the next day: step into the grandiose world of Castillo de Santa Barbara, then enjoy the sand and surf at Las Salinas de Torrevieja, and then tour the pleasant surroundings at La Mata Beach.

To find where to stay, reviews, photos, and tourist information, refer to the Alicante tour website.

Drive from Benidorm to Alicante in an hour. Alternatively, you can take a bus; or ride a tram. In September, daily temperatures in Alicante can reach 34°C, while at night they dip to 22°C. Wrap up your sightseeing on the 13th (Wed) to allow time to travel to Milan.

Things to do in Alicante

Parks · Outdoors · Beaches

Side Trip

Torrevieja
Highlights from your plan
Playa de San Juan ©
Playa de San Juan
Castillo de Santa Barbara ©
Castillo de Santa Barbara
La Mata Beach ©
La Mata Beach

4
nights
Milan, Italy

Milan ©
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.
Get some historical perspective at Duomo di Milano and Il Cenacolo. Your cultural itinerary includes sights like Castello Sforzesco and Monumental Cemetery. Explore Milan's surroundings by going to Chiesa di San Giorgio (in Varenna), Villa del Balbianello (in Tremezzina) and Al Puunt-Snack Beach Bar (in Griante). There's much more to do: shop like a local with Galleria Vittorio Emanuele II, make a trip to Piazza del Duomo, explore the world behind art at Pinacoteca di Brera, and get engrossed in the history at Basilica di Sant'Ambrogio.

To find reviews, traveler tips, photos, and more tourist information, refer to the Milan trip builder site.

Getting from Alicante to Milan by flight takes about 6 hours. Other options: drive; or take a train. Prepare for slightly colder weather when traveling from Alicante in September: high temperatures in Milan hover around 28°C and lows are around 16°C. Finish up your sightseeing early on the 17th (Sun) so you can catch the train to Turin.

Things to do in Milan

Historic Sites · Museums · Nightlife

Side Trips

Chiesa di San Giorgio, Villa del Balbianello, Al Puunt-Snack Beach Bar
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Monumental Cemetery ©
Monumental Cemetery

few
hours
Turin, Italy

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.
On the 17th (Sun), take in the spiritual surroundings of Duomo di Torino e Cappella della Sacra Sindone.

For other places to visit, more things to do, ratings, and other tourist information, read Turin trip planning tool.

Getting from Milan to Turin by train takes about 1.5 hours. Other options: drive; or take a bus. When traveling from Milan in September, plan for a bit cooler days in Turin, with highs around 24°C, while nights are about the same with lows around 17°C. You'll have a few hours on the 17th (Sun) to wrap things up before traveling to San Gimignano.

Things to do in Turin

Historic Sites
Highlights from your plan
Duomo di Torino e Cappella della Sacra Sindone ©

5
nights
San Gimignano, Italy

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Visit Duomo di Siena and Battistero di San Giovanni for their historical value. Get some cultural insight at Wine Tours & Tastings and Centro Storico di Siena. Change things up with these side-trips from San Gimignano: Siena (Torre del Mangia, Palazzo Pubblico and Museo Civico, &more), Abbazia di San Galgano (in Chiusdino) and Cala Violina (in Scarlino). There's much more to do: do a tasting at Guardastelle Vineyard, pause for some serene contemplation at Duomo di San Gimignano, and steep yourself in history at Historic Centre of San Gimignano.

To see reviews, photos, more things to do, and other tourist information, read San Gimignano trip itinerary builder website.

You can drive from Turin to San Gimignano in 5 hours. Other options are to take a train; or fly. When traveling from Turin in September, plan for somewhat warmer days and about the same nights in San Gimignano: temperatures range from 30°C by day to 17°C at night. Finish your sightseeing early on the 22nd (Fri) to allow enough time to drive to Rome.

Things to do in San Gimignano

Historic Sites · Wineries · Tours

Side Trips

Siena, Abbazia di San Galgano, Cala Violina
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Wine Tours & Tastings
Guardastelle Vineyard ©
Guardastelle Vineyard

4
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Colosseum and St. Peter's Basilica will appeal to history buffs. You'll enjoy a bit of beach vacationing at Acqua e Sale - Stabilimento Balneare and V Lounge Beach Club. Take a break from Rome with a short trip to Sabbianera Super Beach in Anguillara Sabazia, about 46 minutes away. There's lots more to do: get to know the fascinating history of Piazza Navona, wander the streets of Trastevere, don't miss a visit to Campo de' Fiori, and explore the ancient world of Pantheon.

To see traveler tips, where to stay, other places to visit, and more tourist information, read our Rome trip itinerary maker.

Getting from San Gimignano to Rome by car takes about 3 hours. Other options: take a bus; or take a train. In September, daily temperatures in Rome can reach 32°C, while at night they dip to 18°C. Finish your sightseeing early on the 26th (Tue) to allow enough time to travel back home.

Things to do in Rome

Historic Sites · Outdoors · Beaches

Side Trips

Vatican City, Sabbianera Super Beach, Acqua e Sale - Stabilimento Balneare
Highlights from your plan
Colosseum ©
Colosseum
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

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