27 days in Spain & Italy Itinerary

27 days in Spain & Italy Itinerary

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Route & dates

27 days in Spain & Italy Itinerary

Start: Buenos Aires, Argentina
Fly:  27​h
1
Bilbao, Spain
— 6 nights
Fly:  3​h 15​min
2
Alicante, Spain
— 3 nights
Drive:  1​h 15​min
3
Javea, Spain
— 2 nights
+2
Drive + Fly + Drive:  9​h 15​min
4
San Gimignano, Italy
— 8 nights
Drive:  3​h 30​min
5
Milan, Italy
— 5 nights
Fly:  24​h
End: Buenos Aires, Argentina

6
nights
Bilbao, Spain

Bilbao ©
A city of stunning architectural and artistic heritage, Bilbao is situated on the banks of the Nervión River.
Visit Casco Viejo and Miramar Palace for their historical value. Let the collections at Guggenheim Museum Bilbao and Museo Diocesano De Arte Sacro capture your imagination. Explore Bilbao's surroundings by going to San Sebastian - Donostia (Plaza de la Constitucion, Parte Vieja, & more). There's still lots to do: explore the world behind art at Bilbao Fine Arts Museum, test your problem-solving skills at popular escape rooms, have some family-friendly fun at Formula Racing, and take in the architecture and atmosphere at Basilica of Begona.

For more things to do, other places to visit, ratings, and other tourist information, go to the Bilbao trip planner.

Buenos Aires, Argentina to Bilbao is an approximately 27-hour combination of car and flight. Due to the time zone difference, you'll lose 4 hours traveling from Buenos Aires to Bilbao. Traveling from Buenos Aires in August, expect Bilbao to be a bit warmer, temps between 31°C and 19°C. Wrap up your sightseeing on the 27th (Sun) to allow time to travel to Alicante.

Things to do in Bilbao

Parks Outdoors Beaches

Side Trip

San Sebastian - Donostia
Highlights from your plan
Guggenheim Museum Bilbao ©
Guggenheim Museum Bilbao
La Concha Beach ©
La Concha Beach
Casco Viejo ©
Casco Viejo

3
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.
Get some cultural insight at Benidorm Old Town and MARQ Provincial Archaeological Museum. Visit Playa de Levante and Playa de San Juan for some beach relaxation. Venture out of the city with trips to Benidorm (Poniente Beach & Mundomar). It doesn't end there: step into the grandiose world of Santa Bárbara Castle and tour the pleasant surroundings at Palmeral de Elche.

To find reviews, where to stay, other places to visit, and more tourist information, go to the Alicante travel itinerary creator.

Traveling by combination of bus and flight from Bilbao to Alicante takes 3.5 hours. Alternatively, you can drive; or take a train. Traveling from Bilbao in August, things will get a bit warmer in Alicante: highs are around 36°C and lows about 26°C. Wrap up your sightseeing on the 30th (Wed) early enough to drive to Javea.

Things to do in Alicante

Parks Outdoors Beaches

Side Trips

Benidorm, El Palmeral
Highlights from your plan
Playa de Levante ©
Playa de Levante
Castillo de Santa Barbara ©
Castillo de Santa Barbara
Museo Arqueologico de Alicante ©
Museo Arqueologico de Alicante

2
nights
Javea, Spain

Javea ©
Xàbia or Jávea is a coastal town in the comarca of Marina Alta, in the province of Alicante, Valencia, Spain, by the Mediterranean Sea. Start off your visit on the 31st (Thu): stroll through Playa La Granadella, kick back and relax at Arenal Beach, and then make a trip to Mirador Cruz del Portixol.

For where to stay, reviews, traveler tips, and other tourist information, read Javea travel planner.

Traveling by car from Alicante to Javea takes 1.5 hours. Alternatively, you can drive; or take a bus. In August, daily temperatures in Javea can reach 36°C, while at night they dip to 26°C. Finish up your sightseeing early on the 1st (Fri) so you can travel to San Gimignano.

Things to do in Javea

Parks Outdoors Beaches
Highlights from your plan
Arenal Beach ©
Arenal Beach
Playa La Granadella ©
Playa La Granadella

8
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.
Get some historical perspective at Siena Cathedral and Centro Storico di Siena. Museum-lovers will appreciate Palazzo Pubblico and Museo Civico and Santa Maria della Scala. Explore the numerous day-trip ideas around San Gimignano: Accademia Del Buon Gusto Sas Di Anna Sterbakova (in Panzano in Chianti), Castello del Trebbio (in Santa Brigida), Castello di Verrazzano (in Greve in Chianti), Siena (Museo dell'Opera Metropolitana, Piazza del Campo, & more) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). Next up on the itinerary: do a tasting at Sovestro in Poggio, contemplate the long history of Torre Grossa, pause for some serene contemplation at Collegiata di Santa Maria Assunta - Duomo di San Gimignano, and make a trip to Historic Centre of San Gimignano.

For maps, more things to do, photos, and more tourist information, refer to the San Gimignano trip builder.

Traveling by combination of car and flight from Javea to San Gimignano takes 9.5 hours. While traveling from Javea, expect slightly colder days and about the same nights in San Gimignano, ranging from highs of 27°C to lows of 20°C. Finish your sightseeing early on the 9th (Sat) so you can drive to Milan.

Things to do in San Gimignano

Historic Sites Wineries Tours

Side Trips

Siena, Greve in Chianti, Ciacci Piccolomini d'Aragona, Castello del Trebbio
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico

5
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.
Tour delle Merlate - Castello Sforzesco and Museo Poldi Pezzoli will appeal to museum buffs. Visit Duomo di Milano and Villa del Balbianello for their historical value. You'll find plenty of places to visit near Milan: Isola Comacina (in Ossuccio), Turati Centro Nautico Lario (in Argegno), Bergamo (Basilica di Santa Maria Maggiore & La Citta Alta), i Giardini di Villa Melzi (in Bellagio) and Como Cathedral (in Como). And it doesn't end there: steep yourself in history at Il Cenacolo, explore the different monuments and memorials at Monumental Cemetery, wander the streets of Navigli District, and get to know the fascinating history of Piazza del Duomo.

To find where to stay, maps, other places to visit, and more tourist information, refer to the Milan vacation builder.

Getting from San Gimignano to Milan by car takes about 3.5 hours. Other options: do a combination of bus and train; or do a combination of bus and subway. In September, daytime highs in Milan are 29°C, while nighttime lows are 18°C. Wrap up your sightseeing on the 14th (Thu) early enough to travel back home.

Things to do in Milan

Historic Sites Museums Tours

Side Trips

Bergamo, i Giardini di Villa Melzi, Isola Comacina, Cathedral of Como (Duomo), Turati Centro Nautico Lario
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

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