19 days in Portugal, Spain & Gibraltar Itinerary

19 days in Portugal, Spain & Gibraltar Itinerary

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Route & dates

19 days in Portugal, Spain & Gibraltar Itinerary

Start: New York City, United States
Fly:  11​h 45​min
1
Madrid, Spain
— 2 nights
train:  1​h
2
Toledo, Spain
— 1 day
Drive:  3​h 30​min
3
Cordoba, Spain
— 1 night
Drive:  2​h 15​min
4
Granada, Spain
— 1 night
Drive:  1​h 30​min
5
Malaga, Spain
— Few hours
Drive:  1​h 30​min
6
Ronda, Spain
— 1 night
Drive:  1​h 45​min
7
Gibraltar, Gibraltar
— 1 day
Drive:  1​h 30​min
8
Cadiz, Spain
— 1 night
Drive:  1​h 15​min
9
Seville, Spain
— 1 night
bus:  1​h
10
Huelva, Spain
— Few hours
Drive:  3​h 15​min
11
Vila Real de Santo Antonio, Portugal
— 1 night
Drive:  1​h 15​min
12
Albufeira, Portugal
— Few hours
Drive:  1​h 15​min
13
Vila do Bispo, Portugal
— 1 night
Drive:  3​h
14
Lisbon, Portugal
— 2 nights
bus:  30​min
15
Sintra, Portugal
— 1 day
Drive:  1​h 45​min
16
Evora, Portugal
— 1 night
Drive:  4​h
17
Porto, Portugal
— 2 nights
Drive:  2​h
18
Gouveia, Portugal
— Few hours
Drive:  45​min
19
Belmonte, Portugal
— 1 night
Drive:  5​h
20
Salamanca, Spain
— 1 night
Drive:  2​h 15​min
21
Madrid, Spain
— 1 night
Fly:  11​h 45​min
End: New York City, United States


Learn more about your trip

2
nights
Madrid, Spain

Madrid ©
Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Start off your visit on the 11th (Wed): explore the world behind art at Royal Palace of Madrid, then admire the masterpieces at Museo Nacional Centro de Arte Reina Sofia, and then examine the collection at Prado National Museum. On your second day here, indulge your senses at some of the top wineries in the area, examine the collection at Museo Nacional Thyssen-Bornemisza, and then make a trip to Gran Via.

To see ratings, reviews, photos, and tourist information, read Madrid holiday planning website .

New York City, USA to Madrid is an approximately 12-hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. Traveling from New York City to Madrid, you'll lose 6 hours due to the time zone difference. Traveling from New York City in September, plan for little chillier nights in Madrid, with lows around 59°F. Cap off your sightseeing on the 13th (Fri) early enough to catch the train to Toledo.

Things to do in Madrid

Museums Tours Historic Sites
Highlights from your plan
Royal Palace of Madrid ©
Royal Palace of Madrid
Prado National Museum ©
Prado National Museum
Museo Nacional Thyssen-Bornemisza ©
Museo Nacional Thyssen-Bornemisza

1
day
Toledo, Spain

Toledo ©
Toledo is a World Heritage Site that embodies the complex cultural history of Spain while remaining a forward-moving, modern city.
On the 13th (Fri), explore the world behind art at Church of Santo Tomé, then see the interesting displays at El Transito Synagogue and Sephardic Museum, then admire the masterpieces at Museo del Greco, and finally contemplate in the serene atmosphere at Monastery of San Juan de los Reyes.

For ratings, reviews, traveler tips, and other tourist information, use the Toledo online tour planner .

You can take a train from Madrid to Toledo in an hour. Alternatively, you can drive; or take a bus. In September, daytime highs in Toledo are 83°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 13th (Fri) early enough to take a train to Cordoba.

Things to do in Toledo

Museums Historic Sites
Highlights from your plan
Church of Santo Tomé ©
Church of Santo Tomé
Museo del Greco ©
Museo del Greco

1
night
Cordoba, Spain

Cordoba
Andalucía’s thousand-year-old city, Córdoba, was once the capital of both the Roman Empire and the Moorish Kingdom, representing an alluring mix of cultural and political history.
To find other places to visit, more things to do, traveler tips, and tourist information, read Cordoba trip builder .

Getting from Toledo to Cordoba by train takes about 3 hours. Other options: drive; or do a combination of flight and train. When traveling from Toledo in September, plan for somewhat warmer days and about the same nights in Cordoba: temperatures range from 91°F by day to 62°F at night. You'll set off for Granada on the 14th (Sat).

Things to do in Cordoba

Historic Sites Tours Outdoors

1
night
Granada, Spain

Granada ©
Granada boasts numerous well-preserved examples of exquisite Moorish architecture, not the least of which is the Alhambra, an ancient citadel and royal palace.
Start off your visit on the 14th (Sat): appreciate the extensive heritage of Mirador de San Nicolas, then admire the masterpieces at Monasterio de la Concepcion, then take in nature's colorful creations at Generalife, and finally steep yourself in history at Alhambra.

For maps, ratings, more things to do, and more tourist information, you can read our Granada route planning app .

Drive from Cordoba to Granada in 2.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Cordoba in September, plan for little chillier days and about the same nights in Granada: temperatures range from 82°F by day to 58°F at night. Finish your sightseeing early on the 15th (Sun) so you can drive to Malaga.

Things to do in Granada

Historic Sites Parks Museums
Highlights from your plan
Alhambra ©
Alhambra
Mirador de San Nicolas ©
Mirador de San Nicolas
Generalife ©
Generalife

few
hours
Malaga, Spain

Malaga ©
Modern yet historic, Málaga is a lively city famous for being the birthplace of Pablo Picasso.
Start off your visit on the 15th (Sun): get engrossed in the history at Alcazaba, then admire the masterpieces at Museo Picasso Malaga, and then explore the historical opulence of Castillo de Gibralfaro.

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

Drive from Granada to Malaga in 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Granada in September, you can expect nighttime temperatures to be somewhat warmer in Malaga, with lows of 67°F. Finish up your sightseeing early on the 15th (Sun) so you can go by car to Ronda.

Things to do in Malaga

Museums Historic Sites
Highlights from your plan
Alcazaba ©
Alcazaba
Castillo de Gibralfaro ©
Castillo de Gibralfaro
Museo Picasso Malaga ©
Museo Picasso Malaga

1
night
Ronda, Spain

Ronda ©
Renowned for its deep gorge, the quaint, whitewashed village of Ronda has preserved its charm as an Andalusian country village.
Kick off your visit on the 15th (Sun): see the interesting displays at Museo Lara.

To see more things to do, traveler tips, and other tourist information, read our Ronda trip itinerary planner .

Traveling by car from Malaga to Ronda takes 2 hours. Alternatively, you can take a bus; or take a train. In September, daytime highs in Ronda are 87°F, while nighttime lows are 64°F. Finish up your sightseeing early on the 16th (Mon) so you can go by car to Gibraltar.

Things to do in Ronda

Museums
Highlights from your plan
Museo Lara ©
Museo Lara

1
day
Gibraltar, Gibraltar

Gibraltar ©
A vacation in Gibraltar reveals a strategically important area the ancient Greeks considered the edge of the known world.
Start off your visit on the 16th (Mon): get to know the fascinating history of Grand Casemates Square, contemplate in the serene atmosphere at Cathedral of St Mary the Crowned, then brush up on your military savvy at The Great Siege Tunnels, and finally visit a coastal fixture at Europa Point.

To find more things to do, traveler tips, maps, and other tourist information, read our Gibraltar driving holiday planner.

Traveling by car from Ronda to Gibraltar takes 2 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Ronda in September, expect nights in Gibraltar to be about the same, around 68°F, while days are a bit cooler, around 79°F. Wrap up your sightseeing on the 16th (Mon) early enough to drive to Cadiz.

Things to do in Gibraltar

Historic Sites Museums
Highlights from your plan
The Great Siege Tunnels ©
The Great Siege Tunnels
Europa Point ©
Europa Point
Grand Casemates Square ©
Grand Casemates Square

1
night
Cadiz, Spain

Cadiz ©
Cádiz is a city and port in southwestern Spain. Kick off your visit on the 16th (Mon): pause for some serene contemplation at Catedral de Cadiz.

To find reviews, traveler tips, more things to do, and more tourist information, use the Cadiz vacation planner.

Traveling by car from Gibraltar to Cadiz takes 1.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 80°F, and evening lows to 66°F. Finish up your sightseeing early on the 17th (Tue) so you can go by car to Seville.

Things to do in Cadiz

Outdoors Parks Beaches

Side Trips

Jerez De La Frontera, Playa de la Barrosa
Highlights from your plan
Playa de la Barrosa ©
Playa de la Barrosa
Palacio del Virrey Laserna ©
Palacio del Virrey Laserna
Catedral de Cadiz ©
Catedral de Cadiz

1
night
Seville, Spain

Seville ©
A city of rich Moorish heritage, Seville is the cultural and financial center of southern Spain, and the site of numerous festivals throughout the year.
On the 18th (Wed), pause for some serene contemplation at Eglise du Divin Sauveur, take in nature's colorful creations at Royal Alcázar of Seville, and then admire the striking features of Plaza de España.

To see traveler tips, photos, reviews, and more tourist information, read Seville driving holiday planning tool .

Traveling by car from Cadiz to Seville takes 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Seville can reach 83°F, while at night they dip to 63°F. Cap off your sightseeing on the 18th (Wed) early enough to catcht the bus to Huelva.

Things to do in Seville

Historic Sites Parks Museums
Highlights from your plan
Royal Alcázar of Seville ©
Royal Alcázar of Seville
Plaza de España ©
Plaza de España

few
hours
Huelva, Spain

Huelva ©
Huelva is a city in southwestern Spain, the capital of the province of Huelva in the autonomous region of Andalusia. On the 18th (Wed), contemplate in the serene atmosphere at La Rabida Monastery.

For maps, more things to do, photos, and tourist information, use the Huelva route planner.

Traveling by bus from Seville to Huelva takes 1.5 hours. Alternatively, you can drive; or take a train. While traveling from Seville, expect a bit cooler days and about the same nights in Huelva, ranging from highs of 74°F to lows of 66°F. Cap off your sightseeing on the 18th (Wed) early enough to travel to Vila Real de Santo Antonio.

Things to do in Huelva

Historic Sites
Highlights from your plan
La Rabida Monastery ©
La Rabida Monastery

1
night
Vila Real de Santo Antonio, Portugal

Vila Real de Santo Antonio ©
Vila Real de Santo António is a city, civil parish, and municipality in the Algarve, Portugal. On the 19th (Thu), make a trip to Praca Marques de Pombal, step into the grandiose world of Castelo de Castro Marim, and then contemplate the long history of Fortaleza de Cacela.

To find more things to do, ratings, photos, and more tourist information, go to the Vila Real de Santo Antonio day trip website .

Getting from Huelva to Vila Real de Santo Antonio by car takes about an hour. The time zone difference moving from Central European Time (CET) to Western European Time (WET) is minus 1 hour. In September, plan for daily highs up to 79°F, and evening lows to 65°F. On the 19th (Thu), wrap the sightseeing up by early afternoon so you can drive to Albufeira.

Things to do in Vila Real de Santo Antonio

Historic Sites

Side Trips

Castelo de Castro Marim, Fortaleza de Cacela
Highlights from your plan
Castelo de Castro Marim ©
Castelo de Castro Marim
Fortaleza de Cacela ©
Fortaleza de Cacela

few
hours
Albufeira, Portugal

Albufeira ©
Along Portugal's southern Algarve region sits Albufeira, a city boasting 20 beaches for visitors to choose from.
On the 19th (Thu), shop like a local with BAM Art Gallery and then take a stroll through Centro Historico de Albufeira.

To find where to stay, photos, maps, and other tourist information, go to the Albufeira sightseeing planner.

Traveling by car from Vila Real de Santo Antonio to Albufeira takes 1.5 hours. In September, daytime highs in Albufeira are 79°F, while nighttime lows are 65°F. Cap off your sightseeing on the 19th (Thu) early enough to go by car to Vila do Bispo.

Things to do in Albufeira

Neighborhoods Shopping Museums
Highlights from your plan
Centro Historico de Albufeira ©
Centro Historico de Albufeira

1
night
Vila do Bispo, Portugal

Vila do Bispo ©
Vila do Bispo is a municipality in the Portuguese Algarve. On the 20th (Fri), learn more about the world around you at Museu do Mar e da Terra da Carrapateira, steep yourself in history at Fortaleza de Sagres, then don't miss a visit to Cape Saint Vincent, and finally enjoy the sea views from Torre da Aspa.

For maps, other places to visit, ratings, and other tourist information, read Vila do Bispo road trip website .

Getting from Albufeira to Vila do Bispo by car takes about an hour. In September, plan for daily highs up to 79°F, and evening lows to 65°F. Finish up your sightseeing early on the 20th (Fri) so you can travel to Lisbon.

Things to do in Vila do Bispo

Historic Sites Museums

Side Trips

Sagres, Museu do Mar e da Terra da Carrapateira
Highlights from your plan
Fortaleza de Sagres ©
Fortaleza de Sagres
Cape Saint Vincent ©
Cape Saint Vincent
Torre da Aspa ©
Torre da Aspa

2
nights
Lisbon, Portugal

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Start off your visit on the 21st (Sat): contemplate in the serene atmosphere at Mosteiro dos Jeronimos, get to know the fascinating history of Belém Tower, get engrossed in the history at Carmo Archaeological Museum, see the interesting displays at Museum of National Republican Guard, then step into the grandiose world of Castelo de S. Jorge, and finally see the interesting displays at Museu Nacional do Azulejo.

To see traveler tips, maps, other places to visit, and other tourist information, refer to the Lisbon trip itinerary site .

Traveling by car from Vila do Bispo to Lisbon takes 3.5 hours. In September, daytime highs in Lisbon are 81°F, while nighttime lows are 61°F. Finish your sightseeing early on the 22nd (Sun) to allow enough time to take a bus to Sintra.

Things to do in Lisbon

Museums Historic Sites
Highlights from your plan
Mosteiro dos Jeronimos ©
Mosteiro dos Jeronimos
Castelo de S. Jorge ©
Castelo de S. Jorge
Museu Nacional do Azulejo ©
Museu Nacional do Azulejo

1
day
Sintra, Portugal

Sintra ©
Surrounded by rolling hills and old mansions and castles, Sintra has become known as the first center of the European Romantic style.
Kick off your visit on the 22nd (Sun): step into the grandiose world of Park and National Palace of Pena, admire the natural beauty at Quinta da Regaleira, and then explore the world behind art at MU.SA - Museu de Artes de Sintra.

To see maps, traveler tips, photos, and tourist information, read our Sintra driving holiday planner .

Sintra is very close to Lisbon. Expect a daytime high around 81°F in September, and nighttime lows around 61°F. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Evora.

Things to do in Sintra

Historic Sites Parks Museums
Highlights from your plan
Quinta da Regaleira ©
Quinta da Regaleira
Park and National Palace of Pena ©
Park and National Palace of Pena
MU.SA - Museu de Artes de Sintra ©
MU.SA - Museu de Artes de Sintra

1
night
Evora, Portugal

Evora ©
The city of Evora functions as a museum of Roman origins and medieval times.
Start off your visit on the 22nd (Sun): contemplate in the serene atmosphere at Igreja de Nossa Senhora de Graca.

For photos, ratings, maps, and tourist information, you can read our Evora trip planner.

Getting from Sintra to Evora by car takes about 2 hours. Other options: take a bus; or take a train. In September, daily temperatures in Evora can reach 86°F, while at night they dip to 59°F. Wrap up your sightseeing on the 23rd (Mon) early enough to drive to Porto.

Things to do in Evora

Historic Sites Museums

Side Trip

Aldeia da Terra
Highlights from your plan
Capela dos Ossos ©
Capela dos Ossos

2
nights
Porto, Portugal

Porto ©
Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names. Portugal's second-largest metropolis dates back to the 4th century, representing both a rich cultural past and industrial present through its architecture and style.
Start off your visit on the 24th (Tue): explore the world behind art at Museu Serralves, take in the views from Ponte de Dom Luis I, pause for some serene contemplation at Torre dos Clerigos, steep yourself in history at Porto Cathedral (Se Catedral), then get into the urban bustle at Palacio da Bolsa, and finally steep yourself in history at Monumento aos Herois da Guerra Peninsular.

To find maps, more things to do, traveler tips, and more tourist information, read our Porto trip planner.

You can drive from Evora to Porto in 4 hours. Other options are to do a combination of train and flight; or take a train. Traveling from Evora in September, expect nights in Porto to be about the same, around 56°F, while days are a bit cooler, around 74°F. On the 25th (Wed), wrap the sightseeing up by early afternoon so you can travel to Gouveia.

Things to do in Porto

Historic Sites Parks Museums

Side Trip

Bom Jesus do Monte
Highlights from your plan
Porto Cathedral (Se Catedral) ©
Porto Cathedral (Se Catedral)
Palacio da Bolsa ©
Palacio da Bolsa
Museu Serralves ©
Museu Serralves

few
hours
Gouveia, Portugal

Gouveia ©
Start off your visit on the 25th (Wed): take some stellar pictures from Mirante do Paixotao and then explore the historical opulence of Castelo de Linhares da Beira.

To see other places to visit, where to stay, traveler tips, and other tourist information, refer to the Gouveia trip builder tool .

You can drive from Porto to Gouveia in 2 hours. Wrap up your sightseeing on the 25th (Wed) early enough to drive to Belmonte.

Things to do in Gouveia

Historic Sites

Side Trip

Castelo de Linhares da Beira
Highlights from your plan
Castelo de Linhares da Beira ©
Castelo de Linhares da Beira

1
night
Belmonte, Portugal

Belmonte ©
Belmonte is a municipality in the district of Castelo Branco, Portugal. Start off your visit on the 26th (Thu): examine the collection at Museu dos Descobrimentos, then see the interesting displays at Museu Judaico de Belmonte, then wander the streets of Castle Sortelha, and finally explore the historical opulence of Castelo de Belmonte.

To see more things to do, other places to visit, photos, and other tourist information, refer to the Belmonte trip itinerary maker app .

Drive from Gouveia to Belmonte in an hour. Cap off your sightseeing on the 26th (Thu) early enough to travel to Salamanca.

Things to do in Belmonte

Museums Historic Sites
Highlights from your plan
Museu Judaico de Belmonte ©
Museu Judaico de Belmonte
Castelo de Belmonte ©
Castelo de Belmonte

1
night
Salamanca, Spain

Salamanca ©
Salamanca is one of the most visited cities in Spain.
Kick off your visit on the 27th (Fri): admire the masterpieces at Museum of Art Nouveau and Art Deco Casa Lis, take in the spiritual surroundings of Old Cathedral (Catedral Vieja), then contemplate in the serene atmosphere at New Cathedral (Catedral Nueva), then pause for some serene contemplation at Ieronimus, and finally examine the collection at General Archive of the Spanish Civil War.

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

Traveling by car from Belmonte to Salamanca takes 2 hours. The time zone difference moving from Western European Time (WET) to Central European Time (CET) is 1 hour. In September in Salamanca, expect temperatures between 80°F during the day and 48°F at night. Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Madrid.

Things to do in Salamanca

Historic Sites Museums
Highlights from your plan
Old Cathedral (Catedral Vieja) ©
Old Cathedral (Catedral Vieja)
Ieronimus ©
Ieronimus
New Cathedral (Catedral Nueva) ©
New Cathedral (Catedral Nueva)

1
night
Madrid, Spain

Madrid ©
For ratings, maps, photos, and other tourist information, read our Madrid trip itinerary planner .

You can drive from Salamanca to Madrid in 2.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Salamanca in September, plan for somewhat warmer nights in Madrid, with lows around 59°F. On the 28th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Madrid

Museums Historic Sites
Highlights from your plan
Museo Sorolla ©
Museo Sorolla
Plaza Mayor ©
Plaza Mayor

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