14 days in Lisbon, South of Spain & Azores Itinerary

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.

Lisbon is known for sightseeing, historic sites, and zoos & aquariums. Your trip includes some of its best attractions: contemplate the long history of Mosteiro dos Jeronimos, explore the historical opulence of Castelo de S. Jorge, get up close and personal with brilliant marine life at Lisbon Oceanarium, and visit Alfama.

Plan my trip to Lisbon with suggested itineraries provided by Inspirock.

Toronto, Canada to Lisbon is an approximately 10-hour flight. Traveling from Toronto to Lisbon, you'll lose 5 hours due to the time zone difference. Traveling from Toronto in May, expect nights in Lisbon to be about the same, around 15°C, while days are a bit warmer, around 28°C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to fly to Malaga.

Modern yet historic, Málaga is a lively city famous for being the birthplace of Pablo Picasso.

Start off your visit on the 22nd (Mon): take in the waterfront at Puerto de Málaga, browse the exhibits of Alcazaba, and then learn about wildlife with up-close encounters at Butterfly Park of Benalmadena.

To find reviews, where to stay, photos, and more tourist information, go to the Malaga trip planner.

Traveling by flight from Lisbon to Malaga takes 4.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Western European Standard Time (WET) to Central European Standard Time (CET) is 1 hour. In May in Malaga, expect temperatures between 29°C during the day and 17°C at night. Cap off your sightseeing on the 23rd (Tue) early enough to go by car to 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.

Go for a jaunt from Granada to Nerja to see Playa de la Cala el Canuelo about 1h 5 min away. There's lots more to do: step into the grandiose world of Alhambra, admire the natural beauty at Carmen de los Martires, contemplate the long history of Mirador de San Nicolas, and pause for some serene contemplation at Basilica de San Juan de Dios.

To see other places to visit, where to stay, reviews, and more tourist information, read our Granada day trip planning tool.

Traveling by car from Malaga to Granada takes 2 hours. Alternatively, you can take a train; or take a bus. Traveling from Malaga in May, plan for little chillier nights in Granada, with lows around 13°C. Wrap up your sightseeing on the 26th (Fri) to allow time to take a train to 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.

Kick off your visit on the 26th (Fri): don't miss a visit to Historic Centre of Cordoba, wander the streets of Jewish Quarter (Juderia), steep yourself in history at Alcazar de los Reyes Cristianos, then take in the views from Roman Bridge, and finally contemplate in the serene atmosphere at Mezquita Cathedral de Cordoba.

To find reviews, photos, and tourist information, use the Cordoba trip planning tool.

Take a train from Granada to Cordoba in 2 hours. Alternatively, you can drive; or take a bus. Traveling from Granada in May, expect nights in Cordoba to be about the same, around 14°C, while days are somewhat warmer, around 34°C. Finish up your sightseeing early on the 27th (Sat) so you can catch the train to 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.

Start off your visit on the 27th (Sat): steep yourself in history at Royal Alcázar of Seville, admire the landmark architecture of Setas de Sevilla (Metropol Parasol), then admire the striking features of Torre Giralda, and finally take a stroll through Barrio Santa Cruz. Get ready for a full day of sightseeing on the 28th (Sun): admire the masterpieces at Museo De Bellas Artes De Sevilla, admire the striking features of Plaza de España, then admire the natural beauty at Parque de Maria Luisa, and finally pause for some serene contemplation at Catedral de Sevilla.

To find more things to do, reviews, traveler tips, and other tourist information, refer to the Seville online holiday planner.

Traveling by train from Cordoba to Seville takes 1.5 hours. Alternatively, you can drive; or take a bus. When traveling from Cordoba in May, plan for slightly colder days and about the same nights in Seville: temperatures range from 30°C by day to 17°C at night. Cap off your sightseeing on the 29th (Mon) early enough to catch the flight to Ponta Delgada.

As the busy capital of São Miguel, Ponta Delgada represents the most visited place on the island.

When in Ponta Delgada, make a side trip to see Parque Terra Nostra in Furnas, approximately Furnas away. Next up on the itinerary: take in the dramatic natural features at Caldeira das Sete Cidades, get up close to creatures of the deep with a dolphin and whale watching tour, make a trip to Portas da Cidade, and take in the architecture and atmosphere at Igreja de Sao Jose.

For photos, more things to do, and other tourist information, read our Ponta Delgada road trip planning site.

Getting from Seville to Ponta Delgada by flight takes about 8 hours. The time zone changes from Central European Standard Time to Azores Standard Time, which is usually a -2 hour difference. Traveling from Seville in May, expect nights in Ponta Delgada to be about the same, around 17°C, while days are slightly colder, around 22°C. Finish up your sightseeing early on the 31st (Wed) so you can catch the flight back home.