10 days in Portugal & Madrid Itinerary

Created using Inspirock Europe travel route planner
Make it your trip
Lisbon, Portugal
— 4 nights
Porto, Portugal
— 2 nights
Madrid, Spain
— 3 nights


Lisbon, Portugal — 4 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Explore the numerous day-trip ideas around Lisbon: Sintra (Quinta da Regaleira & Sintra National Palace). The adventure continues: take in the spiritual surroundings of Mosteiro dos Jeronimos, see the interesting displays at Museu Nacional do Azulejo, observe the fascinating underwater world at Lisbon Oceanarium, and get the lay of the land with Walking tours.

To see where to stay, traveler tips, more things to do, and more tourist information, go to the Lisbon road trip planning app.

Newark, USA to Lisbon is an approximately 12-hour flight. You'll lose 5 hours traveling from Newark to Lisbon due to the time zone difference. In May, daytime highs in Lisbon are 75°F, while nighttime lows are 55°F. Finish your sightseeing early on the 29th (Mon) to allow enough time to fly to Porto.
Historic Sites · Tours · Museums · Parks
Side Trip
Find places to stay May 25 — 29:

Porto, Portugal — 2 nights

Unvanquished City

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names.
Start off your visit on the 30th (Tue): savor the flavors at Food & Drink and then get the lay of the land with Walking tours. On the next day, don't miss a visit to Liberdade Square, contemplate in the serene atmosphere at Porto Cathedral (Se Catedral), then take a stroll around Palacio da Bolsa, then snap pictures at Ponte de Dom Luis I, and finally wander the streets of Ribeira do Porto.

To find reviews, ratings, more things to do, and more tourist information, read our Porto road trip planning app.

Fly from Lisbon to Porto in 2.5 hours. Alternatively, you can drive; or take a train. Expect a bit cooler weather when traveling from Lisbon in May: highs in Porto hover around 68°F, while lows dip to 52°F. Finish up your sightseeing early on the 31st (Wed) so you can catch the flight to Madrid.
Tours · Historic Sites · Breweries & Distilleries · Shopping
Find places to stay May 29 — 31:

Madrid, Spain — 3 nights

Cultural Capital of Spain

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Madrid is known for museums, historic sites, and parks. Your trip includes some of its best attractions: explore the world behind art at Prado National Museum, steep yourself in history at Royal Palace of Madrid, examine the collection at Museo Nacional Thyssen-Bornemisza, and stroll through Casa de Campo.

To see maps, where to stay, photos, and more tourist information, read Madrid vacation maker site.

Traveling by flight from Porto to Madrid takes 4.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Porto to Madrid. Expect somewhat warmer weather when traveling from Porto in May: highs in Madrid hover around 75°F, while lows dip to 52°F. Finish up your sightseeing early on the 3rd (Sat) so you can travel back home.
Museums · Historic Sites · Parks · Fun & Games
Find places to stay May 31 — Jun 3:

Portugal travel guide

Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.