Here’s how to structure your Iberian escape, whether you have a week or two to explore.
7-Day Madrid-Lisbon Express
Perfect for first-timers who want a taste of both capitals.
Day 1-2: Madrid - Explore Plaza Mayor, the Royal Palace, and Prado Museum. Don’t miss tapas nights in La Latina. Madrid tours offer walking routes and food experiences to kick off your trip.
Day 3: Toledo (Day Trip) - Just 1 hour away, Toledo’s medieval charm is an easy detour before heading west.
Day 4: Travel to Lisbon - Take the train or flight; relax upon arrival with a riverside stroll in the Alfama district.
Day 5-6: Lisbon - Ride the vintage Tram 28, visit Belém Tower, and admire city views from Miradouro de Santa Luzia. Don’t skip a quick side trip to Sintra’s fairytale palaces.
Day 7 - Departure or optional extension to Cascais - A coastal escape just 40 minutes from Lisbon.
10-Day Spain-Portugal Discovery
For travelers who want a more balanced blend of history, coast, and countryside.
Day 1-2: Madrid - Discover local markets and modern art at Reina Sofía Museum.
Day 3: Segovia or Ávila - Explore ancient Roman aqueducts or medieval walls before your Portugal leg.
Day 4: Travel to Lisbon - Scenic train journey through Extremadura.
Day 5-7: Lisbon & Sintra - Enjoy the blend of old-world elegance and contemporary culture. Spend a day wandering Sintra’s colorful palaces and gardens.
Day 8-10: Porto - Take the high-speed train north. Stroll along Ribeira, visit port wine cellars in Vila Nova de Gaia, and enjoy Douro River cruises.
14-Day Iberian Highlights
Ideal for travelers seeking an in-depth adventure through both countries.
Day 1-3: Madrid & Toledo - Combine royal history with day trips to Spain’s medieval heart.
Day 4-5: Seville - Travel south for flamenco vibes, orange trees, and the majestic Alcázar.
Day 6-8: Algarve Coast - Cross into Portugal and unwind along Lagos or Albufeira’s beaches.
Day 9-11: Lisbon & Sintra - Explore the capital’s viewpoints, pastel houses, and riverfront cafes.
Day 12-14: Coimbra & Porto - Visit Portugal’s oldest university in Coimbra, then cap your trip with wine tasting and river views in Porto before flying home.