Lisbon to Madrid Culture and Charm - 5 Days
Trip Snapshot
Age range
0 - 100Start / End
- Lisbon
- Madrid
Physical rating
Guide style
Self GuidedMeals included
0
Everything you need to picture the adventure and pack with confidence — in one free PDF.
What's inside the PDF
Day-by-day itinerary
Every day mapped out, covering activities, travel times, meals and where you'll stay.Packing & kit list
Exactly what to bring, from clothing and essentials to luggage guidelines and what's available to hire locally.What's included
Accommodation, transport, guides and meals, so you can see exactly what your price covers.
Summary
Kick off your five-day adventure in the vibrant city of Lisbon, meandering through its charming alleys and indulging in its iconic tiles and sunlit vistas. Discover the historic Belem neighbourhood, a nod to Portugal's maritime past, and perhaps, wander off to Sintra or Cascais in your free time. From Lisbon, cross into Spain's Alentejo region, with a picturesque pit stop in Estremoz, before landing in the medieval heart of Cáceres. Your journey culminates in bustling Madrid, where you'll delve into its cultural gems like the majestic Retiro Park and the famed Santiago Bernabéu Stadium. A delightful blend of history, culture, and scenery awaits!
Itinerary
Day 1
Lisbon
Upon your arrival in Lisbon, we will facilitate your transfer to the hotel, allowing you some free time to unwind and acclimatise. Take a moment to relax or perhaps explore the immediate surroundings at your own pace. Later in the afternoon, you will find essential details regarding the commencement of your tour conveniently displayed on the information boards in the hotel reception area. Feel free to review these at your leisure. Enjoy the blend of anticipation and leisure as you settle into the vibrant atmosphere of Portugal's capital. Please note: This tour may have travellers joining or departing at various points along the route, meaning group composition can change during the tour. Please also be aware that depending on group composition, guiding may be in additional languages as well as English.
Day 2
Lisbon
On the second day of our journey, we set off for a captivating exploration of Lisbon. This morning, we dive into the splendour of the Portuguese capital renowned for its seven hills. Wander through its quaint alleys, admire the iconic azulejos tiles, and immerse yourself in the city's unique ambiance, tinged with a touch of “saudade.” A highlight of our tour is the historic Belém district, from where the intrepid Portuguese explorers embarked on their 15th-century voyages across the oceans.
The afternoon is yours to enjoy as you wish. Stroll around the vibrant Bairro Alto and take in the panoramic views from its viewpoint. Alternatively, you may choose to venture on an optional excursion to the picturesque towns of Sintra, Cascais, and Estoril. As evening descends, we regroup and return to the hotel from Restauradores Square, a lively area brimming with bars and cafés.
Day 3
Lisbon
We set off early from Portugal, travelling through the scenic Alentejo region. Our first stop is in Estremoz, a charming town known for its medieval castle, cobblestone streets, and beautiful architecture that encapsulates the essence of Portugal. Here, we pause for a refreshing coffee. Continuing our journey, we head towards Spain, arriving in Cáceres. You'll have the opportunity to enjoy lunch and wander around its historic centre, renowned for its remarkably preserved medieval and Renaissance buildings. Later, we journey to Madrid, reaching the city in the evening. We'll drop you off at Plaza Mayor, where you can immerse yourself in the lively atmosphere, surrounded by an array of restaurants and bustling activity.
Day 4
Madrid
We begin the morning with an extensive tour of central Madrid, showcasing landmarks such as Paseo del Prado, Cibeles, Neptuno, Puerta de Alcalá, Plaza de Colón, and the lively Plaza Mayor. Our exploration continues with a visit to Retiro Park, a beautiful sanctuary at the heart of the city, where we will explore the picturesque lake and admire the stunning Palacio de Cristal. Entry to the Santiago Bernabéu Stadium is included, offering a chance to experience the legendary home of Real Madrid, a club revered by football fans across the globe. The afternoon is yours to explore Madrid at your own pace. In the evening, we arrange your return transfer to the hotel.
Day 5
Madrid
After enjoying breakfast, our tour concludes, leaving you with cherished memories of your journey.
What's Included
Meals
Breakfasts: 0, Lunches: 0, Dinners: 0
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
Self GuidedWifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Nov 2026
from £596Dec 2026
from £596Jan 2027
from £596Feb 2027
from £596Mar 2027
from £596
November 2026
2 departuresClick the bell to get notified when the price drops
- Save 18%Thursday 19 Nov 2026to Monday 23 Nov 20266+ spaces of 65 left£730£596Best offer
- Save 18%Thursday 26 Nov 2026to Monday 30 Nov 20266+ spaces of 65 left£730£596Best offer
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
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