Spain, Portugal · Culture

14-Day Portugal and Spain Cultural Journey with Sintra and Toledo

14 Days Round trip from Lisbon Moderate pace

The journey

Trip highlights
  • 01 Explore the historic neighborhoods and iconic landmarks of Lisbon with a local perspective
  • 02 Visit the romantic UNESCO-listed village of Sintra and admire its famous palaces and scenic landscapes
  • 03 Stand at Cabo da Roca, the dramatic westernmost point of continental Europe
  • 04 Discover the charming coastal town of Cascais, often referred to as the Riviera of Portugal
  • 05 Experience the historic charm of Évora and visit a traditional regional winery
  • 06 Experience the cultural and architectural treasures of Granada
  • 07 Wander through the medieval streets of Toledo and admire its magnificent cathedral

Experience a remarkable 14-day journey across Portugal and Spain, exploring iconic destinations such as Lisbon, Sintra, Évora, Seville, Córdoba, Granada, Madrid, Valencia, and Barcelona. Discover UNESCO World Heritage sites, historic city centers, royal palaces, scenic coastlines, and vibrant cultural traditions while traveling comfortably across the Iberian Peninsula with a private driver-guide and enjoying authentic local experiences along the way.

Visit the romantic village of Sintra, a UNESCO-listed destination known for its historic palaces and scenic beauty.

From the itinerary

At a glance

What this trip includes

Duration 14 Days
Tour type Private
Activity level Moderate
Accommodation Not included
Transport Included
Wheelchair access Not applicable
Cities Evora, Sevilla, Cordoba, Granada, Toledo, Barcelona, Lisbon, Madrid, Valencia, Serra de Sintra, Cascais, Montserrat
Languages English, Portuguese

Day by day

The itinerary

1
Day 01

Arrival in Lisbon and City Highlights

  • Arrive at Lisbon Airport, where your driver-guide will be waiting to welcome you.
  • Transfer to your hotel in Lisbon for check-in and some time to settle in.

  • Begin a highlights tour of Lisbon, starting in the historic city center.

  • Explore the city from a local perspective while visiting key landmarks and neighborhoods.

  • Enjoy the remainder of the day at leisure for personal activities or relaxation.

2
Day 02

Sintra, Cabo da Roca and Cascais Discovery

  • Enjoy breakfast at the hotel before departing for Sintra.
  • Visit the romantic village of Sintra, a UNESCO-listed destination known for its historic palaces and scenic beauty.

  • Choose to visit one palace in the morning, such as Pena Palace, Queluz Palace, the National Palace of Sintra, or Quinta da Regaleira.

  • Enjoy lunch at a local restaurant in Sintra (reservation required).

  • Continue to Cabo da Roca, the westernmost point of continental Europe, and enjoy spectacular coastal views.

  • Travel onward to Cascais, a charming seaside town often considered the Riviera of Portugal.

  • Drive back along the scenic coast to your hotel in Lisbon.

3
Day 03

Lisbon to Évora Wine and Heritage Experience

  • Enjoy breakfast and check out of the hotel in Lisbon.
  • Travel towards Évora, one of the most beautiful and historic cities in Portugal.

  • Visit a local winery in the morning to experience the regional wine culture.

  • Explore the historic center of Évora, known for its well-preserved medieval streets and monuments.

  • Transfer to your hotel in Évora for an overnight stay.

4
Day 04

From Évora to Seville in Andalusia

  • Enjoy breakfast and check out of your hotel in Évora.
  • Begin the journey towards Andalusia in southern Spain.

  • Continue the tour with your Portuguese driver-guide acting as your escort guide throughout the experience in Spain.

  • Arrive in Seville and enjoy the vibrant atmosphere of this beautiful Andalusian city.

  • Optionally arrange a three-hour walking tour with a local guide to discover the city from a local perspective (not included).

  • Transfer to your hotel in Seville for an overnight stay.

5
Day 05

Seville to Córdoba and Granada

  • Enjoy breakfast and check out of your hotel in Seville.
  • Travel to the historic city of Córdoba.

  • Explore the city and its cultural landmarks with an optional three-hour guided tour with a local guide (not included).

  • Enjoy lunch in the city before continuing the journey.

  • Travel to Granada and transfer to your hotel for an overnight stay.

6
Day 06

Explore Historic Granada

  • Enjoy breakfast at the hotel.
  • Spend the day exploring the rich cultural and historical heritage of Granada.

  • Discover Moorish influences, historic architecture, and traditional Andalusian cuisine.

  • Explore the city independently or arrange a local guided tour to enhance the experience (not included).

  • Return to your hotel in Granada in the evening.

7
Day 07

Granada to Madrid via Toledo

  • Enjoy breakfast and check out of your hotel in Granada.
  • Travel towards Madrid with a scenic stop in the historic city of Toledo.

  • Explore the walled city at a relaxed pace and discover its charming streets and artisan shops.

  • Visit the magnificent Cathedral of Toledo and admire its architectural beauty.

  • Continue the journey to Madrid and check in at your hotel for an overnight stay.

8
Day 08

Discover Madrid

  • Enjoy breakfast at the hotel.
  • Spend the day discovering Madrid, the cultural and historical capital of Spain.

  • Arrange a private full-day city tour with a local guide alongside your escort guide to explore the most iconic landmarks (not included).

  • Visit important districts, plazas, and cultural attractions throughout the city.

  • Return to your hotel in Madrid in the evening.

9
Day 09

Madrid to Valencia

  • Enjoy breakfast and check out of your hotel in Madrid.
  • Travel to the coastal city of Valencia.

  • Spend the day relaxing on the beach or exploring the city at your own pace.

  • Stroll through the streets and enjoy the vibrant Mediterranean atmosphere.

  • Transfer to your hotel in Valencia for an overnight stay.

10
Day 10

Valencia to Barcelona

  • Enjoy breakfast and check out of your hotel in Valencia.
  • Begin the journey towards Barcelona.

  • Arrive in Barcelona and check in at your hotel.

  • Spend the remainder of the day at leisure for personal exploration or relaxation.

11
Day 11

Explore the Highlights of Barcelona

  • Enjoy breakfast at the hotel.
  • Discover the cultural and architectural wonders of Barcelona.

  • Arrange a guided city tour with a local guide accompanied by your escort guide for a deeper experience of the city (not included).

  • Visit iconic neighborhoods, historic landmarks, and vibrant public spaces.

  • Return to your hotel in Barcelona in the evening.

12
Day 12

Regional Exploration Around Barcelona

  • Enjoy breakfast at the hotel.
  • Choose to explore destinations around Barcelona with your escort guide.

  • Visit Montjuïc for panoramic city views and cultural attractions.

  • Alternatively, travel to Montserrat to explore its famous monastery and dramatic mountain landscape.

  • Consider other regional excursions depending on availability and preferences.

  • Return to your hotel in Barcelona.

13
Day 13

Leisure Day in Barcelona

  • Enjoy breakfast at the hotel.
  • Spend the day exploring Barcelona at your own pace.

  • Visit shopping districts, local markets, or cultural attractions of interest.

  • Travel around the city with your escort guide available from 09:00 to 18:00.

  • Return to your hotel in Barcelona in the evening.

14
Day 14

Departure from Barcelona

  • Enjoy breakfast at the hotel.
  • Prepare for departure from Barcelona.

  • Meet your escort guide at the designated time for transfer to Barcelona Airport.

  • Conclude the journey with a farewell to Portugal and Spain and the end of services.

Pena Palace, Cabo da Roca cliffs, Toledo Cathedral

Where this trip takes you

Pena Palace, Cabo da Roca cliffs, Toledo Cathedral

The route

Where you'll travel

Tour route map
Round trip from Lisbon 12 cities · 14 Days

The fine print

Trip details

What's Included

  • Driver-guide in Portugal and escort guide in Spain
  • Mercedes V-Class 2024 with water and snacks
  • Tours in Portugal with a driver-guide included
  • All taxes, fees, and insurance

What's Not Included

  • Flights
  • Hotels
  • Local guides in Spain
  • Meals
  • Personal expenses
  • All other expenses not mentioned in the included box

Know before you go

  • This tour is available by reservation only. You will have someone who will curate your entire experience, helping you and ensuring that this journey meets your needs.

Logistics

Meeting & route

Meeting point
Lisbon, Portugal
Tour start
Lisbon, Portugal
Tour ends at the same location as the start point.
End of the journey

Your 14 days finish where they began, in Lisbon.

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