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The Artistic Side of Lisbon and Madrid
6 to 9+ Nigths from $1,865*
This sample price: priced within the past 7 days for arrival on 7/27/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
If you are looking for special experiences to will stay with you for a while, the capitals of Portugal and Madrid are the vacations for you!. Make the most of your stay in Lisbon (spectacular hilltop vistas in Alfama or at St. George`s Castle, pleasant year-round weather and friendly locals) and Madrid (the bustling capital city with its sidewalk cafes, festivals, art, music and famous nightlife) with Guided Tours-Oriented to the colorful world of Street Art and traditional Portuguese Tiles and the soulful sounds of Fado Music during a live performance in Lisbon; in addition, to a visit to the main landmarks and Museums: El Prado and Reina Sofia in Madrid.

What Makes Tripmasters Vacation Packages Different?
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Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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This 6 night sample itinerary includes:
  • Flight into Lisbon and out of Madrid
  • Hotel for 3 nights in Lisbon
  • Flight from Lisbon to Madrid
  • Hotel for 3 nights in Madrid

    Sample of Included Tours:
  • Street Art Tour in Lisbon
  • Azulejos Tiles Tour in Lisbon
  • Dinner and Fado Show in Lisbon
  • Visit to Prado and Reina Sofia Museums in Madrid (Closed on Mondays)
  • Guided City Tour in Madrid

    Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 6 nights
1864.36 * incl.tax
Related Itineraries:
Related Cities:
Madrid (379)     Lisbon (327)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Lisbon
  226 hotels
2. Madrid
   (202 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 nights in Lisbon

Lisbon, a dazzling city stretching along the Tagus river, makes an enchanting European capital. Its nucleus, an ancient fortress, is now circled by neighborhoods drenched with medieval charm. Handcrafts - from embroidery to leatherwork - are peddled right on the streets. At night, yellow electric tramcars continue to wind their way up and down the hills to the sound of traditional Fado songs. Ample opportunities exist for seeing popular celebrations, for shopping, and for enjoying the nightlife along the riverbank.

Visit Alfama, Baixa and Chiado, Se de Lisboa, Sao Roque Church, Mosteiro dos Jeronimos, Torre de Belem, Discoveries Monument, Museu Nacional dos Coches, Parque das Nacos, Elevador de Santa Justa, Tram 28 and so much more!



3 nights in Madrid

In the last few years, Madrid has gained the reputation of being one of Europe's most active and attractive cities for its nightlife and cultural activities. Capital of Spain since 1562, Madrid's museums host, among others, Dalis, Miros and Picasso's Guernica. Madrid is a city of great contrasts: the Old City, the Madrid of the Hapsburgs, the Royal Palace, the Puerta de Alcala, the Retiro Park. At night, the city changes gears with its famous Madrid nightlife. The city's endless energy is hard to resist, and its sociable style invites you to jump right in.

Visit Palacio Real, Plaza Mayor, Prado Museum, Puerta del Sol, Puerta de Alcala, Plaza de Cibeles, Gran Via, Madrid Cathedral, Thyssen-Bornemisza and Reina Sofia Museums and so much more!



Book This Package
Flexible Itinerary
Lisbon
Day 1
Arrive to Lisbon
Overnight in Lisbon   226 hotels offered
Optional   1146 Things to do
Day 2
Overnight in Lisbon   226 hotels offered
Optional   1146 Things to do
Day 3
Overnight in Lisbon   226 hotels offered
Optional   1146 Things to do
Day 4
Departing from Lisbon
Transportation to next city by: Regional Air
Madrid
Day 4
Arrive to Madrid
Overnight in Madrid   202 hotels offered
Optional   751 Things to do
Day 5
Overnight in Madrid   202 hotels offered
Optional   751 Things to do
Day 6
Overnight in Madrid   202 hotels offered
Optional   751 Things to do
Day 7
Departing from Madrid
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Lisbon Hotels (226 total)
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Madrid Hotels (202 total)
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Tours in Lisbon (1146 total)
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Tours in Madrid (751 total)
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Package Map Picture
Portugal

Thousands of years of history are on full display in vibrant <b>Portugal</b>, fast becoming one of the most popular tourist destinations in western Europe. Each region of Portugal offers something unique to the traveler, like unparalleled beaches and resorts in the Algarve; rolling plains that lead to mountains in the Alentejo; delicious food and drink in the Minho and the Douro River Valley; and of course the country's bustling capital, Lisbon, which boasts the best of everything that Portugal has to offer, from restaurants to historical landmarks.
Spain

<b>Spain</b> is one of the most popular countries in the world for tourists, and the experiences you can have while on vacation here can be just as varied as you are. The best way to experience Spanish life today is to visit one of its largest cities, such as Madrid, the country`s capital; Barcelona, its second city; and provincial capitals such as Seville and Valencia. Andalucia, the epicenter of Moorish rule in Spain, is known for its beautiful landmarks such as the UNESCO World Heritage Site, the Alhambra. The north of the country features such varying experiences as Catholic pilgrimages in Galicia, skiing in the Pyrenees, and immersing yourself in the culture of the gorgeous Basque Country. For beach vacations, Spain is tops, from the Costa del Sol to the Balearic islands of Ibiza and Mallorca to the Canary Islands.
Portugal
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Spain
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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*Sample prices on display include ALL taxes & fuel surcharges... read more
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The Artistic Side of Lisbon and Madrid
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Lisbon
Lisbon, a dazzling city stretching along the Tagus river, makes an enchanting European capital. Its nucleus, an ancient fortress, is now circled by neighborhoods drenched with medieval charm. Handcrafts - from embroidery to leatherwork - are peddled right on the streets. At night, yellow electric tramcars continue to wind their way up and down the hills to the sound of traditional Fado songs. Ample opportunities exist for seeing popular celebrations, for shopping, and for enjoying the nightlife along the riverbank.

Visit Alfama, Baixa and Chiado, Se de Lisboa, Sao Roque Church, Mosteiro dos Jeronimos, Torre de Belem, Discoveries Monument, Museu Nacional dos Coches, Parque das Nacos, Elevador de Santa Justa, Tram 28 and so much more!
Madrid
In the last few years, Madrid has gained the reputation of being one of Europe's most active and attractive cities for its nightlife and cultural activities. Capital of Spain since 1562, Madrid's museums host, among others, Dalis, Miros and Picasso's Guernica. Madrid is a city of great contrasts: the Old City, the Madrid of the Hapsburgs, the Royal Palace, the Puerta de Alcala, the Retiro Park. At night, the city changes gears with its famous Madrid nightlife. The city's endless energy is hard to resist, and its sociable style invites you to jump right in.

Visit Palacio Real, Plaza Mayor, Prado Museum, Puerta del Sol, Puerta de Alcala, Plaza de Cibeles, Gran Via, Madrid Cathedral, Thyssen-Bornemisza and Reina Sofia Museums and so much more!

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