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Madrid - Seville - Jerez de la Frontera and Lisbon

12 to 18+ Nights from $830*
* This sample price: priced within the past 7 days for check-in on 3/8/2025. Choose your own arrival dates.

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This 12 night sample itinerary includes:

  • Hotel for 3 nights in Madrid
  • Train from Madrid to Seville
  • Hotel for 3 nights in Seville
  • Train from Seville to Jerez de la Frontera
  • Hotel for 3 nights in Jerez de la Frontera
  • Flight from Jerez de la Frontera to Lisbon
  • Hotel for 3 nights in Lisbon

Spain and Portugal await you, ready to be explored with this once in a life adventure. Start in Madrid (Golden Triangle of Art: Prado Museum; Reina Sofia and Thyssen-Bornemisza Museums; its famous nightlife and endless energy); then, take trains to visit, first; Seville (with lively flamenco, the stunning Cathedral, and historic city center) and Jerez de la Frontera (Home of the Sherry Bodegas, Dancing horses and so much more). Finally, take a flight to Lisbon (spectacular hilltop vistas in Alfama or at St. George's Castle, pleasant year-round weather and friendly locals).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Add inbound and outbound flights and choose your preferred cabin class
Select up to 14 nights in each city during your stay
Choose 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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Flexible Itinerary

  • Madrid

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  • Seville

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  • Jerez de la Frontera

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  • Lisbon

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Portugal
Spain

Customer Reviews

Trip Summary

  • Madrid
    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!

  • Seville
    Seville

    Seville is the largest town in the famous Southern province of Andalusia, best known for the impressive Cathedral with its Giralda tower, as well as the Alcazar, which also serves as a visiting residence for the Spanish Royal family. Seville seems to move at half the pace of a normal major city, creating a relaxing and even small-town atmosphere that complements the sevillano way of savoring every moment of life, bite of food and sip of drink. Don't forget your dancing shoes, because from the moment the sun goes down right up until it comes up again, the bars and clubs of Seville's nightlife are brimming with festive people, great music, lively conversation and unrivaled excitement.

    Visit the Cathedral and Giralda, Royal Alcazar, Gold Tower, Barrio Santa Cruz, Archivo de las Indias, Maria Luisa Park, Triana, Fine Arts Museum, experience Flamenco dancing and so much more!

  • Jerez de la Frontera
    Jerez de la Frontera

    With its aristocratic charm, Jerez de la Frontera is a hidden gem of Spain, a must-see town should you venture beyond the large cities. The British made the town famous by taking the sweet wines made here and naming them "sherry" for the outside world. Once sitting on the border between the Christian and Moorish worlds, Jerez is also known for its fine horses and amazing singers and dancers of flamenco. Its magnificent dancing horses can be seen at the Royal Andalusian School of Equestrian Art. Visit The Sherry Wine Cellars, Dancing Horses, Flamenco Shows Distances: Seville: 57 miles, Malaga (Costa del Sol) - 141 miles, Puerto de Santa Maria - 13 miles, Sanlúcar de Barrameda - 16 miles

  • Lisbon
    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!

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