Portugal

Lisbon - Estoril - Cascais (Self Drive)

7 Nights from $1,729*

* Sample price: priced within the past 7 days for a 5/16/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 7 night sample itinerary includes:

Flight into and out of Lisbon
Hotel for 3 nights in Lisbon
Rental Car for 5 days
Hotel for 2 nights in Estoril
Hotel for 2 nights in Cascais
Driving Time
Lisbon - Estoril: 30 mins. approx.
Estoril - Cascais: 15 mins. approx.
Cacais - Lisbon Airport: 35 mins. approx.

Portugal unforgettable, with this Self-Drive Package. Begin in Lisbon (spectacular hilltop vistas in Alfama or at St. George's Castle, pleasant year-round weather and friendly locals). Continue to sunny Estoril (international luxury tourist destination, known for its luxury hotels, beaches and Casino) and then, Cascais (delightful old fishing village on the western edge of the sunny Estoril Coast). Return to Lisbon to catch your flight returnig home.

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Portugal

Thousands of years of history are on full display in vibrant Portugal, 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.

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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!

Estoril

A few miles from Sintra, Estoril is a glamorous resort situated on the beautiful coastline that extends west of Lisbon. The Portuguese Aristocracy and wealthiest citizens of Lisbon established their summer residences here due to its ideal location. The remains of Roman mansions dating back around 2,000 years can also be found. Estoril strikes the perfect balance between Portuguese charm and excellent tourist facilities to create the ideal destination for those who want more than just great beaches for their holiday. The town boasts fine restaurants, world-class hotels and the largest casino of the Iberian Peninsula, all of which provide the city with a cosmopolitan atmosphere and a reputation for exclusivity.

Enjoy Tamariz Beach, Estoril Casino, Estoril Promenade, Condes de Castro Guimaraes Museum, Tamariz Castle, and more!

Cascais

A former fishing village, Cascais is a cosmopolitan suburb of Lisbon and one of the richest municipalities in Portugal. Due to the favourable weather and the excellent beaches, Cascais become a very popular vacation spot. It is a gateway for those who wish to visit Lisbon and its environments. With more than ten golf courses Cascais is also an important golf destination. International tennis and motorcycling events take place here each year.

Enjoy Cascais' Beaches, the marina, Boca do Inferno, the Museum of the Sea, the historic center, and much more!

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Lisbon - Estoril - Cascais (Self Drive)

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This 7 night sample itinerary includes:

Portugal

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Lisbon - Estoril - Cascais (Self Drive)