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Lisbon - Estoril - Cascais (Self Drive)
7 to 10+ Nigths from $1,382*
This sample price: priced within the past 7 days for arrival on 8/18/2025, 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.
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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Select up to 14 nights in each city during your stay
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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.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 7 nights
1381.41 * incl.tax
Related Itineraries:
Related Cities:
Lisbon (325)     Cascais (3)     Estoril (2)     Estoril Coast (6)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Lisbon
  229 hotels
2. Estoril
   (10 hotels)
3. Cascais
   (25 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!



2 nights in 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!



2 nights in 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!



Book This Package
Flexible Itinerary
Lisbon
Day 1
Arrive to Lisbon
Overnight in Lisbon   229 hotels offered
Optional   1131 Things to do
Day 2
Overnight in Lisbon   229 hotels offered
Optional   1131 Things to do
Day 3
Overnight in Lisbon   229 hotels offered
Optional   1131 Things to do
Day 4
Departing from Lisbon
Transportation to next city by: By Car
Estoril
Day 4
Arrive to Estoril
Overnight in Estoril   10 hotels offered
Day 5
Overnight in Estoril   10 hotels offered
Day 6
Departing from Estoril
Transportation to next city by: Regional Air
Cascais
Day 6
Arrive to Cascais
Overnight in Cascais   25 hotels offered
Optional   42 Things to do
Day 7
Overnight in Cascais   25 hotels offered
Optional   42 Things to do
Day 8
Departing from Cascais
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Lisbon Hotels (229 total)
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Estoril Hotels (10 total)
›
Cascais Hotels (25 total)
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Tours in Lisbon (1131 total)
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Tours in Cascais (42 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.
Portugal
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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):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more
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Lisbon - Estoril - Cascais (Self Drive)
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Map
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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