Water activity

From Lisbon: Sailing Day Trip to Cascais with City Tour

From Lisbon: Sailing Day Trip to Cascais with City Tour

From US$ 105.19 per person

Sail along the coast of Belem, Estoril, and Cascais on this sailing day trip from Lisbon. Discover sights like "Hell's Mouth" on a guided walking tour in Cascais and have free time to explore.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Duration 6 hours
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Skip the line through a separate entrance
Live tour guide
Portuguese, Spanish, English
Small group
Limited to 15 participants


  • Feel the wind in your hair as sail by the coast of Belem, Estoril, and Cascais
  • Capture pictures of breathtaking views of the St. Juliao da Barra Fort
  • Explore the Cascais Citadel, a set of fortifications that are over 500-years-old
  • Be amazed by naturally formed “Hells Mouth” chasm in the seaside cliffs
  • Enjoy free time in exploring the royal family's old summer getaway destination
Full description

Enjoy views of Portugal's dynamic coastline on this sailing day trip from Lisbon to Cascais. Follow your guide on a walking tour in Cascais to sights like the Cascais Citadel. Spend some free time taking the sights in at your own pace before taking a bus or van back to Lisbon.

Hop aboard the boat at the port of Belem and sail along the coast until you reach Cascais bay. On your way to Cascais, listen to stories about this route which was used by as a gateway to Lisbon by Portuguese navigators 500 years ago.

Admire one of Portugal’s largest maritime defensive structures, the imposing St. Juliao da Barra Fort. Feel the sea breeze and marvel at stunning views of the sunny beaches of Estoril and Cascais.

Arrive in Cascais, a city that was once a fishing village which became the summer destination of the Portuguese royal family. Step back in time on a guided walking tour to destinations like the Cascais Citadel, a set of fortifications built between the 15th and 17th centuries to protect from pirates.

Head to a unique natural chasm located in the seaside cliffs which is called “Hells Mouth.” Let the Atlantic Ocean's full force in this space take your breath away. Explore the city with 2-hours of free time to walk the charming streets or purchase some local food.

Return to Lisbon on a an air-conditioned vehicle and end your tour in the scenic Praça do comercio sqaure. 

  • Sailing trip from Belem to Cascais
  • Guided walking tour in Cascais
  • 2 hours of free time in Cascais
  • Van or minibus from Cascais to Lisbon
  • Hotel pickup and drop-off
  • Tips

Select participants and date



Meeting point

Meet at the "Bussolocean" desk at the marina corner which is next to the hotel Altis.

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Important information

What to bring

  • Comfortable shoes
  • Comfortable clothes

Know before you go

  • There is a minimum number of people required to operate the tour, so if this number is not met you'll be offered an alternative date, another tour of equal or superior value, or a full refund
  • There is a minimum number of people required to operate on languages that are not English or Spanish, so if this minimum is not reached, the tour will be offered in English
  • The tour may be affected due to special circumstances
Customer reviews

Overall rating

5 /5

based on 3 reviews

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Cascais is amazing and I really enjoyed the boat ride! The guide Flavio is very knowledgeable and kind. It was a small group, the day was beautiful and we had a great time. Highly recommended!!

May 13, 2022

Great experience! The sailing trip is nice and Cascais a charming place. I recommend this tour.

May 17, 2022

No os perdáis Cascais, es simplemente maravilloso. Con este tour fue todo comodisimo, el guía muy atento y amable con nosotros. Y la vuelta en velero...qué decir! Espectacular! Para mí, la mejor manera de visitar Cascais

May 18, 2022

Product ID: 415966