The 15 Private Tours in Cascais That Earn Their Price

Sintra Cabo da Roca Cascais Estoril Private Tour - Estoril, where seaside glamour meets wartime intrigue

★★★★★★★★★★5.0 · 778 reviews · 8 hours (approx.) · from $260Our pick

See Sintra’s palaces, Cabo da Roca, Cascais, and Estoril on a flexible private tour from Lisbon with hotel pickup.

“Jorge was amazing. The tour operator saw that we were on a pedestrian street and sent us a screen shot of where to meet. Jorge was there early and waiting on us. He was super knowledgeable on history as well as where to go. He made seeing all of the sights so easy and fun taking out all of the stress! He even took us to an amazing restaurant with sweeping water views with amazing views! Highly recommend! Ask for Jorge!!!”

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Private Tour of Sintra, Cabo da Roca and Cascais with 2 Palaces

2.Private Tour of Sintra, Cabo da Roca and Cascais with 2 Palaces

★★★★★★★★★★5.0 · 770 reviews · 8 hours (approx.) · from $133

Review of a private Sintra, Cabo da Roca, and Cascais tour from Lisbon, with two palaces, hotel pickup, and a personal guide.

“Luís was really informative, knowledgeable and made us laugh a lot! Excellent guide and tour. Worth it hands down to visit Sintra with this company.”

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Lisbon Sintra Cascais (Best Solution Tour) Private Tour

3.Lisbon Sintra Cascais (Best Solution Tour) Private Tour

★★★★★★★★★★5.0 · 478 reviews · 8 hours (approx.) · from $278

See Lisbon, Sintra, Cascais, Cabo da Roca, and Belem in one private day with hotel pickup and a flexible English-speaking guide.

“Our tour guide, David, was fantastic! Friendly, knowledgable, patient with all our questions and requests! Punctual and details beyond our expectations. Private tour was phenomenal! Thank you for wonderful experience.”

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Bestseller Private Tour Sintra-Cascais with Hotel pick up

4.Bestseller Private Tour Sintra-Cascais with Hotel pick up

★★★★★★★★★★5.0 · 414 reviews · 8 hours (approx.) · from $163

Review of a private Sintra-Cascais day tour from Lisbon, with Pena Palace, Monserrate, Cabo da Roca, seaside villages, and hotel pickup.

“The tour guide Alexandra really needs to work on her EQ. I have traveled to many places, experienced many guides, but my tour experience with her was truly bad. I was traveling with my family - we had a group conversation later on and agreed that we will be returning to Lisbon, but will definitely never use this company again because of Alexandra. The major example of her EQ-deficient behavior is how she handled our conversation on being charged for starter bread in some restaurants in Lisbon. When my parents and I told her we were shocked and unhappy that we got charged for starter bread, she turned the discussion…”

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Sintra and Cascais Private Tour with Pena Palace Ticket Included

5.Sintra and Cascais Private Tour with Pena Palace Ticket Included

★★★★★★★★★★5.0 · 338 reviews · 8 hours (approx.) · from $178

Review of a private Sintra and Cascais tour from Lisbon, with Pena Palace entry, Cabo da Roca, seaside Cascais, and hotel pickup.

“Thought we had booked an all day tour but in the small print said it was half day even though description showed a full day, Sandra was great and made it work and we enjoyed”

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Sintra Cascais Private Tour with Pena Palace and Mouros Castle

6.Sintra Cascais Private Tour with Pena Palace and Mouros Castle

★★★★★★★★★★4.5 · 280 reviews · 8 hours (approx.) · from $199

Explore Sintra, Pena Palace, Moorish Castle, Cabo da Roca, and Cascais on an eight-hour private tour from Lisbon with transport included.

“David was a great driver, extremely knowledgeable and gave us ample time to eat and explore. Sintra village was very small so not much to see, however the castle and the Pena Palace were fascinating. Lots of walking on stone paths. Rain made it slippery at times. We had intense fog so we were unable to have the views we had hoped for. We booked the full day tour. Our beachside drive home was lovely!!”

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Sintra Cascais and Estoril Private Tour From Lisbon

7.Sintra Cascais and Estoril Private Tour From Lisbon

★★★★★★★★★★5.0 · 275 reviews · 8 hours (approx.) · from $290

A flexible private day from Lisbon to Pena Palace, Sintra, Cabo da Roca, Cascais, and Estoril, with a driver-guide and hotel pickup.

“Our tour guide Rueben was fantastic. He made suggestions and adjusted our day based on our feedback and so we enjoyed each part of our day. We learned so much about the area while enjoying the sites and eating some great food.”

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Sintra and Cascais Full-Day Private Tour

8.Sintra and Cascais Full-Day Private Tour

★★★★★★★★★★5.0 · 251 reviews · 8 hours (approx.)

See Pena Palace, Cabo da Roca, Cascais, and Estoril on a flexible private day tour from Lisbon with hotel pickup and a guide.

“Marco was a fantastic guide! Fun, personable, and knowledgeable about the history of Lisbon and Sintra. Sintra was like a fairy tale. Definitely a must see while in Portugal.”

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Private Tour: Sintra, Cabo da Roca and Cascais Day Trip from Lisbon

9.Private Tour: Sintra, Cabo da Roca and Cascais Day Trip from Lisbon

★★★★★★★★★★5.0 · 225 reviews · 7 to 8 hours (approx.) · from $344

A private Lisbon day trip to Pena Palace, Sintra, Cabo da Roca, and Cascais with hotel pickup and a flexible local guide.

“Maddie was an excellent tour guide. Knowledgeable , informative, patient , funny and charming. we would definitely recommend her to anyone for a tour of Lisbon.”

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Sintra, Cabo da Roca and Cascais: Full-Day Private Guided Tour

10.Sintra, Cabo da Roca and Cascais: Full-Day Private Guided Tour

★★★★★★★★★★5.0 · 218 reviews · from $110

Review of a private Sintra, Cabo da Roca, and Cascais tour with palace visits, local guides, private transport, and practical booking advice.

“Danilo was an amazing tour guide with a deep knowledge of Sintra; if not mistaken, I believe he lives there! I highly recommend tickets to enter the palace (an option for the tour). Every location was beautiful!”

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Sintra and Cascais Private Tour with a Local

11.Sintra and Cascais Private Tour with a Local

★★★★★★★★★★5.0 · 203 reviews · 6 to 8 hours (approx.) · from $197

Explore Sintra palaces, Quinta da Regaleira, Cabo da Roca, and Cascais on a flexible private tour from Lisbon.

“A wonderful private tour with Pedro who was very accommodating to our needs while maximizing our opportunity to view extensive landscapes, sceneries and the beautiful areas of Porto. Very knowledgeable and personable. Indeed and excellent tour!”

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Private Tour Sintra, Pena Palace and Cascais from Lisbon

12.Private Tour Sintra, Pena Palace and Cascais from Lisbon

★★★★★★★★★★5.0 · 188 reviews · 8 hours (approx.) · from $114

Explore Sintra, Pena Palace, Cabo da Roca, and Cascais on a private Lisbon day trip with local guidance and flexible stops.

“Our private tour with Diogo was truly one of the highlights of our entire trip. From the moment we met him, he made us feel welcome and taken care of. He was incredibly knowledgeable, professional, and so easy to talk to. The entire day was perfectly paced, with just the right mix of guided touring, and time to explore on our own. We appreciated his attention to detail, his flexibility, and the thoughtful touches that made the experience truly special. If you’re visiting Portugal and want a meaningful, personalized experience — book this tour, you won’t regret it!”

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Sintra: Private Full-Day Sintra, Roca, and Cascais 4x4 Tour - Start in Sintra, not Lisbon

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Sintra: Private Full-Day Sintra, Roca, and Cascais 4×4 Tour

13.Sintra: Private Full-Day Sintra, Roca, and Cascais 4×4 Tour

★★★★★★★★★★5.0 · 176 reviews · from $101Best value

Review of the private Sintra and Cascais 4x4 tour, with Pena Palace, Regaleira, Cabo da Roca, Guincho Beach, and local tips.

“Gerard was the absolute BEST! Our trip hasn’t ended yet but every day, We talk about how much fun we had. Gerard was extremely friendly and adapted to my fiance and I’s personalities. We laughed all day long and he is really knowledgeable. This tour is for you if you’re looking for a great time and is easy going! The ride was exactly how we expected it to go. Wind in our hairs and bumping hidden paths. Don’t forget to bring a jacket and a hat or scarf! Love you Gerard! -Veronica and Gabe”

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From Lisbon: Sintra and Cascais Full-Day Private Tour

14.From Lisbon: Sintra and Cascais Full-Day Private Tour

★★★★★★★★★★4.9 · 168 reviews · 8 hours

See Sintra’s palaces, Cascais, Cabo da Roca, and Atlantic cliffs on a flexible private day tour from Lisbon with hotel pickup.

“Jose was an excellent guide - deep passion and knowledge of Portugal. We had an unusual rainy day, but he worked around it to make sure we saw all of the highlights despite the downpours. The lunch spot was memorable, local and delicious. One of our best decisions to take this tour out of Lisbon.”

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Sintra, Cascais and Estoril Private Tour from Lisbon

15.Sintra, Cascais and Estoril Private Tour from Lisbon

★★★★★★★★★★5.0 · 154 reviews · 8 hours (approx.) · from $200

Review of a private Sintra, Cascais, and Estoril tour from Lisbon, with Pena Palace, Cabo da Roca, hotel pickup, guide tips, and value advice.

“Our experience with this tour was unbelievable! Our guide was extremely accommodating, patient, and was essentially a walking encyclopedia when it came to European history. He answered every single question we had and gave us a deeper understanding of Portuguese history and culture. Highly, highly recommend this tour and would do it again 10/10 times. THANK YOU!”

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