Pickup in Lisbon
Meet your private driver-guide at your Lisbon hotel or agreed pickup point at 08:30 and set off for Sintra.
Discover Sintra’s enchanting palaces and Cascais by land, then unwind on an exclusive 2-hour sailing experience from Cascais Marina to Lisbon.
Tour overview
A memorable day of royal landscapes, seaside charm and time on the water. Leave Lisbon at 08:30 with your private driver-guide, explore one Sintra palace or estate and stroll through the historic centre before continuing to Cascais. Cabo da Roca can be included if time allows.
The highlight is your included, exclusive 2-hour boat trip: sail from Cascais Marina at 15:30 to Lisbon Docks at 17:30, enjoying coastal scenery and the city’s riverside landmarks. Your guide then takes you to your hotel, accommodation, airport or agreed Lisbon drop-off point. Monument entry tickets are not included; optional onboard drinks and finger food can be added at an extra cost.
Explore one palace or estate with your guide’s advice. Entry tickets are purchased separately.
Enjoy village lanes, royal landscapes and a charming Atlantic waterfront.
Relax aboard your private boat from Cascais Marina to Lisbon Docks, 15:30–17:30.
Travel with a dedicated driver-guide and enjoy a comfortable transfer after docking.
Gallery
Sintra, Cascais and Lisbon from the water. Cabo da Roca is an optional stop; sailing scenery and light vary with conditions and season.
Suggested itinerary
Start promptly at 08:30. Sailing has a strict 15:30–17:30 schedule, so we carefully manage each land stop to protect boarding time. We strongly recommend visiting just one monument.
Meet your private driver-guide at your Lisbon hotel or agreed pickup point at 08:30 and set off for Sintra.
Your guide helps you choose between Pena Palace, Quinta da Regaleira, Monserrate, Queluz or the Moorish Castle. Visit just one to leave time for the coast and sailing. Entry tickets are not included. For Pena Palace, buy tickets in advance for the opening time slot.
Stroll through picturesque lanes, admire the village’s royal setting and browse local shops. A traditional Sintra pastry makes a lovely stop, with refreshments paid separately.
Travel through the Sintra hills via Colares towards Cascais. If time allows, stop at Cabo da Roca for sweeping Atlantic views from mainland Europe’s westernmost point.
Enjoy the seaside atmosphere, waterfront and elegant bay before heading to Cascais Marina. There is time for lunch along the route, paid separately, with the schedule kept on track for boarding.
Depart Cascais Marina at 15:30 for a relaxing private sail to Lisbon Docks, arriving at 17:30. Enjoy the coast and views of Bugio Lighthouse, Belém Tower, the Monument to the Discoveries and the 25 de Abril Bridge along the route. Add optional Open Bar (€10/person) or Finger Food (€16/person) for an extra touch of indulgence.
After docking at 17:30, your guide meets you for a private transfer to your hotel, accommodation, airport or another agreed location in Lisbon.
Included
Not included
Practical information
The boat departs at 15:30 sharp and docks in Lisbon at 17:30. Land visits are timed precisely around boarding. Optional onboard services are charged per person and added to the tour total; advance booking is highly recommended.
The boat segment may be adapted, rescheduled or replaced when conditions are not suitable.
Share mobility requirements before booking so boarding suitability can be confirmed.
Choose one monument. All entrance tickets are extra. For Pena Palace, book ahead for the opening time slot to keep the day running smoothly.
Bring comfortable shoes and a light wind layer. Sailing light and sunset timing vary with the season.
White wine, rosé wine, juices and water throughout the 2-hour boat trip. Optional and added to the total tour price; booking ahead is highly recommended.
Cheese and Iberian charcuterie boards, bread, crackers, seasonal fruit and sliced vegetables. Optional and added to the total tour price; booking ahead is highly recommended.
Operator
WALKBORDER LDA
Insurance
ALLIANZ — Apólice nº 203377964
RNAVT
RNAVT nº 5861
Guest feedback
Tripadvisor 4.9 · 1,061 reviews
Read more reviews“Hugo coordinates an excellent service. The guide Eduardo was very knowledgeable and kind.”
Alessandro G · Brazil
July 2026 · Couple
“We learned a great deal without feeling overloaded. The best part was having time to enjoy the gardens and views at our own pace.”
Marta N. · Italy
April 2025 · Friends
Frequently asked questions
No. The enquiry only asks us to verify availability. The booking becomes confirmed after you receive the written proposal, accept the conditions and complete the required payment.
Most private day tours use a group price for a defined vehicle capacity. Each tour page states the group size, price and any exceptions.
The tour page lists transport, guide, pickup, tickets, water, tolls and taxes when applicable. Lunch, optional tickets and personal expenses are normally separate unless stated otherwise.
Yes, within the available time, geography, ticket conditions and operational limits. Major changes should be agreed before confirmation.
Lunch is normally not included unless stated on the tour page. Guides can recommend restaurants based on preferences, dietary needs and timing.
Continue exploring
Compare the classic Sintra coast route or continue exploring Lisbon and nearby heritage towns.
Plan your private tour
Share your date and group size to check availability for a day of palaces, Cascais and exclusive sailing. Let us know which monument you prefer and whether you would like onboard extras.