Your private sailing experience in Cascais
What our guests say
What's included
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⛵ Fully private
Your group only. No shared experiences, no strangers on board, ever.
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🧑✈️ Your own certified skipper
Certified, experienced, and passionate about the sea.
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🍷 Wine & soft drinks included
On every experience, on every boat
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🌅 The best light in Portugal
Sunset experiences timed to the golden hour.
Cascais Bay - 2 Hours
Set sail from Cascais Marina and discover the stunning coastline that makes this corner of Portugal truly special.
As you glide along the water, you'll take in breathtaking views of the town, the surrounding natural beauty, and the open Atlantic stretching to the horizon.
The experience ends with a light aperitif and a glass of wine — the perfect way to savour your time in Cascais.
From 350€ — fully private, exclusively yours
Cascais Sunset - 2 Hours
End your day the right way — out on the water, watching the sun melt into the Atlantic.
We'll take you to the most spectacular spots along the Cascais coastline
to catch the golden hour at its finest.
No crowds, no noise — just the sky
turning amber and pink above the sea.
Sit back, relax, and let Portugal do the rest.
A glass of wine included, because some moments deserve a toast.
From 350€ — fully private, exclusively yours
Cascais to Bugio Lighthouse - 4 Hours
Starting from Cascais Marina, we sail east along the scenic coastlines of Estoril and Oeiras towards the iconic Bugio Lighthouse — a solitary fortress standing at the mouth of the River Tagus, just 10 km from Lisbon.
A sailing route that feels both historic and wild.
If you'd like to take the helm for a while, just say the word — we'd love to let you try.
Wine and soft drinks included on board.
From 450€ — fully private, exclusively yours
Cabo da Roca - The Edge of Europe - 4 Hours
Sail west from Cascais towards Cabo da Roca — the westernmost point of continental Europe.
As the dramatic 140-metre cliffs come into view from the sea, you'll
understand why this place feels like the edge of the world.
Raw, wild, and utterly unforgettable. This is a sailing route for those who want something more than a typical boat trip.
A glass of wine included — raise it to the horizon.
From 450€ — fully private, exclusively yours
Cascais to Lisbon - A full Day at Sea - 8 Hours
Our most immersive experience — a full day sailing from Cascais to Lisbon and back, through one of Europe's most dramatic stretches of coastline.
We sail east past Estoril and Oeiras to the Bugio Lighthouse, then continue upriver as Lisbon's skyline unfolds before you — the 25 de Abril Bridge overhead, Cristo Rei watching from the south bank.
We anchor in Belém for a leisurely lunch ashore, steps from the Torre de Belém and the Jerónimos Monastery.
Take your time. This day belongs to you. If you'd like to take the helm at any point, the boat is yours.
From 700€ — fully private, exclusively yours
Meet your skipper - Paulo
Hi, I'm Paulo — a certified skipper raised in Cascais.
I created Cascais By Boat because I wanted to share what I love most: sailing this coastline, knowing the perfect spot to drop anchor.
Every experience is private, relaxed, and shaped around you.
Whether you're celebrating something special, exploring for the first time, or simply want a perfect day on the water — I'll make sure you feel completely at home on board.
All experiences are operated under full maritime certification and Portuguese safety standards.
Our Boats
Beneteau First 305
With 9,85m (32,30 ft) length and 3,35m (11,00 ft) beam. The boat has 2 cabins, 1 toilet, a living room, and a kitchen.
Beneteau Oceanis 381
With 11,60m (38,05 ft) length and 3,99m (13,09 ft) beam. The boat has 3 cabins, 2 toilets, a living room, and a kitchen.
Gallery
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Cascais Bay
Sailing along the stunning Cascais coastline
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Bugio Lighthouse
Sailing towards the iconic Bugio Lighthouse at the mouth of the River Tagus
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Fishing in Cascais
A perfect day out fishing along the Cascais coastline
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Romantic sunset
A private sunset sail — just the two of you and the Atlantic
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Dolphin watching
Wild dolphins in their natural habitat, off the Cascais coast
Drone View
Why Visit Cascais
Ready for your private sailing experience?
A few hours on the Atlantic. Just your group, the coastline, and Paulo. Book your experience today — limited availability each week.
Contact form
Frequently asked questions
Do I need any sailing experience?
None at all. Paulo handles everything on board. You're a guest — just relax and enjoy the experience. If you'd like to try the helm, he'll happily show you how.
Is the boat really private? Will there be other people on board?
Always private. Every experience is booked exclusively for your group. There are no shared departures — the boat is yours from start to finish.
What happens if the weather is bad?
Safety comes first. If conditions are unsuitable, we'll reschedule at no cost. We monitor forecasts closely and will contact you in advance if there's any concern.
Is it suitable for children?
Yes, absolutely. Families are welcome on all experiences. Life jackets are available in all sizes and Paulo is experienced sailing with guests of all ages.
What's included in the price?
Wine, soft drinks, and water are included on every experience. The boats have a toilet on board. For the full-day Lisbon tour, lunch ashore is not included but there are excellent restaurants in Belém where we anchor.
How do I book and is a deposit required?
Select your experience and preferred date using the booking button. You can also contact us directly by WhatsApp or email if you'd like to check availability before booking.
Can we swim during the experience?
On the longer experiences, yes — weather and sea conditions permitting. Let us know when booking and we'll plan accordingly.
Where do we meet?
All experiencesdepart from Cascais Marina, Dock H, 2750-800 Cascais. Easy to reach by train from Lisbon (Cascais line, 40 minutes) or by car. Paid parking is available nearby.