Things To Do
Cascais Old Town
Cobblestone streets, colorful buildings, relaxed seafood spots, and little wine bars tucked everywhere. It’s ideal for wandering without a plan — stop for grilled fish, vinho verde, and enjoy the slow pace.
Rainha Beach Club
Have a relaxing beach day with incredible views at Rainha, lauded as the 'original' beach club of Cascais. Be sure to arrive in the morning to snag your sun lounger rental - they don't take reservations.
Penha Longa Golf Resort
Consistently ranked among the best golf courses in Europe — and often considered one of the most spectacular in the world — Penha Longa is bucket-list worthy. The championship course winds through monastery ruins, forested hills, and panoramic coastal views. Even if you’re not golfing, the setting alone is worth the visit.
Boca do Inferno - Devil’s Mouth
A dramatic stretch of cliffs where the ocean crashes into sea caves — especially pretty at sunset. An easy stop if you’re walking or biking along the coast. A must-see during your visit!
Wine Tasting at Regional de Colares Winery
A hidden gem wine region just minutes from the sea and 30 minutes from Estoril, known for rare vines grown in sandy coastal soils. Portugal's oldest cooperative winery is relaxed, scenic, and the perfect pairing to a beach day or Sintra adventure.
Tamariz Beach
Our local beach and the perfect place to unwind — swim in the Atlantic, grab a spritz at one of the beach bars, or stroll the seaside promenade toward Cascais. Easy, beautiful, and a great way to explore the area.
Fortaleza do Guincho
A Michelin-starred dinner inside a cliffside fortress overlooking the Atlantic — it doesn’t get much more special than this. Go at sunset for glowing ocean views and make it a celebratory night out to cap off your trip.
Praia do Guincho
Another gorgeous beach for those looking to extend their stay. Wide, windswept, and a little wild — Guincho is perfect for long beach walks, watching surfers, or lingering over lunch with an ocean view. It feels beautifully untamed.
Cascais Snorkeling
The clear Atlantic waters around Cascais are great for snorkeling, kayaking, or guided coastal boat tours. It’s a refreshing way to see the cliffs and hidden coves from a totally different perspective.
Sintra Day Trip
An easy and absolutely magical escape into the hills — pastel palaces perched above the clouds, lush gardens, secret tunnels, and sweeping views of the coast. Ideal for a bonus day trip, and a nice break from the summer heat with cooler mountain air. Don't miss Palacio de Pena, a UNESCO World Heritage site and one of the seven wonders of Portugal.
Cape Roca
The westernmost point of mainland Europe, offering dramatic cliffs and sweeping Atlantic Ocean vistas. A must-visit for breathtaking photos and a quick excursion from Estoril.
Castelo dos Mouros
History buffs will love wandering through this medieval Moorish castle with panoramic views of Sintra and the surrounding countryside.
Pastéis de Belém Bakery
The legendary bakery in Lisbon where you can taste the original custard tarts (pastéis de nata). Be sure to get there first thing in the morning - there's usually a line out the door.
Pensão Amor
Once a brothel, now a quirky, retro-inspired bar in Lisbon’s Cais do Sodré district with vintage décor and live music. A fun and atmospheric nightlife experience. (Don't worry, no more hookers.)
Ristorante Hífen
A local friend recommends Hifen as her favorite spot for a casual, delicious meal with a view while visiting Cascais.
Mare Ristorante
Another must-visit recommendation from the locals! This fresh seafood spot is a delicious stop for lunch or dinner on the coast.
Santini Gelados Artesanais - Cascais (Av. Valbom)
Famous for its artisanal gelato, this iconic Portuguese ice cream shop is a sweet treat in Cascais. Our planner and locals swear by it for your daily sweet treat while on vacation.
Emma Beach Club & Restaurant
Live music, craft cocktails, and light bites for a day at the beach. A daily rental with 2 sunloungers and an umbrella costs 40 euro, and are available on a first-come, first-served basis, so try to get there in the morning!