Coastal Charms: A Perfect Weekend in Cascais
From Historic Fortresses to Dramatic Atlantic Cliffs
Trip Overview
This two-day escape to Cascais offers the perfect blend of coastal beauty, cultural exploration, and Portuguese charm. Once a humble fishing village turned elegant resort town, Cascais sits just 30 minutes from Lisbon along Portugal's stunning coastline. Your weekend will take you from the dramatic cliffs of Cape Roca—Europe's westernmost point—to the mysterious Boca do Inferno, through charming historic streets, and along windswept beaches. Experience fresh seafood at the local market, discover contemporary art in a unique museum, and watch surfers tackle Atlantic waves at Guincho Beach. This itinerary balances active exploration with leisurely seaside moments, offering both iconic landmarks and authentic local experiences. The compact nature of Cascais makes it ideal for a relaxed weekend, with most attractions easily accessible by foot, bike, or short bus rides.
Day-by-Day Itinerary
Historic Cascais & Coastal Wonders
Where to Stay Tonight
Cascais Historic Center (A charming guesthouse or boutique hotel within walking distance of the marina)
Central location puts you within easy reach of restaurants, beaches, and tomorrow's attractions, with authentic neighborhood atmosphere
Europe's Edge & Natural Wonders
Where to Stay Tonight
Same as Day 1 (Continue at your Cascais accommodation)
No need to change locations for a weekend trip; Cascais is perfectly sized for a central base
Practical Information
Getting Around
Cascais is easily walkable for the historic center and nearby beaches. For Cape Roca and Guincho Beach, use local buses (purchase tickets onboard or at the station). Bike rentals are popular and practical for coastal routes. The scenic train from Lisbon to Cascais runs frequently along the coast (30 minutes, very affordable). Taxis and ride-sharing apps are available for convenience. Consider renting a car if you want flexibility for exploring the natural park and Cape Roca at your own pace.
Book Ahead
Most attractions don't require advance booking. Book accommodation ahead during summer months (June-September). If visiting Quinta da Regaleira in Sintra, book tickets online to avoid queues.
Packing Essentials
Comfortable walking shoes, windbreaker (coastal winds can be strong), sunscreen, hat, swimwear, light layers for variable weather, camera for dramatic landscapes, reusable water bottle
Total Budget
$165-240 for 2 days (excluding accommodation and transport from Lisbon)
Customize Your Trip
Budget Version
Stay at a hostel or budget guesthouse in Cascais ($25-40/night). Pack picnic lunches from Mercado da Vila instead of restaurant meals. Use only public buses and walking. Skip museum entries and focus on free coastal walks, beaches, and natural attractions. Eat at local tascas and bakeries rather than tourist-oriented restaurants. Total savings of $40-60 per day possible.
Luxury Upgrade
Stay at an upscale beachfront resort with spa facilities. Hire a private driver for Cape Roca and coastal exploration. Dine at the fine-dining restaurant at Forte do Guincho with Michelin-quality cuisine and ocean views. Book a private surf lesson at Guincho Beach. Arrange a sunset sailing trip along the Cascais coast. Add a day trip to Sintra's palaces with a private guide. Upgrade to $250-400 per day.
Family-Friendly
Focus on beach time at the calmer Praia de Santa Marta and Praia da Parede rather than dramatic cliff walks. Visit the lighthouse areas where kids can explore safely. Spend more time at the marina watching boats. Pack beach toys and plan for ice cream breaks. Consider the Vineyards Trail for a gentle family walk. Skip longer coastal hikes and replace with shorter, easier routes. Many restaurants offer child-friendly menus with simple grilled fish and chicken options.
Book Activities for Your Trip
Tours, tickets, and experiences in Cascais