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The Perfect Week in Cascais

Coastal Charm, Royal Heritage & Atlantic Adventures

Trip Overview

This week-long journey through Cascais offers the perfect blend of Portuguese coastal beauty, historic exploration, and Atlantic adventure. Based in this charming former fishing village turned royal resort, you'll discover dramatic clifftops, pristine beaches, world-class art, and the nearby wonders of Sintra. The itinerary balances active outdoor exploration with cultural immersion and relaxation, allowing time to savor fresh seafood, explore art galleries, and experience the laid-back Portuguese lifestyle. From windswept beaches to mystical palaces, from local markets to sunset clifftop walks, this week captures the essence of Portugal's stunning Lisbon coastline while maintaining a comfortable, enjoyable pace that allows for spontaneity and personal discoveries.

Pace
Moderate
Daily Budget
$85-140 per day
Best Seasons
April to October (peak: June-September for beaches; April-May and September-October for fewer crowds)
Ideal For
Beach lovers, Culture enthusiasts, Couples, Photography enthusiasts, Active travelers, First-time visitors to Portugal

Day-by-Day Itinerary

1

Arrival & Coastal Introduction

Cascais Historic Center
Settle into Cascais with a gentle introduction to the town's historic center, coastal promenade, and dramatic natural formations.
Morning
Explore Cascais Historic Center and Mercado da Vila
Begin your Cascais adventure by wandering through the charming pedestrian streets of the historic center. Visit Mercado da Vila, the traditional covered market where locals shop for fresh produce, fish, flowers, and regional products. The market's vibrant atmosphere provides an authentic glimpse into daily Portuguese life. Afterward, stroll along the marina and admire the fishing boats and yachts that define Cascais's maritime character.
2-3 hours $5-15
Lunch
A traditional seafood restaurant near the marina with outdoor seating
Portuguese seafood Mid-range
Afternoon
Boca do Inferno - Devil's Mouth and coastal walk
Walk or take a short taxi ride to Boca do Inferno, a dramatic cliff formation where Atlantic waves crash into a rocky chasm, creating spectacular spray and thunderous sounds. The name translates to 'Hell's Mouth,' and on rough sea days, you'll understand why. Explore the clifftop paths, browse small artisan shops nearby, and enjoy the raw power of the ocean. The surrounding coastal paths offer stunning views back toward Cascais.
1.5-2 hours Free (plus $5-8 taxi if needed)
Evening
Sunset stroll and dinner in the historic center
Walk along Praia da Ribeira beach at sunset, then dine at a cozy restaurant in the old town serving traditional Portuguese dishes like bacalhau or grilled fish

Where to Stay Tonight

Cascais Historic Center (Mid-range hotel or guesthouse within walking distance of the marina)

Central location provides easy access to restaurants, beaches, and transportation for day trips throughout the week

The Mercado da Vila is best visited in the morning when it's most active. Arrive before 11 AM for the freshest selection and liveliest atmosphere.
Day 1 Budget: $90-120
2

Sintra's Mystical Wonders

Sintra (day trip from Cascais)
Journey to the UNESCO World Heritage town of Sintra to explore its most enchanting attraction and picturesque town center.
Morning
Quinta da Regaleira
Take the train to Sintra and explore the mystical Quinta da Regaleira, one of Portugal's most extraordinary estates. This early 20th-century palace and gardens feature mysterious initiation wells, underground tunnels, Gothic towers, and symbolic architecture blending Romantic, Gothic, Renaissance, and Manueline styles. Descend the famous Initiation Well with its spiral staircase, explore hidden grottoes, and discover the estate's esoteric symbolism. The lush gardens alone warrant hours of exploration.
3-4 hours $12-15 entrance fee
Book tickets online in advance during peak season to avoid long queues at the entrance
Lunch
A traditional tasca in Sintra's historic center serving regional specialties
Portuguese traditional Mid-range
Afternoon
Sintra Historic Center exploration
Wander through Sintra's enchanting historic center with its narrow cobbled streets, artisan shops, and pastel-colored buildings. Visit the National Palace of Sintra (optional) with its distinctive twin chimneys, browse local craft shops, and sample Sintra's famous travesseiros (pillow pastries) and queijadas (cheese tarts). The town's romantic atmosphere and mountain setting create an unforgettable ambiance. Allow time to simply soak in the unique character of this magical town.
2-3 hours $5-20
Evening
Return to Cascais for dinner
Enjoy a relaxed evening at a beachfront restaurant in Cascais, trying regional wines and fresh grilled sardines or octopus

Where to Stay Tonight

Cascais Historic Center (Same accommodation as Day 1)

Maintaining your base in Cascais provides consistency and convenience for the week's explorations

The train from Cascais to Sintra runs regularly and costs approximately $3-5 each way. It's far more convenient than driving due to limited parking in Sintra.
Day 2 Budget: $95-135
3

Art, Culture & Maritime Heritage

Cascais Cultural Sites
Immerse yourself in Cascais's rich artistic heritage and maritime history through its excellent museums and cultural spaces.
Morning
Casa das Histórias Paula Rego
Visit this striking museum dedicated to Paula Rego, one of Portugal's most celebrated contemporary artists. The distinctive pyramid-topped building, designed by architect Eduardo Souto de Moura, houses an extensive collection of Rego's powerful and often provocative paintings, prints, and drawings. The museum provides deep insight into her unique artistic vision, which often explores themes of power, gender, and Portuguese folklore. The architecture itself is worth the visit, with its bold red concrete forms.
2-2.5 hours $5-8 entrance fee
Lunch
A casual cafe in the Citadel Art District with light Portuguese fare
Contemporary Portuguese Budget
Afternoon
Citadel Art District and Santa Maria House Museum
Explore the Citadel Art District, a renovated fortress area now housing galleries, artisan workshops, and cultural spaces. Browse contemporary art exhibitions and craft studios. Then visit the Santa Maria House Museum, which preserves the interior of a traditional Cascais fisherman's home, offering fascinating insights into the town's maritime heritage and the daily lives of fishing families. The contrast between contemporary art and traditional culture creates a rich afternoon of discovery.
2-3 hours $5-10
Evening
Explore Palacete Seixas and dinner
Visit Palacete Seixas, a beautiful early 20th-century palace, then enjoy dinner at a restaurant in the historic center specializing in cataplana (traditional Portuguese seafood stew)

Where to Stay Tonight

Cascais Historic Center (Same accommodation)

Continuing your stay maintains convenience for exploring different aspects of Cascais and surrounding areas

Many museums in Cascais offer free or discounted entry on Sunday mornings. The Citadel Art District is particularly pleasant in late afternoon when the light is beautiful for photography.
Day 3 Budget: $80-110
4

Wild Atlantic Beaches

Western Cascais Coast
Experience the raw beauty of the Atlantic coast with windswept beaches, dramatic fortifications, and stunning coastal landscapes.
Morning
Praia do Guincho and Forte do Guincho
Head to Praia do Guincho, one of Portugal's most spectacular beaches, known for its wild beauty, powerful waves, and consistent winds that make it a paradise for surfers and windsurfers. The vast stretch of golden sand is backed by dunes and the Sintra mountains. Visit the nearby Forte do Guincho, a 17th-century fortress overlooking the beach. The dramatic landscape and crashing waves create an exhilarating atmosphere. Even non-surfers will be mesmerized by the ocean's power and the beach's untamed beauty.
3-4 hours $10-15 (transportation)
Consider renting a bicycle or scooter for the scenic ride to Guincho, or take a taxi if you prefer
Lunch
A beachfront restaurant at Guincho with panoramic ocean views
Fresh seafood and grilled fish Mid-range
Afternoon
Cape Roca - Europe's Westernmost Point
Visit Cape Roca (Cabo da Roca), the westernmost point of mainland Europe, where dramatic 140-meter cliffs plunge into the Atlantic Ocean. The windswept headland offers breathtaking panoramic views and a powerful sense of standing at the edge of the continent. A lighthouse marks this significant geographical point, and you can obtain a certificate commemorating your visit. The raw, elemental landscape and crashing waves below create an unforgettable experience. The area is part of Parque Natural de Sintra-Cascais.
1.5-2 hours $5-8 (certificate optional)
Evening
Return to Cascais for relaxation and dinner
Unwind after an active day with a casual dinner at a pizzeria or international restaurant in the center, or enjoy tapas at a wine bar

Where to Stay Tonight

Cascais Historic Center (Same accommodation)

Your established base continues to provide easy access to all activities while avoiding the hassle of changing hotels

Cape Roca can be very windy and cool even on warm days. Bring a jacket regardless of the season. The best light for photography is typically in late afternoon.
Day 4 Budget: $85-125
5

Hidden Beaches & Coastal Fortresses

Cascais Coastline
Discover lesser-known beaches and historic coastal fortifications while enjoying the Mediterranean-like climate and stunning ocean views.
Morning
Praia da Parede and Praia da Arriba
Explore two beautiful beaches that offer a more local experience. Praia da Parede is a charming beach popular with locals, featuring golden sand and good swimming conditions. Praia da Arriba is nestled beneath cliffs and offers a more secluded atmosphere. Both beaches provide excellent opportunities for sunbathing, swimming, and people-watching. The coastal path connecting various beaches offers stunning views and is perfect for a morning walk, allowing you to choose your favorite spot to settle.
3-4 hours Free (plus $5-10 for beach amenities)
Lunch
A beachside cafe or chiringuito serving grilled fish, salads, and cold drinks
Casual Portuguese beach food Budget
Afternoon
Forte da Crismina and Farol do Cabo Raso
Visit Forte da Crismina, a coastal fortress offering panoramic views of the Atlantic and surrounding coastline. Continue to Farol do Cabo Raso, a picturesque lighthouse perched on rocky cliffs. The area around the lighthouse provides dramatic coastal scenery and is excellent for photography. The rugged landscape, crashing waves, and historic structures create a perfect combination of natural beauty and human heritage. The walk between fortifications offers stunning coastal vistas.
2-3 hours Free
Evening
Sunset at Praia de Santa Marta and dinner
Watch the sunset from Praia de Santa Marta, a small beach with a lighthouse, then enjoy dinner at a traditional Portuguese restaurant serving petiscos (Portuguese tapas)

Where to Stay Tonight

Cascais Historic Center (Same accommodation)

Maintaining your base allows you to store beach gear and return to familiar surroundings after active days

The coastal path between beaches is well-maintained and offers spectacular views. Rent a bicycle to cover more distance and discover hidden viewpoints along the way.
Day 5 Budget: $75-105
6

Wine, Nature & Local Flavors

Cascais Region
Experience the natural beauty of the regional park and discover local wine traditions along scenic trails.
Morning
Parque Natural de Sintra-Cascais exploration
Spend the morning exploring Parque Natural de Sintra-Cascais, a protected area encompassing diverse landscapes from coastal cliffs to forested hills. Choose from various hiking trails that showcase the region's biodiversity, offering views of the Atlantic, glimpses of local wildlife, and fragrant Mediterranean vegetation. The park provides a peaceful contrast to beach days and cultural visits, allowing you to connect with Portugal's natural heritage. Trails vary in difficulty, so you can choose according to your fitness level.
3-4 hours Free
Lunch
A countryside restaurant or quinta serving farm-to-table Portuguese cuisine
Regional Portuguese Mid-range
Afternoon
Vineyards Trail and Dom Luis I Foundation
Follow the Vineyards Trail, which winds through the Cascais wine region, offering insights into local viticulture and stunning rural landscapes. The trail passes through vineyards, traditional estates, and offers opportunities to learn about the region's wine production. Visit the Dom Luis I Foundation, which preserves cultural and historical heritage. The afternoon provides a perfect blend of gentle activity, cultural enrichment, and the possibility of wine tasting at local producers along the route.
2.5-3 hours $10-25
Evening
Farewell dinner in Cascais
Celebrate your final evening with a special dinner at an upscale restaurant featuring contemporary Portuguese cuisine and regional wines, reflecting on the week's adventures

Where to Stay Tonight

Cascais Historic Center (Same accommodation)

Your final night in your established base before departure

The Vineyards Trail is best experienced in late afternoon when the light is golden and temperatures are cooler. Some wine producers welcome visitors, but calling ahead is appreciated.
Day 6 Budget: $95-145
7

Leisurely Departure & Final Discoveries

Cascais
Enjoy a relaxed final morning revisiting favorite spots, shopping for souvenirs, and savoring last moments in Cascais.
Morning
Casa Sommer and final beach visit
Visit Casa Sommer, an architectural gem that represents Cascais's Belle Époque heritage, showcasing the elegant style that attracted European aristocracy to the town. Afterward, return to your favorite beach from the week for a final swim or simply to relax on the sand, soaking in the Atlantic atmosphere. This leisurely morning allows you to revisit any spots you particularly enjoyed or discover last-minute corners of Cascais you might have missed.
2-3 hours $5-10
Lunch
A favorite restaurant from earlier in the week or try a final new spot in the historic center
Portuguese Mid-range
Afternoon
Souvenir shopping and departure preparations
Browse shops in the historic center for Portuguese souvenirs such as ceramics, textiles, tinned fish, wine, or local handicrafts. The pedestrian streets offer numerous boutiques and artisan shops. Visit Santa Maria, the charming neighborhood near the fortress, for any final photos or simply to absorb the atmosphere. Allow time to pack and prepare for departure while leaving room for spontaneous discoveries. The relaxed pace ensures you leave Cascais feeling refreshed rather than rushed.
2-3 hours $20-50 (souvenirs)
Evening
Departure or optional extra night
Depart for Lisbon airport (approximately 40 minutes by car or taxi) or extend your stay if your schedule allows

Where to Stay Tonight

Cascais Historic Center or transit to Lisbon (Same accommodation if staying, or hotel near Lisbon airport if departing early the next morning)

Flexibility based on your departure schedule

The train to Lisbon runs frequently and is very affordable (approximately $3-4), making it easy to reach the airport. Allow 90 minutes total for the journey including connections.
Day 7 Budget: $70-110

Practical Information

Getting Around

Cascais is highly walkable, with most attractions in the historic center accessible on foot. Rent bicycles for coastal paths and nearby beaches. The local bus system connects to outlying beaches and attractions. Taxis and ride-sharing apps are readily available for longer distances like Guincho and Cape Roca. The train from Cascais to Sintra and Lisbon is frequent, affordable, and scenic. Consider purchasing a rechargeable Viva Viagem card for public transportation. Car rental is optional but provides flexibility for exploring remote beaches and the natural park.

Book Ahead

Book Quinta da Regaleira tickets online during peak season (June-September). Reserve accommodations well in advance for summer visits. Most other attractions don't require advance booking, but restaurant reservations are recommended for upscale dining, especially on weekends.

Packing Essentials

Comfortable walking shoes, beach attire, sun protection (hat, sunglasses, high-SPF sunscreen), light layers for wind, casual evening wear, reusable water bottle, camera, light rain jacket (spring/fall), and a day backpack for excursions

Total Budget

$590-990 for 7 days (excluding international flights and accommodation)

Customize Your Trip

Budget Version

Stay in hostels or guesthouses ($25-40/night), eat at local tascas and markets, use bicycles and public transportation exclusively, pack picnic lunches, visit free beaches and coastal paths, and limit museum visits to one or two key attractions. Focus on natural attractions like beaches, coastal walks, and the natural park. Self-cater some meals using market ingredients. Total budget can be reduced to $50-70 per day.

Luxury Upgrade

Stay at a five-star beachfront resort or boutique hotel ($200-400/night), hire a private driver for day trips, book guided tours of Sintra and wine regions, dine at Michelin-starred or upscale seafood restaurants, arrange private surf lessons at Guincho, enjoy spa treatments, and take a private yacht tour along the coast. Include wine tastings at premium estates and sunset champagne experiences. Budget increases to $300-500 per day.

Family-Friendly

Choose family-friendly beaches like Praia da Ribeira with calm waters and facilities. Replace intensive museum visits with shorter stops and more outdoor activities. Visit the Citadel Art District for interactive workshops. Spend extra time at beaches with playgrounds and water sports suitable for children. Consider bike rentals with child seats or trailers. Choose restaurants with outdoor seating and kid-friendly menus. Adjust the pace to allow for afternoon rest periods and include ice cream stops as rewards.

Book Activities for Your Trip

Tours, tickets, and experiences in Cascais

Continue Planning Your Trip

Things to Do

Top attractions and activities for Cascais

Budget Guide

Trip costs and money tips for Cascais

Getting Around

Transport options and tips for Cascais

Where to Stay

Accommodation guide for Cascais

Plan Your Perfect Trip

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