Cascais is a lively seaside town full of surprises, making it a prime spot for a variety of tours that suit all interests and budgets. Whether you’re drawn to exploring historic streets, spotting dolphins in their natural habitat, or catching waves with a local surfer, Cascais offers an experience worth remembering. We particularly love the Dolphin Watching Tour for families and animal lovers, thanks to its chance to see these playful creatures in the wild. The Private & Flexible Walking Tours are perfect for those wanting an in-depth, personalized peek into Cascais’ historic and artistic side. With options like scavenger hunts and scenic boat rides, there’s no shortage of ways to enjoy this charming coastal town.
Quick Overview
The list below covers a wide range of tours: private city walks, dolphin watching, self-guided scavenger hunts, sailing trips, surfing lessons, scenic motorcycle rides, and even a classic Venetian boat cruise. Each offers a unique way to experience Cascais and nearby Lisbon, with prices and details varying to suit different budgets and interests. For example, you might want a budget-friendly self-guided Cascais scavenger hunt at just over four dollars, or a full-day beach and village tour for a more relaxed, all-day experience. Keep reading for a detailed look at each tour to find your perfect match.
1. Évora: Private & Flexible Walking Tour in Historic Center

At number 1, this private Évora: Private & Flexible Walking Tour offers a self-paced dive into Portugal’s UNESCO-listed city. Using the Walkbox app, you can explore Évora’s ancient walls, which have stood for centuries, and learn the stories behind Praçã do Giraldo’s neoclassical facades and the grand medieval cathedral with panoramic views. The Roman Temple and the Capela dos Ossos provide a glimpse into Portugal’s layered history. The experience is private, flexible, and immersive, allowing you to customize your visit at your own pace. With a 4.6-star rating from 46 reviews, visitors appreciate the rich storytelling and hidden gems uncovered during this 4-hour tour. It’s especially suitable for history enthusiasts who like to explore without a guide trailing behind.
Bottom line: For those interested in Portugal’s ancient past and enjoy a private, self-guided experience, this tour packs a lot of heritage into a manageable four hours.
2. Cascais: Dolphin Watching Tour

Number 2 on our list is the Cascais Dolphin Watching Tour, rated an impressive 4.9/5 with 29 reviews. For $77 per person, this 2-hour trip takes you out onto the Atlantic, where you’ll have a good chance of spotting wild dolphins in their natural environment. The boat is operated by a seasoned team who shares interesting facts about the local marine life. This trip is perfect for families, animal lovers, or anyone wanting a relaxing, scenic experience. The boat ride also offers views of the Cascais and Estoril Coast, making it an all-around scenic adventure. Many reviewers describe it as “unforgettable,” highlighting the thrill of seeing dolphins jumping and playing nearby.
Bottom line: If seeing dolphins in the wild ranks high on your must-do list, this tour offers a memorable, value-packed outing.
3. Cascais Scavenger Hunt and Sights Self-Guided Tour

Number 3 is the Cascais Scavenger Hunt and Sights Self-Guided Tour, a fun, interactive way to discover the town. For just $4.34 per person, you’ll solve riddles and clues that lead you to Cascais’ main sights, from the citadel to hidden street art. This tour is ideal for travelers who enjoy a mix of sightseeing and puzzle-solving, with the added flexibility of doing it at your own pace. With a perfect 5.0 rating from 9 reviews, visitors find it “a great way to see Cascais” and “completely different from traditional tours.” It’s best suited for independent travelers or groups who want an active, engaging experience.
Bottom line: This self-guided scavenger hunt offers a playful and affordable way to see Cascais’s highlights, especially if you love puzzles and tech.
4. Cascais: Private & Flexible Walking Tour in Historic Center

Number 4 is a private Cascais: Private & Flexible Walking Tour, rated 4.2/5 from 20 reviews. Using the Walkbox app, you’ll explore Cascais’ vibrant streets, including the Citadel, which hosts ten museums, and the charming oldest neighborhood. The tour also showcases the colorful “Yellow Streets,” lively with restaurants, cafes, and bustling terraces. The street art and stories about local legends and lesser-known facts add depth to this 3-hour private experience. It’s especially suited for travelers who enjoy discovering art, local culture, and offbeat stories at their own pace.
Bottom line: For a personalized, artsy look at Cascais’ historic core, this private tour is a smart choice.
5. Cascais: Beach & Village Visit Full Day Private Guided Tour

Number 5 is the Beach & Village Visit Full Day Private Guided Tour, rated 5/5 with just one review, priced at $117 per person. This full-day outing takes you through Cascais’ scenic beaches and fishing villages, with time to soak up the sun on the golden sands. The scenic drive along the Bay of Cascais and the road to Guincho Beach offers some of the best views in the area. You’ll also enjoy local cuisine and wine at lunch, making this perfect for those who want a relaxed, immersive day. It’s ideal for travelers who prefer guided comfort and want to combine beach time with cultural exploration.
Bottom line: A full-day tour for beach lovers and those wanting a mix of scenic drives and local flavors.
6. Cascais: Lisbon Morning Breeze Sailing Tour, Thursday

Number 6 is a Sailing Tour, rated 5/5 from 1 review. For $71 per person, you’ll set sail on the Tagus River in a 4-hour morning cruise. You can learn the basics of sailing or simply unwind with a drink while enjoying Lisbon’s iconic sights from the water. The soft morning light enhances the views, and the friendly atmosphere makes it a great way to start your day. The boat stops at key spots like Commerce Square and Belem Tower, with plenty of photo opportunities.
Bottom line: Perfect for those wanting a relaxing morning on the water with scenic views and a laid-back vibe.
7. Cascais: Surfing tour within the Natural Park

Rated 5/5, the Cascais Surfing Tour is a 4-hour beginner lesson from a certified coach. It covers beaches like Guincho and Praia Grande, with transfers available for an added fee. The tour offers a 2-hour surf lesson, plus scenic stops at viewpoints and beaches. It’s ideal for first-timers or those wanting to improve their skills in the waves. The panoramic viewpoints and the chance to ride the Atlantic surf make it a memorable adventure for active travelers.
Bottom line: A great choice if you want to learn surfing from a professional and enjoy stunning coastal scenery.
8. Amazing Tour on Classic Venetian Boat With Drinks

Number 8 features a Venetian boat experience, priced at $440 for up to four people. Over two hours, you’ll enjoy a private, classic wooden boat ride from the Cascais marina while sipping wine or other drinks, with a crew of two sailors at your service. It’s perfect for celebrating a special occasion or just indulging in a quiet, scenic cruise. The views of the coastline and the chance to relax in style make this a luxurious, memorable outing.
Bottom line: Best suited for small groups wanting an exclusive, scenic boat experience with drinks included.
9. Lisbon: Cascais-Cabo da Roca Motorcycle Side-car Tour 2H

Rated 5/5, this motorcycle side-car tour offers a stylish 2-hour ride. It covers Praia do Guincho, the cliffs at Cabo da Roca, and Boca do Inferno. You’ll reach the westernmost point of mainland Europe with panoramic views of the coastline. It’s perfect for small groups or couples seeking a memorable, stylish way to see the area. The tour emphasizes comfort, style, and unforgettable vistas.
Bottom line: Excellent for travelers who want to combine adventure with luxury and enjoy epic coastal scenery.
10. Lisbon: Private Photo Tour with a Professional Photographer

Number 10 is a Private Photo Tour, rated 4.8/5. It lasts about 2.5 hours, guiding you through Lisbon’s most photogenic spots, including Alfama and Adraga Beach. A professional photographer helps you capture the best angles and moments, perfect for travelers who want high-quality photos of their trip. It’s a personalized, creative way to document your visit while exploring the city’s beauty.
Bottom line: Ideal for photography enthusiasts or anyone wanting stunning keepsakes from their Lisbon trip.
11. From Lisbon: Pena Palace, Moorish Castle & Cabo da Roca tour

Rated “no rating” but highly recommended, this full-day tour takes you to Sintra’s top sights, including Pena Palace and the Moorish Castle. You’ll also visit Cabo da Roca, the westernmost point of mainland Europe. The itinerary includes scenic drives, photo stops, and visits to Quinta da Regaleira. It’s best for those who want a comprehensive day exploring Sintra’s stunning palaces and coast.
Bottom line: For a full exploration of Sintra’s highlights in one day, this private tour offers convenience and a diverse itinerary.
12. Lisbon: Coastal Cycling Tour to Cascais
Rated undefined, the Coastal Cycling Tour covers 36 km along scenic bike paths. Starting from Lisbon, it passes Belém Tower, the 25 de Abril Bridge, beaches like Carcavelos, and the charming town of Cascais. The ride includes cultural detours at coastal forts and the MAAT Museum, making it a sporty way to see the coastline. Suitable for active travelers with some cycling experience.
Bottom line: A sporty, scenic option combining cultural sights and beach stops, best for cycling enthusiasts.
13. Lisbon: Sintra, Quinta da Regaleira, Cascais Private Tour

Finally, number 13 offers a private half-day tour that covers Azenhas do Mar, Cabo da Roca, and Quinta da Regaleira. This tour is best for travelers wanting a personalized experience that combines scenic coastal views with the beauty of Sintra. The small group size and flexible itinerary make it easy to enjoy the highlights without feeling rushed.
Bottom line: Great for those wanting a tailored, scenic, and culturally rich day outside Lisbon.
How to Choose the Right Tour in Cascais
When selecting your experience, consider your budget, interests, and fitness level. For a relaxed, scenic outing, a scenic boat cruise or full-day beach trip might be ideal. If you’re eager to explore history and art, the private Cascais walking tour provides depth and flexibility.
For adventure and active travelers, the surfing tour and coastal cycling offer physical fun and scenic views. Families and animal lovers should prioritize the dolphin watching — an experience that can be both educational and heartwarming.
Booking early is advised, especially for popular activities like sailing or private tours. Also, check the weather forecast—particularly for outdoor trips like surfing and dolphin watching—to ensure the best experience.
Cascais provides a variety of tours that can match different interests and travel styles. Whether you prefer a relaxed day on the water, a private heritage walk, or an active coastal adventure, you’ll find something that fits. For a combination of scenic beauty, cultural richness, and fun, these tours will help you make the most of your visit to this charming town. Remember to book in advance to secure your spot, especially for the most popular experiences.