Cascais is a perfect place for boat tours and cruises. Its rocky cliffs, white sandy beaches, and historic lighthouses make every vessel trip a scenic highlight. Whether you’re after a romantic sunset sail, a private day-long adventure, or a quick 90-minute coast cruise, Cascais offers a variety of options. We especially like the Sunset Boat Trip with Welcome Drinks for its stunning views and lively atmosphere, and the Private Sailing Cruise with a Drink for a more personalized experience. Both let you enjoy Cascais from the water while sipping wine or beer, making them perfect for couples or small groups. For a truly luxurious experience, the Luxury Sunset Cruise combines high-end comfort with unforgettable views.
Cascais isn’t just about stunning scenery; it also offers fantastic boat experiences suited to different interests and budgets. From quick 1.5-hour jaunts to full-day private charters, there’s something for all. If you’re traveling with family, friends, or a loved one, our list below includes detailed options that highlight what makes each unique.
1. Cascais: Sunset Boat Trip with Welcome Drinks
At number 1, this 1.5-hour sunset cruise offers a relaxing way to end your day. Starting from Dreamboats Portugal, you’ll glide past Cascais, marveling at the Sintra mountains and the area’s distinctive architecture. The boat provides a fun and friendly atmosphere, with welcome drinks, snacks, and plenty of space to take in the view. What’s truly special here is the chance to see the sun dip into the Atlantic, with the cliffs and coast providing a perfect backdrop. Reviews highlight how the crew’s friendly service, the clean boat, and the shared experience of celebrating a birthday make it a memorable outing.
Bottom line: Perfect for an easy, enjoyable evening with stunning sunset views and good company.
2. Cascais Private Sailing 2h Cruise with a Drink
This private 2-hour sailing is ideal if you want exclusivity and flexibility. Up to 12 people can climb aboard a private sailboat to enjoy local wines and beers while taking in views of Cascais, Estoril, and Carcavelos. The itinerary includes visits to Cascais Marina, Lighthouse, and beaches like Praia da Conceição, all with the comfort of a personalized experience. Reviewers rave about the attentive crew and the chance to see dolphins—an unexpected bonus. The boat’s privacy makes it great for special occasions or just a peaceful escape from the crowd.
Bottom line: Best suited for groups wanting a tailored experience and a chance to savor the coast at their own pace.
3. Cascais Private Luxury Sunset 2h Cruise with a Drink
At number 3, this luxury private cruise offers a romantic way to enjoy Cascais at sunset. Climb aboard just before the golden hour for sweeping views of old forts, beaches, and small villages. With a glass of Portuguese wine in hand, you’ll sail along the coast, capturing perfect photos during the sunset. The boat is plush and the experience intimate, limited to groups of up to 12. Reviews mention how welcoming the crew is and how the experience feels truly special.
Bottom line: Ideal for couples or those celebrating a special occasion who want an elegant, private sunset.
4. Cascais Private Sailing Cruise with a Drink – Half day/full day
For those wanting more time on the water, this full or half-day private sailing offers 4 to 8 hours of exploration. With a flexible itinerary, you can cruise past Cascais, spot the Santa Marta Lighthouse, and enjoy stunning scenery at your pace. The boat comes with complimentary drinks and water, and the crew is ready to tailor the trip to your preferences. Guests mention dolphin sightings and the leisurely pace, making it ideal for families or groups wanting a personalized adventure.
Bottom line: Best for multi-hour exploration with flexibility to customize your journey.
5. Cascais: 2-Hour Private Luxury Sunset Cruise with a Drink
This private 2-hour sunset trip emphasizes comfort and exclusivity. The vessel cruises along the coast at golden hour, with charming views of beaches and villages. You can personalize your route and enjoy a relaxed atmosphere with up to 12 people. The reviews speak highly of the intimate setting and the spectacular sunset.
Bottom line: Perfect for couples or small groups seeking a luxurious and private sunset experience.
6. Cascais: Sailing Tour with Drink
This 2-4 hour sailing experience is flexible and popular. It offers sailing to Cabo da Roca, the westernmost point of Europe, and visiting beaches and forts. Guests love the tailored cruising, and reviews mention the friendly guides and clean boat. The possibility to drop anchor wherever you like adds to the relaxed vibe.
Bottom line: Great for those who want a longer, customizable sail with options for swimming or relaxing ashore.
7. Cascais Romantic Private 2h Cruise with Sparkling Wine
This romantic private cruise is perfect for couples celebrating a special occasion. Sip sparkling wine while enjoying views of Cascais, the lighthouse, and beaches from your own private catamaran. The personalized experience includes being the only passengers, making it ideal for anniversaries or proposals. Reviewers praise how “spectacular” and “romantic” the experience feels, with attentive staff making it memorable.
Bottom line: A lovely choice for romance and intimacy on the water.
8. From Lisbon to Algarve: Portimão & Boat trip to Benagil Sea Cave
This full-day journey combines land and sea. Starting with a 10-hour trip from Lisbon, you arrive in Albufeira and Portimão. The highlight is the boat trip to Benagil Sea Cave, one of the most famous caves in Portugal. The tour includes exploring the Old Towns, scenic drives, and a boat ride to the caves. Reviews talk about the scenic drive and the spectacular caves that make this memorable.
Bottom line: Best for travelers wanting both land exploration and a boat trip to the caves with a full-day itinerary.
9. Cascais Coastal Secrets: 90-Minute Cruise with Free Drinks
This short but sweet cruise offers a quick taste of Cascais’s coast. For just $45, you’ll cruise past landmarks like Boca do Inferno, Fort of Saint Anthony, and the Guia Lighthouse. Included free wine and beer make it a great value, and live commentary enhances the experience. Guests enjoy the panoramic views and the chance to relax on deck.
Bottom line: Ideal for those on a tight schedule or wanting a quick coastal overview.
10. 2 Hours Private Sunset Experience by Sailboat
This private 2-hour sunset sail offers a peaceful, romantic setting. Starting at Cascais Marina, you’ll pass Boca do Inferno and the lighthouse, all while soaking in the golden hour. The small group size creates an intimate atmosphere, perfect for couples or small groups. The reviews describe it as “magical” and “a perfect way to end the day.”
Bottom line: Great for couples seeking a private, romantic sunset.
11. Cascais: Private boat with skipper, fuel, food and drinks
Offering up to 4 hours on a private boat, this experience is all about customization. The crew provides snacks, drinks, and the option to include a dive. It’s perfect for families or friends who want a flexible, personalized day on the water. Reviewers mention feeling like VIPs and making lasting memories.
Bottom line: Excellent for intimate, flexible outings with a personal touch.
12. Cascais: Sunset Cruise to Lisbon with Open Bar
For a 2-hour sunset journey from Cascais to Lisbon, this open bar cruise provides a lively, social atmosphere. Passing the 25th of April Bridge and Belém, you’ll enjoy drinks and fantastic views of the city’s landmarks. The reviews underscore the relaxing vibe and the stunning sunset.
Bottom line: Perfect for those wanting a fun, social cruise with drinks and great scenery.
13. 2 hours Private Sailing Experience in Cascais
This intimate private sailing focuses on enjoying Cascais’s natural beauty. It includes passes by Boca do Inferno and the lighthouse, with stops for photos and relaxing. The small group size and personalized itinerary make it appealing for couples or small groups seeking a quiet escape.
Bottom line: Excellent for a relaxed, personalized sailing experience.
14. Cascais: Lisbon Morning Breeze Sailing Tour, Thursday
This morning cruise on the Tagus River is perfect if you prefer an early start. It combines sailing lessons with sightseeing of Lisbon’s iconic sites, and includes a complimentary drink. Reviewers love the gentle morning light and the chance to see the city from a different angle.
Bottom line: Best for early risers and those wanting a mix of learning and sightseeing.
$71 per person
15. 2 Hours Romantic Experience for Two by Sailboat in Cascais
Rounding out the list, this romantic private sail is tailored for couples. With breathtaking views of Boca do Inferno, the lighthouse, and beaches, combined with champagne or wine, it’s designed for special moments. Reviewers describe it as “perfect for anniversaries” and “a wonderful way to rekindle the romance.”
Bottom line: Best for couples looking for a private, memorable sailing adventure.
$428
How to Choose Your Perfect Cascais Boat Tour
When selecting a boat experience, consider your budget, group size, and what you most want to see or do. For a romantic sunset with minimal fuss, the Sunset Boat Trip with Welcome Drinks or the Luxury Sunset Cruise are excellent choices. If privacy and customization matter, go for Private Sailing options. Budget travelers can find great value in the Cascais Coastal Secrets or Cascais Coastal Secrets. For those interested in combining land and sea, the full-day Algarve trip offers a comprehensive adventure.
Booking early is wise, especially in peak summer months, as these experiences tend to fill up quickly.
Cascais stands out for its diverse boat tours, catering to different interests—from quick sunset drinks to luxury private cruises. Whether you’re seeking a peaceful afternoon or an exciting day exploring caves and coastlines, you’ll find options that perfectly suit your style. For a romantic escape, try the private sunset cruises; for family fun, consider the shorter coastal trips. Whatever your choice, a day on the water in Cascais promises unforgettable views and fresh sea air.