Sesimbra : Sailing Tour

If you’re dreaming of a carefree day on the water, soaking up Portugal’s sun and natural beauty, this private sailing tour from Sesimbra might be just what you need. We haven’t personally taken this tour, but based on the glowing reviews and detailed itinerary, it promises a blend of authentic local charm, breathtaking scenery, and fun-filled activities that suit a variety of travelers. Whether you’re traveling with family, friends, or seeking a romantic escape, this trip offers a chance to see some of the area’s most beautiful spots from the comfort of a sturdy sailing boat.

What we particularly appreciate are the opportunity to spot dolphins in their natural habitat—a highlight that makes the experience memorable—and the chance to enjoy local wine and snacks while cruising along the coast. On the flip side, some might find the timing and duration variable, ranging from four to eight hours, which requires checking availability to fit your schedule. This trip seems perfect for those who want a relaxed yet engaging day on the water, with plenty of opportunities for swimming, paddling, and simply enjoying the scenery.

Key Points

• Authentic local guides: Experienced skippers with deep knowledge of the area.
• Versatile activities: From dolphin spotting to paddleboarding and snorkeling.
• Beautiful stops: Secluded beaches like Ribeira do Cavalo and Portinho da Arrábida.
• Flexible duration: Tours last from 4 to 8 hours, depending on your preference.
• Inclusive and customizable: Snacks, soft drinks, and optional wine tastings included.
• Ideal for various groups: Families, couples, friends — everyone can find their joy here.

When planning a day on the water in Portugal’s Lisbon District, this Sesimbra sailing tour offers an excellent mix of adventure, relaxation, and local flavor. It’s run by Ulisses Sailing, a team of passionate sailors who know these waters inside out. Their enthusiasm shines through in their detailed itinerary and the authentic stories shared during the trip, making it more than just another boat ride.

You can check availability for your dates here:

Starting Point and Accessibility

The tour begins at one of two convenient locations in Sesimbra — either at Rua Clube Naval de Sesimbra or a nearby designated meeting point. This flexibility is handy, especially if you’re staying locally or want to customize your day. The meeting involves a safety briefing before setting sail, giving everyone a chance to get comfortable and ask questions.

The Itinerary: A Day in the Sun

The day is structured to maximize your experience, with stops carefully chosen to highlight Portugal’s stunning coastline and natural parks. The tour generally includes the following key stops:

Sailing Through the Coast of Serra da Arrábida

Once underway, the boat takes you along the coast of Serra da Arrábida, an area famous for its dramatic cliffs, lush vegetation, and clear waters. As you glide through these waters, you’ll enjoy panoramic views that are best experienced from the water rather than on land. We loved the way this segment combines gentle sailing with plenty of opportunities to take photos and simply soak in the scenery.

Ribeiro do Cavalo Beach

One of the tour’s highlights is a visit to Ribeiro do Cavalo—a secluded beach often described as a hidden treasure. Accessed by boat, this beach boasts golden sands and pristine waters. Here, you’ll have time to swim in the crystal-clear sea, try paddleboarding, or simply relax on the shore. The reviews praise the wine tastings and snacks served here, which add a refined touch to the experience—”Nice trip with some extra info. We were lucky to see 1 dolphin up close. Nice picnic and good service!” as one traveler noted.

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Portinho da Arrábida

Another highlight is Portinho da Arrábida, a picture-perfect bay with towering cliffs and quiet waters. This spot is ideal for snorkeling and swimming, offering a chance to get close to marine life in calm, protected waters. The guide’s local knowledge enhances this experience, pointing out interesting sights and sharing stories about the region’s natural and cultural history.

Time for Relaxation and Wildlife Watching

Throughout the day, the skippers keep an eye out for dolphins. Multiple reviews mention dolphin sightings, often up close—”We were lucky to see 1 dolphin up close.” This adds an element of excitement and demonstrates the value of sailing in these waters. Watching these intelligent creatures leap and play in their environment is a real treat.

Optional Activities

Guests can also try stand-up paddleboarding and snorkeling equipment provided on board. Whether you’re a beginner or an experienced paddleboarder, these activities add a fun, active dimension to the trip. The boat also offers the chance to dive into the water for a swim, making it a flexible experience tailored to your level of adventure.

Food, Drink, and Authenticity

What makes this tour stand out is its thoughtful inclusion of local snacks and soft drinks, giving you a taste of regional flavors. For an extra cost, you can request tasting menus and wines on board, which many guests find enhances the experience. Travelers have praised the quality of the snacks and the warm hospitality of the crew, notably the skippers Zoé and Simao, who are highlighted for their friendly service and engaging storytelling.

Guests are also welcome to bring their own drinks and food, making it easy to customize the day to your preferences—be it a romantic picnic or a casual gathering with friends.

Duration and Flexibility

The tour lasts anywhere from 4 to 8 hours, depending on the options you choose and availability. This flexibility allows you to tailor the experience—whether you want a half-day escape or a full-blown adventure. Keep in mind that the longer trips tend to include more stops and activities, so consider your stamina and interests when booking.

Price and Value

At $375 for a group of up to six people, the price reflects a private, personalized experience rather than a crowded tour. Given the inclusion of paddleboarding, snorkeling gear, snacks, and the expertise of local guides, many find that the value far exceeds the cost—especially compared to the expense of renting boats or doing similar activities independently.

Who Will Love This Tour

This sailing tour is best suited for families looking for a safe and engaging outdoor activity, couples seeking a romantic day with stunning views, or groups of friends wanting a mix of adventure and relaxation. If you enjoy being on the water, appreciate authentic local experiences, and like the idea of customizing your day, this trip checks all those boxes.

What makes this sailing experience worthwhile is the combination of spectacular scenery, wildlife sightings, and local hospitality. The guides’ deep knowledge and friendly approach mean you’re not just a passenger—you’re part of the story. The stops at Ribeira do Cavalo and Portinho da Arrábida allow you to enjoy Portugal’s coast in a way that feels exclusive yet accessible.

The inclusion of snacks, soft drinks, and optional wines helps keep costs reasonable, considering the personalized service and stunning locations. And the flexibility in timing means you can choose a quick half-day trip or extend your adventure for a full day of exploring.

This tour truly embodies the spirit of Portugal’s coastal charm—relaxed, authentic, and full of surprises. It’s a fantastic way to see a different side of the Lisbon District, especially for those who love the water, wildlife, and good company.

If you value authentic, local-guided experiences and want to see Portugal’s coast from a unique perspective, this trip fits the bill. It’s ideal for travelers who appreciate nature, wildlife, and scenic beauty without the hassle of organizing their own boat trip. Families, couples, and friends will all find plenty to enjoy, whether they’re looking for adventure or simply a peaceful day on the water.

However, those who prefer longer, more structured tours or have specific health or mobility concerns should check the availability and duration options before booking. The flexibility in timing makes it adaptable, but it’s worth confirming that the itinerary matches your expectations.

How long does the tour last?
The tour duration varies from 4 to 8 hours, depending on the option you select and the availability, so you can choose a half-day or full-day experience.

Where does the tour start and end?
It begins and ends at Rua Clube Naval de Sesimbra or another designated meeting point in Sesimbra, with a safety briefing before departure.

What’s included in the price?
The price includes paddleboarding and snorkeling equipment, welcome drinks, and local snacks. You can also request wines and tasting menus for an extra cost.

Can I bring my own food and drinks?
Yes, guests are welcome to bring their own food and drinks onboard, which is perfect for customizing your experience.

Is this tour suitable for families?
Yes, the tour is designed to be enjoyed by everyone, including families. It offers safe, flexible activities suitable for children and adults alike.

Are the guides knowledgeable about the area?
Absolutely. The guides are experienced sailors with a deep connection to the region, offering stories and insights that enrich the experience.

Is dolphin spotting common?
Yes, several reviews mention sightings of dolphins, sometimes up close, which adds a delightful element of wildlife watching.

This private sailing tour from Sesimbra strikes a fine balance between adventure and relaxation. With its beautiful stops, knowledgeable guides, and inclusive approach, it offers a genuine glimpse of Portugal’s stunning coast. Whether you’re seeking a romantic escape, a family adventure, or a fun day with friends, you’ll find this trip offers both value and authenticity.

The combination of scenic sailing, wildlife, and local flavors makes it a memorable way to spend a day. The flexible timing and private group setting ensure personalized service, making it a standout choice in the Lisbon District. Embrace the sea, enjoy some excellent wine, and let the skilled crew show you the best of Portugal’s coastal treasures.

You can check availability for your dates here: