Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks

Imagine cruising along São Miguel Island’s south coast, feeling the ocean breeze and taking in views accessible only from the water. For about $443 per group (up to six people), you get a 4-hour private sail aboard a 12-meter luxury yacht. Your experience begins at the Marina Portas do Mar in Ponta Delgada, and it’s tailored to your preferences—whether you want to learn the basics of sailing, anchor in a secluded bay for a swim, or simply relax with regional snacks and drinks.

What we love most about this trip is the opportunity to see the island from a completely different perspective, with scenic views and the chance to participate actively in sailing, including coming “sail at the helm” as some reviews highlight. Plus, the experience of swimming or snorkeling in crystal-clear waters, combined with local treats, makes it both exciting and wonderfully relaxing.

One thing to consider is that, because it’s a private tour, the experience is highly customizable, but that also means the schedule depends on availability and weather conditions. This tour is ideal if you’re seeking a personalized, laid-back adventure on the water, perfect for couples, families, or small groups looking for a unique way to enjoy São Miguel’s natural beauty.

You can check availability for your dates here:

Key Points

Private and customizable: This tour is tailored to your group’s preferences for sailing, swimming, and scenic stops.
Authentic ocean experience: You’ll actively participate in sailing, not just sit back and watch.
Beautiful viewpoints: The coastline from the water offers perspectives you won’t get from land.
Included delights: Welcome drinks, regional snacks, and snorkeling gear enhance the experience.
Family-friendly: Kids especially love swimming and exploring the sea in a safe, relaxed environment.
Good value for an exclusive experience: Private cruises often feel luxurious but are reasonably priced considering the personalized service.

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An In-Depth Look at the Experience

Setting Sail from Ponta Delgada

From the moment you arrive at Marina Portas do Mar, you’ll notice how effortless it is to get on board. The embarkation process is straightforward—simply access the marina pontoons, next to the reception desk. The 12-meter luxury sailboat offers plenty of space, comfort, and safety gear like life jackets and snorkel equipment, which are included.

What the Itinerary Looks Like

The cruise’s main stops are carefully chosen for their natural beauty and opportunities for adventure. The journey begins with a scenic sail along the coast, giving you fantastic views of São Miguel’s volcanic landscapes and rugged shoreline.

The first major stop is Caloura, a charming bay renowned for its striking scenery and tranquil waters. Here, you’ll have around 2.5 hours to take a refreshing swim, snorkel in the calm waters, or simply relax on deck. The reviews praise the experience: one traveler described it as “an unforgettable experience sailing on a yacht,” highlighting the mix of scenic views, delicious snacks, and the chance to swim alongside playful dolphins.

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The Sailing Experience

Sailing in a private setting means you can learn the basics of sailing or just enjoy the sensation of the wind at your back. Some guests even come sail at the helm, which turns a passive tour into an interactive adventure. This is especially appealing if you’re curious about sailing or want a hands-on experience, as noted in reviews praising the knowledgeable crew.

The scenic cruise continues with sailing along the coast, offering panoramic views of volcanic craters, lush cliffs, and the Atlantic stretching endlessly around you. The option exists for pre-defined itineraries or free sailing, allowing you to choose whether to follow a set route or just drift and enjoy the moment.

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The Hidden Gem: Swimming and Snorkeling

One of the most praised features is the opportunity to anchor in a bay and enjoy a swim or snorkel. The waters are described as crystal clear, giving you a chance to see marine life or just enjoy cooling off in the Atlantic. The snorkelling equipment is provided, and the calm, shallow waters around Caloura are ideal for both beginners and experienced swimmers.

Food and Drinks

The tour includes welcome drinks and snacks, which are regional products from the Azores. Reviewers mention the delicious local snacks, and some have described the tasting menu—which is not included in the price—as a real highlight. You might find it’s a great way to sample regional flavors without the fuss of restaurant dining.

Who Will Love This Tour?

This experience appeals to those looking for a personalized, relaxed ocean adventure. It’s ideal for families, couples, or small groups who appreciate scenic beauty and active participation. Reviewers highlight it as a “must-do” for sea lovers and a perfect way to escape the land-based crowds while still enjoying top-notch comfort and service.

Why Choose This Tour?

Considering the price of $443 for up to six people, this private experience offers excellent value for money. It’s more than just a boat ride; it’s an authentic sailing experience with the chance to swim in pristine waters. The small group size ensures more intimacy and flexibility, making it a perfect choice for travelers seeking a special, memorable day on the water.

Final Thoughts

This sailboat cruise combines the beauty of São Miguel’s coastline, the thrill of sailing, and moments of peaceful relaxation. For those who want a personal touch and the chance to actively participate in navigation and swimming, this tour hits all the right notes.

The friendly, knowledgeable crew, along with the stunning scenery and regional snacks, makes it clear why so many reviewers rate it highly. Whether you’re celebrating a special occasion or simply craving a day on the water, this experience offers a genuine connection with the Azores’ natural environment.

If your idea of a memorable trip involves sailing, swimming, and savoring local bites, then this private cruise is likely to be a highlight of your São Miguel adventure.

Frequently Asked Questions

How long is the tour?
The tour lasts around 4 hours, with flexible starting times depending on availability.

Where does the tour start and end?
Embarkation and disembarkation happen at Marina Portas do Mar in Ponta Delgada.

What’s included in the price?
The price covers the 4-hour boat trip, technical crew, welcome drinks and snacks, life jackets, and snorkeling equipment.

Are food and drinks included?
You get welcome drinks and regional snacks, but the tasting menu featuring regional products is not included in the price.

Can I participate actively in sailing?
Yes, you can learn the basics of sailing and even sail at the helm if you wish, making it a hands-on experience.

Is this experience suitable for children?
Yes, with supervision, children will enjoy swimming and exploring in the calm waters, making it a good family outing.

What should I bring?
Bring sun protection, swimwear, towels, and perhaps some cash or cards if you wish to purchase additional snacks or drinks.

What if the weather is bad?
The tour operates rain or shine, but bad weather may lead to rescheduling or cancellation for safety reasons, with full refunds available if you cancel 24 hours in advance.

This private sailboat cruise offers a wonderful combination of adventure, relaxation, and authentic Azorean scenery. It’s a fine choice for those wanting a personal, unique perspective on São Miguel’s coast, with the added bonus of learning about sailing and enjoying regional flavors. Whether celebrating a special moment or simply exploring the ocean’s bounty, this experience promises memories that will last long after the boat is tied up again.