Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks

A sail through the waters surrounding São Miguel Island is often high on travelers’ wish lists, and this private cruise from Ponta Delgada offers an intimate, flexible way to explore the coast. While I haven’t personally set sail, reviews and descriptions paint a picture of a memorable outing that balances relaxation, adventure, and a taste of Azorean hospitality.

What excites us most about this experience are the personalized nature of the cruise, the opportunity to learn sailing basics, and the chance to see the island from a totally different perspective. The inclusion of snacks, drinks, and snorkeling gear adds to the appeal, making this a well-rounded, value-packed outing.

One thing to consider is that, as a private experience, it’s priced per group (up to six), which means it might feel a bit costly for solo travelers or larger groups outside this size. But for those seeking a private, tailored adventure, it’s a compelling choice.

This tour suits travelers who love the ocean, appreciate small-group, personalized experiences, and want to combine scenic views with some light water activity. Whether celebrating a special occasion or simply craving a peaceful escape, it offers a flexible way to enjoy São Miguel’s coast.

Good To Know

• Private and personalized: Tailored for groups up to six, offering flexibility and intimacy.
• Learn and participate: Opportunity to grasp sailing basics and even help steer the boat.
• Stunning coastal views: Experience the island’s south coast from a unique water perspective.
• Swim and snorkel: Anchor in a bay for refreshing dips and underwater exploration.
• Regional snacks and drinks: Indulge in local flavors on board, with a tasting menu featuring Azorean products.
• Expert crew: Guided by knowledgeable hosts, with reviews highlighting their friendliness and professionalism.

You can check if your dates are available here:

An In-Depth Look at the Experience

Embarkation at Ponta Delgada’s Marina Portas do Mar

The adventure begins right at the Marina Portas do Mar in Ponta Delgada, a lively hub well-equipped for boat trips. Guests meet at the access gate next to the reception, where a friendly team welcomes them aboard. The departure is flexible, with a typical duration of 4 hours, giving plenty of time to relax, learn, and enjoy the scenery.

The Vessel: A 12-Meter Luxury Sailboat

The boat itself is described as a luxury sailboat, offering spacious comfort amid sleek, well-maintained surroundings. The vessel is designed to accommodate a small group (up to 6), ensuring everyone has space to move and enjoy the ride. Life jackets and snorkeling equipment are provided, emphasizing safety and fun.

Learning the Ropes and Participating

One of the unique aspects is the chance to learn sailing basics. According to reviews, guides are not just hosts but also engaging instructors who make it easy to come sail at the helm. Radosaw, who rated the experience a perfect 10, emphasizes the knowledgeable crew and how they make the journey memorable. Even first-timers report feeling comfortable helping with steering, which adds a layer of involvement many travelers cherish.

More Great Thing To Do Nearby

Scenic Cruising along São Miguel’s South Coast

The cruise traces an itinerary that includes stunning coastal vistas. The first major stop is in Caloura, a place famed for its natural beauty. Travelers can expect to see scenic views while sailing, with the option to take photos, enjoy the sea breeze, and soak in the scenery.

Anchor in a Bay for Swimming and Snorkeling

The highlight for many is pausing in a calm bay—perfect for swimming and snorkeling. The provided snorkeling equipment is easy to use, and reviewers have expressed delight at the chance to interact with marine life in crystal-clear waters. Louis notes that his kids loved diving and swimming around, making it an excellent family outing. The calm waters and scenic surroundings create an ideal environment for relaxing and cooling off.

Enjoying Azorean Snacks and Drinks

On board, guests are treated to welcome drinks and regional snacks, with a tasting menu featuring products from the Azores. This is a fantastic way to savor local flavors without leaving the boat—imagine enjoying fresh regional tapas while watching the sunset or simply relaxing after a swim.

Flexible Itinerary with Scenic Views on the Way

The cruise can follow a pre-defined route or be more free-form, depending on the group’s preferences. Reviews mention that guides are accommodating, making last-minute changes or tailoring the experience. The boat returns to the marina approximately 4 hours after departure, giving ample time for a relaxed yet enriching experience.

From Stop to Stop: What You Can Expect

Stop 1: Departure from Marina Portas do Mar

The adventure kicks off at the marina, where the crew introduces you to the vessel and explains safety procedures. You’ll get a quick overview of sailing basics if you’re interested in participating at the helm.

Stop 2: Caloura – Scenic Views and Water Fun

After sailing along the coast, your boat will anchor in a peaceful bay near Caloura. Here, you can swim, snorkel, or simply relax on deck. Reviewers like Fiona appreciated that the crew was very accommodating, especially when last-minute bookings meant they had to rush preparations. The scenery here is stunning, with rocky cliffs and lush greenery providing an incredible backdrop.

Stop 3: Continue Sailing and Sightseeing

The cruise continues with more scenic sailing along the coast, giving you a different perspective of São Miguel’s landscapes. This segment lasts around an hour, and you’ll get plenty of chances for photos, conversation, or simply soaking in the views.

Return to Marina Portas do Mar

After about 2.5 hours on the water, the boat heads back to port. Many travelers mention the peaceful, almost meditative quality of cruising along the coast, especially if the weather is sunny like Fiona’s experience.

Why This Tour Offers Great Value

Priced at $443 for the entire group, this experience is quite an investment but reflects the private nature, personalized service, and inclusions such as drinks, snacks, and snorkeling gear. Compared to larger group tours, the intimacy and flexibility are often worth the extra cost for those seeking a more exclusive outing.

The Value for Water Lovers and Curious Sailors

The opportunity to learn sailing basics and participate in steering adds a hands-on appeal, especially for those interested in maritime activities. The professional and friendly guides ensure the trip is informative and fun; they’re praised for their knowledge and approachability.

Combining Relaxation and Adventure

Whether you’re after a quiet day of swimming and sunbathing or want to get your hands on the wheel, this tour caters to different moods. The inclusion of regional snacks and drinks makes it a tasty way to experience Azorean culture without fussing about food logistics.

Final Thoughts: Who Will Love This?

This private sailboat cruise is perfect for small groups seeking exclusivity and customization. If you’re a water enthusiast or someone who enjoys sailing, you’ll appreciate the chance to participate actively. It’s also ideal for families with kids, given the calm waters and snorkel options, or couples looking for a romantic escape with stunning views.

Travelers who value authentic experiences, expert guides, and scenic beauty will find this trip satisfying. While the price might seem high, the personalized service, included amenities, and memorable water activities make it a worthwhile splurge.

For those wanting a relaxed, scenic day on the water with a dash of adventure, this cruise hits the sweet spot.

FAQs

What is included in the tour?
The tour includes a 4-hour private boat trip, a professional crew, welcome drinks and snacks, life jackets, and snorkeling equipment for two people.

Are food options available on the cruise?
Yes, you’ll enjoy a tasting menu featuring regional products from the Azores, but this isn’t included in the base price and is considered a separate experience.

What is the group size?
The experience is designed for private groups of up to 6 people, ensuring a personalized and intimate atmosphere.

Do I need sailing experience?
No prior sailing experience is necessary. The guides are friendly and knowledgeable, and you’ll have the chance to learn the basics and sail at the helm if you wish.

Where do we meet and depart?
Embarkation is at Marina Portas do Mar in Ponta Delgada, at the access gate next to the reception.

How flexible is the itinerary?
The boat can follow pre-defined routes or tailor the trip based on your preferences. The guides are accommodating and happy to customize the experience.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, making it a flexible booking choice.

This private sailboat cruise offers a unique blend of adventure, relaxation, and local flavor, making it a fantastic choice for those wanting to explore São Miguel from the water with a personal touch. Whether you’re seeking a peaceful day of swimming, an active sailing experience, or simply breathtaking views, it’s a tour that promises lasting memories.

You can check if your dates are available here: