Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks

Imagine gliding silently over the Atlantic, feeling the wind in your hair, and soaking in the stunning views of São Miguel Island’s rugged coastline. That’s exactly what you get with this Private Sailboat Cruise from Ponta Delgada. Whether you’re celebrating a special occasion or simply craving a peaceful escape, this sail adventure promises a blend of relaxation, scenic beauty, and interactive sailing — all in a cozy group of up to six.

What we love about this experience? First, the personalized nature of a private tour makes it feel tailored just for you. Second, the opportunity to learn the basics of sailing and actually come sail at the helm. But, a quick heads-up: if you’re expecting a full-on sightseeing tour with a packed itinerary, this is more about enjoying the moment than ticking off dozens of sights. If you’re seeking a tranquil, hands-on marine adventure with top-notch amenities, this cruise hits the mark. It’s best suited for travelers who appreciate comfort, authentic sea experiences, and a dash of nautical learning.

Key Points

• Exclusive Private Group: Small, intimate experience perfect for families, couples, or friends.
• Interactive Sailing: Learn the basics and even steer the boat if you feel up for it.
• Stunning Coastal Views: See São Miguel from a different perspective along the south coast.
• Swimming & Snorkeling: Anchor in a bay for a refreshing dip or explore underwater life with provided snorkel gear.
• Comfort & Quality: Luxury 12-meter sailboat, welcome drinks, regional snacks, and professional crew.
• Flexible Itinerary: Choose pre-defined routes or enjoy some free sailing — your choice.

You can check availability for your dates here:

The Experience in Detail

Getting Started at Marina Portas do Mar

The tour begins right in the heart of Ponta Delgada at Marina Portas do Mar. This modern harbor area is a practical starting point, close to town amenities, making it convenient to reach. The embarkation process is straightforward, and the crew is friendly and welcoming, setting a relaxed tone for the next four hours.

The 4-Hour Journey: What You Can Expect

The vessel itself is a luxury 12-meter sailboat designed for comfort and ease of movement, giving you plenty of space to relax or get involved. The experience is tailored to be both fun and educational; you’ll be encouraged to learn sailing fundamentals and even take the wheel if you wish. This hands-on approach is clearly a highlight, especially for those interested in maritime skills or wanting to feel more connected to the sea.

Scenic Sailing & Anchoring in Caloura

The main route takes you along the south coast of São Miguel, offering breathtaking views of cliffs, coves, and lush coastal scenery. The boat will anchor in a bay at Caloura—a quiet, picturesque spot perfect for a swim or snorkel. One reviewer noted, “We loved the way the guides made everything easy and engaging,” and this attentive approach is evident throughout.

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Swimming, Snorkeling & Relaxation

Once anchored, you can enjoy swimming in the clear waters or exploring the underwater world with provided snorkelling gear. The tranquil bay setting is ideal for both seasoned snorkelers and beginners. If you prefer to stay dry, simply relax onboard with regional snacks and drinks, appreciating the peaceful atmosphere and the views.

Optional Sailing & Scenic Views

The tour offers flexibility—if you prefer a leisurely sail or want to focus on specific scenic spots, the crew can adapt the route. Some reviewers appreciated the “scenic views on the way,” highlighting how the gentle motion of the boat and the marine landscape make for a calming experience.

Return & Disembarkation

After about two and a half hours, the boat departs from Caloura, sailing back along the coast for roughly an hour before returning to the marina. The entire experience wraps up right where it started, ensuring a smooth and convenient end to your maritime adventure.

Why This Tour Offers Great Value

At $443 for a group of up to six, this cruise offers a surprisingly good value considering the personalized service, the luxury boat, and the included amenities. For roughly 4 hours, you’re not only enjoying a scenic voyage but also participating in an engaging sailing experience with drinks, snacks, and snorkeling equipment included.

This is an ideal choice for those who want more than just a sightseeing boat trip — it’s about feeling the wind, learning a bit about sailing, and savoring regional flavors in a relaxed setting. Plus, the small group size ensures you won’t feel like just another face in a crowd, adding an extra layer of intimacy and service quality.

A Closer Look at the Itinerary

Stop 1: Marina Portas do Mar — This convenient starting point is perfect for easy access and minimal hassle. The crew will help you settle in and explain the plan for the day.

Stop 2: Caloura — A scenic bay where you’ll anchor for swimming and snorkeling. The reviews show folks really appreciated the chance to dive into the crystal-clear waters and enjoy the marine environment. “The kids loved diving and swimming around,” one reviewer said, highlighting the experience’s family-friendly appeal.

Stop 3: Sailing & Scenic Views — After some leisure time, you’ll set sail again along the coast, enjoying the views that make São Miguel so special. Some guests emphasized how the “scenic views on the way” added to the peaceful atmosphere.

Stop 4: Return to Marina — The experience concludes with a gentle sail back to the harbor, offering one last chance to relax or take in the final vistas.

Benefits of the Private Charter

• Customized Route: You can choose or influence the route, focusing on what interests you most.
• Interactive Sailing: Learning and participating at the helm adds a memorable dimension.
• Comfort & Safety: Life jackets and snorkel gear are provided, and the crew is experienced.
• Regional Flavors: Enjoy regional snacks and drinks, adding local charm to your experience.
• Flexible Schedule: Check availability for your preferred start time, ensuring a stress-free plan.

Authentic Experiences & Traveler Feedback

Reviews consistently praise the knowledgeable crew, noting how their friendliness and expertise elevate the experience. One reviewer called the guides “friendly and generous,” emphasizing their helpfulness. The stunning coastal views and the chance to swim in pristine waters are frequent highlights. Several mentioned how the snacks and drinks contributed to a relaxed, enjoyable mood onboard.

A couple of travelers appreciated the flexibility of the trip, with last-minute booking accommodations and personalized options. For families, the opportunity for kids to swim and snorkel added extra fun.

Practical Tips for Booking & Enjoying the Tour

• Book in advance especially during high season to secure your preferred time.
• Arrive a little early to get settled and meet the crew.
• Bring sunscreen, hat, and sunglasses — the AZORES sun can be strong even on cloudy days.
• Wear swimwear under your clothes if you plan to swim or snorkel.
• Consider bringing a waterproof camera to capture the scenic moments.
• The tour is private, so communicate any special requests or interests directly with the crew beforehand.

Who Should Consider This Experience?

This cruise is perfect for travelers craving a relaxed, intimate marine adventure. If you love learning new skills, enjoy beautiful coastal scenery, or want a family-friendly activity that combines fun and comfort, this trip checks all those boxes. It’s especially suited for those seeking a luxury, personalized experience rather than a crowded group tour.

However, it’s important to note that this is more about the journey and the experience than a sightseeing whirlwind — so if you’re after a quick overview of São Miguel’s coast, you might prefer a larger, more traditional cruise.

The Sum Up

This private sailboat cruise from Ponta Delgada offers a blend of relaxation, adventure, and authentic maritime charm. The chance to learn sailing basics, enjoy regional snacks, and swim in clear waters makes it a well-rounded experience for those looking to connect with the ocean in a meaningful way. Given its high reviews and thoughtful setup, it’s a fantastic choice for couples, families, or small groups who want to savor the Azores’ marine environment comfortably and interactively.

While it may not be a full sightseeing tour packed with multiple stops, its focus on quality, personalization, and authentic sailing moments makes it a memorable highlight of any São Miguel visit. Whether you’re a seasoned sailor or a first-time boater, you’ll find something special about this gentle cruise.

FAQ

Is this tour suitable for children?
Yes, the tour is family-friendly and includes snorkeling equipment for kids, making it enjoyable for children who are comfortable in the water.

What is included in the price?
The cost covers a 4-hour private boat trip, technical crew, embarkation and disembarkation at Ponta Delgada Marina, welcome drinks, regional snacks, life jackets, and snorkel gear.

Can I charter the boat for a specific time?
Yes, you can check availability for your preferred start time; schedules vary, so booking in advance is recommended.

Are drinks and snacks available during the trip?
Yes, welcome drinks and regional snacks are included, creating a relaxed atmosphere onboard.

What if the weather isn’t ideal?
Weather conditions can affect sailing schedules, but the crew will do their best to ensure a safe and enjoyable experience or may reschedule if necessary.

Is sailing physically demanding?
No, but being comfortable on a boat and in the water is helpful. The crew can assist with sailing if you wish to participate.

How many people are usually on this boat?
The boat accommodates up to 6 guests, ensuring a private, exclusive experience.

What happens if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

Can I bring my own food or drinks?
The tour provides regional snacks and drinks, but additional personal items are not specified; check with the provider for specific requests.

Is the tour available in multiple languages?
Yes, guides speak English, French, and Portuguese, accommodating a diverse group of travelers.

This sailboat cruise from Ponta Delgada provides a wonderful way to see São Miguel from the water, enjoy regional flavors, and learn a little about sailing — all in a cozy, private setting. It’s a signature experience that balances comfort and adventure, perfect for those seeking a genuine maritime escape in the Azores.

You can check availability for your dates here: