Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks

Experience a private sailing adventure in the Azores, featuring stunning views, swimming, and regional snacks on a luxurious 4-hour sailboat tour.

Planning a trip to São Miguel Island in the Azores and looking for a memorable way to see the coast? This private sailboat cruise from Ponta Delgada offers a unique chance to enjoy the ocean, learn a bit about sailing, and take in some spectacular views—without the crowds. It’s an experience that combines relaxation, adventure, and a taste of local flavor, all wrapped into one smooth four-hour outing.

What makes this tour stand out? First, the personalized nature of a private group really allows for a relaxed, flexible experience—you won’t be stuck with strangers or packed into a big boat. Second, the focus on sailing at the helm or simply enjoying the scenery gives it a hands-on feel that’s quite engaging. That said, it’s important to note that it’s a somewhat niche experience—if you’re looking for a fast-paced adventure or a full day at sea, this might not be the best fit. But if you want a more intimate, scenic cruise with good company and regionally inspired snacks, this could be just right.

Travelers who enjoy a touch of sailing, lovely coastal views, and a relaxed vibe will find plenty to love here. It’s especially suitable for those who want to experience São Miguel from a different angle—by sea, with comfort and style.

Key Points

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - Key Points

  • Private groups create a personalized and relaxed atmosphere.
  • Hands-on sailing options are available, making it more interactive than a typical boat tour.
  • The scenic stops at Caloura offer excellent photo opportunities and water activities.
  • Snacks and drinks from the Azores add a local flavor to the experience.
  • The 4-hour duration strikes a good balance between enough time on the water without feeling rushed.
  • The tour is suitable for those interested in sailing and beautiful coastal landscapes.
You can check availability for your dates here:

A Look at the Tour Experience

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - A Look at the Tour Experience

This 4-hour adventure takes place aboard a luxurious 12-meter sailboat, giving you plenty of space to stretch out and really soak in the surroundings. Embarking from Marina Portas do Mar in Ponta Delgada, you’ll begin with a bit of orientation and probably a welcome drink to settle in. From there, the boat sets out along the south coast of São Miguel, revealing a different perspective of the island that many visitors miss when they stick to land-based excursions.

The Itinerary and Why It Matters

The tour includes two main stops, both around Caloura, a charming fishing village famed for its scenic beauty and calm waters. The first stop lasts about 2.5 hours, allowing plenty of time for:
Swimming and snorkeling in crystal-clear waters—something many reviews highlight as a real highlight.
– Tasting regional snacks while relaxing on deck—perfect for taking a break from active water fun.
Sailing in a pre-defined or free style, depending on the day and the crew’s plan, which keeps the experience fresh.

This stop is praised in reviews, with travelers noting how enjoyable it was to swim and snorkel among the natural beauty and to have the chance to learn more about sailing from knowledgeable guides. One review even mentioned swimming alongside playful dolphins—an experience that’s as special as it sounds.

The Scenic Return and Final Stretch

After the first stop, the boat continues to sail along the coast for about an hour, offering scenic views and photo opportunities. This part of the trip is about relaxing and taking in the landscape—a chance to unwind, chat with your hosts, or simply enjoy the gentle rocking of the boat.

Finally, the cruise circles back to the marina, ending where it began. The entire experience is designed to strike a balance between activity and chill, with plenty of opportunities to unwind, swim, or learn about sailing.

What’s Included and What to Expect

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - What’s Included and What to Expect

In terms of value, the $443 price per group (up to 6 people) for a 4-hour private cruise is quite reasonable considering the personalized experience and the inclusion of drinks, snacks, and snorkel gear. The price covers boat, crew, life jackets, and equipment, making it straightforward and transparent.

The welcome drinks and regional snacks are a nice touch, giving you a taste of local products. Snorkel gear is provided, which is helpful since many reviews highlight how easy and enjoyable it is to swim in the clear waters around Caloura.

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The Crew and Guides

Reviews rave about the guides and crew, highlighting their friendliness, knowledge, and accommodating attitude. One reviewer called the guides “friendly and generous,” and another praised how the team made last-minute bookings very smooth. The guides speak English, French, and Portuguese, making it accessible for a broad range of travelers.

Comfort and Safety

The boat’s size and equipment ensure a comfortable experience, and the inclusion of life jackets and snorkeling gear adds an extra layer of safety. The boat itself is described as luxurious, which adds to the overall enjoyment—you’re not crammed into a basic vessel but rather sailing in style.

The Real Value of This Experience

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - The Real Value of This Experience

When you consider the cost, what you’re really paying for is a private, personalized outing with flexible options—something that’s hard to find in larger group tours. The opportunity to learn about sailing, swim in pristine waters, and enjoy regional snacks all contribute to a well-rounded, memorable day.

Many reviews mention how the guides and hosts elevate the experience, making it educational, fun, and relaxing. The chance to see São Miguel from the water, with the option to actively participate or simply relax, makes this tour appealing to a variety of travelers.

Who Should Book This Tour?

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - Who Should Book This Tour?

This cruise is well suited for travelers who appreciate quiet, scenic, and personalized experiences. It’s perfect if you want a combination of light adventure, comfort, and cultural flavor. If your idea of fun involves sailing, swimming, and tasting regional snacks without the rush of big-group tours, you’ll likely enjoy this trip.

It’s also a good choice for those traveling with a small group or looking for a special, intimate activity—ideal for couples, friends, or small families. Keep in mind that because it’s private, it might be more suited to those seeking a more exclusive experience than a large, shared tour.

Final Thoughts

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - Final Thoughts

If you’re looking to see São Miguel from a different vantage point, this private sailboat cruise offers a lovely blend of scenery, activity, and local flavor. The knowledgeable guides, the chance to sail or simply relax, and the scenic stops at Caloura make it a well-rounded option for a half-day adventure.

While it’s not a high-octane activity or a full-day excursion, its strength lies in its intimacy and the quality of the experience. The reviews confirm that many travelers find it a worthwhile splurge—highlighting the friendliness of the crew, the beauty of the waters, and the delicious regional snacks.

For those who love being on the water, enjoy a relaxed pace, and want a personal touch, this tour could become one of the highlights of your trip to São Miguel.

✨ Book This Experience

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks



4.8

(17 reviews)

“During my recent trip to the Azores, I had an unforgettable experience sailing on a yacht. The crew, including a charming skipper and knowledgeable…”

— Radosaw, October 21, 2024

FAQ

Ponta Delgada: Private Sailboat Cruise with Drinks & Snacks - FAQ

Is this tour suitable for children?
While the tour is private and can be flexible, it’s best suited for families or groups comfortable with being on a boat for several hours. Check with the provider if you have young children, as the waters and boat environment might require supervision.

What languages do the guides speak?
Guides speak English, French, and Portuguese, making the tour accessible for most travelers.

What’s included in the price?
The cost includes a 4-hour boat trip, the technical crew, embarkation and disembarkation at Ponta Delgada Marina, welcome drinks, snacks, life jackets, and snorkeling equipment.

Can I participate in sailing?
Yes, the tour offers the opportunity to come sail at the helm if you’re interested, making it more interactive.

Are meals included?
No, the tour does not include a full meal but offers regional snacks and drinks. There is an optional Azores Tasting Special Menu available separately.

How long is the trip?
The experience lasts approximately 4 hours, with the itinerary including stops at Caloura and scenic sailing.

Where do I meet the tour?
You meet at the access gate to the marina pontoons, next to the reception desk at Portas do Mar marina in Ponta Delgada.

What’s the weather like?
The tour is weather-dependent, and it’s best to check the forecast. Slight changes to the schedule or route may occur if conditions aren’t ideal.

Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund, giving you flexibility if your plans change.

In the end, this private sailing trip offers a peaceful, scenic escape with a personal touch—a genuine way to see the coast of São Miguel, enjoy the waters, and savor regional flavors. Whether you’re a sailing enthusiast or just looking for a relaxing day on the sea, it’s worth considering for your Azores itinerary.

You can check availability for your dates here: