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Experience the stunning south coast of São Miguel on a private sailboat trip, with dolphin sightings, swimming, and spectacular island views—all in a single day.
Sailboat trip from Ponta Delgada: A detailed review of this top-rated Azores adventure
Looking for a way to appreciate the natural beauty of São Miguel from a truly unique perspective? This private sailboat tour from Ponta Delgada offers just that—calm, scenic sailing along the island’s south coast, with opportunities for swimming, snorkeling, and dolphin watching. With a consistent 5-star rating from travelers and an intimate group size of up to six, it’s clear this experience is well-loved by those who want a blend of adventure and relaxation.
What really sets this trip apart? The chance to take the wheel (if you’re feeling confident), the chance to see playful dolphins, and the relaxed pace that allows for plenty of swimming and soaking in the views. A small detail that travelers appreciate: the boat is described as spotless and well-maintained, and the hosts are knowledgeable and friendly.
A potential consideration? The trip duration varies from 4 to 8 hours, so you’ll want to be prepared for a full day on the water—though some may find that a long enough window to truly enjoy everything on offer. This tour is best suited for those looking for an authentic, laid-back sailing adventure that balances fun, scenery, and the chance to connect with nature.


More ways to experience Sao Miguel from the water include these boat tours
The adventure begins at the Marina Ponta Delgada, conveniently located near public transportation, making it easy to find. The marina serves as the perfect launch pad for exploring São Miguel’s coast, with the boat ready and waiting for your departure. The mobile ticket ensures smooth check-in, and since the tour is private, you and your small group will have plenty of space and personalized attention.
Once on board, the crew will set sail along the coast of São Miguel, offering a chance to enjoy the island from a different angle. The highlight for many is passing by the Ilheu de Vila Franca do Campo, a tiny, volcanic islet famous for its stunning natural beauty, often visible as a dramatic backdrop during the ride. Travelers report that the views of the island are idyllic, providing countless photo opportunities.
Depending on weather and wind conditions, the trip might include sailing along the coast or simply cruising without worries, making it an ideal experience whether you’re seeking adventure or a peaceful cruise. The hosts are skilled at adjusting the pace, so if the wind is decent, you’ll get some great sailing moments, and if not, the focus shifts to enjoying the scenery and the company.
One of the most memorable parts? The dolphin sightings. Reviewers mention that dolphins are often plentiful and playful, jumping out of the water and darting alongside the boat—something you won’t want to miss. The crew’s local knowledge and experience mean they’re good at tracking marine life, adding an extra layer of excitement to the day.
After some sailing, the boat can anchor in one of the calm bays—perfect for a refreshing swim in crystal-clear waters. Reviewers mention that Ramona always ensures there’s plenty to eat and drink, making the break even more enjoyable. The water is described as refreshing, ideal for beating the summer heat or simply cooling off after some active swimming or snorkeling.
Besides swimming, many travelers take advantage of the snorkeling gear or even try Paddle SUP—both are offered as part of the experience. These activities allow you to explore the underwater world or just float peacefully in the bay, adding to the day’s variety.
As the trip winds down, you’ll head back to Ponta Delgada, with many feeling that the experience exceeded expectations. Reviewers like Cammie highlight that the 8-hour cruise allowed plenty of time for swimming, sailing, and soaking in the views, making it the best day of their vacation.

Pricing at $449.43 for up to six people makes this a relatively affordable luxury, especially considering the personalized nature of the tour. The cost covers the use of the boat, a knowledgeable crew, and all activities including swimming and snorkeling gear. Travelers note the good value given the length and quality of the experience.
Since the tour is weather-dependent, flexible rescheduling or full refunds are available if conditions aren’t suitable. The small group size means you’ll enjoy a more intimate experience, with personalized attention from Vasco and Ramona, who are praised for their friendly, helpful demeanor and sailing expertise.

If you’re seeking a relaxed yet adventurous day on the water, with opportunities to see dolphins and enjoy the island’s stunning coast from a different perspective, this tour hits the mark. It offers a blend of sailing, wildlife spotting, swimming, and storytelling, making it suitable for couples, families, or small groups of friends.
The experience is especially appealing if you love authentic, intimate excursions rather than large-group tours. You’ll appreciate the chance to take the wheel (if you want), and the hosts’ local knowledge adds depth to this scenic voyage.

This sailboat trip from Ponta Delgada is a prime example of how small-scale, well-organized tours can create memorable travel moments. It offers a beautiful, personalized way to explore São Miguel’s coast, with the added bonus of dolphin sightings and water activities in crystal-clear bays.
The friendly hosts, pristine boat, and breathtaking scenery combine to deliver an experience that’s worth the price. For travelers craving an authentic, relaxing day on the water—whether to unwind, explore marine life, or enjoy some sailing—the Azores’ coastline awaits.
This tour is best suited for those who value comfort, authenticity, and nature—perfect for a tranquil day that promises both fun and a sense of discovery.
“What a fabulous time we had! They let Jack take the wheel! The dolphins were plentiful and playful jumping out of the water. The weather was great…”

How many people can participate?
Up to six people can join per booking, making it ideal for small groups or families.
What is included in the price?
The price covers the private boat, the sailing experience, and activities like swimming, snorkeling, or paddleboarding. Food and drinks are also provided on board.
What is the duration of the tour?
The tour lasts between 4 to 8 hours, allowing some flexibility depending on your preferences and weather conditions.
Where does the tour start and end?
It begins and ends at Marina Ponta Delgada, which is near public transportation.
Is this tour suitable for children?
Most travelers can participate, and with a small group, it’s suitable for families, though parents should consider children’s swimming abilities.
What should I bring?
Bring swimwear, towels, sun protection, and perhaps a hat or sunglasses. The crew provides snorkeling gear and paddleboards.
What if the weather is poor?
The tour requires good weather. If canceled due to bad weather, you’ll be offered a different date or a full refund.
Can I take control of the boat?
Yes, Vasco sometimes allows guests to take the wheel, which is a highlight for many.
Are there any additional costs?
No, all activities and amenities included are covered within the price unless you opt for extras.
Do I need to book in advance?
Yes, travelers typically book about 55 days ahead, as the tour is popular and in demand.
In all, this sailboat trip from Ponta Delgada offers an authentic, flexible, and scenic way to experience São Miguel’s coast—perfect for those who want a day filled with sun, sea, and spectacular views.