Sailing in the Azores — Small-Group Catamaran Trips | SailZen

Multi-Day Sailing Trips

Explore the Islands at your own rhythm

Our experienced crew will lead you with safety and confidence toward your perfect journey. Whether you are a family seeking memorable moments, friends in search of adventure – we create the trip around your goals. Browse available multi-day sailing trips in the Azores — 2-day getaways to 10-day liveaboard voyages.

Day-Tours in São Miguel

Full-day, half-day, or sunset

Enjoy a sailing tour on the south coast of São Miguel island in comfort. Sail, swim, and go snorkeling in a beautiful anchorage with a close view of the islet of Vila Franca do Campo or sail far away from land. See all São Miguel sailing tours.

SAILING THE AZORES

Crewed yacht charter

Professional captain and cook/mate

Our priority is to guide you safely around the islands and experience this adventure in a familiar environment. As we remain professionals, we do everything we can to provide you with a spectacular experience at sea and on land.

Azores sailing adventure

Feel the freedom of following the wind

When we leave the port, you will see the different shades of blue between the ocean and the sky. The stars, the moon and the sun with the sails above you. Nothing but time to dive into the wilderness and enjoy.

SailZen Sailing Adventure

Responsible ECO-Tourism

Azores Tourism Sustainability

Our trips are filled with positive energy from the environment we sail in. Between the ocean, cetaceans, pelagic species, birds, and the majestic submarine mountains that emerge from the Dolphin Ridge in the North Atlantic, we respect the environment and its culture and share life within this magnificent ecosystem.

Sail the North Atlantic

OCEANIC Long Passages sailing

Our home base is sailing the Azores every summer, but we’re also interested in mile-building trips, non-qualified sail training, and oceanic experience between the Azores and Madeira. Sign up for our newsletter in the footer below, and you could be on one of these adventures one day.

Why would you join us sailing?

SailZen reviews & testimonials

You can read more reviews at Google Business, Facebook or Trip Advisor to get to know what our wonderful passengers have shared about their experiences during our trips.

      EXCELLENT  
   Based on 77 reviews 
    
 
 
 
   
 
 
       Posted on Tripadvisor  
   
   Elijah D 
 
 
 
 Verified Amazing catamaran tour!
Andre and Kiara made it an amazing experience. 10/10 recommend everyone to do this!
  
 
      Posted on Tripadvisor  
   
   Miah C 
 
 
 
 Verified Great family experience
We had an amazing experience on this 7-hour boat tour! From the moment we stepped aboard, the captain and the dock hand made us feel welcome with their friendly, professional attitudes. They went above and beyond to make sure everyone was comfortable and having a great time. The captain took us to some absolutely beautiful spots that we never would have found on our own, and each stop was better than the last. You could tell they genuinely cared about giving everyone the best possible experience. If you’re looking for a fun, relaxing, and unforgettable day on the water, I can’t recommend this tour enough. Huge thanks to the captain and dock hand for making it such a memorable part of our trip—we would absolutely do it again!
  
 
      Posted on Tripadvisor  
   
   Derek C 
 
 
 
 Verified Amazing Day !!!
Amazing Experience for the day Highly recommend a 7 hr private rental, and extremely accommodating and very friendly Great Family and Friends experience Will definitely be back next time on the islands A must do for sure
  
 
      Posted on Tripadvisor  
   
   Iuliia K 
 
 
 
 Verified Wonderful Sailing, Wonderful People
An unforgettable experience from start to finish! André and Kyara were fantastic - friendly, welcoming, and made everyone feel at ease. The whole trip had such a relaxed atmosphere and was the perfect way to spend my last day on São Miguel. Wishing this new company every success! Highly recommended!
  
 
      Posted on Tripadvisor  
   
   Tiffany K 
 
 
 
 Verified Amazing
Amazing crew and experience. Andre and Kirara really took time to connect with my family and make our first ever sailing trip a lasting memory.
  
 
      Posted on Tripadvisor  
   
   Cameron H 
 
 
 
 Verified Best day one the water with SailZen!!!
We had such a special day on this Beautiful sailboat!! Our captain Andre and his incredible crew made us feel so at home. We had 15 people, three generations aged 10-90! We all had a blast! Highly recommend SailZen for a great day on the waters of Sao Miguel!!!
  
 
      Posted on Tripadvisor  
   
   mimarella1826 
 
 
 
 Verified More Than a Boat Tour — A True Azores Experience
My friends and I had an absolutely outstanding experience aboard SailZen catamaran in the Azores. From the moment we stepped on board, it was clear that every detail had been thoughtfully considered. Captain André and his first mate, Chiara, were exceptional hosts. André's deep knowledge of the islands added so much to the experience—he shared fascinating history and local insights that gave us a greater appreciation for the Azores. His passion for the region is evident and contagious. The catamaran itself was immaculate, comfortable, and beautifully maintained. The food served on board was fresh and delicious. Throughout the day, André and Chiara anticipated every need, ensuring that we were comfortable, informed, and thoroughly enjoying ourselves. What made this excursion truly special was the level of care and professionalism they brought to every aspect of the trip. It felt less like a charter and more like spending the day with friends who genuinely wanted us to experience the very best of the Azores. If you're considering a catamaran excursion in the Azores, do not hesitate to book with André. This was one of the highlights of our trip, and I cannot recommend them highly enough.
  
 
      Posted on Tripadvisor  
   
   Carlota N 
 
 
 
 Verified family fun time
really nice crew, andre shares all kinds of facts and history about the island, the food was delicious and they were all super kind :)
  
 
      Posted on Tripadvisor  
   
   KaMu88 
 
 
 
 Verified Do not miss this!
Our trip with Andre and Keara (sorry for possibly misspelling her name) was outstanding. We met the sailboat right on time at the marina at Vila do Franco for our sunset cruise. After boarding and some safety reminders, we headed out. The drinks and local cheese and spreads were delicious. We learned so much about the area and about life on Sao Miguel. Not only were they great captain and first mate, they were also fun DJs playing tunes that got us up dancing as we watched the sun go down. While you're in the area, you can get some delicious Queijada De Vila Do Campo (yummy tarts)!
  
 
      Posted on Tripadvisor  
   
   Mary Laci M 
 
 
 
 Verified BEST tour booked our entire trip
That was by far the BEST boat cruise I have ever taken. If you are in São Miguel you HAVE to book sailzen. I would come back to this island just to take this boat tour.
  
 
  
  
 
 
     Verified by Trustindex  Trustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more

Contact Us