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Sailing Experiences and Tours

Sailing Experience | Snorkeling | Meals | Stand Up Paddle

Motorboat Tours

Fast Rigid-Hull Inflatable Boat (RHIB)

Explore the South Coast of São Miguel Island | Snorkeling | Seascooters | Stand Up Paddle Board | Discover Remote Beaches

"Water toys"

Motorboat Rental Without Crew

Rigid-Hull Inflatable Boat (RHIB)

Be the captain yourself (License required)

Water Sports Equipment Rental

Snorkeling Equipment, Seascooters, Stand Up Paddle Boards, Life Jackets, Wetsuits, Wakeboards, Knee Boards, Diving Masks, and Fins.

Multi Days Charter

Long-term rentals with skipper, between islands, with an itinerary to be defined.

Sailing Experiences and Tours

Sailing Experience | Snorkeling | Meals | Stand Up Paddle

Motorboat Tours

Fast Rigid-Hull Inflatable Boat (RHIB)

Explore the South Coast of São Miguel Island | Snorkeling | Seascooters | Stand Up Paddle Board | Discover Remote Beaches

"Water toys"

Motorboat Rental Without Crew

Rigid-Hull Inflatable Boat (RHIB)

Be the captain yourself (License required)

Water Sports Equipment Rental

Snorkeling Equipment, Seascooters, Stand Up Paddle Boards, Life Jackets, Wetsuits, Wakeboards, Knee Boards, Diving Masks, and Fins.

Multi Days Charter

Long-term rentals with skipper, between islands, with an itinerary to be defined.

O Passeio de Vela nos Açores

Prova Açores | Stand Up Paddle | Snoker | Pescaria

About Us

Since 2015, offering unique experiences to our clients…

SAILINGSIDE specializes in sailing and motorboat tours, providing our clients with moments of leisure, adventure, and connection with nature. With an unwavering commitment to quality and safety, we ensure that each experience is tailored to meet your expectations.

We also offer ideal experiences for groups and special celebrations. From romantic getaways to corporate events, we customize every experience to create unforgettable memories.

Sail through calm waters, feel the breeze on your face, and discover the serenity that only sailing can offer—perfect for those looking to relax or connect with nature.

For those who prefer speed and excitement, our motorboat tours promise adrenaline and stunning views, along with water activities.

Come sail with us and discover the beauty of the sea in a completely new way! Book your experience today and become a part of our story!

Fleet

Ilha São Jorge

Boat Model: Bavaria Model: 44-4

Maria Pia

Boat Model: Jeanneau SO 379 Yacht

Três Pedras

Boat Model: Hydrosport sundeck 737

Testimonials

Publicado em Google Google
Karen Allison profile picture
Karen Allison
27/10/2024
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
The sunset cruise was very personal. It was an outstanding last day. They shared lots of history. They provided pictures for us. The wine and the local food was delicious, it made it extra special. We would definitely do this again if we came back. But only with them😊
Publicado em Google Google
Andrea Nelson profile picture
Andrea Nelson
15/07/2024
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
We had a perfect afternoon on the water. Miguel and Andre were attentive and ensured that we were comfortable. We were lucky enough to see a large pod of dolphins during our trip as well. Great experience!
Publicado em Google Google
Paul Ercolano profile picture
Paul Ercolano
26/06/2024
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
Awesome experience and saw tons of dolphins during our sunset trip
Publicado em Google Google
Susan Seiler profile picture
Susan Seiler
25/05/2024
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
Great time. Very knowledgeable crew/captain of sailing, island, marine life, birds. Very nice appetizers. Perfect outing! Thx.
Publicado em Google Google
jose dalte profile picture
jose dalte
06/05/2024
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
Ótima experiência. Optamos pela tour de Sunset, 3h de passeio em que observamos uma parte da Costa da Ilha de São Miguel e depois velejamos “mar a dentro” para nos posicionarmos para um óptimo Sunset. Os golfinhos são a cereja no topo do bolo. Grande abraço a esta equipa super profissional.
Publicado em Google Google
Eddie and Luda profile picture
Eddie and Luda
15/10/2023
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
Gray fishing trip
Publicado em Google Google
Henry Aratow profile picture
Henry Aratow
22/09/2023
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
Captain Pedro and 1st mate Miguel were wonderful and made our full day sail an amazing day. Both had extensive knowledge of the island and were perfect hosts. Do yourself a favor and book with Sailingside!
Publicado em Google Google
Olivia Brewer profile picture
Olivia Brewer
16/09/2023
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
My husband and I went on a private sailing day with Sailingside for the last day of our honeymoon and it was truly the highlight of the trip. Pablo and Manuel were such fantastic hosts - sharing with us details about the island, and allowing us ample time to explore the islet. We loved every second of our tour and couldn't recommend this amazing company enough!
Publicado em Google Google
Hannah Crement profile picture
Hannah Crement
09/09/2023
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifica se a fonte original da avaliação é Google.
We had an amazing experience with Sailingside. The crew was kind and knowledgeable and provided and intimate experience. We would definitely recommend!
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