Windward Travel Club

Beyond five stars


The Windward way

Windward Travel is the answer to the long and continuous quest of travelers around the world for the perfect vacation. The passion for exquisite travel has been our core value since our founding in 2012.

Our team is comprised of experts from the travel and leisure industry with many years of experience in providing memorable vacations to clients all over the world.

Windward Travel Club

Breathtaking Properties

Our portfolio of properties has been gathered over time and is selected to ensure top locations within their respective destinations, ease of access and 5-star quality through an exclusive boutique touch.

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Dedicated Staff

Our experienced staff offers members award-winning 24/7 support so that their vacation can be a peaceful time for pure enjoyment.


Among Friends

We go above and beyond expectations in order reassure our members that they are in the right club.

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Unmatched satisfaction

Our client base is comprised of people with a taste for the finer things in life who don’t make compromise when it comes to their much needed personal time.

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Caribbean Enchantment

Enjoy a unique view of the ocean while having all other needs taken care of. 4 bedrooms are available for your friends, family or business associates...


Côte d'Azur

In English we refer to it as the French Riviera, the Mediterranean coastline of France, known for its beautiful beaches and amazing scenery. Find every...


The Alpha Mansion

If you are looking for extreme privacy and seclusion while at the same time remaining close to all possible amenities, then look no further...


Why Windward?

“Windward Travel Club has changed the way in which our family travels! No more complicated organizing - we just call their team and shortly we find ourselves in a private stress­free paradise”

Jacob Anderson
(Member since 2013)

“Amazing properties! Whether I feel like diving in the ocean or a Swiss skiing trip, Windward Travel Club has it all!”

Peter Sjögren
(Member since 2015)

“The Windward Travel Club team made a fascinating job organizing our wedding anniversary trip. We will remember the astonishing property and the personal service!”

Elena Riley
(Member since 2014)