For the
discerning
& curious

Crafted for the curious. Designed for those who seek meaning. Bespoke travel experiences that awaken curiosity, stir the soul, and lead you off the beaten track. Experience joy through discovery.

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about

Meaningful travel made personal. We are a luxury travel experience designer for the curious, passionate and discerning. Connecting you to extraordinary people and places through immersive, private experiences made just for you: wine, wellness, wilderness, or whatever your wanderlust leads you to.

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destination

South Africa

Discover Cape Town’s creative energy, the stillness of the winelands, Johannesburg's heritage and the wild luxury of the bush. South Africa’s stories unfold through art, nature, and taste. Explore Sideways with us.

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how we work
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curated
experiences

Nothing is pre-packaged. Every moment is carefully selected to match your interests, your pace, and what matters to you—inspiration at your fingertips. We will draw from a wide range of experiences as a starting point to create something entirely one-of-a-kind.

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Specialist Guides

Insight transforms everything. Our guides are sommeliers, conservationists, historians, and artists. Each one brings expertise and authenticity that adds richness to every encounter.

private-tours

private tours

Exclusivity comes standard. Your escape is yours alone, with no crowds, no strangers, and complete freedom to explore in your own way.

languages

languages

Connection is key. Our multilingual guides ensure your encounters feel natural, made for you, and culturally engaging from start to finish.

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video
curated experiences

Food & Wine, Art & Culture & Adventure & Wellness Tours

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  • Architect's Field Notes
  • Bucket List With A Twist
  • African Contemporary Art Week
  • The Foodie Insider
  • Curated Cape Town
  • Hidden Gems Of Winelands
  • And Many More
Want to indulge on a journey with us?
Travel With Us

Ready to indulge in a journey designed around you?