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.
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.
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.
how we work
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.
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
Exclusivity comes standard. Your escape is yours alone, with no crowds, no strangers, and complete freedom to explore in your own way.
languages
Connection is key. Our multilingual guides ensure your encounters feel natural, made for you, and culturally engaging from start to finish.
- 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
