Customized Experiences in South Africa & Portugal

Explore Sideways is the leader in unique and fully customized food, wine, arts and culture experiences in South Africa & Portugal. We offer insider knowledge, exclusive access and personalized itinerary curation that is unprecedented and unsurpassed.

We develop experiential travel programs that are creative and seamless in order to provide guests with a lasting impression of the beautiful destinations we operate in.

South Africa Itinerary

Welcome to South Africa

A land of rugged beauty, unique wildlife, diverse cultures, friendly faces, opulent vistas and world class wine and cuisine. With such a range of incredible choices it can be hard to know where to begin, that’s where we come in. Explore Sideways takes all these ingredients and distills them into a lifetime travel experience.

Explore Sideways By Numbers

Private Tours
Curated Experiences
Happy Guests
Wine Tastings