Discover the Best Wine, Food and Cultural Day Tours

Explore Sideways is the leader in exclusive, highly curated private tours of Cape Town and its surrounding winelands. Enjoy a fun filled and informative day as your personal Sideways specialist guide escorts you into the hidden gems of Cape TownStellenbosch, Franschhoek, ConstantiaCape Point, Hemel-en-Aarde, or any of the numerous bucket list locations in the Cape. Each unique experience is tailored to individual preferences and brings unprecedented insider knowledge and access. 


Don't Know Which Tour to Choose?

That's OK! We're the experts. Let us recommend the perfect tour for you.

You’ll Love Exploring Sideways

Get off the beaten track and uncover the hidden gems and hot spots of the Cape with your local, specialist guide.


  • Unique full day and half day tours of Cape Town and the winelands
  • Private tours with your choice of 12 language guides (free upon request)
  • Fully customisable experiences and a selection of over 24 curated tours to choose from
  • Pickup and drop-off at your accommodation in and around Cape Town
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Why Book With Us

Looking for the perfect tour? We’d love to help!

Email us at  or call us at +27 (0)79 607 1978

Immersive Travel Experiences

Immersive travel allows you to experience a city like a local – introducing you to people and places not found in a guidebook. 

On-the-day Customisation

Each private tour allows you the flexibility to make day-of itinerary changes based on your mood and preferences.

Passionate Specialist Guides

We’ll match make you with one of our 35 specialist guides. 12 different language guides available on request.

No Hidden Costs

All fees and planned activities are included in the cost, taking the worry out of travelling.

Featured In

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Get in Touch!

+27 079 6071978 or +27 021 2016424