Enjoy the World’s Best Wine, Food, Adventure & Culture Tours

Explore Sideways is the leader in curating immersive food & wine tours of Cape Town and its surrounding areas. Enjoy enriching and memorable experiences, as highly qualified specialists introduce you to the hidden gems of Cape Town, Stellenbosch, Franschhoek, Constantia, Cape Point, Hemel-en-Aarde and beyond. Each experience is tailored to individual tastes and preferences and provides exclusive access to the most inspiring people and magical places in and around the Cape.

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+27 (079) 6071978

FOOD & WINE TOURS

CAPE TOWN BUCKET LIST TOURS

OUTDOOR & ADVENTURE TOURS

ART, CULTURE & SHOPPING TOURS

Design a tailor-made experience

Allow us to tailor-made a trip around your own personal interests and travel desires at no extra cost.

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 including pickup and drop-off at your accommodation in and around Cape Town
  • Fully customisable experiences and a selection of over 24 curated tours
  • Bespoke experiences can be incorporated into any tailor-made itinerary

Explore the Most Popular Tours and unique Experiences

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Exclusive Stellenbosch Wine Tour & Tasting

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Great Whites & Great Wines – Shark Cage Diving & Wine Tasting

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Ultimate Foodie Tour in Franschhoek

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Insider Shopping Safari – Curated Cape Town Shopping Expedition

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Boutique, Bespoke Wine Tour

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Township Tour & Street Art Walking Tour

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Best of Fabulous Franschhoek Wine Tour & Tasting

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Whale Watching & Hermanus Wine Tour (Seasonal)

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Cape Town City Foodie Tour

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Winelands Equestrian Adventure- Horse Riding & Wine

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Private Sunset Boat Cruise with Sundowners

From: R24,000
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Best Views of the Cape – Cape Point, Peninsula Tour & Tasting

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Why book with us

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Immersive Travel Experiences

Immersive travel allows you to experience a destination like a local. Explore Sideways will introduce you to people and places not typically found online or in a guidebook and take you off the beaten track for original and authentic experiences, immersing you in your surroundings as you go.

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On-the-ground Experts

The Explore Sideways team of dedicated, experienced consultants are always on the lookout for new, exciting experiences and are constantly updating our most popular itineraries so you always get the freshest experiences available. Being ‘in-the-know’ is part of our DNA.

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Tailor-made Itineraries

Booking with Explore Sideways allows you the flexibility to make changes to your itinerary before and during your tour based on your mood, preferences and requirements.

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Local, Specialist Guides

All of the Explore Sideways guides are chosen for their knowledge, passion and experience in the industry. Your particular guide is selected for you based on your profile and your itinerary so you always get the right person for the job.

All our experiences