Book, Relax and Enjoy the Best Private Wine, Food, Adventure, Art & 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 private and 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

Design a tailor-made experience

Book private travel experiences from a range of unique touring and itinerary options:

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.

Explore the Most Popular Tours and unique Experiences

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Best Views of the Cape – Cape Point, Peninsula Tour & Tasting

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whale watching and wine tasting in hermanus

Whale Watching & Hermanus Wine Tour (Seasonal)

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Best of Fabulous Franschhoek Wine Tour & Tasting

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Boutique, Bespoke Wine Tour

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Exclusive Stellenbosch Wine Tour & Tasting

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Cape Town City Foodie Tour

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Ultimate Foodie Tour in Franschhoek

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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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Township Tour & Street Art Walking Tour

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Insider Shopping Safari – Curated Cape Town Shopping Expedition

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

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Why book with us

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Immersive Travel

Experiences

Immerse yourself in original and authentic experiences. Meet the locals, go off the beaten track and experience places not found any guidebooks.

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Tailor-made

Itineraries

All itineraries are carefully crafted to offer exceptional touring, with a range of bespoke experiences and flexibility to customise any day.

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On-the-ground

Specialist Guides

All guides are specialists in their respective fields, having intimate knowledge and insights from years of experience and application.

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Passionate Local

Experts

A team of passionate and experienced immersive travel planners, high-level experience coordinators and local experts.

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

All our experiences