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Art & Culture

Glorious Gardens & Wine Tour

Explore some of the most beautiful and historic gardens in the Cape - celebrated for its breathtaking views and lush greenery.

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  • Full Day Private Tour
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Adventure & Wellness

Whales & Wine Hermanus Tour (seasonal)

Spot the majestic Southern Right whale on the Whale Route and taste world class wine in the renowned Hermanus region.

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  • Full Day Private Tour

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Tour Collections

Discover our portfolio of unique experiences

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Tick off your list with a unique Sideways twist.
Wine & Food
Indulge your palate with fine wines and world-class cuisines.
Art & Culture
Rich art experiences and local culture immersions.
Adventure & Wellness
Fun encounters and pampered sunsets.
Family-Friendly
Adventures and fun for the whole family.
Romantic Getaways
The perfect romantic escapes just for two.

Why Book With Us

PRIVATE TOURS & EXPERIENCES
All our tours & experiences are provided in a private vehicle & with your own personal guide.
SPECIALIST GUIDES
All our guides are specialists in their respective fields with years of valuable experience & knowledge.
SIDEWAYS APPROVED
Every one of our tours & experiences has been curated & approved by our team of local experts.
FLEXIBLE & PERSONALISED
All our tours are flexible & can be tailored to suit your unique personal preference & taste.
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Private Tours
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Curated Experiences
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Languages Available
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Specialist Guides