Adventure & Wellness

Adventure and Wellness are equal parts of any Explorer’s mindset. Whether you’re simply looking to put your feet up or go on a high-flying adrenaline adventure, you’ve come to the right place. Our private adventure & wellness tours will give you an experience of a lifetime or leave you feeling holistic and well-rested.

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

Experience an adrenaline pumping day cage diving with great white sharks followed by a leisurely lunch and wine tasting

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Full Day Private Tour

Zipping & Sipping – Elgin Ziplining & Wine Tour

Zip above the tree tops in the picturesque Elgin area over waterfalls and valleys followed by wine tastings

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Full Day Private Tour

Sip & Cycle Winelands Tour

Join us for a fun filled day of bicycling through the picturesque vineyards of the Franschhoek winelands!

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Full Day Private Tour

Sustainable & Organic Wine Experience

The wineries on this private, full-day experience are leading the charge on organic or biodynamic farming practices in South Africa.

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Full-Day Private Experience

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

Winelands Horse Riding Adventure

This tour takes you off the beaten track and out of your comfort zone - buckle up and enjoy the ride.

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Full Day Private Tour

Wildlife Safari & Winelands Adventure Tour

Giraffes, wildebeest, eagles & crocodiles – a unique, truly African experience exploring wine and animals in the South African winelands.

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Full Day Private Tour

Can’t find what you are looking for?

Let one of our experts curate a unique travel experience perfectly suited to you.

Tour Collections

Discover our portfolio of unique experiences

Iconic

Tick off your list with a unique Sideways twist.

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Wine & Food

Indulge your palate with fine wines and world-class cuisines.

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Art & Culture

Rich art experiences and local culture immersions.

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Adventure & Wellness

Fun encounters and pampered sunsets.

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Family-Friendly

Adventures and fun for the whole family.

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Romantic Getaways

The perfect romantic escapes just for two.

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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.

Private Tours

Curated Experiences

Languages Available

Specialist Guides

Can’t find what you are looking for?

Let one of our experts curate a unique travel experience perfectly suited to you.

Our Recommendations

Some of our most beloved tours and experiences

Ultimate Franschhoek Foodie & Wine Tour

Taste excellent food and superb wine from some of the best estates in South Africa’s culinary capital, Franschhoek.

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Full Day Private Tour

Family Winelands Adventure

Wine tasting and fun for parents and children. Animal encounters, grape juice tastings, jungle gyms and play areas. A great day out for the whole family.

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Full Day Private Tour

Curated Cape Town City Tour

Explore the majestic city of Cape Town and discover it's hidden gems while ticking off the best of your bucket list

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Full Day Private Tour