Book Tour
Adventure & Wellness

Zipping & Sipping – Elgin Ziplining & Wine Tour

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

From / person
  • Full Day Private Tour
Book Tour
Adventure & Wellness

Sip & Cycle Winelands Tour

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

From / person
  • Full Day Private Tour
Book Tour
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.

From / person
  • Full Day Private Tour
Book Tour
Wine & Food

Winelands Horse Riding Adventure

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

From / person
  • Full Day Private Tour
Book Tour
Wine & Food

Wildlife Safari & Winelands Adventure Tour

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

From / person
  • 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.
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.
+
Private Tours
+
Curated Experiences
+
Languages Available
+
Specialist Guides