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.
+27 (079) 6071978
Explore the Most Popular Tours and unique Experiences
Why book with us
Immerse yourself in original and authentic experiences. Meet the locals, go off the beaten track and experience places not found any guidebooks.
All itineraries are carefully crafted to offer exceptional touring, with a range of bespoke experiences and flexibility to customise any day.
All guides are specialists in their respective fields, having intimate knowledge and insights from years of experience and application.
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.
All our experiences
- Curated Cape Town City Tour
- Best Views of the Cape – Peninsula Tour & Tasting
- Best of the Cape Winelands (Stellenbosch & Franschhoek)
- Great Whites & Great Wines – Shark Cage Diving & Wine Tasting
- Whale Watching & Hermanus Wine Tour (seasonal)
- Insider Shopping Safari – Cape Town Shopping Expedition
- Half Day Private Wine Tour
- Half Day Private City Tour
- Winelands Equestrian Adventure – Horse Riding & Wine
- Zipping & Sipping – Constantia Adrenaline Adventure
- Surf & Sip Around the Cape
- Cape Town History Tour
- Winelands Sip & Cycle Safari
- Township Tour & Street Art Walking Tou
- Marvelous MCC Bubbly Tour
- Exclusive Golf Experience in the Western Cape
- Table Mountain 4×4 Wine Safari
- Exclusive Stellenbosch Wine Tour & Tasting
- Ultimate Foodie Tour in Franschhoek
- Best of Fabulous Franschhoek Wine Tour & Tasting
- Cheese Lovers’ Experience in the Winelands
- Gourmet Food & Wine Tour in Stellenbosch
- Craft Beer, Barley, and Hops – Private Cape Town Tour
- Best of Hemel-en-Aarde Cool Climate Wine Valley
- Best of Historic Constantia Wine Valley
- The Big & The Bold – Red Wine Lovers’ Tour
- Organic & Biodynamic Wine Experience
- Glorious Gardens & Wine Tour
- The Perfect Romance Tour in the Winelands
- Cape Town City Foodie Tour
- Family Fun & Furry Friends – Family Day in the Winelands
- Wildlife Safari & Wine Tasting
- Jet Ski Adreneline Adventure in Cape Town
- Private Sunset Boat Cruise with Sundowners
- Cape Town Scenic Sailing Adventure