Enjoy the World’s Best Wine, Food, Adventure & 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 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
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
Explore the Most Popular Tours and unique Experiences
Why book with us
Immersive Travel Experiences
Immersive travel allows you to experience a destination like a local. Explore Sideways will introduce you to people and places not typically found online or in a guidebook and take you off the beaten track for original and authentic experiences, immersing you in your surroundings as you go.
On-the-ground Experts
The Explore Sideways team of dedicated, experienced consultants are always on the lookout for new, exciting experiences and are constantly updating our most popular itineraries so you always get the freshest experiences available. Being ‘in-the-know’ is part of our DNA.
Tailor-made Itineraries
Booking with Explore Sideways allows you the flexibility to make changes to your itinerary before and during your tour based on your mood, preferences and requirements.
Local, Specialist Guides
All of the Explore Sideways guides are chosen for their knowledge, passion and experience in the industry. Your particular guide is selected for you based on your profile and your itinerary so you always get the right person for the job.
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