Explore Sideways

Through years of personal exploration and experience as passionate food and wine lovers, the Explore Sideways team have curated a collection of the most delicious, immersive and memorable itineraries this side of the equator. Whether you’re after a sunset horse ride through picturesque vineyards, an adrenaline-filled zipline through majestic ravines or simply looking for that perfect bottle of wine to take home after a day exploring the winelands – Explore Sideways know where to find it.

Why we love Explore Sideways:

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Tired of the bus tour?

A breath of fresh air for travelers who are tired of "the standard tour" and want something a little more tailored to who they are and what their interests are. Explore Sideways do things differently with their immersive, private, wine, food, art and cultural tours and experiences.

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Young, energetic and willing to try new things

At the risk of sounding very Capetonian, there is a lovely energy here and a group of people who are willing to make things work no matter how bizarre or avantgarde. In fact, the more so, the better.

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The tour is designed around you!

They prefer to get to know you a little first before assigning a fully accredited guide to your booking to ensure that they are a good match for both you and the experience.

The expert consultants and specialist guides at Explore Sideways will curate an unforgettable private experience customised to your exact interests and preferences. You’ll come away relaxed, inspired and thoroughly entertained. Their team of food, wine, and cultural insiders goes off the beaten track to ensure highly curated experiences unlike any other. All tastings and listed activities are included in the cost and are pre-arranged to perfection. Every experience is handcrafted with integrity, passion, and expertise. Each fully accredited guide is only selected once the tour is booked, ensuring a perfect match for both the person and the experience.

Our favourite day tour with Explore Sideways:

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The Cape of Good Hope and Great Wine

Embark on a wine lover’s dream holiday when you join us for a visit to some of the most celebrated wineries the Cape has on offer. Not only will you be checking off the most sought-after food and wine tasting experiences from your bucket list, but you’ll also be treated to some of the best off the beaten track tastings this side of the equator.

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Best of the Cape Peninsula Tour

Experience world-class cuisines and unique South African flavours when you step out for a dining experience to remember. Cape Town’s impressive range of cul’

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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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