Stellenbosch may be renowned for its university, but for most students, the moments between classes and study sessions are the ones that truly stick. As the 2025 academic year kicks off, the City of Oaks is ready to wow newcomers with its endless charm and vibrant energy.
Whether you’re a first-year student stepping into a new chapter of your life, a Stellenbosch local, or simply visiting the scenic Winelands, be sure to carve out time to explore our curated guide of Stellenbosch bucket-list-worthy experiences.
Sip and Savour at Street Soirée

When Drostdy Street transforms into a pedestrian-only haven, lined with wine barrels and the sounds of live music, you know it’s time for the Street Soirée.
These annual events bring together the best of Stellenbosch’s wine culture, offering a unique opportunity to sample local wines. With a custom tasting glass in hand, you’ll be able to sample 10 wines from 25 of the finest wineries in the Stellenbosch Wine Routes.
Alongside the tastings, you can explore a variety of wine and food stalls, enjoy live music, and take in the electric atmosphere of Stellenbosch’s historic streets.
The Street Soirée is a quintessential part of the Stellenbosch experience so don’t let it pass you by—plan ahead for the events on 12 & 26 February and 12 & 26 March.
Idyllic Hiking Spots

The Second Cross hike on Coetzenburg Mountain is the perfect fit for those looking for a quick hike that rewards you with a jaw-dropping view. It’s a favourite among students, offering a shorter but satisfying climb that leads to one of Stellenbosch’s most breathtaking sights.
Once you reach the top, you’ll be treated to sweeping views of Stellenbosch, with the town laid out below and Simonsberg rising majestically in the distance. The hike is a bit of a workout with some steep sections, but nothing too intense, making it manageable for both seasoned hikers and those just starting out.

For the more adventurous, the Jonkershoek Waterfall Hike (Tweede Waterval) is a must-do weekend adventure in Stellenbosch. This 9.8-km out-and-back trail takes you through beautiful fynbos and rocky terrain, with plenty of photo opportunities along the way.
The reward at the end is the breathtaking Tweede Waterval, where you can relax and take in the sights or even enjoy a swim in the cool, clear waters. The hike typically takes around 2 hours and 45 minutes to complete, so make sure to pack plenty of water and wear sturdy footwear for the journey.
Picnic in the Botanical Gardens

The Stellenbosch University Botanical Gardens is a great spot to relax, right in the center of town. It’s the perfect place to take a break from the usual routine, whether you’re looking for a peaceful escape or just a spot to hang out with friends.
Bring along your favourite snacks or grab a bite at the Botanical Café if you prefer to treat yourself. Once you’re there, it’s easy to find a quiet place to sit, whether that’s by the water or under the shade of a tree. The relaxed atmosphere makes it ideal for downtime between classes or simply enjoying the outdoors.
For students, entry is free with a valid student card, making it an accessible and laid-back destination.
Courtyard Café Quiz Night

For a fun and casual evening with friends, head to the Courtyard Café for their weekly quiz nights. Whether you’re a trivia buff or just in it for the laughs, these quiz nights are a staple in Stellenbosch’s social scene, offering a chance to test your knowledge in a relaxed, but lively atmosphere.
Grab a seat in the cozy courtyard, order a drink or two, and get ready for a night of friendly competition. With a mix of general knowledge questions and quirky categories, it’s always a fun challenge—plus, there are usually prizes up for grabs, so bring your A-game!
The quiz nights are a great way to unwind midweek, meet new people, and enjoy the café’s tasty food and drinks.
Sundowners at Coetzenburg

Nothing says summer in Stellenbosch like winding down with a sundowner in hand at Coetzenburg. Grab a picnic blanket, find your perfect spot, and relax with friends as the heat of the day fades away.
With a drink in hand, you’ll watch the sky transform into a stunning blend of pinks, oranges, and purples—creating the perfect backdrop for a chilled evening. The best views can be found on the hill just past Danie Craven Stadium, where you’ll have panoramic scenery of the town below and Simonsberg in the distance.
This peaceful spot offers the perfect vibe to sip, chat, and enjoy the sunset—it’s simple, serene, and a must-do before the summer ends.
Explore Art at the Rupert Museum

The Rupert Museum is a must-visit spot in Stellenbosch for those who appreciate art and culture. Located just outside the town center, this contemporary art museum boasts a diverse collection of South African and international artwork, ranging from classical pieces to modern exhibitions.
After exploring the galleries, head to the museum’s café for a relaxing break. The café offers a variety of delicious food and drinks, perfect for recharging after your visit. Whether you’re in the mood for a coffee, or a light lunch, it’s a cozy spot to relax—also a great place to get some work done.
The Rupert Museum and Café provide the perfect combination of culture, good food, and a calming environment, making it an ideal place to unwind and enjoy some of the finer things Stellenbosch has to offer.
Other Must-Visit Spots

Wine-tasting is a must for everyone visiting Stellenbosch—the wide variety of both family-friendly and pet-friendly farms on offer mean that there’s something for everyone, whether you’re a serious wine enthusiast or just looking for a laid-back afternoon with great views, good company, and delicious local flavours.
For those that don’t want to venture too far, Stellenbosch also offers an extensive selection of wine bars right in the very heart of town. With more than 11 different wine bars – and counting – to choose from, Stellenbosch now brings the estate experience to you.

Looking for a romantic date night spot? Whether you’re in the mood for an elegant multi-course dining experience, a cozy Italian feast, or a scenic picnic under the stars, Stellenbosch offers countless romantic date night spots to suit every taste.
The town also caters to diverse culinary preferences, offering both vibrant plant-based eateries and esteemed steakhouses. With such a wide variety on offer, Stellenbosch ensures a memorable meal for every preference.
And for those stressed students looking for a quick caffeine fix, Stellenbosch boasts a range of coffee shops and cafes perfect for any brew enthusiast. Whether you need a quick coffee on the go, crave the buzz of a lively café, or want to indulge in luxurious coffee tastings, the town has something on offer for you.