Stellenbosch Winelands, just a short drive from Cape Town, is a captivating destination where lush vineyards meet rich history, offering a blend of world-class wines, stunning landscapes, and vibrant culture. As a cornerstone of South Africa’s winemaking tradition, Stellenbosch is renowned for its picturesque estates, each with its own unique charm, inviting visitors to explore a diverse array of wines, from bold reds to crisp whites.
Overview

Beyond the wine, Stellenbosch is a haven for food lovers, with gourmet restaurants and farm-to-table experiences that celebrate local flavors. The town itself, with its oak-lined streets and historic Cape Dutch architecture, provides a welcoming and inclusive atmosphere, making it an ideal destination for queer travelers seeking both relaxation and adventure. Whether you’re strolling through vineyards, indulging in a wine tasting, or enjoying the town’s vibrant arts scene, Stellenbosch Winelands promises an unforgettable experience in the heart of the Cape’s wine country.
All Bookings are subject to availability!
Benefit from Group Discounts – (1 / 2-4 / 5-10)
Highlights
- Drive through the oldest town after Cape Town
- Tasting wine at the home of Pinotage
- Enjoying what the Stellenbosch Winelands has to offer
Itinerary
Start your day with a scenic drive from Cape Town, as you head towards the picturesque Cape Winelands. The journey offers stunning views of the mountains and vineyards, setting the tone for a day of indulgence and relaxation.

Your first stop is at JC le Roux, a renowned sparkling wine house in Stellenbosch. Here, you’ll enjoy a unique pairing experience that tantalizes your taste buds. Delight in the fusion of flavors as you sample nougat, Turkish delight, cheesecakes, and even pizza, each perfectly paired with a selection of JC le Roux’s finest bubblies. The combination of sweet treats and sparkling wine creates a playful and sophisticated experience, ideal for starting your day on a high note.
Some of the pairings at JC le Roux include a delightful selection of Nougat, Turkish delight, enticing cheesecakes, and delicious pizza combinations.

Escape to Tokara Wine Estate for a premium reserve wine tasting designed for an inclusive community that values authenticity and connection. Surrounded by breathtaking landscapes, guests are invited to savor exceptional wines in a setting that blends elegance with warmth. It’s a celebration of taste, diversity, and the joy of shared experiences.
A unique opportunity to enjoy exquisite cuisine, fine wines, and the stunning landscapes of a premier Stellenbosch vineyard

Experience the charm of Stellenbosch with a scenic drive from Cape Town to this historic town, known for its beautiful landscapes and rich heritage. Begin your visit at the Stellenbosch Village Museum, exploring restored buildings that reveal the town’s colonial past. Stroll through the oak-lined streets, admiring Cape Dutch and Victorian architecture, and visit key landmarks such as the Stellenbosch Dutch Reformed Church. Enjoy a leisurely lunch at a local café or restaurant, savoring delicious, locally-sourced dishes. Explore the vibrant Stellenbosch University campus, then indulge in a wine tasting at a nearby estate, sampling renowned local wines. Conclude your visit with a browse through local art galleries and boutique shops, before returning to Cape Town, enriched by the blend of history, culture, and the welcoming atmosphere of Stellenbosch.
A vertical tasting experience of vintage and flagship wines.

St. Helena’s in Stellenbosch offers an exquisite dining experience, nestled within the historical walls of The Coopmanshuijs. This restaurant is renowned for its top-tier cuisine, harmonizing local flavors with modern culinary artistry. As guests dine, they’re embraced by the rich history of the Coopmanshuijs, a storied heritage building that adds an enchanting charm to this culinary gem in the heart of the Cape Winelands.

After lunch, head to Waterford Estate for a refined wine tasting experience. Here, you’ll participate in a vertical tasting, exploring the depth and complexity of Waterford’s signature wines. Savor three vintages of their Cabernet Sauvignon and Kevin Arnold Shiraz, alongside their flagship wine, The Jem. This tasting is a true celebration of South African winemaking excellence, offering a deeper understanding of the craft behind each bottle.
As the day winds down, enjoy a relaxing drive back to Cape Town, reflecting on the culinary delights and fine wines you’ve experienced. This day of indulgence in the Cape Winelands is sure to leave you with lasting memories and a desire to return.
The Cost Includes
- JC Leroux - Nougat and Bubbly Tasting
- Tokara- Reserve Tasting
- Waterford - Reserve Wine Tasting
- Historical Town of Stellenbosch
The Cost Excludes
- Lunch - (We make the reservation - lunch at own expense)
FAQs
Smart-casual attire is recommended. Comfortable shoes are ideal for walking around the vineyards and Stellenbosch Town. The weather can be changeable, so bring a light jacket or sweater, especially in cooler months.
Not at all! This tour is designed for everyone, from wine enthusiasts to complete beginners. The expert sommeliers at each estate will guide you through the tasting process and answer any questions you may have.
The tour typically lasts around 8 hours, from 08:30 to approximately 16:00, including travel time. We aim to balance the schedule between exploration, tastings, and relaxation to ensure a fulfilling experience.
Yes, we can accommodate most dietary requirements with advance notice. Whether you’re vegan, vegetarian, gluten-free, or have specific allergies, please let us know when booking, and we’ll make the necessary arrangements.
This tour is designed for adults due to the focus on wine tasting and the sophisticated nature of the experiences. We recommend it for individuals aged 18 and above.
Absolutely! All the estates we visit offer their wines for sale, and you can buy your favorites directly from the tasting rooms. Some estates also offer shipping options if you’d like to send wines home.
Yes, the itinerary includes a guided exploration of Stellenbosch Town’s historical landmarks and vibrant cultural scene. You’ll have time to stroll through the town center, visit shops, and perhaps even pick up a souvenir or two.










































