Sitting at the southern tip of Africa and at the convergence of two oceans, South Africa produces some of the most astounding and unique wines in the world. Combined with the region’s incredible biodiversity and stunning landscapes, it’s no surprise that a visit to the country’s wine lands top the bucket list of so many wine lovers.

Blessed with a diverse range of terroirs, South African wine has been prized for its quality since the 17th Century. From the old bush Chenin Blanc vines of the Swartland, to the classic Bordeaux-style reds of Stellenbosch, and the crisp, modern whites of the historic Cape Peninsula, the region offers something for ever palate. Not to mention an innovative food culture that deftly combines local traditions with amazing modern twists!

Join us in South Africa for a seven-day tour of historical and culinary delights surrounded by breathtaking vineyards, stunning coastlines, and seemingly endless bottles of wine!

What's Included

  • 6 nights accommodation and breakfast in 4- and 5-star boutique hotels
  • 10 wine tastings
  • 6 lunches
  • 4 dinners
  • Red Wolf Imports Guide
  • DCanter Wine Guide
  • All of the historical tours and activities included in the itinerary
  • Ground transportation on the tours
  • Mineral water on the bus rides

What's Not Included

  • Airfare to and from Cape Town, South Africa (CPT)
  • Meals on your own
  • Hotel upgrades


Please note that spaces are limited! If you are interested in coming along, please contact us as soon as possible to avoid missing out!

Book Now


The specific activities on this schedule are tentative and subject to minor adjustments due to logistical and other practical considerations.

SUNDAY – Arrival

We’ll meet at our waterfront hotel in the Camps Bay neighborhood of Cape Town with a relaxing evening of drinks and a casual dinner featuring highlights of the local cuisine.

  • Welcome drinks at our hotel
  • Casual welcome dinner with wine

MONDAY – Cape Town

On our first full day together, we will take in the sights of the vibrant city of Cape Town. We’ll take in history at Robben Island, explore Table Mountain, and maybe even greet some penguins. Our evening concludes on a high note with dinner at one of the world’s top restaurants.

  • Guided tour of Cape Town, including Robben Island, Table Mountain, and maybe even a penguin sighting or two
  • Casual lunch
  • Fine dining at one of the world's top restaurants

TUESDAY – Constantia & the Cape Peninsula

The wines of Constantia have been famous for centuries. Jane Austin wrote that a wine from the region could cure a lonely heart, and Napoleon took some with him into exile. We will visit several fine wineries together, taste their wines, and explore where South Africa’s wine industry began.

  • Mid-morning tasting at a boutique winery
  • Lunch and tasting at a classic Constantia winery
  • Afternoon tasting and winery visit
  • Free evening with dinner on your own

WEDNESDAY – Stellenbosch

We say goodbye to the cosmopolitan surroundings of Cape Town and make our way to the wine lands of Stellenbosch, the most famous of South Africa’s wine regions and home to stellar Bordeaux-style blends. We’ll enjoy a late morning tasting at a boutique organic winery followed by a traditional South African braai lunch at a family-run estate. We’ll check into a luxurious bed and breakfast inn with stunning views of the surrounding vineyards and mountain ranges. After some time to relax, we’ll conclude the evening with a classic wine country dinner featuring local favorites.

  • Check-out of our hotel in Cape Town
  • Late-morning tasting at a boutique organic winery
  • Traditional braai lunch and tasting at a highly regarded Stellenbosch winery
  • Check-in to our hotel in the Stellenbosch wine country
  • Dinner with wine featuring the cuisine with a local spin on wine country classics

THURSDAY – Paarl & Franschoek

We head north from Stellenbosch to the regions of Paarl and Franschoek where Syrah, Cabernet Sauvignon, and Chenin Blanc take center stage. We’ll visit one of the oldest Cape Dutch farms, featuring incredible biodiversity, and one of the region’s top restaurants.

  • Late-morning tasting at a top Franschoek winery
  • Farm-to-table seasonal lunch and vineyard tour at an organic Cape Dutch farm
  • Free evening with dinner on your own

FRIDAY – Wellington & Breedekloof

Continuing inland, we make our way to Wellington, famous for its Chenin Blanc, and to Breedekloof, a hotspot for South Africa’s new generation of winemakers. We’ll enjoy a morning tasting with one of the country’s top sommeliers and most famous winemakers. The day continues with a light lunch, tasting, and safari through the winery’s own nature preserve. We conclude our eventful day with a farewell dinner at one of the region’s top restaurants.

  • Mid-morning tasting with a top sommelier and winemaker
  • Light lunch, tasting and safari through a winery's nature preserve
  • Farewell dinner featuring an elevated and modern take on classic South African cuisine

SATURDAY – Stellenbosch & Departure

Our final day together will bring a lowkey, relaxing conclusion to our journey. A late morning winery visit will be followed by a casual lunch before heading to a drop-off at the airport or in central Cape Town in the late afternoon.

  • Morning tour of Stellenbosch or winery visit
  • Casual lunch on our return to Cape Town
  • 5:00 PM arrival at the Cape Town International Airport for evening departures or return to Cape Town on your own


DATES: 1st Trip: Sunday, March 16 – Saturday, March 22, 2025

2nd Trip: March 23 - March 29, 2025

COST: $5,495 per person (double occupancy) // $750 single occupancy supplement

25% deposit required at the time of booking


Enjoy superior 4- and 5-star accommodations during your stay in South Africa.

Your 4-star boutique hotel in Cape Town captures the elegance of the 1920s and adds magnificent views of Table Mountain and the Atlantic Ocean. You’ll enjoy a prime location with modern amenities, including a popular sea-facing terrace and restaurants.

Your 5-star accommodation in Stellenbosch is an idyllic retreat combining the tranquility of wine country with stunning views of the vineyards and mountains. Spend your time relaxing by the pool, in the sauna, or enjoy a spa treatment at your wine country oasis.

To Reserve Your Spot

Reserve your spot by contacting us at [email protected]. Please note that spaces are limited to 18 people!

Book Now

Meet Your Guides



If you have visited DCanter, then you have probably attended one of Michael’s many wine classes or received a personal wine recommendation. Michael Warner is a Co-founder and Chief Operating Officer of DCanter, where he is the wine buyer. He holds a Certified Specialist of Wine designation from the Society of Wine Educators, consults frequently with specialty wine importers, and has been featured in publications, such as the Washington Post, Fast Company, France2 News, and Meininger's Wine Business International. A frequent traveler, he has visited wine regions throughout France, Germany, Spain, Italy, the Balkans, and – of course – the United States. Michelle is a Co-founder and Chief Executive Officer of DCanter, where she also manages its innovative Concierge by DCanter personal wine shopping service. In her role, Michelle developed wine curation decision support tools and customer resource management software to help DCanter's Concierge clients receive the right wine every time. She is a Certified Sommelier by the Court of Master of Sommeliers. A great lover of learning and education, Michelle has appeared on several wine industry speaking panels, and she has been featured in publications, such as the Washington Post and Wine Enthusiast magazine.



Alyssa Wolf founded Red Wolf Imports in 2015 after a trip to South Africa. Realizing that U.S. wine drinkers were missing out on some of South Africa's best, she set out to change that. The Red Wolf portfolio is drawn from regions that are underrepresented in the wine world. These regions offer honest wines that are not only of incredible value, but are also mindful of contemporary accountability, and are leaders in sustainable wine and spirits production. Alyssa’s passion for the beverage industry goes beyond sharing amazing wine and spirits with U.S. wine drinkers. As a lifelong New York Jets fan she loves rooting for the underdog. Red Wolf Imports gives her the opportunity to support small businesses around the world: whether helping wineries gain access to the U.S. market or independent distributor partners to expand their portfolios or providing boutique retailers with unique sustainably made wines to share with their customers.

I’m Interested in traveling with DCANTER

Sips of fun for your inbox

Sign up to get the latest info about upcoming tasting events and wine classes, new products, and fun wine tips and stories delivered straight to your inbox!

No Thanks