Gardens & Wineries with Kalin Sheick

SOUTH AFRICA

January 31 - February 5, 2027

Cape Town & Franschhoek

Four cornered star used an icon.

SOUTH AFRICA

Join us, along with Kalin Sheick, for five days in one of the most breathtaking, gobsmackingly gorgeous areas of the world: The Cape Winelands of South Africa. We'll immerse ourselves in the natural beauty of sprawling vineyards and exquistely manicured gardens set against the backdrop of the majestic skyline.

Each day will be a new adventure, from wine tastings at historic estates to strolling through botanical masterpieces showcasing the region's diverse flora and meeting those who are dedicated to preserving it. 


✦ Enjoy a day of wine tastings in South Africa’s premier wineries

✦ Unwind in refined cottages tucked between ancient oaks and vines


 Highlights


✦ Picnic amidst the prehistoric flora and mountain peaks of Kirstenbosch

✦ Savor slow, seasonal farm to table meals


The Experience

Journey Through the Winelands

Our journey begins at a sophisticated boutique Cape Town hotel, a coastal sanctuary just moments from the pulse of the V&A Waterfront. After exploring the District Six Museum, Kirstenbosch Gardens and heading up to the top of the iconic Table Mountain, we retreat to the countryside. There, we’ll stay at a historic eighty-acre estate where vineyards of Cabernet and Shiraz climb the rugged mountainside. Whether you're a garden enthusiast or simply seeking a serene escape with fun-loving folks, this trip promises an enriching experience that captures the essence of the Cape's unique blend of natural beauty, cultural heritage and world-class hospitality.

Botanical Grandeur & Heritage

Led by a local botanist, we’ll explore (on foot!) the sprawling greenery and prehistoric flora of Kirstenbosch, where the mountain meets the gardens in a symphony of indigenous beauty.

Babylonstoren Gardens

After a guided tour in the Cape’s most iconic gardens (if you know you know and if you don’t, you will be so happy to find out!), where the season dictates the landscape, we’ll enjoy a refined estate lunch and an unhurried afternoon of village discovery.

Regional Wine Tasting

During our countryside stay, we’ll tour three premier wineries that capture the best of South African grape varieties before enjoying a fantastic farm to table lunch, of course, with wine.

The Accommodation

Cityscape and Countryside

After one night in our boutique Cape Town waterfront hotel, we’ll head inland. On a wineland farm estate, just minutes from the charming town of Franschhoek, our home for the week will be in a collection of beautifully appointed three-bedroom cottages. Each residence features a private master suite and an elegant upper-level room, all complete with their own ensuite bathrooms. With the village just a stone’s throw away and the Drakenstein mountains as our backdrop, the estate serves as the perfect canvas for a week of slow, purposeful living.

Cape Town

Step into the sophisticated charm of a Cape landmark, where iconic black-and-white courtyard draped in bouganvilla and refined, classic interiors offer a plush retreat in the heart of the city.

Cape Winelands

Retreat to the quiet elegance of refined countryside cottages, where high-beamed ceilings and sprawling vineyard views create a truly relaxing backdrop for a warm winter’s escape. The location has a pool for guests’ use as well as lovely paths for walking.

Group of women celebrating outdoors with champagne glasses, surrounded by flowers and greenery.

A note from

Kalin Sheick

When I tell you South Africa is the most amazing place I've ever been on the planet I am not in one way being dramatic. The people of this incredible country are the most hospitable I've ever encountered. The flora, the fauna, the gardens, the wine, the cuisine, the natural beauty-- it will leave you speechless. I cannot wait for you to join Regina and I in this amazing place." 

Inclusions

Prices are per person and include:

*Please note this trip requires at least two hours of walking per day.

Shared rooms starting at

£3750 per person

ADD-ON EXPERIENCE

Game Reserve

Experience thrilling ‘big five’ game drives with expert trackers and guides. Each day will begin and end with a game drive where we’ll have the chance to witness lions, elephants, rhinos and more in their natural habitat. Between safaris, relax at the spa or enjoy world class wine pairings or simply savor the sounds of the wilderness.


Includes: 
  • Two nights in a shared room (twin beds or large double bed) at a five-star game reserve
  • Roundtrip transfer to the game reserve from cottages and back to Cape Town
  • All meals (excluding alcohol)
  • Two game drives per day (morning and evening)

FAQs

  • Cape Town International Airport. Once you have your flight details, please let us know.

  • Yes, absolutely. When you book, there's an option to add two nights onto the beginning of the trip in Cape Town and an additional two nights at a game reserve.

  • This is an itinerary best enjoyed by those who are already quite active. Because at least 2 hours a day of walking will be required, and because it’s summer in Jan/February in South Africa, a certain degree of fitness is required. This trip would be most enjoyable for those who like to eat, laugh, walk, wine taste, wander gardens and explore. (Children not permitted.)

  • Yes. When you register and pay your 30% nonrefundable deposit, you can opt into setting up a payment plan.

  • Deposits are nonrefundable unless there's a waiting list and someone would like to take your spot. In the case we are able to sell your spot, you will be refunded your deposit, less £250 admin / transaction fees. 

  • The full itinerary will be sent to you about a month prior to departure. If you have specific questions regarding the excursions, please do reach out to us. 

  • Registration closes end of October or as soon as the trip fully books. We expect to fully book so please don’t hesitate if you’d like to join us!

Our trips, tailored to you.

Any of our trips can be tailored to suit your needs. Click on the button below and fill out our simple easy form and we’ll send you a quote.