Gardens & Wineries with Kalin Sheick
SOUTH AFRICA
January 31 - February 5, 2027
Cape Town
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, mountaneous skyline.
Each day will be a new adventure, from private tastings at historic estates to strolling through botanical masterpieces showcasing the region's diverse flora and meeting those who are dedicated to preserving it.
✦ Choose your pace from village curation to panoramic mountain tastings
✦ Unwind in refined forest duplexes tucked between ancient oaks and vines
Highlights
✦ Picnic amidst the prehistoric flora and mountain peaks of Kirstenbosch
✦ Savor a slow, seasonal feast at a storied heritage garden estate
The Experience
An Intentional Journey Through the Winelands
This immersive residency, led by Kalin Sheick, is a curated dialogue between the Cape’s wild, botanical heritage and its refined, modern craft. We move with the seasons, trading the urban pulse of the city for the sun-drenched silence of historic valleys, where every day offers a new rhythm to follow. It is an invitation to slow down and savor—an intentional blend of high-design stays, panoramic mountain vistas, and the quiet luxury of choosing your own pace.
Botanical Grandeur & Heritage
Lose yourself in the sprawling greenery and prehistoric flora of Kirstenbosch, where the mountain meets the gardens in a symphony of indigenous beauty.
The Farm-to-Table Ritual
Indulge in a sensory morning within the Cape’s most iconic gardens, where the season dictates the landscape, followed by a refined estate lunch and an unhurried afternoon of village discovery and local curation.
Choose Your Own Adventure
Find your own rhythm—from an unhurried morning of quiet reflection to a scenic off-road expedition through rugged mountain vineyards, culminating in a panoramic wine tasting and a curated farm-to-table lunch.
The Accommodation
Cityscape and Countryside
Our journey begins at a sophisticated boutique hotel, a coastal sanctuary just moments from the pulse of the V&A Waterfront. From the city, we retreat to a historic eighty-acre estate where vineyards of Cabernet and Shiraz climb the rugged mountainside toward the clouds.
Just minutes from the charm of Franschhoek, our home for the week is 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.
Tucked between ancient oaks and rows of vines, these spaces offer a secluded sanctuary for both shared connection and quiet reflection. With the village 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.
Curated Boutique Stays
Step into the sophisticated charm of a Cape landmark, where iconic black-and-white courtyard aesthetics and refined, classic interiors offer a storied retreat in the heart of the city.
Restorative
Living Spaces
Retreat to the quiet elegance of refined forest duplexes, where high-beamed ceilings and sprawling vineyard views create an intimate sanctuary in the heart of the valley.
A note from
Kalin Sheick
This. TRIP! A once in a lifetime bucketlist mega-gorg itinerary that'll leave you breathless every dang day. All are welcome — fly solo, bring your best friend, your hubs, your mother, your favorite nature and wine-loving pal and let's enjoy the heck out of South Africa together! “
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Inclusions
Prices are per person and include:
Shared rooms starting at
£3750 per person
Arrive early, stay late.
We have two incredible pre and post retreat offerings to choose from. Limited spaces available.
*Both add-ons are fully booked.
Cape Town
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Indulge in a two-day add-on getaway to South Africa’s breathtaking Cape Town. We’ll stay on an elegant, five-star wine estate offering unparalleled service, stunning views and lavish amenities. We’ll immerse ourselves in Kirstenbosch National Botanical Gardens – Nelson Mandela’s favorite place. We’ll also visit the District Six museum where we will have a guided tour by a local former resident of District Six, which will help frame the context of South Africa's historical racial divides and inequalities. We’ll also hop in a cable car and head up to the top of Table Mountain to take in the views!
Includes:
Airport pick up
Excursion to Kirstenbosch Gardens
Guided tour of District Six Museum
Cable car ride up table mountain
Wine tasting at wine estate
The use of the hotel’s mountain bikes to explore the estate
Shuttle service to the V&A waterfront
Preferential golf rates for the estate’s golf course
from £500 per night
Game Reserve Safari
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Escape into the wild in ultimate luxury with a two-night stay at a premier South African game reserve. Nestled in the heart of the African bush, these five-star accommodations blend opulence with nature, offering a pool, gourmet cuisine and breathtaking views. 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 villa and back to Cape Town
All meals (excluding alcohol)
Two game drives per day (morning and evening)
from £1000 per night
FAQs
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Cape Town International Airport. Depending on everyone's arrival time, we will designate a convenient pick-up point on Feb 1 which will most likely be the same destination on the last day of the retreat for drop off.
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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. Kalin and Regina will both be in attendance for the full 9 day trip!
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All are welcome! It's an itinerary that would be enjoyable for anyone who likes to eat, laugh, walk, cook, cycle, wine taste and explore. (Children not permitted.)
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Yes. When you register and pay your 30% nonrefundable deposit, you can opt into setting up a payment plan.
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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 £150 admin / transaction fees.
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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.
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.
