Vine & Dive: Taste the Wild, Touch the Deep
Where bold luxury meets untamed adventure.
The ultimate Wild Bear experience — a curated escape that pairs thrilling shark cage diving in South Africa’s raw ocean frontier with the refined elegance of the South African Cape Winelands.
You’ll wake in a luxury catered villa surrounded by vineyards and rugged peaks, your mornings filled with the scent of wild fynbos and fresh mountain air. Then, you’ll head for the deep — plunging into the Atlantic for a heart-racing cage dive with great white sharks, an encounter few ever face.
Back on land, we slow the pace. You’ll spend the afternoon among world-class wineries, sipping bold reds and crisp whites, hosted by vintners who’ve mastered the art of time, soil and flavour.
This is more than a holiday — it’s a sensory rite of passage. From saltwater adrenaline to vineyard calm, from wild danger to deep indulgence — Vine & Dive is for those who live fully, taste deeply and never do average.
One day, you’re eye to eye with a great white. The next, you’re raising a glass among the vines.
That’s the Wild Bear way.
Day 1: Arrival & Welcome to the Wild Coast
Arrive in Cape Town and journey to your private villa, where local MCC (Cap Classique) sparkles in your glass and the ocean breeze sets the tone. Settle in with a curated dinner as the sun melts over the mountains.
Highlights:
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Private airport transfer
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Villa welcome drinks & orientation
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Chef-prepared 3-course dinner with local wines
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Relaxation under the stars with fire pit & music
Day 2: Into the Deep – Great White Shark Diving
Head to the coast at sunrise for a once-in-a-lifetime cage diving experience with Great Whites. Guided by marine biologists, you’ll enter the water with full safety and respect. Afterward, enjoy fresh seafood and oceanfront views.
Highlights:
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Gansbaai shark cage diving with ethical operator
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Marine education + all equipment
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Champagne & oysters in Hermanus
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Chef-grilled seafood dinner back at the villa
Day 3: The Taste of the Valley – Bouchard Finlayson
Today is dedicated to elegant indulgence. Wander vineyards with your host, taste Pinot straight from the barrel, and enjoy a long, slow lunch under the oak trees. Return to your villa for massages or a lazy swim before dinner.
Highlights:
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Private estate tour & tasting
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Barrel room and winemaking insights
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Gourmet lunch at the estate
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Evening poolside rest
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Fire-cooked dinner & wine pairings
Day 4: Deep Sea Fishing – Ocean to Plate
Today, we chase adventure on the high seas. Your private fishing charter heads into deep waters for yellowtail, tuna, or dorado. Back on land, your chef prepares a feast using the day's freshest catch.
Highlights:
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Private deep sea fishing experience
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Expert crew, snacks, and gear included
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Catch & cook: ocean-to-table dinner
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Whisky tasting or fireside storytelling evening
Day 5: Personal Day – Choose Your Own Wild
Take time to rest, reflect, or explore at your own pace. Whether you’re craving quiet, culture, or movement, this day is designed around your energy and interests.
Options include:
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Leisure & Wellness: Private massage, yoga, sun lounging, journaling
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Adventure: Horse riding along the dunes, guided fynbos hikes, quad biking
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Cultural: Art gallery visits in Hermanus, local market strolls, historical town tours
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Foodie: Cooking class with villa chef, cheese & charcuterie tastings
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Quiet: Poolside reading, photography, or nap in a hammock
Evening:
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Optional South African curry night or fireside tapas
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Open wine bar and firepit storytelling
Day 6: Skydive the Coast – Elevation Meets Euphoria
Awaken your senses with a breathtaking skydive over sea and mountains. Feel the power of weightlessness, then return to earth for deep rest and reconnection.
Highlights:
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Tandem skydive from 9,000–12,000 ft
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Post-jump celebration: Champagne & photos
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Afternoon relaxation or light activity
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‘Sky to Table’ dinner with local gin pairing
Day 7: Whale Watching & Coastal Adventure (Seasonal)
Choose how wild you want your day: watch southern right whales breach (seasonal), kayak the coast, or enjoy quad bikes and cliff-top hikes. A day of movement and magic.
Highlights:
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Whale watching boat cruise (June–Nov)
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Optional kayaking, hiking, horse riding or quad biking
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Vineyard picnic or coastal lunch
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Live fire-cooked meal with acoustic music
Day 8: Cape Town & Table Mountain Day Trip
Explore South Africa’s iconic city and its natural wonder. From colourful neighbourhoods to the dramatic summit of Table Mountain, this day is pure visual poetry.
Highlights:
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Cable car or guided Table Mountain hike
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Visit to Bo-Kaap, V&A Waterfront, or local art galleries
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Gourmet lunch at Beau Constantia or La Colombe
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Scenic Chapman’s Peak drive
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Return to villa for light supper & wine
Day 9: Farewell Feast – Reflections at the Fire
Soak up your last full day with your favourite people and flavours. A relaxed day that leads into an unforgettable final dinner and shared stories under the stars.
Highlights:
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Morning beach walk or spa session
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Free afternoon (photos, journaling, art, shopping)
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5-course farewell dinner with sommelier pairings
Day 10: Departure
After one last breakfast, you’ll head back to the real world — but different. Braver. Softer. Wiser. And Wild.
Highlights:
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Farewell breakfast
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Optional last-minute wine pickup
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Private airport transfer
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Goodbye gift: curated wine, Wild Bear journal, photos
YOUR HOME AWAY FROM HOME BETWEEN HEAVEN AND EARTH
'CASA LA VITA'
Nestled in the picturesque Hemel en Aarde Valley of Hermanus, Casa La Vita promises an unforgettable getaway.
The spacious home can accommodate 14 guests and comprises 6 bedrooms, each with an en-suite bathroom fitted with a shower or bath, washbasin and toilet. The 2 main bedrooms are furnished with king-sized beds, whilst the second and third bedrooms have double beds. Bedrooms 5 and 6 each feature a king-sized bed and a single bed. All linen and bath towels are provided.
The open-plan living area includes a fully equipped kitchen, where your chef & host will operate from.
Adjacent to the kitchen is a dining area and a living room with a fireplace, perfect for intimate evenings spent with friends and family. The home boasts a variety of entertainment spaces. The basement features a TV room with a 65-inch TV and a fireplace. In addition, guests are spoiled for choice with a game room offering a pool table, table tennis and foosball, as well as a dedicated TV room complete with its own shower and toilet.
Additionally, there is an indoor bar complete with a fridge and ample seating. Outside, a furnished patio features a braai area, pizza oven, and fully equipped bar overlooking the swimming pool. Guests can also relax on the deck while enjoying views of the surrounding landscape.
Some basic info to be aware of...
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Itinerary is subject to change for unforeseen circumstances that may be out of our control like the weather, for skydiving or hot air ballooning.
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Minimum booking group number of four (4) people.
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Maximum Group booking of sixteen (16) people
What's included:
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All accommodation during your stay with us
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All catered meals and available local soft drinks and alcohol at the venues where you staying - except when dining out)
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All listed included activities in the package
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All transfers associated with the package. i.e collection from the airport, travel to the activates and transferred to each location included in the package
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Minimum booking group number of four people.
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Maximum Group booking of 16 people
What's NOT included:
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Flights to and from South Africa
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Travel insurance (Wild Bear Adventures are full insured as a tour operator and our activity partners are insured too. * see terms and conditions)
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Meals and Drinks that outside of board basis
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Tips and Gratuities:These are not included and are at the traveler's discretion