ARRIVAL TRANSFER - Pick up at Cape Town International Airport. Region Orientation + Check-in to Victoria & Alfred Hotel at the V&A Waterfront.

PIAZZA FACING ROOM: The Piazza Facing Rooms at the Victoria & Alfred Hotel offer 38–44 sqm of stylish comfort with king or twin beds dressed in 400-thread-count linen. Each room includes a swivel flat-screen TV, minibar, complimentary tea and coffee, air conditioning, a writing desk, and an en-suite bathroom with bathrobes, slippers, and a hairdryer.

RELAXED AND FLEXIBLE DINNER AT TIME OUT FOOD MARKET
Time Out Market is lively food hall featuring top local chefs, Cape flavors, and street food favorites, all under one roof at the V&A Waterfront. This is only a 2 minute walk from hotel making it an easy first night, there are a number of other restaurants around with kitchens that close at 10PM

SIGNAL HILL VIEW STOP - MORNING
After breakfast and check-out, you’ll depart the V&A Waterfront and head up to Signal Hill. This is a short stop to get your bearings and a clear sense of how Cape Town is laid out, from the city bowl and coastline to the mountains and surrounding neighbourhoods.

BOSCHENDAL VISIT AND FRANSCHHOEK ARRIVAL
From Signal Hill, you’ll travel into the Winelands with a stop at Boschendal Wine Estate. Time here can be spent exploring the gardens, enjoying a casual lunch, visiting the deli and farm shop, or simply walking the grounds and settling into Winelands pace. After Boschendal, you’ll continue on to Franschhoek and check in at Akademie Street Boutique Hotel with the remainder of the afternoon at leisure.

*Dinner options to be shared closer to the time

ANTHONIJ RUPERT WINES
Choose from curated flights featuring the estate's flagship reds, such as Optima and Syrah, or explore the Cape of Good Hope range, which highlights site-specific terroirs. For a unique pairing, the L'Ormarins Cap Classique wines are matched with artisanal nougat, providing a delightful twist. The setting, with its antique furnishings and panoramic views of the Franschhoek Valley, adds to the charm, making it a memorable stop for wine enthusiasts.

OLDENBURG VINEYARDS
Set in the majestic Banghoek Valley, Oldenburg boasts one of the most spectacular mountain settings in the Winelands. Their “eight elements” philosophy reflects in wines that are complex, structured, and expressive. At the helm is winemaker Nick van Aarde (headhuted for this project), whose thoughtful, terroir-driven approach brings out the character and balance in every bottle.

LUNCH: TOKARA DELI - Offering a relaxed, contemporary Winelands lunch with sweeping views over the Stellenbosch valley. The menu focuses on seasonal, locally sourced ingredients, with options ranging from light plates and salads to wood-fired pizzas, burgers, and more substantial mains.

THELEMA WINE ESTATE
Thelema’s signature wines, with a focus on their flagship reds and site-driven expressions. The tasting room’s elevated setting and sweeping valley views make this a relaxed and memorable introduction to the region’s wines.

*Dinner options to be shared closer to the time

STELLENBOSCH FOOD TOUR
The day starts with an easy walk through Stellenbosch, a town filled with old oak trees, warm smiles, and stories that stretch back hundreds of years. With your local guide, you’ll explore quiet lanes and lively corners, uncovering how food and culture have shaped this historic place. You’ll stop along the way to taste a mix of sweet and savory favourites - the kind locals have been enjoying for generations and meet the people who keep these traditions alive. It’s a gentle, flavour-filled morning that blends heritage, good company, and a real sense of place.

CAPENSIS WINE TASTING
A focused, intimate tasting showcasing one of the Cape’s most sought-after boutique producers. Capensis Wines is known for small-batch Chardonnay and Cabernet Sauvignon, crafted with precision and restraint. Expect a guided tasting that leans into terroir, technique, and thoughtful conversation rather than theatrics. This is a quiet highlight for guests who appreciate detail, balance, and world-class winemaking without the fuss.
*Dinner options to be shared closer to the time

SCENIC VALLEY AND SMALL TOWN
Depart Franschhoek via the Franschhoek Pass, a scenic mountain route that gradually opens up toward the Overberg. Your first stop is at Creation Wines, consistently ranked among the world’s leading wine estates, known for its precise winemaking and thoughtful food-and-wine pairings. From the Hemel-en-Aarde Valley, continue on to Hermanus where you’ll have time to explore the town at a relaxed pace. This might include browsing local shops, walking sections of the clifftop paths, or simply enjoying the coastal atmosphere. Lunch will be kept flexible, with a well-chosen spot selected on the day depending on timing, weather, and appetite.

CLARENCE DRIVE
The return journey follows the dramatic coastline along Clarence Drive, widely regarded as one of South Africa’s most beautiful drives. The day is intentionally unhurried, allowing space to adjust the pace and focus on what feels right in the moment.

We’ll then meet up with the rest of the Family at the chosen Cape Town Hotel

CAPE TOWN ACCOMMODATION
CHECK IN-VILLA LEO
19 NOVEMBER 2026

STEPHEN, ELIZABETH AND KIDS ARRIVE
Reveler operated airport transfer to Cape Town Hotel with Reveler Driver. Bill and Mary will be making their way back from Franschhoek via Hermanus with a Reveler Private Guide

VILLA LEO
Nestled in the serene enclave of Camps Bay, Villa Leo is an opulent five-bedroom retreat that seamlessly blends modern minimalistic design with the sophisticated charm of a Cape Town beach house. This exquisite villa offers discerning guests a haven of comfort and elegance. Perched beneath the majestic Twelve Apostles, the villa boasts breathtaking mountain and ocean vistas. The meticulously designed residence spans two levels, radiating contemporary style and luxury. VIEW MORE

TABLE MOUNTAIN CABLEWAY - FAST TRACK
An icon of the Cape, Table Mountain offers views that are nothing short of spectacular. With upgraded fasttrack access, we skip the lines and ride the rotating cable car straight to the summit. Up top, take your time exploring winding paths, spotting wildlife, and soaking in 360° views of the city, coastline, and mountains beyond. It’s an unforgettable experience and uniquely Cape Town.

KIRSTENBOSCH GARDENS VISIT
Located on the eastern slopes of Table Mountain, Kirstenbosch is one of Cape Town’s most loved green spaces. We’ll spend time walking through the gardens at an easy pace, focusing on indigenous plants and well-designed pathways, with constant views back toward the mountain and city. Highlights include the Boomslang canopy walkway and several quieter corners that most visitors miss. It’s a relaxed, unhurried stop that balances the busier parts of the day nicely.

KEEP THE REST OF THIS DAT FLEXIBLE AND CALM DUE TO POSSIBLE JETLAG

DINNER: TBD

PENGUINS OF BOULDERS BEACH
Few places in the world allow you to share the shoreline with wild penguins but at Boulders Beach, you’ll do just that. With Reveler, we go beyond the public boardwalks, taking a lesserknown path that winds under and over boulders, leading you right onto the sand alongside these remarkable birds. It’s an intimate, respectful experience, close enough to feel connected, but always mindful not to intrude on their natural rhythm

CAPE POINT NATIONAL PARK
Where two oceans clash and cliffs drop into deep blue, Cape Point is the dramatic tip of the Peninsula, rich in history, legend, and natural beauty. With Reveler, you’ll explore quieter trails and lesser-known viewpoints that reveal the raw power of this coastline. From windswept paths to the edge of the Cape of Good Hope, it’s nature at its most unforgettable

AFTERNOON &
dinner

LUNCH – DUNES ON THE BEACH, HOUT BAY
Dunes on the Beach is a laid-back beachfront restaurant in Hout Bay, set right on the sand with uninterrupted ocean views. The menu focuses on fresh, simply prepared seafood alongside classic bistro-style dishes, making it an easy and relaxed lunch stop.

CHAPMANS PEAK DRIVE + FYNBOS GIN TASTING: Chapman’s Peak Drive is a dramatic cliffside road linking Noordhoek to Hout Bay, with jaw-dropping ocean views at every turn. From there, the coastal route winds past Llandudno and Camps Bay, offering a scenic return to the city. Along the way, your guide will serve a refreshing gin cocktail made with local fynbos-infused Pesky Hobbit gin, perfect for sipping with the sea breeze in your hair.

DINNER: TBD

TWO OCEANS AQUARIUM
Located at the V&A Waterfront, the Two Oceans Aquarium offers an engaging introduction to South Africa’s rich marine life. The exhibits focus on the meeting point of the Atlantic and Indian Oceans, with large viewing tanks, kelp forests, and up-close encounters with sharks, rays, turtles, and colorful reef fish

ORANJEZICHT CITY FARM MARKET
Set at the edge of Granger Bay near the Waterfront, the Oranjezicht City Farm Market is a lively weekend market known for its quality food and relaxed atmosphere. Stalls showcase fresh local produce, artisanal baked goods, ready-to-eat meals, and excellent coffee, making it ideal for a casual wander and lunch.

THE JOLLY ROGER PIRATE SHIP
Departing from the V&A Waterfront, the Jolly Roger Pirate Ship offers a short, fun harbour cruise with views across Table Bay and back toward the city skyline. The experience is lighthearted and relaxed, passing working harbour activity and often spotting seals along the way. It’s a family-friendly outing that adds variety to the day without taking up too much time.

DINNER: TBD

STEPHEN AND ELIZABETH TO DO THE STELLEBOSCH WINE TOUR IN A SEPERATE VEHICLE