Cape Town & The Winelands

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Availability : Daily, All Year

Cape Town and the Winelands

Highlights Include:

  • Experiencing Cape Town with its scenic landscapes, activity offerings, dining, and museums
  • Wine tasting at your choice of South Africa’s best wineries on a private tour
  • Cape cuisine walk through the streets of Stellenbosch – perfect for foodies!
  • Endless opportunities for customization
Tour Details

From: $2,165 per person | Single supplement on request

6 days

Departures: Daily, All Year

This classic itinerary allows you to experience the best of Cape Town, followed by the world-famous Cape Winelands, combining delicious wines and food with some of the most beautiful landscapes on earth. Enjoy private tours of Cape Town, Table Mountain, and the Peninsula area, before you are taken on a private full-day tasting adventure in the Cape Winelands with drop off at your new accommodation. The itinerary ends with a return to Cape Town, an international and domestic hub perfect for your onward travel.

This package is a fantastic addition before of after a safari, or it can be combined with some of South Africa’s other gems: Cape Town is the perfect starting point for the famous Garden Route, and a stay in the beach town of Hermanus from July – November allows for incredible whale sightings (the World Wildlife Fund rated Hermanus as one of the top 12 whale watching destinations in the world!).

We have chosen two boutique properties in Cape Town and Stellenbosch in this suggested itinerary, but keep in mind there are endless choices for accommodations and touring. We will work with you to make your adventure to South Africa an unforgettable experience!

This is a sample itinerary. Our Destination Specialists will work with you to create an itinerary to meet your preferences.

Day 1Arrive Cape Town, South Africa

Welcome to Africa! Upon arrival in Cape Town, you will be met by our local representative and transferred to your hotel. Overnight at Four Rosmead Guest House

Day 2Private Full-Day Cape Peninsula Tour | Meals: B

This morning, enjoy an early breakfast at the hotel before you are picked up for your private full-day Cape Peninsula excursion, a journey of incomparable scenery. Drive along the Atlantic seaboard, via Hout Bay, where you may opt to enjoy a seal island cruise. Visit Cape Point Nature Reserve and ride the funicular rail (tickets included) to a scenic viewing point. Afterwards stop to see the lovable African penguins at Boulders Beach. Return to your hotel in the late afternoon and spend the evening at leisure. Overnight at Four Rosmead Guest House

Day 3Private City Tour and Table Mountain | Meals: B

This morning, enjoy breakfast at the hotel before you are picked up for your private half-day tour of Cape Town. The ultimate “Mother City” tour includes a visit to the Castle of Good Hope, District Six Museum, Malay Quarter, and a cable car trip up Table Mountain (cable car tickets cannot be pre-purchased and rides are subject to weather). As the tour ends you may choose to get dropped off at the V&A Waterfront or your hotel. The remainder of the afternoon at leisure. Try sampling some of the unique restaurants and bars in Cape Town, take a stroll down the V&A Waterfront, or relax at your boutique guest house. Overnight at Four Rosmead Guest House

Day 4Private Full-Day Winelands Tour | Meals: B

Check out of your hotel, say goodbye to Cape Town, and hello to the Winelands! The Cape Winelands are home to rolling hills and dramatic landscapes, with South Africa’s finest wineries settled peacefully in the valleys, taking advantage of the fertile soil. A full-day private tour will take you through the Winelands, sampling wine at up to four wineries of your choice. Your tour will end with a drop off at your new accommodation, located in the historic town of Stellenbosch. Overnight at 107 Dorpstraat Boutique Hotel

Days 5Cape Classic Cuisine Walk in Stellenbosch | Meals: B

This morning, enjoy a half-day tour focused on food in Stellenbosch, sampling some of the area’s unique and delicious foods. Savor traditional Cape food and drinks, such as indigenous teas and traditional beef snacks, as the guide leads you through the historic heart of Stellenbosch with its beautiful architecture and oak-lined streets. The afternoon is free to explore the town, which is within easy walking distance of your central hotel, or enjoy the rooftop terrace, offering stunning views of the surrounding mountains. Overnight at 107 Dorpstraat Boutique Hotel

Day 6Return to Cape Town | Meals: B

Enjoy a final breakfast in the Winelands before a private transfer takes you back to Cape Town Airport in time for your onward flight. This is the perfect opportunity to extend your journey in Africa with a safari! Kruger National Park, Madikwe Private Game Reserve, and Kariega Private Game Reserve are just a short flight away! Contact your destination specialist for more information.

  • Five nights’ accommodation
  • Transfers as indicated
  • Meals as indicated (B-Breakfast, L-Lunch, D-Dinner)
  • Full-day Private Cape Peninsula Tour
  • Half-day Private Cape Town City Tour
  • Full-day Private Winelands Tour (includes 4 wine tastings)
  • Half-day Cape Classic Cuisine Walk in Stellenbosch
  • Additional inclusions depending on your accommodation choices
Not Included
  • All flights and related taxes
  • Travel insurance (emergency medical & evacuation coverage required)
  • Funicular ride up Table Mountain
  • Fees for passports, visas ,and health vaccinations
  • Transfers, sightseeing, activities, meals, and beverages not specified
  • Gratuities
  • Items of personal nature such as laundry, spa services, internet, phone, etc.
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