Experience the perfect blend of breathtaking coastal scenery, vibrant city life, and world-renowned wine country on this unforgettable twin-centre vacation. Discover the highlights of Cape Town, from the iconic Table Mountain and lively V&A Waterfront to its beautiful beaches and fascinating history, before escaping to the charming town of Stellenbosch, famous for its award-winning wineries, historic Cape Dutch architecture, and exceptional food and wine. Perfect for couples, friends, and wine lovers, this getaway offers the ideal balance of sightseeing, relaxation, and unforgettable culinary experiences.
This package includes round-trip flights from Toronto with checked baggage, hotel accommodations in Cape Town and Stellenbosch, daily breakfast, airport transfers, private transfers between Cape Town and Stellenbosch, sightseeing in both destinations, and plenty of free time to explore at your own pace.
Quick Summary
Package Overview
Begin your South African vacation in Cape Town, one of the world's most spectacular cities. Take the cableway to the summit of Table Mountain for breathtaking panoramic views, stroll along the vibrant V&A Waterfront, explore the colourful Bo-Kaap neighbourhood, and relax on the beautiful beaches of Camps Bay and Clifton. Discover the country's rich history with a visit to Robben Island or enjoy one of the world's most scenic coastal drives along the Cape Peninsula.
Continue to Stellenbosch, the heart of South Africa's famous Cape Winelands. Wander through picturesque oak-lined streets, admire beautifully preserved Cape Dutch architecture, and visit some of the country's finest wineries. Sample award-winning wines, savour exceptional local cuisine, and unwind amid rolling vineyards and spectacular mountain landscapes.
Destinations & Highlights
Best Time to Visit
The best time to visit Cape Town and Stellenbosch is from November to April, when warm temperatures, sunny skies, and dry weather provide ideal conditions for sightseeing, coastal drives, winery visits, and outdoor dining. February and March are especially popular, offering fantastic weather, fewer crowds than the peak holiday season, and the opportunity to experience the vineyards during the annual grape harvest.
Upon arrival at Cape Town International Airport, you'll be met and transferred to your hotel in Sea Point. Check in and settle into your accommodation before spending the rest of the day at leisure. Take a stroll along the Sea Point Promenade, enjoy the ocean views, or explore the nearby cafés and restaurants as you soak up your first taste of Cape Town.
Overnight in Cape Town.
Hotel: Protea Hotel by Marriott Cape Town Sea Point ★ ★ ★ ★
Room: Guest Room
Maximise your time in Cape Town with our one-day Scheduled Tour, featuring all the must-see highlights: Table Mountain, Boulder's Penguins, and the Cape of Good Hope. A visit to Cape Town is incomplete without experiencing the iconic Cape of Good Hope—just as Paris isn't Paris without the Eiffel Tower.
On this unforgettable tour, you will: - Enjoy a brief drive through the vibrant city centre - Snap a photo at the picturesque Bo-Kaap with its colourful houses - Ride the Cable Car to the stunning summit of Table Mountain - Drive along the breathtaking Chapman's Peak - Visit the adorable African penguin colony at Boulder's Beach - Capture a memorable photo at the Cape of Good Hope and explore the Cape Point lighthouse - Marvel at the charming beach huts at St. James Beach Book now for an unforgettable Cape Town adventure!
Overnight in Cape Town.
Hotel: Protea Hotel by Marriott Cape Town Sea Point ★ ★ ★ ★
Room: Guest Room
Meal: Breakfast
Today is yours to explore Cape Town at your own pace. Consider an optional Robben Island tour, where Nelson Mandela was imprisoned, or visit Kirstenbosch Botanical Gardens. Alternatively, explore the artsy Woodstock district or take a harbor cruise from the V&A Waterfront.
Optional Activity: Sunset catamaran cruise or culinary tour of Cape Town’s food scene.
Optional Activity: Helicopter ride over the city, paragliding from Signal Hill, or a guided food & wine pairing dinner.
Overnight in Cape Town.
Hotel: Protea Hotel by Marriott Cape Town Sea Point ★ ★ ★ ★
Room: Guest Room
Meal: Breakfast
After breakfast, travel by private transfer to Stellenbosch, the heart of South Africa's renowned Cape Winelands. Check in to your hotel before exploring the town's charming oak-lined streets, boutique shops, art galleries, and beautifully preserved Cape Dutch architecture.
Optional Activity: Enjoy a farm-to-table lunch at a wine estate, rent a bike and explore the vineyard trails, or indulge in a spa treatment at a local wellness retreat.
Overnight in Stellenbosch.
Hotel: Oude Werf Hotel ★ ★ ★ ★
Room: Comfy Room
Meal: Breakfast
Today you’ll embark on a full-day guided Wine Tour through three of South Africa’s most renowned wine regions—Paarl, Franschhoek, and Stellenbosch. Visit three premium wineries, enjoy cellar tours, and taste a variety of award-winning wines, including bold reds, crisp whites, and local favorites like Pinotage.
Optional Activity: Discover the historic towns, enjoy breathtaking vineyard scenery, and perhaps stop for lunch at a gourmet estate restaurant (own expense).
Overnight in Stellenbosch.
Hotel: Oude Werf Hotel ★ ★ ★ ★
Room: Comfy Room
Meal: Breakfast
After breakfast, check out of your hotel and transfer to Cape Town International Airport for your return flight to Toronto, taking home unforgettable memories of South Africa's spectacular coastline, vibrant culture, and world-famous wine country.
Meal: Breakfast
Departure Dates from Toronto:
Additional Prices From Other Cities:
- Montreal: from +CA$399 per person
- Vancouver: from +CA$599 per person
- Calgary: from +CA$749 per person
- Edmonton: from +CA$799 per person
Inclusions :
Round trip flights with baggage
Private return airport transfer throughout
Inter hotel transfer included
5 nights stay at 4* Protea Hotel By Marriott Cape Town Sea Point
Table Mountain, Penguins & Cape Point Small Group Tour Cape Town
2 nights stay at 4* Oude Werf Hotel Stellenbosch
Wine Tour: Paarl, Franschhoek & Stellenbosch including 3 Wineries
Bed & breakfast throughout
All applicable local taxes and service charges
Based on 2 adults sharing
We always strive to confirm the hotels listed in the package you choose, but in rare cases where we can't, like-for-like alternatives will be provided.