Experience the perfect blend of breathtaking coastal scenery, vibrant city life, and world-class wine country on this unforgettable twin-centre vacation. Discover the best of Cape Town, from iconic Table Mountain and the bustling V&A Waterfront to its stunning beaches and rich cultural heritage, before escaping to the charming town of Stellenbosch, renowned for its award-winning wineries, historic Cape Dutch architecture, and exceptional food and wine. Ideal for couples, friends, and wine lovers alike, this getaway offers the perfect mix of sightseeing, relaxation, and unforgettable culinary experiences.
This package includes round-trip flights from New York 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 destinations. Ride the Table Mountain Aerial Cableway to the summit for breathtaking panoramic views, stroll along the vibrant V&A Waterfront, explore the colorful Bo-Kaap neighborhood, and relax on the beautiful beaches of Camps Bay and Clifton. Discover South Africa's fascinating history with a visit to Robben Island or enjoy one of the world's most scenic drives along the Cape Peninsula.
Continue to Stellenbosch, the heart of South Africa's renowned Cape Winelands. Wander through charming oak-lined streets, admire beautifully preserved Cape Dutch architecture, and visit some of the country's finest wineries. Sample award-winning wines, savor outstanding 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 through April, when warm temperatures, sunny days, and dry weather create ideal conditions for sightseeing, scenic coastal drives, winery visits, and outdoor dining. February and March are especially popular, offering beautiful weather, fewer crowds than the peak holiday season, and the opportunity to experience the vineyards during the annual grape harvest.
Welcome to South Africa! Upon arrival at Cape Town International Airport, you will be greeted and transferred to your hotel in the Sea Point area. Check in and enjoy the rest of the day at leisure. Take a stroll along the Sea Point Promenade or explore the lively V&A Waterfront nearby.
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, check out and transfer to the picturesque town of Stellenbosch, located in the heart of South Africa’s wine country. Check in at the elegant Oude Werf Hotel and spend the rest of the day relaxing or exploring the town on your own.
Stroll the oak-lined streets, admire the Cape Dutch architecture, and visit quaint art galleries or cafés.
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 and transfer to Cape Town International Airport for your onward flight. Leave with lasting memories of coastal charm, vibrant culture, and indulgent wine country experiences.
Meal: Breakfast
Departure Dates from New York:
Additional Prices From Other Cities :
- Los Angeles: from +$99 per person
- Chicago: from +$149 per person
- San Francisco: from +$349 per person
- Seattle: from +$399 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
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.