Cape Winelands Beach Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Beach vacation packages in Cape Winelands

Price found within the past 48 hours. Click for updated prices.

Khashamongo B&B

Somerset West

$1,929

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Washington (WAS) to Cape Town (CPT)

8.4/10 Very Good! (7 reviews)

They are not accommodating at all I booked for myself and my 11 year old and 15 year old. Conning from the USA about 5 hours away I got they don’t allow kids under 16 and I have to pay extra for them to stay there. No where does that say it on the booking form or info page. Then got told I should be luck to get a refund. Would not recommend this place at all

Reviewed on Oct 15, 2024

The Spier Hotel

Save 100% on your flight

$13,099

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Washington (WAS) to Cape Town (CPT)

9.2/10 Wonderful! (586 reviews)

A great experience - Spier is a refuge,with the wine, good food and lovely rooms

Reviewed on Aug 12, 2026

Lalapanzi Lodge

Helderberg Rural

$2,091

per person

Oct 23 - Oct 29

found 2 hours ago

Roundtrip flight included

Houston (IAH) to Cape Town (CPT)

9.8/10 Exceptional! (41 reviews)

Wedgeview Country House & Spa

$2,201

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Washington (WAS) to Cape Town (CPT)

9.6/10 Exceptional! (147 reviews)

Cosy stay

Reviewed on Aug 30, 2026

Protea Hotel by Marriott Dorpshuis & Spa Stellenbosch

Stellenbosch Central

$2,406

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Washington (WAS) to Cape Town (CPT)

8.2/10 Very Good! (59 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cape Winelands

View all trips

5* Beach vacations in Cape Winelands

Price found within the past 48 hours. Click for updated prices.

Wedgeview Country House & Spa

$2,201

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Washington (WAS) to Cape Town (CPT)

9.6/10 Exceptional! (147 reviews)

Cosy stay

Reviewed on Aug 30, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cape Winelands

View all trips

4 Night Beach vacations in Cape Winelands

Price found within the past 48 hours. Click for updated prices.

Wedgeview Country House & Spa

$1,666

per person

Nov 7 - Nov 10

found 12 hours ago

Roundtrip flight included

New York (JFK) to Cape Town (CPT)

9.6/10 Exceptional! (147 reviews)

Cosy stay

Reviewed on Aug 30, 2026

The Spier Hotel

$2,145

per person

Nov 7 - Nov 10

found 10 hours ago

Roundtrip flight included

New York (JFK) to Cape Town (CPT)

9.2/10 Wonderful! (586 reviews)

A great experience - Spier is a refuge,with the wine, good food and lovely rooms

Reviewed on Aug 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cape Winelands

View all trips

How do I book the best Cape Winelands beach vacation packages?

Life’s a beach when you dive into our brilliant Cape Winelands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Cape Winelands?

A rental steps from the shore creates an amazingly affordable Cape Winelands beach vacation. Seaside sojourns during low season start from $1,666. Prices and availability are subject to change. Additional terms may apply.

When should I book a Cape Winelands beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Cape Winelands?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Cape Winelands beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Cape Winelands vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Cape Winelands beach vacation deals?

Sort your search results by deals to delight in amazing Cape Winelands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Cape Winelands beach trip with free cancellation and/or flexible dates?

Just like the Cape Winelands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Cape Winelands beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Cape Winelands. (OK, maybe not that last part.)

Top Beach Cape Winelands Hotels

Oude Werf Hotel

30 Church Street Stellenbosch Western Cape

25 min drive from Boschendal Estate

Book a stay at this family-friendly hotel in Stellenbosch. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...

9.2/10 Wonderful! (365 reviews)

"Lovely hotel, lovely staff would recommend"

Reviewed on Aug 3, 2026

Krystal Beach Hotel

Breakwater Lane, Harbour Island Cape Town Western Cape

52 min drive from Boschendal Estate

Come and relax at this spa hotel and get ready to enjoy the sunsets on the beach in Cape Town, as you'll be near the beach. 3 restaurants, 2 bars, and a full-service ...

One Marine Drive Boutique Hotel

1 Marine Drive Hermanus Western Cape

2 hours drive from Boschendal Estate

Book a stay at this luxury hotel in Hermanus. Enjoy free WiFi, breakfast (surcharge), and an airport shuttle (surcharge). Popular attractions Whale Museum and ...

9.6/10 Exceptional! (177 reviews)

"This really is a classy boutique hotel. Well positioned. Beautifully appointed. Friendly and attentive staff. Can't fault it!"

Reviewed on Sep 6, 2026

See all 2,337 properties in Cape Winelands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.