Top Adventure vacation packages in Cape Winelands

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

De Zalze Lodge

per person

Sep 20 - Sep 25

found 19 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Cape Town (CPT)

8.8/10 Excellent! (156 reviews)

The whole setup room breakfast service friendliness plus amazing golf course and clubhouse. Can’t go wrong there if a golfer.

Reviewed on Jun 20, 2025

Asara Wine Estate & Hotel

per person

Sep 20 - Sep 25

found 19 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Cape Town (CPT)

9.4/10 Exceptional! (269 reviews)

Always friendly staff - you feel like being at Home

Reviewed on May 12, 2025

The Spier Hotel

per person

Sep 20 - Sep 25

found 19 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Cape Town (CPT)

9.2/10 Wonderful! (542 reviews)

Amazing stay at this beautiful hotel. Would recommend to anyone!

Reviewed on Jun 26, 2025

Coopmanhuijs Boutique Hotel

Stellenbosch Central

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.6/10 Exceptional! (293 reviews)

Helpful & friendly staff. Great food. Cleanliness was excellent. Very comfortable bed. Perfect Hospitality with daily cookies and water supplies to room. 100% service.

Reviewed on Jul 17, 2025

Ashbourne Boutique Guesthouse

per person

Sep 18 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Cape Town (CPT)

9.8/10 Exceptional! (114 reviews)

Staff was pleasant. Thoughtful ideas to make stay comfortable. Quiet.

Reviewed on May 4, 2025

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5* Adventure vacations in Cape Winelands

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

Asara Wine Estate & Hotel

per person

Sep 20 - Sep 25

found 19 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Cape Town (CPT)

9.4/10 Exceptional! (269 reviews)

Always friendly staff - you feel like being at Home

Reviewed on May 12, 2025

Coopmanhuijs Boutique Hotel

Stellenbosch Central

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.6/10 Exceptional! (293 reviews)

Helpful & friendly staff. Great food. Cleanliness was excellent. Very comfortable bed. Perfect Hospitality with daily cookies and water supplies to room. 100% service.

Reviewed on Jul 17, 2025

Delaire Graff Lodges & Spa

per person

Sep 25 - Sep 30

found 1 day ago

Roundtrip flight included

Washington (DCA) to Cape Town (CPT)

9.6/10 Exceptional! (47 reviews)

The best of the places we’ve stayed in the Stellenbosch area over the past 10 years

Reviewed on Sep 26, 2024

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3 Night Adventure vacations in Cape Winelands

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

Ashbourne Boutique Guesthouse

per person

Sep 18 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Cape Town (CPT)

9.8/10 Exceptional! (114 reviews)

Staff was pleasant. Thoughtful ideas to make stay comfortable. Quiet.

Reviewed on May 4, 2025

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4 Night Adventure vacations in Cape Winelands

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

Clouds Estate

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.6/10 Exceptional! (257 reviews)

Clouds is a beautiful property. The staff, Unica and Murica were fantastic. They were patient and most helpful. The breakfast and dinner meals were very delicious. Transportation with Winston was easy and the cost was very practical. I'm very excited to visit Clouds Estate again in the very near future.

Reviewed on May 3, 2025

Angala Boutique Hotel

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.8/10 Exceptional! (80 reviews)

Fantastic Hotel. Beautiful and the staff were excellent. Great Food. Highly recommend visiting!

Reviewed on Jan 4, 2024

Coopmanhuijs Boutique Hotel

Stellenbosch Central

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.6/10 Exceptional! (293 reviews)

Helpful & friendly staff. Great food. Cleanliness was excellent. Very comfortable bed. Perfect Hospitality with daily cookies and water supplies to room. 100% service.

Reviewed on Jul 17, 2025

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How can I book the best Cape Winelands adventure trips?

Choose your own adventure in Cape Winelands, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Cape Winelands family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Cape Winelands. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Cape Winelands adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Cape Winelands adventure vacation for couples?

Book a Cape Winelands couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Cape Winelands?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Cape Winelands with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Cape Winelands adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Cape Winelands Hotels

The Spier Hotel

R310 Stellenbosch, Stellenbosch, Western Cape

13 min drive from Stellenbosch University

Stay at this 4-star spa hotel in Stellenbosch. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...

9/10 Wonderful! (542 reviews)

"Amazing stay at this beautiful hotel. Would recommend to anyone!"

Reviewed on Jun 26, 2025

Maison Chablis

15 Berg Street, Franschhoek, Western Cape

34 min drive from Stellenbosch University

Stay at this 4-star business-friendly B&B in Franschhoek. Enjoy free WiFi, free parking, and room service. Popular attractions Sénéchal-Senekal Art Gallery and ...

9.6/10 Exceptional! (143 reviews)

Awesome as always

"Just another awesome trip, stunning guesthouse a d awesome host and staff"

Reviewed on May 3, 2025

1692 De Kleijne Bos Country House

Bo Dal Road, Paarl, Western Cape

44 min drive from Stellenbosch University

Book a stay at this family-friendly country house in Paarl. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Bainskloof Pass and ...

"While the place is handsome and well kept, there are serious issues that I encountered that were reported here by others. The two most prominent were that the choice of rooms I was given was either a room with a door that opens strainght into the dining room, or a room with a bath ONLY (= no showerhead... ..."

Reviewed on Mar 2, 2020

See all 2,121 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.