Cape Winelands All inclusive Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and All inclusive hotel deals in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

Cape Town City Centre
CA $2,072
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (116 reviews)
Felt like home, appliances were so complete to stay for a while. Cozy and clean. Parking was a bonus as well. Staff and neighbors were so nice.

Reviewed on Aug 22, 2026

POD Camps Bay

POD Camps Bay

Camps Bay
CA $3,345
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (230 reviews)
Hotel staff were a great help and very friendly. Convenient location to beach, restaurants, etc

Reviewed on Aug 21, 2026

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

Constantia
CA $2,385
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (99 reviews)
Impeccable service and peaceful, beautiful surroundings.

Reviewed on May 28, 2026

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Waterfront
CA $2,508
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.2/10 Wonderful! (1,000 reviews)
The staff was wonderful, everyone was pleasant and went out of their way to be helpful, especially the front desk employees. The morning breakfast was amazing. Also enjoyed the spa and sitting by the pool. Excellent location, close to everything on the V & A waterfront.

Reviewed on Aug 26, 2026

Xenia Aparthotel by Totalstay

Xenia Aparthotel by Totalstay

Cape Town City Centre
CA $2,116
per person
Oct 6 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
8.8/10 Excellent! (5 reviews)
The hotel was modern and very nice. However the shower flooded the bathroom every time you used it. They also had a 6AM yoga class that you could hear in the room. Other than that the r property was spacious, clean, modern and safe. The check in process was a little wild. They used facial recognition each time you entered the building and had cameras watching all the halls. It was a bit Big Brother is watching you. However, we would stay again for the space, comfort, and convenience.

Reviewed on Jun 28, 2026

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5* All inclusive holidays in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
Cape Royale - WHosting

Cape Royale - WHosting

Green Point
CA $2,134
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
8.2/10 Very good! (147 reviews)
Lovely apartment and location

Reviewed on Aug 24, 2026

POD Camps Bay

POD Camps Bay

Camps Bay
CA $3,345
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (230 reviews)
Hotel staff were a great help and very friendly. Convenient location to beach, restaurants, etc

Reviewed on Aug 21, 2026

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

Constantia
CA $2,385
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (99 reviews)
Impeccable service and peaceful, beautiful surroundings.

Reviewed on May 28, 2026

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3 Night All inclusive holidays in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
The Tree House Boutique Hotel

The Tree House Boutique Hotel

Cape Town City Centre
CA $2,259
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (242 reviews)
If staying in Cape Town, I would highly recommend staying at the Tree House. The rooms are modern and clean, the breakfast is great. However, the real value of this hotel is the staff. You could not ask for a kinder group of people. From the moment you arrive to the time you need to check out, the staff are always checking if there is anything they can help with, or any places they can recommend. That type of atmosphere is very hard to capture and this team do it seamlessly. 100% will return if I am ever in Cape Town.

Reviewed on Jul 24, 2026

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Waterfront
CA $2,513
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9.2/10 Wonderful! (1,000 reviews)
The staff was wonderful, everyone was pleasant and went out of their way to be helpful, especially the front desk employees. The morning breakfast was amazing. Also enjoyed the spa and sitting by the pool. Excellent location, close to everything on the V & A waterfront.

Reviewed on Aug 26, 2026

President Hotel

President Hotel

Sea Point
CA $2,275
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
8.6/10 Excellent! (746 reviews)
good

Reviewed on Aug 25, 2026

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4 Night All inclusive holidays in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

Cape Town City Centre
CA $2,072
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (116 reviews)
Felt like home, appliances were so complete to stay for a while. Cozy and clean. Parking was a bonus as well. Staff and neighbors were so nice.

Reviewed on Aug 22, 2026

POD Camps Bay

POD Camps Bay

Camps Bay
CA $3,345
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (230 reviews)
Hotel staff were a great help and very friendly. Convenient location to beach, restaurants, etc

Reviewed on Aug 21, 2026

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

Constantia
CA $2,385
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (99 reviews)
Impeccable service and peaceful, beautiful surroundings.

Reviewed on May 28, 2026

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Embark on an unforgettable all-inclusive trip to Cape Winelands including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Cape Winelands, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Cape Winelands, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 14.

Why should I book Cape Winelands vacations that are all inclusive and adults only?

Adults-only stays in Cape Winelands are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Cape Winelands. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Cape Winelands?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $2,072. By booking your accommodations and flight together, you may be able to enjoy savings of up to 14. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Cape Winelands?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Cape Winelands, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Cape Winelands vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Cape Winelands is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Cape Winelands's nightlife.

How can I find the best deals on all-inclusive vacations in Cape Winelands?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

All inclusive Hotels in Cape Winelands

Languedoc Farm

Languedoc Farm

Languedoc Stellenbosch Western Cape
  • 29 min drive from Boschendal Estate
Stay at this hotel in Stellenbosch. Enjoy free WiFi, free parking, and a garden. Popular attractions Stellenzicht and Dylan Lewis Sculpture Garden are located ...
10/10 Exceptional! (6 reviews)
"Clean room with lots of space and features. Quiet and relaxing setting. Host was nice and informative of tourist opportunities in the area."

Reviewed on Nov 16, 2025

Languedoc Farm
Simbavati Cederberg Ridge

Simbavati Cederberg Ridge

Old Klawer Road Cederberg Western Cape
  • 5 hours drive from Boschendal Estate
Book a stay at this spa lodge in Cederberg. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Pakhuis Pass and Clanwilliam Museum are ...
9.8/10 Exceptional! (37 reviews)
"A wonderful relaxing stay doing not much at all but enjoying some walks, the calm and the views"

Reviewed on Sep 23, 2024

Simbavati Cederberg Ridge
See all 2,296 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.

Things to do

From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route

From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route

CA $40
per adult
100% of travellers recommend
From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route
Walking Tour of Stellenbosch

Walking Tour of Stellenbosch

CA $25
per adult
Walking Tour of Stellenbosch
Full Day Afrivista Wine Tours from Stellenbosch

Full Day Afrivista Wine Tours from Stellenbosch

CA $160
per adult
Full Day Afrivista Wine Tours from Stellenbosch
See all activities in Cape Winelands

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.