Overstrand Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 vacation destinations in Overstrand

View towards Hermanus and the Kleinrivier Mountains from Klipgat Cave. De Kelders (or Die Kelders). Whale Coast. Western Cape. South Africa
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Gansbaai

Gansbaai

Top Overstrand Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Charles Hope Boutique Hometel

Charles Hope Boutique Hometel

4.5 out of 5
Cape Town City Centre
Price was CA $2,565, price is now CA $2,258 per person
CA $2,258
per person
Jul 9 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.2/10 Wonderful! (16 reviews)
I really enjoyed the stay and hospitality of staff as everyone was attentive and helpful. The breakfast was great as well. I look forward to another stay in the future.

Reviewed on Mar 25, 2026

The Docklands CT

The Docklands CT

3 out of 5
Cape Town City Centre
Price was CA $4,819, price is now CA $4,235 per person
CA $4,235
per person
Aug 1 - Aug 10
found 8 hours ago
Roundtrip flight included
Halifax (YHZ) to Cape Town (CPT)
9.8/10 Exceptional! (12 reviews)
Lovely stay. The view of the mountain is impressive. Spacious and clean. Security is top notch. I felt very safe here. Thank you.

Reviewed on May 3, 2026

Cape Heritage Hotel

Cape Heritage Hotel

4 out of 5
Cape Town City Centre
Price was CA $2,972, price is now CA $2,639 per person
CA $2,639
per person
Jul 9 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.8/10 Exceptional! (302 reviews)
Included breakfast is superb

Reviewed on Mar 31, 2026

Pepperclub Hotel

Pepperclub Hotel

5 out of 5
Cape Town City Centre
Price was CA $2,956, price is now CA $2,630 per person
CA $2,630
per person
Jul 9 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
8.8/10 Excellent! (505 reviews)
Improve the connection in the TV room to have C-cable

Reviewed on May 27, 2026

Taj Cape Town

Taj Cape Town

5 out of 5
Cape Town City Centre
Price was CA $2,878, price is now CA $2,561 per person
CA $2,561
per person
Jul 9 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (1,007 reviews)
This is our go to Hotel in Cape Town. The staff has consistently been gracious and helpful in all respects. The two dining venues are excellent and the lobby bar a great place to have a drink before dining or going out. The treatments in the spa have always been excellent. The Taj club has excellent canapés in the drinks are always flowing. This is truly a gem in the heart of the city yet close to everything which is the reason we return time again.

Reviewed on May 30, 2026

Overstrand Hotel Deals

Whale Coast All Suite Hotel

Whale Coast All Suite Hotel

4 out of 5
c/o Lord Roberts & Royal Roads Hermanus Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Jun 7 to Jun 8
CA $94
CA $108 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (256 reviews)
"Just amazing ! Clean as new. Perfect location and helpful staff throughout the stay. Couldn’t fault the place at all except lack of TV but that didn’t bother us as we had so much to see. Quiet and peaceful at night and air con in main room. Parking plentiful. A must stay if you are in Hermanus"

Reviewed on May 24, 2026

Whale Coast All Suite Hotel
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr Hermanus Western Cape
The price is CA $272 per night from Jun 7 to Jun 8
CA $272
CA $272 total
Jun 7 - Jun 8
includes taxes & fees
9.6/10 Exceptional! (104 reviews)
"Beautiful place with very friendly staff. Enjoyed our stay."

Reviewed on May 6, 2026

Esplanade Hermanus
The Marine Hermanus

The Marine Hermanus

5 out of 5
Marine Drive Hermanus Western Cape
The price is CA $462 per night from Jun 16 to Jun 17
CA $462
CA $536 total
Jun 16 - Jun 17
includes taxes & fees
The Marine Hermanus
See all 432 properties in Overstrand
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.
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Frequently asked questions

How much does an Overstrand vacation package cost?
Our Overstrand packages, which start from just CA $2,258, are an ideal way to save big bucks. Choose your favorite flights, hotels and rental cars to create your perfect trip.
How do I get a cheap travel package to Overstrand?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Pick and choose a combination that best fits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties globally, which lets you customize your Overstrand adventure.
How far in advance should I book my Overstrand vacation?
It can be difficult to know exactly when the best time is to book your Overstrand trip. But generally the earlier you book, the cheaper the prices. In some cases, you can book your flights and hotels nearly 12 months before departure. If you're thinking of a last-minute getaway, no need to stress! There are incredible deals posted on Expedia every single day.
What does an Expedia Overstrand travel package include?
From airfares and hotels to rental cars, Expedia can help you put together an Overstrand package that's perfect for you. Heading off for a few weeks? Give some thought to a hotel, flight and rental car bundle. If your break is short, a hotel and airfare deal could be more your style. Tours and activities can be added once you've made your booking. Our vacation packages make it easy to save and plan.
What should I know before booking an Overstrand travel package?
A travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with an Overstrand Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just select your favorite carrier and put together the perfect Overstrand trip.
If I'm not able to travel, can I cancel my Overstrand vacation package?
Don't stress if you're rethinking your Overstrand vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realize life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.