Overstrand Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top vacation destinations in Overstrand

A coastal landscape with rocky formations, clear turquoise waters, and distant mountains.

Gansbaai

Gansbaai

Top Overstrand Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Blackbrick Hotel Gardens - Cape Town

Blackbrick Hotel Gardens - Cape Town

Cape Town City Centre
CA $907
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
10/10 Exceptional! (3 reviews)
book this hotel for my staff and they only have great things to say

Reviewed on Sep 10, 2026

The Cellars-Hohenort

The Cellars-Hohenort

Constantia
Save 100% on your flight
CA $3,094
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (171 reviews)
This hotel is absolutely stunning and easily one of the most beautiful places we had the chance to stay at during our trip to South Africa. The property and grounds are gorgeous, but what made our stay even more special was the staff, everyone was incredibly warm, welcoming, attentive, and kind. We were celebrating our honeymoon and were so thoughtfully treated to a room upgrade, a bottle of sparkling wine, chocolates, and so many other lovely little touches throughout our stay. It truly made us feel special and was such a wonderful way to end our honeymoon. Breakfast was included and was absolutely delicious, with a great selection and beautiful setting. We genuinely loved our stay and only wish we could have stayed longer. We would highly recommend this hotel

Reviewed on Oct 4, 2026

Glen Avon Lodge Boutique Hotel

Glen Avon Lodge Boutique Hotel

Constantia
Save 100% on your flight
CA $1,370
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (26 reviews)
Amazing stay

Reviewed on Feb 19, 2026

Gorgeous George by Design Hotels

Gorgeous George by Design Hotels

Cape Town City Centre
CA $1,307
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.8/10 Exceptional! (286 reviews)
An ourstanding property with a terrific and helpful staff. We were very happy with all aspects of our stay.

Reviewed on Oct 1, 2026

Queen Victoria Hotel & Manor House by NEWMARK

Queen Victoria Hotel & Manor House by NEWMARK

Victoria and Alfred Waterfront
Save 100% on your flight
CA $2,830
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (437 reviews)
Breakfests were fine, but the lunches and dinners in the restaurant were not so good.

Reviewed on Aug 27, 2026

Overstrand Hotel Deals

One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
CA $218
CA $251 total
Oct 27 - Oct 28
includes taxes & fees
One Marine Drive Boutique Hotel
Arabella Hotel Golf & Spa

Arabella Hotel Golf & Spa

R44 Kleinmond Kleinmond Western Cape
Fully refundableReserve now, pay when you stay
CA $275
CA $317 total
Oct 16 - Oct 17
includes taxes & fees
Arabella Hotel Golf & Spa
Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

21 Marine Drive Hermanus Western Cape
CA $145
CA $171 total
Oct 22 - Oct 23
includes taxes & fees
9/10 Wonderful! (269 reviews)
"Beautiful hotel with stunning sea views, wish we had stayed longer. Misty Waves was one of the standout hotels of our South African trip. Although we only stayed for one night, we left wishing we had booked longer to enjoy both the hotel and spend more time exploring Hermanus itself. The whole property ..."

Reviewed on Oct 7, 2026

Misty Waves Boutique Hotel
See all 460 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.

Frequently asked questions

How much does an Overstrand vacation package cost?
Our Overstrand packages, which start from just CA $907, 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.

Stay near popular Overstrand attractions

Hermanus Beach

9.6/10 (114 reviews)
If a restful vacation is part of your travel plans, Hermanus Beach might be the perfect place to seek out during your trip to Hermanus. You can seek out the golf courses while in the area.
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Grotto Beach

9.6/10 (45 reviews)
Why not spend a carefree afternoon at Grotto Beach during your travels in Hermanus? You can seek out the golf courses while in the area.
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Voelklip Beach

9.6/10 (29 reviews)
If a restful vacation is part of your travel plans, Voelklip Beach might be the perfect place to seek out during your trip to Hermanus. You can seek out the golf courses while in the area.
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Grootbos Nature Reserve

9.4/10 (10 reviews)
Explore the great outdoors at Grootbos Nature Reserve, a lovely green space in Gansbaai. Amble around the area's seaside, or seek out its diving spots.
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Fernkloof Nature Reserve

9.2/10 (25 reviews)
Explore the great outdoors at Fernkloof Nature Reserve, a lovely green space in Hermanus. While you're in the area, stroll along the seaside.
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Old Harbour Museum

9.4/10 (26 reviews)
Explore the waterfront in Hermanus with a trip to Old Harbour Museum. While you're in the area, stroll along the seaside.
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Gansbaai Harbor

8.2/10 (26 reviews)
Explore the waterfront in Gansbaai with a trip to Gansbaai Harbor. Discover the area's mountain views and seek out the diving spots.
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What to do in Overstrand

Steam Train to Elgin Railway Market

Vintage Train to Elgin Railway Market

CA $85
per adult
Vintage Train to Elgin Railway Market
From Hermanus or Cape Town: Shark Cage Diving Experience

From Hermanus or Cape Town: Shark Cage Diving Experience

CA $189
per adult
96% of travellers recommend
From Hermanus or Cape Town: Shark Cage Diving Experience
Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

CA $39
per adult
Hermanus Whale Watching Day Tour
See all activities in Overstrand
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.