Overstrand Vacation Packages

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    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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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.
The Sir David Boutique Guest House

The Sir David Boutique Guest House

Bloubergstrand
CA $1,967
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (24 reviews)
such a well appointed room. the board room was a bonus area to work in and the beakfast room was beautiful

Reviewed on Jun 14, 2026

One&Only Cape Town

One&Only Cape Town

Victoria and Alfred Waterfront
CA $8,397
per person
Oct 2 - Oct 10
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Cape Town (CPT)
9.6/10 Exceptional! (390 reviews)
Philemon was terrific and made our stay very memorable!

Reviewed on Aug 23, 2026

Sea Castle Hotel Camps Bay

Sea Castle Hotel Camps Bay

Camps Bay
CA $3,144
per person
Oct 2 - Oct 10
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Cape Town (CPT)
9/10 Wonderful! (194 reviews)
Really great location in Camps Bay. Good breakfast selection. Sea view room was a really good addition.

Reviewed on Aug 29, 2026

POD Camps Bay

POD Camps Bay

Camps Bay
CA $6,484
per person
Oct 2 - Oct 10
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) 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

Greyton Toad Hall

Greyton Toad Hall

CA $6,320
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Cape Town (CPT)
No reviews

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 $188
CA $217 total
Sep 5 - Sep 6
includes taxes & fees
9.6/10 Exceptional! (175 reviews)
"Be sure to take out insurance when booking at this hotel. This is our advice. Most hotels work with customers but this one does not. We contacted the hotel because we were delayed mid journey outside of the country. The hotel is not willing to be flexible even with 3 days notice that we can't make ..."

Reviewed on Aug 8, 2026

One Marine Drive Boutique Hotel
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr Hermanus Western Cape
CA $275
CA $275 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (110 reviews)
"We wished we would have stayed here for more than one night. Our room (apartment?) was spacious and comfortable with a great view of the water. The washer and dryer were really convenient for our long trip. The area is quiet with a lot of restaurants close by."

Reviewed on Jul 20, 2026

Esplanade Hermanus
Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

21 Marine Drive Hermanus Western Cape
CA $107
CA $124 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (265 reviews)
"Beautiful location and excellent hotel. The rooms has everything you would need and very clean. The staff are very friendly. The on premise restaurant is excellent and the dinner we had in the evening we arrived was excellent. Right along the sea front and the walks are so pleasant."

Reviewed on Aug 27, 2026

Misty Waves Boutique Hotel
See all 455 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 $1,967, 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

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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Harold Porter National Botanical Gardens

9.6/10 (7 reviews)
Explore the great outdoors at Harold Porter National Botanical Gardens, a lovely green space in Betty's Bay. Discover the spas in this relaxing area, or seek out its golf courses.
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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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Cliff Path

9.8/10 (90 reviews)
You can take time to visit Cliff Path during your travels to Hermanus. 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

From Hermanus or Cape Town: Shark Cage Diving Experience

From Hermanus or Cape Town: Shark Cage Diving Experience

CA $191
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
Hermanus Cliff Walk History Tour - a walk back in time

Hermanus Cliff Walk History Tour - a walk back in time

CA $30
per adult
Hermanus Cliff Walk History Tour - a walk back in time
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.