Overstrand Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top vacation destinations in Overstrand
Gansbaai
Top Overstrand Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Tintswalo Boulders
Simon's Town
CA $4,951
per person
Dec 16 - Dec 22
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (67 reviews)
The place is just a bit tired and the staff are unfortunately not trained properly. I would rate it as an upmarket B&B with a great location as opposed to a 5 star hotel. For one night it was fine but we would not return.
Brian
Reviewed on Oct 5, 2026
Overstrand Hotel Deals
One Marine Drive Boutique Hotel
1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
CA $272
CA $313 total
Oct 21 - Oct 22
includes taxes & fees
Arabella Hotel Golf & Spa
R44 Kleinmond Kleinmond Western Cape
Fully refundableReserve now, pay when you stay
CA $211
CA $243 total
Oct 16 - Oct 17
includes taxes & fees
Misty Waves Boutique Hotel
21 Marine Drive Hermanus Western Cape
CA $147
CA $172 total
Oct 22 - Oct 23
includes taxes & fees
9/10 Wonderful! (270 reviews)
"Highly recommend, excellent position, we had room with sea view and watched whales jumping out of water!"
Reviewed on Oct 14, 2026
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 $2,993, 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.
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.
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.
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.
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.
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.
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.
What to do in Overstrand
From Hermanus or Cape Town: Shark Cage Diving Experience
CA $189
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
