Title: Herolds Bay Vacation Packages 2026 from $1,217 | Expedia.com [Herolds Bay Travel Guide](https://expedia.com/Herolds-Bay.dx6143520)[Hotels in Herolds Bay](https://expedia.com/Herolds-Bay-Hotels.d6143520.Travel-Guide-Hotels)[Vacation Rentals in Herolds Bay](https://expedia.com/Herolds-Bay-Vacation-Rentals.d6143520.Travel-Guide-VacationRentals)[Flights to Herolds Bay](https://expedia.com/Cheap-Flights-To-Herolds-Bay.d6143520.Travel-Guide-Flights)[Car Rentals in Herolds Bay](https://expedia.com/Car-Rentals-In-Herolds-Bay.d6143520.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Herolds Bay Vacations from $1,217 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Your Herolds Bay Vacation From its highlights to its hidden gems, this city is best experienced with a Herolds Bay vacation package. Find somewhere to stay in Great Brak River, which is good for culture, views and history. [Oubaai Golf Estate](https://www.expedia.com/Oubaai-Golf-Estate-Herolds-Bay.d553248635974599891.Vacation-Attraction), [Kingswood Golf Estate](https://www.expedia.com/Kingswood-Golf-Estate-George.d553248623750379731.Vacation-Attraction) and [The Links](https://www.expedia.com/The-Links-George.d553248621563222918.Vacation-Attraction) are just some of the attractions worth checking out during your trip to Herolds Bay. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Herolds Bay vacation plans into action! ## The Latest Herolds Bay vacation packages Price found within the past 48 hours. Click for updated prices. ![Urban Elephant Express The Flamingo](https://images.trvl-media.com/lodging/114000000/113260000/113257500/113257442/66935f2b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Urban Elephant Express The Flamingo Sea Point $1,217 per person Apr 22 - Apr 27 found 5 hours ago Roundtrip non-stop flight included New York (JFK) to Cape Town (CPT) No reviews Room was spotless and well set up and the staff where so lovely and professional. Communication was great and I could contact them with ease for support or advice. I felt very safe too and the lift was very accessible and easy to use. Reviewed on Jan 19, 2026 ![Cape Cadogan Boutique Hotel](https://images.trvl-media.com/lodging/4000000/3030000/3024600/3024594/ab618e49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cape Cadogan Boutique Hotel Cape Town City Centre $2,626 per person Apr 22 - Apr 27 found 5 hours ago Roundtrip non-stop flight included New York (JFK) to Cape Town (CPT) 9.6/10 Exceptional! (51 reviews) Outstanding staff, continuously offering to be helpful. Good location, on a relatively quiet street just off of walkable Kloof Street but not in an area teeming with tourists. Afternoon tea and sweets. Restaurant in adjacent building with indoor and outdoor seating. No plans to return to Cape Town but would definitely stay here again. Reviewed on Feb 6, 2026 ![O' Two Hotel](https://images.trvl-media.com/lodging/46000000/45870000/45862400/45862303/0aad2e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### O' Two Hotel Mouille Point $3,351 per person Apr 4 - Apr 10 found 1 day ago Roundtrip flight included New York (NYC) to Cape Town (CPT) 9.6/10 Exceptional! (55 reviews) excellent location, clean rooms, friendly staff Reviewed on Feb 11, 2026 ![The Hyde All-Suite Hotel](https://images.trvl-media.com/lodging/4000000/3890000/3887200/3887140/334548ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hyde All-Suite Hotel Sea Point $1,953 per person Apr 22 - Apr 27 found 6 hours ago Roundtrip non-stop flight included New York (JFK) to Cape Town (CPT) 8.6/10 Excellent! (349 reviews) Clean and with really friendly staff. 3rd floor room was quiet. Breakfast was tasty. Nothing wrong with the hotel for a family stay for a couple of nights. My only issue was with the pool, the wood around it was old and it was easy to get splinters / there was lots of metal bits screwed into it that you could catch your foot on. Reviewed on Feb 17, 2026 ![Charles Hope Cape Town](https://images.trvl-media.com/lodging/113000000/112970000/112965500/112965485/d3673206_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Charles Hope Cape Town Cape Town City Centre $1,381 per person Apr 22 - Apr 27 found 5 hours ago Roundtrip non-stop flight included New York (JFK) to Cape Town (CPT) 10/10 Exceptional! (2 reviews) From the great staff in the restaurant and front desk , to amazing housekeeping I was amazed by the great service ! The location is central to everything you could want in Cape Town. I found this to be a perfect stay for my needs ! Reviewed on Jan 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Herolds Bay [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GRJ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6143520) ### Discover the most popular places to visit in Herolds Bay #### Oubaai Golf Estate Enjoy a round of golf in Herolds Bay at Oubaai Golf Estate. You can enjoy the restaurants while in the area. [](https://expedia.com/Oubaai-Golf-Estate-Herolds-Bay.d553248635974599891.Vacation-Attraction) #### Freesia Spa You can take time to visit Freesia Spa during your travels to Herolds Bay. You can enjoy the restaurants while in the area. [](https://expedia.com/Freesia-Spa-Herolds-Bay.d553248635974599892.Vacation-Attraction) ## Herolds Bay Hotel Deals ![Oubaai Hotel Golf & Spa](https://images.trvl-media.com/lodging/4000000/3110000/3104800/3104773/f3046fcc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oubaai Hotel Golf & Spa 406 Herolds Bay Road Herolds Bay Western Cape Fully refundableReserve now, pay when you stay $117 nightly $134 total Mar 9 - Mar 10 Total with taxes and fees 8/10 Very Good! (263 reviews) Good place Reviewed on Dec 28, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=3104773&PinnedHotelID=3104773&HadPinnedHotel=true®ionId=6143520) ![Dutton's Cove Guesthouse](https://images.trvl-media.com/lodging/22000000/21460000/21451900/21451819/6eb70ed0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dutton's Cove Guesthouse 21 Rooidraai Avenue Herolds Bay Western Cape 9.8/10 Exceptional! (14 reviews) Amazing place! Clean, beautiful view, great breakfast and responsive host. Reviewed on Feb 13, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=21451819&PinnedHotelID=21451819&HadPinnedHotel=true®ionId=6143520) [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=21451819&PinnedHotelID=21451819&HadPinnedHotel=true®ionId=6143520) ![Makarios on Sea](https://images.trvl-media.com/lodging/16000000/15430000/15429700/15429611/cfd9f51a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Makarios on Sea 4 Gericke's Corner Herolds Bay Western Cape $119 nightly $137 total Feb 20 - Feb 21 Total with taxes and fees Right on the beach, Great location ! Reviewed on Dec 2, 2024 [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=15429611&PinnedHotelID=15429611&HadPinnedHotel=true®ionId=6143520) [See all 295 properties in Herolds Bay](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F19%2F2026&endDate=2%2F20%2F2026®ionId=6143520) 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. ## Find the Best Herolds Bay Vacation Packages ## Herolds Bay Essential Information | Language | Afrikaans | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | South African rands | | Closest Airport | George Airport (GRJ) | | Max Temp Winter | 65ºF | | Max Temp Summer | 75ºF | | Top Sights | [Victoria Bay Beach](https://www.expedia.com/Victoria-Bay-Beach-Wilderness.d6090887.Vacation-Attraction), [Map of Africa View Point](https://www.expedia.com/Map-Of-Africa-View-Point-Wilderness.d553248635922700422.Vacation-Attraction) and [Outeniqua Transport Museum](https://www.expedia.com/Outeniqua-Transport-Museum-George.d553248621532455037.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Herolds Bay vacation package cost? ### What are the cheapest months to go to Herolds Bay? ### How many days is enough for Herolds Bay? ### How to find the best Herolds Bay package deals? ### Is it cheaper to book a Herolds Bay vacation as a package? ### When to book a vacation package to Herolds Bay? ### Does Expedia offer Book Now, Pay Later Herolds Bay vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app