Title: Herolds Bay Vacation Packages 2026 from $1,410 | 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 $1,410 ## 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. ![101 Nine palms ](https://images.trvl-media.com/lodging/102000000/101870000/101863500/101863419/9cc81a9b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 101 Nine palms Century City $1,410 per person Mar 24 - Mar 30 found 10 hours ago Roundtrip non-stop flight included Boston (BOS) to Cape Town (CPT) 2/10 (2 reviews) ![Labotessa Luxury Boutique Hotel](https://images.trvl-media.com/lodging/35000000/34760000/34752900/34752848/w3311h4959x0y2-6fecad68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Labotessa Luxury Boutique Hotel Cape Town City Centre $3,034 per person Apr 11 - Apr 16 found 24 hours ago Roundtrip flight included New York (NYC) to Cape Town (CPT) 9.8/10 Exceptional! (38 reviews) We had a wonderful stay at Labotessa Hotel. Service was in a class all by itself, breakfast was delicious and included, and each day coming home we would feel like we were greeted by family. Highly recommend!! Reviewed on Oct 18, 2025 ![One&Only Cape Town](https://images.trvl-media.com/lodging/3000000/2450000/2442800/2442736/w3840h2557x0y3-e3929b14_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### One&Only Cape Town Victoria and Alfred Waterfront Save 100% on your flight $5,006 per person Mar 24 - Mar 30 found 10 hours ago Roundtrip non-stop flight included Boston (BOS) to Cape Town (CPT) 9.6/10 Exceptional! (366 reviews) The most amazing hotel. Beyond amazing Reviewed on Nov 26, 2025 ![Canopy By Hilton Cape Town Longkloof](https://images.trvl-media.com/lodging/111000000/110170000/110169100/110169015/w3840h2217x0y3-7bab221a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Canopy By Hilton Cape Town Longkloof Cape Town City Centre $2,579 per person Apr 6 - Apr 12 found 19 hours ago Roundtrip non-stop flight included Boston (BOS) to Cape Town (CPT) 9.8/10 Exceptional! (20 reviews) Clean and new amenities, nice breakfast, friendly staff Reviewed on Feb 12, 2026 ![The Cellars-Hohenort](https://images.trvl-media.com/lodging/1000000/540000/536200/536129/fd45b48e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cellars-Hohenort Constantia $2,764 per person Apr 6 - Apr 12 found 19 hours ago Roundtrip non-stop flight included Boston (BOS) to Cape Town (CPT) 9.6/10 Exceptional! (154 reviews) What a place! Everything is fabulous and the staff are exceptional. This was our 6th visit to the Cellars and it won’t be our last. The beautiful gardens together with the stylish interiors make for a luxurious and relaxing stay. The restaurant food is delicious too, what’s not to like? Reviewed on Feb 6, 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/2026-03-20/2026-03-27/?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 4.5/5(2 reviews) 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 $116 nightly $133 total Mar 3 - Mar 4 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%2F3%2F2026&endDate=3%2F4%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%2F6%2F2026&endDate=3%2F7%2F2026&selected=21451819&PinnedHotelID=21451819&HadPinnedHotel=true®ionId=6143520) [](https://expedia.com/Hotel-Search?startDate=3%2F6%2F2026&endDate=3%2F7%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 $118 nightly $136 total Feb 21 - Feb 22 Total with taxes and fees Right on the beach, Great location ! Reviewed on Dec 2, 2024 [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%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%2F21%2F2026&endDate=2%2F22%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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](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