Title: Cayman Islands Winery Hotels : Book the Right Winery Hotels Room in Cayman Islands, Caribbean - Expedia.ca [Cayman Islands Travel Guide](https://expedia.ca/Cayman-Islands.dx33)[Cayman Islands Hotels](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Hotel-Destinations)[Vacation Rentals in Cayman Islands](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Vacation-Rental-Destinations)[Cayman Islands Flights](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Flight-Destinations)[Cayman Islands Car Rentals](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Car-Rental-Destinations)[Cayman Islands Vacations](https://expedia.ca/Cayman-Islands.d33.Destination-Travel-Guides) ![Cayman Islands which includes landscape views, tropical scenes and a beach](https://images.trvl-media.com/place/33/daeb0c23-aabf-4923-8c1c-b8538e0ab2d0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Cayman Islands Department of Tourism ![](https://images.trvl-media.com/place/33/daeb0c23-aabf-4923-8c1c-b8538e0ab2d0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cayman Islands Winery Hotels Tonight [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=33&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 1 - Mar 2](https://www.expedia.ca/Hotel-Search?regionId=33&startDate=2026-03-01&endDate=2026-03-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=33&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=33&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_33) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Cayman-Islands-Winery-Hotel.0-0-d33-tWineryHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Cayman-Islands-Winery-Hotel.0-0-d33-tWineryHotel.Hotel-Filter-Destinations) ## Top Cayman Islands Hotel Reviews ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg) ### The Ritz-Carlton, Grand Cayman 10/10 Excellent "Staff and comfortable stay" [](https://expedia.ca/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information) ![Regal Beach Club](https://images.trvl-media.com/lodging/18000000/17470000/17467200/17467173/b264843a_y.jpg) ### Regal Beach Club 10/10 Excellent "Very clean and comfortable. Kitchen well equipped. Grounds well kept with friendly staff. Great beachfront location and walkable to many restaurants. " [](https://expedia.ca/Seven-Mile-Beach-Hotels-Regal-Beach-Club.h17467173.Hotel-Information) ![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg) ### Wyndham Reef Resort Grand Cayman 10/10 Excellent "The room and the entire facility was clean and well kept. Staff was friendly and attentive. Pools and beach were clean and well kept. Ocean view is terrific!" [](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information) ![Hotel Indigo Grand Cayman by IHG](https://images.trvl-media.com/lodging/97000000/96930000/96922200/96922163/6e584603_y.jpg) ### Hotel Indigo Grand Cayman by IHG 10/10 Excellent "perfect" [](https://expedia.ca/Seven-Mile-Beach-Hotels-Hotel-Indigo-Grand-Cayman.h96922163.Hotel-Information) ![Wyndham Reef Resort - All Inclusive](https://images.trvl-media.com/lodging/18000000/17120000/17116200/17116132/218d4cdd_y.jpg) ### Wyndham Reef Resort - All Inclusive 10/10 Excellent "The rooms were very clean and accommodating. The STAFF WAS AMAZING!! The snorkeling right off the resort beach was fun. Nothing amazing but definitely fun! " [](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-All-Inclusive.h17116132.Hotel-Information) ![Point West](https://images.trvl-media.com/lodging/123000000/122100000/122091600/122091530/299740aa_y.jpg) ### Point West 10/10 Excellent "Room was the cleanest room I have stayed in. Location was nice and quiet. Will definitely try to stay here again next time we come!" [](https://expedia.ca/West-Bay-Hotels-Point-West.h122091530.Hotel-Information) ![Palm Heights](https://images.trvl-media.com/lodging/33000000/32030000/32028100/32028040/6021695d_y.jpg) ### Palm Heights 10/10 Excellent "Most wonderful place in the carribean! " [](https://expedia.ca/Seven-Mile-Beach-Hotels-Palm-Heights.h32028040.Hotel-Information) ![Cobalt Coast Resort](https://images.trvl-media.com/lodging/103000000/102420000/102412500/102412467/9d52fe76_y.jpg) ### Cobalt Coast Resort 10/10 Excellent "Room was clean Staff was great Will go back again " [](https://expedia.ca/West-Bay-Hotels-Cobalt-Coast-Resort.h102412467.Hotel-Information) ![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg) ### Sunshine Suites Resort 10/10 Excellent "The room was great. The hotel was peaceful. Great having access to Westin beach and amenities but able to escape to our relaxing hotel " [](https://expedia.ca/Seven-Mile-Beach-Hotels-Sunshine-Suites-Resort.h456429.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [3 Star Hotels in Grand Cayman ](https://www.expedia.ca/3Star-Grand-Cayman-Hotels.s30-0-d602874.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Grand Cayman ](https://www.expedia.ca/4Star-Grand-Cayman-Hotels.s40-0-d602874.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Grand Cayman ](https://www.expedia.ca/5Star-Grand-Cayman-Hotels.s50-0-d602874.Travel-Guide-Filter-Hotels) - [Apartments in Grand Cayman ](https://www.expedia.ca/Grand-Cayman-Apartments.d602874-aaApartments.Travel-Guide-Accommodation) - [B&B in Grand Cayman ](https://www.expedia.ca/Grand-Cayman-Bed-And-Breakfast.d602874-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Resorts in Grand Cayman ](https://www.expedia.ca/Grand-Cayman-Condominium-Resort.d602874-aaCondominiumResort.Travel-Guide-Accommodation) - 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