Title: Luxury Vacations in Cayman Islands 2026 | Expedia.ca ![](https://images.trvl-media.com/place/33/815d3643-df65-4394-9dea-463c72e1fd4e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cayman Islands Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Cayman Islands Department of Tourism - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Luxury hotel deals in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![The Sunshine Hotel and Suites](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/b0cf11ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sunshine Hotel and Suites CA $1,637 per person May 25 - May 30 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9/10 Wonderful! (1,006 reviews) Sunshine Hotel & Suites was a very nice, clean & quiet property! Since it is a sister property to the Westin Resort right across the street it is truly the best of both worlds!! Can’t wait to come back! Reviewed on Mar 22, 2026 ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Seafire Resort + Spa by IHG CA $13,324 per person May 25 - May 30 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (997 reviews) Had an amazing time! Will definitely return in the future Reviewed on Mar 3, 2026 ![The Westin Grand Cayman Seven Mile Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/14900/14859/4961ba48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Grand Cayman Seven Mile Beach Resort & Spa CA $3,081 per person Apr 22 - Apr 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.2/10 Wonderful! (1,004 reviews) This was our second time staying here. It has everything you need and the pool and beach are beautiful. Staff is very friendly. Spa was awesome. We will come back again. Reviewed on Mar 23, 2026 ![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caribbean Club Luxury Condo Hotel CA $6,227 per person Apr 27 - May 2 found 1 day ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (45 reviews) ![Grand Cayman Marriott Resort](https://images.trvl-media.com/lodging/1000000/20000/18100/18077/93bc26b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Cayman Marriott Resort CA $2,012 per person Apr 22 - Apr 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 8.8/10 Excellent! (1,010 reviews) The room was generally clean but dusty and sticky in some areas. We also had no hot water the first day. It was fixed by a very nice engineer in the evening but still rather inconvenient for a nice resort. The staff was nice but I was rather irritated by one staff member who told us we couldn’t eat our takeout in the lobby. Not sure where we’re supposed to eat it if not in the lobby. We have a living room and yet not enough chairs or table space to eat. Additionally, there was a lot of disturbance out in the hallways at 1am and took way too long for someone to handle it. Restaurants were very nice. Ate several dinners there and many lunches by the pool. Pool was beautiful but a bit crowded. Overall very nice vacation. Would definitely go back. Just expected more or a Marriott and for the expensive daily resort fees. Also need a pickleball court. Reviewed on Mar 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/fbe90dfd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Grand Cayman CA $5,613 per person May 24 - May 29 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9.6/10 Exceptional! (1,007 reviews) The friendliest staff I’ve ever encountered and they were excellent with children! Beach seating was our only issue. Food was decent but not great. Reviewed on Mar 21, 2026 ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Seafire Resort + Spa by IHG CA $13,324 per person May 25 - May 30 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (997 reviews) Had an amazing time! Will definitely return in the future Reviewed on Mar 3, 2026 ![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caribbean Club Luxury Condo Hotel CA $6,227 per person Apr 27 - May 2 found 1 day ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (45 reviews) Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![The Sunshine Hotel and Suites](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/b0cf11ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sunshine Hotel and Suites CA $1,401 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9/10 Wonderful! (1,006 reviews) Sunshine Hotel & Suites was a very nice, clean & quiet property! Since it is a sister property to the Westin Resort right across the street it is truly the best of both worlds!! Can’t wait to come back! Reviewed on Mar 22, 2026 ![The Westin Grand Cayman Seven Mile Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/14900/14859/4961ba48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Grand Cayman Seven Mile Beach Resort & Spa CA $2,256 per person Apr 23 - Apr 26 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to George Town (GCM) 9.2/10 Wonderful! (1,004 reviews) This was our second time staying here. It has everything you need and the pool and beach are beautiful. Staff is very friendly. Spa was awesome. We will come back again. Reviewed on Mar 23, 2026 ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Seafire Resort + Spa by IHG CA $7,249 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (997 reviews) Had an amazing time! Will definitely return in the future Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/0df81892_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Reef Resort Grand Cayman CA $1,030 per person Apr 26 - Apr 30 found 16 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 8.4/10 Very Good! (1,041 reviews) Staff were very friendly. Our room was sparkling clean. Having a supermarket, restaurant, and a liquor store across the resort was a big plus. Reviewed on Mar 19, 2026 ![The Westin Grand Cayman Seven Mile Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/14900/14859/4961ba48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Grand Cayman Seven Mile Beach Resort & Spa CA $2,870 per person May 28 - Jun 1 found 5 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.2/10 Wonderful! (1,004 reviews) This was our second time staying here. It has everything you need and the pool and beach are beautiful. Staff is very friendly. Spa was awesome. We will come back again. Reviewed on Mar 23, 2026 ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Seafire Resort + Spa by IHG CA $11,609 per person May 28 - Jun 1 found 5 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (997 reviews) Had an amazing time! Will definitely return in the future Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Cayman Islands vacation with Expedia #### What are some benefits when booking luxury Cayman Islands vacations? When you book a luxury Cayman Islands vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Cayman Islands? If you're looking for something luxurious in Cayman Islands, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,030, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 6\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Cayman Islands. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Cayman Islands? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Cayman Islands. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Cayman Islands. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Cayman Islands? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Cayman Islands or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Cayman Islands. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Cayman Islands ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/fbe90dfd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ritz-Carlton, Grand Cayman West Bay Road Seven Mile Beach Grand Cayman - 17 min walk from Seven Mile Beach CA $1,234 CA $1,668 total Apr 12 - Apr 13 includes taxes & fees Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ... 9.6/10 Exceptional! (1,002 reviews) The friendliest staff I’ve ever encountered and they were excellent with children! Beach seating was our only issue. Food was decent but not great. Reviewed on Mar 21, 2026 [](https://expedia.ca/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information) ![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Caribbean Club Luxury Condo Hotel 871 West Bay Road Seven Mile Beach Grand Cayman - 23 min walk from Seven Mile Beach Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of ... 9.8/10 Exceptional! (45 reviews) Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude. Reviewed on Feb 25, 2024 [Get rates](https://expedia.ca/Seven-Mile-Beach-Hotels-Caribbean-Club-Luxury-Condo-Hotel.h5173420.Hotel-Information) [](https://expedia.ca/Seven-Mile-Beach-Hotels-Caribbean-Club-Luxury-Condo-Hotel.h5173420.Hotel-Information) ![Le Soleil d'Or](https://images.trvl-media.com/lodging/13000000/12340000/12338600/12338580/3fed3cc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Le Soleil d'Or 2147 South Side Road West End Cayman Brac - 3 hours drive from Seven Mile Beach Book a stay at this luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ... 10/10 Exceptional! (7 reviews) Fantastic Property Staff were unreal and the cottage was amazing Reviewed on Jul 24, 2019 [Get rates](https://expedia.ca/West-End-Hotels-Le-Soleil-DOr.h12338580.Hotel-Information) [](https://expedia.ca/West-End-Hotels-Le-Soleil-DOr.h12338580.Hotel-Information) [See all 1,380 properties in Cayman Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=33) 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. ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Cayman Islands Flights ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Flight-Destinations)[ Cayman Islands Hotels ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Hotel-Destinations)[ Cayman Islands Vacation Rentals ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Vacation-Rental-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) \* 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 on select hotels and earn double points 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