Title: Romantic 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 Romantic 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 Romantic hotel deals in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Shangri-La Boutique Bed & Breakfast CA $799 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience. Reviewed on Jan 25, 2026 ![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunshine Suites Resort CA $1,102 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Clean room, big rooms. Reviewed on Feb 9, 2026 ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Grand Cayman CA $3,332 per person Mar 12 - Mar 15 found 7 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) Amazing resort! Can’t wait to go back! Reviewed on Jan 29, 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 $7,049 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay! Reviewed on Feb 4, 2026 ![The Westin Grand Cayman Seven Mile Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/14900/14859/e7a9c815_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Grand Cayman Seven Mile Beach Resort & Spa CA $3,234 per person Mar 12 - Mar 15 found 7 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) Clean room, great views Reviewed on Jan 30, 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/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic 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/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Grand Cayman CA $3,332 per person Mar 12 - Mar 15 found 7 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) Amazing resort! Can’t wait to go back! Reviewed on Jan 29, 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 $7,049 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay! Reviewed on Feb 4, 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/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Shangri-La Boutique Bed & Breakfast CA $799 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience. Reviewed on Jan 25, 2026 ![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunshine Suites Resort CA $1,102 per person Apr 12 - Apr 15 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Clean room, big rooms. Reviewed on Feb 9, 2026 ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Grand Cayman CA $3,332 per person Mar 12 - Mar 15 found 7 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) Amazing resort! Can’t wait to go back! Reviewed on Jan 29, 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/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Shangri-La Boutique Bed & Breakfast CA $963 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience. Reviewed on Jan 25, 2026 ![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Reef Resort Grand Cayman CA $1,120 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 8.4/10 Very Good! (1,014 reviews) Clean rooms and friendly helpful staff Reviewed on Feb 3, 2026 ![Morritts Tortuga Club](https://images.trvl-media.com/lodging/17000000/16430000/16427700/16427685/e4eeddce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Morritts Tortuga Club CA $1,013 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 8.2/10 Very Good! (336 reviews) We loved our stay at Morritts which i on the east side of an island with qiet and very local.atmosphere. The resort is by the beautiful beach and has a 3 pools and also hot tubs. It is very clean and staff is nice and helpful. Restaurants are on site. They also offer activities. It has all we needed to relax and enjoy our stay. Reviewed on Jan 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/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Cayman Islands vacations #### What are some of the benefits of booking a romantic Cayman Islands vacation? When booking a romantic Cayman Islands vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Caribbean. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Cayman Islands destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Cayman Islands? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $799 and can enjoy savings of up to 27 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Cayman Islands? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Cayman Islands certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Cayman Islands. #### Can I book a romantic Cayman Islands vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Cayman Islands search. #### Can I book a romantic trip to Cayman Islands that is fully refundable? Several romantic Cayman Islands vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## Romantic Hotels in Cayman Islands ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kimpton Seafire Resort + Spa by IHG 60 Tanager Way Seven Mile Beach Grand Cayman - 9 min drive from Port of Georgetown CA $1,264 CA $1,709 total Feb 22 - Feb 23 includes taxes & fees Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ... 9.8/10 Exceptional! (989 reviews) The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay! Reviewed on Feb 4, 2026 [](https://expedia.ca/Seven-Mile-Beach-Hotels-Kimpton-Seafire-Resort-And-Spa.h14761342.Hotel-Information) ![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Reef Resort Grand Cayman 2221 Queens Highway East End Grand Cayman - 44 min drive from Port of Georgetown Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... 8.4/10 Very Good! (1,036 reviews) Clean rooms and friendly helpful staff Reviewed on Feb 3, 2026 [Get rates](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information) [](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information) ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ritz-Carlton, Grand Cayman West Bay Road Seven Mile Beach Grand Cayman - 7 min drive from Port of Georgetown CA $1,490 CA $1,982 total Mar 6 - Mar 7 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. ... 9.4/10 Exceptional! (1,002 reviews) Amazing resort! Can’t wait to go back! Reviewed on Jan 29, 2026 [](https://expedia.ca/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information) [See all 1,553 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 Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## 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