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 $1,438 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Beautiful place with a very charming owner! Reviewed on Nov 20, 2025 ![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 $7,395 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing. Reviewed on Dec 22, 2025 ![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 $4,106 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) Our room was good - nice space and very clean. Friendly staff. The location on Seven Mile Beach is great. The $75 per day resort fee seems excessive, especially since we did not use the Fitness Center, Yoga Classes, etc. A word of advice - skip the Tortuga Grill special food nights. We found the food to be mediocre at best. The fish was dry, some of the meat was very fatty, veggies overcooked, etc. It's a buffet to skip! Reviewed on Dec 20, 2025 ![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 $4,742 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha Reviewed on Dec 17, 2025 ![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 $1,998 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Newly renovated. Clean rooms. Pool and restaurant wasn’t open but we had full access to the Westin facilities where we spent the day, which was great! Reviewed on Dec 8, 2025 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/2026-01-26/2026-02-02/?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. ![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 $4,742 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha Reviewed on Dec 17, 2025 ![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 $7,395 per person Jan 25 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing. Reviewed on Dec 22, 2025 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/2026-01-26/2026-02-02/?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 $1,080 per person Jan 30 - Feb 2 just found Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Beautiful place with a very charming owner! Reviewed on Nov 20, 2025 ![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 $15,151 per person Jan 30 - Feb 2 just found Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing. Reviewed on Dec 22, 2025 ![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 $3,188 per person Jan 30 - Feb 2 just found Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) Our room was good - nice space and very clean. Friendly staff. The location on Seven Mile Beach is great. The $75 per day resort fee seems excessive, especially since we did not use the Fitness Center, Yoga Classes, etc. A word of advice - skip the Tortuga Grill special food nights. We found the food to be mediocre at best. The fish was dry, some of the meat was very fatty, veggies overcooked, etc. It's a buffet to skip! Reviewed on Dec 20, 2025 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/2026-01-26/2026-02-02/?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. ![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 $1,299 per person Mar 15 - Mar 19 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 8.2/10 Very Good! (336 reviews) We enjoyed our time on this property. Once there, rented a car to explore the east end! Loved the dock and easy access snorkeling. Restaurants were great, but really loved the little coffee shop. Grocery and liquor store were a short, easy walk, which was nice. Downside was, our dishwasher didn't work, but, who wants to do dishes on vacation anyways? Also, we had inquired at the front desk about arranging a shuttle to Tukka east. The girl at the front desk said she would take care of that for us and we gave her our time for pick up. However, when we showed up to be picked up, there was no shuttle from Tukka! We waited until a different shuttle came by, recognized us from being our driver from the airport and kindly gave us a ride, no charge to Tukka. If he hadn't of showed up, we may not have made it or whatever. Wished staff would smile more, not as outwardly friendly as i was led to believe from different site posts but still a great visit all the same! Reviewed on Dec 12, 2025 ![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 $1,356 per person Feb 25 - Mar 1 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Beautiful place with a very charming owner! Reviewed on Nov 20, 2025 ![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 $6,369 per person Feb 25 - Mar 1 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha Reviewed on Dec 17, 2025 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/2026-01-26/2026-02-02/?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 $1,080 and can enjoy savings of up to 23 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 $946 CA $1,313 total Jan 4 - Jan 5, 2026 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! (970 reviews) The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha Reviewed on Dec 17, 2025 [](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 ... 8.2/10 Very Good! (1,020 reviews) Great place. Rooms were very nice and the beach is well kept. Service was better than expected. Recommend water shoes because the fist 20 feet are rocky. Reviewed on Dec 16, 2025 [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 $1,334 CA $1,791 total Jan 11 - Jan 12, 2026 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! (1,000 reviews) The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing. Reviewed on Dec 22, 2025 [](https://expedia.ca/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information) [See all 1,542 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