Title: Grand Cayman Romantic Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/602874/44f165b3-2262-40ea-a5c9-d3ac3e15e994.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Grand Cayman Romantic Vacations ## Book a Romantic 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 $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 ## Top Romantic vacation packages in Grand Cayman 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 $759 per person Mar 20 - Mar 22 found 1 day ago Roundtrip non-stop flight included Charleston (CHS) 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 ![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 Save 100% on your flight $1,234 per person Mar 20 - Mar 22 found 1 day ago Roundtrip non-stop flight included Charleston (CHS) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) It was sooooo busy! Could hardly get a beach chair. Didn’t honor my Marriott Ambassador status because I booked on Expedia (missed out on points and breakfast). Room and bed was comfy. Won’t be returning. Reviewed on Feb 17, 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 $793 per person Apr 22 - Apr 25 found 16 hours ago Roundtrip non-stop flight included New York (JFK) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Sunshine Suites is our go to Cayman spot. They have recently renovated and it looks great. Only downside this trip was the Sunshine Grill was closed for renovations (but it will be open later this spring). Access to beach through it's sister property adds tremendous value. Reviewed on Feb 15, 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 Save 100% on your flight $5,382 per person Mar 20 - Mar 23 found 22 hours ago Roundtrip non-stop flight included Boston (BOS) 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 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 $2,137 per person Mar 20 - Mar 22 found 1 day ago Roundtrip non-stop flight included Charleston (CHS) 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 Grand Cayman [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic vacations in Grand Cayman 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 $2,137 per person Mar 20 - Mar 22 found 1 day ago Roundtrip non-stop flight included Charleston (CHS) 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 Save 100% on your flight $5,382 per person Mar 20 - Mar 23 found 22 hours ago Roundtrip non-stop flight included Boston (BOS) 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 Grand Cayman [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic vacations in Grand Cayman 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 $747 per person Mar 20 - Mar 23 found 22 hours ago Roundtrip non-stop flight included Boston (BOS) 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 ![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 Save 100% on your flight $1,468 per person Mar 20 - Mar 23 found 22 hours ago Roundtrip non-stop flight included Boston (BOS) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) It was sooooo busy! Could hardly get a beach chair. Didn’t honor my Marriott Ambassador status because I booked on Expedia (missed out on points and breakfast). Room and bed was comfy. Won’t be returning. Reviewed on Feb 17, 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 $808 per person Mar 20 - Mar 23 found 22 hours ago Roundtrip non-stop flight included Boston (BOS) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Sunshine Suites is our go to Cayman spot. They have recently renovated and it looks great. Only downside this trip was the Sunshine Grill was closed for renovations (but it will be open later this spring). Access to beach through it's sister property adds tremendous value. Reviewed on Feb 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Grand Cayman [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic vacations in Grand Cayman 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 Save 100% on your flight $872 per person Mar 20 - Mar 24 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) 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 ![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 Save 100% on your flight $1,839 per person Mar 20 - Mar 24 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) It was sooooo busy! Could hardly get a beach chair. Didn’t honor my Marriott Ambassador status because I booked on Expedia (missed out on points and breakfast). Room and bed was comfy. Won’t be returning. Reviewed on Feb 17, 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 Save 100% on your flight $952 per person Mar 20 - Mar 24 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to George Town (GCM) 9/10 Wonderful! (1,001 reviews) Sunshine Suites is our go to Cayman spot. They have recently renovated and it looks great. Only downside this trip was the Sunshine Grill was closed for renovations (but it will be open later this spring). Access to beach through it's sister property adds tremendous value. Reviewed on Feb 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Grand Cayman [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## How to find a romantic Grand Cayman vacation #### How can I find the best Grand Cayman vacation packages for couples? To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. #### How can I find cheap Grand Cayman romantic packages for two? For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of . #### How can I plan a great romantic trip to Grand Cayman? Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. #### How much is a trip for two to Grand Cayman? Put a price on love with stunning deals for duos starting at just $747\. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply. #### Can I book Grand Cayman spa packages for couples? Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. #### What’s the best time of year for a romantic vacation in Grand Cayman? Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience. #### How can I book romantic weekend getaway packages in Grand Cayman? To book a loved-up break in Grand Cayman, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). #### Can I book a romantic trip to Grand Cayman with free cancellation and/or flexible dates? The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. #### Why should I book my Grand Cayman romantic holiday with Expedia? If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? ## Top Romantic Grand Cayman Hotels ![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 Fall in love again at this upscale hotel. You and your special someone are sure to love the hot tub, spa, and poolside dining. You'll also appreciate the beach ... 9.8/10 Exceptional! (992 reviews) Couples like: full-service spa, couples spa treatments, poolside dining, hot tub Travelers say... 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.com/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 A spa, ocean-view dining, and luxury bedding await couples visiting this romantic condominium resort. The property also offers a terrace, 2 outdoor pools, and ... 8.4/10 Very Good! (1,036 reviews) Couples like: full-service spa, couples spa treatments, restaurant with ocean view, on the beach Travelers say... Clean rooms and friendly helpful staff Reviewed on Feb 3, 2026 [](https://expedia.com/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 A spa, al fresco dining, and a garden await couples looking for a romantic getaway at this upscale resort. The property also offers soaking tubs, a hot tub, ... 9.6/10 Exceptional! (1,002 reviews) Couples like: full-service spa, beachfront dining, hot tub, on the beach Travelers say... Room way too far from beach, outrageously priced and they tried to upsell us to a closer room for an extra $800/night. I have stayed at a lot of 5 star hotels and that was probably the worst experience and value given amenities were minimal unless you took out the gold card ! . Every meal for 2 adults ... Reviewed on Jan 31, 2026 [](https://expedia.com/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information) [See all 1,460 properties in Grand Cayman](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=602874) 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.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) 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](https://expedia.com/Grand-Cayman-Hotels.d602874.Travel-Guide-Hotels)[ Vacation Rentals in Grand Cayman ](https://expedia.com/Grand-Cayman-Vacation-Rentals.d602874.Travel-Guide-VacationRentals)[ Car Rentals in Grand Cayman ](https://expedia.com/Car-Rentals-In-Grand-Cayman.d602874.Car-Rental-Guide)[ Grand Cayman Vacations ](https://expedia.com/Grand-Cayman.d602874.Destination-Travel-Guides)[ Things to do in Grand Cayman ](https://expedia.com/Things-To-Do-In-Grand-Cayman.d602874.Travel-Guide-Activities) \* 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