Photo by Cayman Islands Department of Tourism
Open Photo by Cayman Islands Department of Tourism
Grand Cayman Romantic Vacations
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Top Romantic vacation packages in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
- Shangri-La Boutique Bed & Breakfast
Sep 3 - Sep 7Shangri-La Boutique Bed & Breakfast + Flight
West Bay4 nights4.0 star property9.8/10 - Exceptional (216 reviews)"Couldn’t have been better! Location in West Bay is away from the congested area. The place has charisma, with each place being charming with beautiful views. Couldn’t have been more peaceful and relaxing. Rose, the host genuinely wanted our stay to be perfect and went out of her way to make us comfortable and help with everything!"Reviewed July 6, 2026Roundtrip • Austin (AUS) - Grand Cayman (GCM)AUS - GCM • 1 stop GCM - AUS • 1 stop$608$539found 2 days agoper traveler - Black Urchin
Aug 21 - Aug 26Black Urchin + Flight
Bodden Town5 nights4.5 star property10/10 - Exceptional (3 reviews)Roundtrip • Austin (AUS) - Grand Cayman (GCM)AUS - GCM • 1 stop GCM - AUS • 1 stop$7,931$4,352found 1 day agoper traveler - ONE GT Grand Cayman
Sep 3 - Sep 7ONE GT Grand Cayman + Flight
George Town4 nights4.5 star property10/10 - Exceptional (15 reviews)"The staff were all so kind and helpful and the place was just amazing g"Reviewed July 17, 2026Roundtrip • Austin (AUS) - Grand Cayman (GCM)AUS - GCM • 1 stop GCM - AUS • 1 stop$978$787found 2 days agoper traveler - The Sunshine Hotel and Suites
Sep 3 - Sep 7The Sunshine Hotel and Suites + Flight
Seven Mile Beach4 nights4.0 star property9.0/10 - Wonderful (1,006 reviews)Roundtrip • Austin (AUS) - Grand Cayman (GCM)AUS - GCM • 1 stop GCM - AUS • 1 stop$812$669found 2 days agoper traveler - Kimpton Seafire Resort + Spa by IHG
Aug 22 - Aug 25Kimpton Seafire Resort + Spa by IHG + Flight
Seven Mile Beach3 nights5.0 star property9.8/10 - Exceptional (1,000 reviews)"We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!"Reviewed July 12, 2026Roundtrip • Austin (AUS) - Grand Cayman (GCM)AUS - GCM • 1 stop GCM - AUS • 1 stop$1,645$1,419found 2 days agoper traveler
Discover the most popular places to visit in Grand Cayman
What to do in Grand Cayman
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
$55
per adult
98% of travelers recommend
Stingray Sandbar, Snorkeling, and Starfish Point
$60
per adult
100% of travelers recommend
Grand Cayman - Bioluminescent Bay Tour
$115
per adult
94% of travelers recommend
Top Romantic Grand Cayman Hotels
Villa Steps From The Sand
Villa Steps From The Sand10.7 mi from Grand Cayman
10.0 out of 10, Exceptional, (52 reviews)
10/10
Exceptional
(52 reviews)
"We had an incredible stay at this property. Mary was very responsive to any questions we had, and the property was clean and well equipped. We thoroughly enjoyed being steps from the sand. There are loungers available on the beach and there are umbrellas poolside (which my pale skin appreciated). The entire property was very well maintained and was so quiet. The king size bed is very comfortable and the AC worked great. I would have loved a lounger or two on the deck, where I spent hours reading...
$495 nightly
The price is $529
$529 total
Aug 1 - Aug 2
Total with taxes and fees
2 Bedroom Condo Seven Mile Beach -Sunset Cove
2 Bedroom Condo Seven Mile Beach -Sunset Cove9.4 mi from Grand Cayman
10.0 out of 10, Exceptional, (89 reviews)
10/10
Exceptional
(89 reviews)
"Very clean, host was responsive, air conditioning worked well, was very quiet"
$428 nightly
The price is $465
$465 total
Aug 15 - Aug 16
Total with taxes and fees
Step Into Paradise on Seven Mile Beach - Ground Floor Two Bedroom
Step Into Paradise on Seven Mile Beach - Ground Floor Two Bedroom9.5 mi from Grand Cayman
10.0 out of 10, Exceptional, (76 reviews)
10/10
Exceptional
(76 reviews)
"Great location, clean and accurate! They have everything you need. Feeling very lucky to have experienced this air bb for my birthday! Thank you Tristan!"
$493 nightly
The price is $533
$533 total
Aug 6 - Aug 7
Total with taxes and fees
!!GREAT LOCATION & VALUE!! 7mile BEACH CONDO in a Resort setting on 7mile Beach
!!GREAT LOCATION & VALUE!! 7mile BEACH CONDO in a Resort setting on 7mile Beach9.4 mi from Grand Cayman
9.4 out of 10, Exceptional, (128 reviews)
9.4/10
Exceptional
(128 reviews)
"Bed was good, linens clean, space was nice and was convenient, even if not on beach was a very short walk. "
$529 nightly
The price is $574
$574 total
Jul 27 - Jul 28
Total with taxes and fees
Welcome To Our Cayman Island Beach Home!
Welcome To Our Cayman Island Beach Home!9.4 mi from Grand Cayman
10.0 out of 10, Exceptional, (160 reviews)
10/10
Exceptional
(160 reviews)
"Great plače to st"
$571 nightly
The price is $620
$620 total
Jul 27 - Jul 28
Total with taxes and fees
Cayman Reef Resort, Seven Mile Beach. 3 Bed 2 Bath Condo, with Pool & Tennis
Cayman Reef Resort, Seven Mile Beach. 3 Bed 2 Bath Condo, with Pool & Tennis9.3 mi from Grand Cayman
9.8 out of 10, Exceptional, (14 reviews)
9.8/10
Exceptional
(14 reviews)
"Host was very responsive to a very minor issue we ran into. It was dealt with promptly. The place is as described, clearn and very convenient. And the beach is private and 100 yards from the condo. Price was reasonable. Very satisfied with my stay."
$710 nightly
The price is $766
$766 total
Jul 27 - Jul 28
Total with taxes and fees
Beautiful Oceanside Townhome lush private complex
Beautiful Oceanside Townhome lush private complex12.2 mi from Grand Cayman
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
$679 nightly
The price is $679
$679 total
Jul 22 - Jul 23
Total with taxes and fees
Ocean Front Paradise Seven Mile Beach Sunsets!
Ocean Front Paradise Seven Mile Beach Sunsets!9.5 mi from Grand Cayman
9.8 out of 10, Exceptional, (220 reviews)
9.8/10
Exceptional
(220 reviews)
"Nice, modern condo with excellent views of the sunsets. Great location. Pool bar a huge plus. Very large baby pool was wonderful for our grandkids!"
$1,285 nightly
The price is $1,454
$1,454 total
Aug 5 - Aug 6
Total with taxes and fees
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.
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.
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.
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 $539. 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.
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?