Cayman Islands 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

  • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic Cayman Islands Hotels

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
  • 6 min walk from Seven Mile Beach
The price is ₩584,718 per night from Sep 13 to Sep 14
₩584,718
₩848,953 total
Sep 13 - Sep 14
includes taxes & fees
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! (863 reviews)

Couples like: full-service spa, couples spa treatments, poolside dining, hot tub

Travelers say...
"Excellent"

Reviewed on Aug 14, 2025

Kimpton Seafire Resort + Spa by IHG
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
  • 43 min drive from Seven Mile Beach
A spa, ocean-view dining, and luxury bedding await couples visiting this romantic resort. The property also offers a terrace, 2 outdoor pools, and a beachfront ...
8.2/10 Very Good! (1,009 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, on the beach

Travelers say...
"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on Jul 14, 2025

Wyndham Reef Resort Grand Cayman
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
  • 17 min walk from Seven Mile Beach
The price is ₩804,162 per night from Aug 23 to Aug 24
₩804,162
₩1,128,007 total
Aug 23 - Aug 24
includes taxes & fees
A spa, al fresco dining, and luxurious surroundings await visiting couples at this eco-certified resort. The property also offers a garden, a hot tub, and a ...
9.4/10 Exceptional! (1,002 reviews)

Couples like: full-service spa, beachfront dining, hot tub, on the beach

Travelers say...
"Every thing was perfect"

Reviewed on Aug 12, 2025

The Ritz-Carlton, Grand Cayman
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.