Grand Cayman Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

Photo by Cayman Islands Department of Tourism
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Top flight + Romantic hotel deals in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

£1,339
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on 3 Aug 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

£1,663
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

£1,384
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

£1,550
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Clean room, polite stuff.

Reviewed on 15 Aug 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

£1,547
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
Don't see what you're looking for?
See all available trips from London to Grand Cayman
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5* Romantic holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

£1,663
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

£1,764
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.6/10 Exceptional! (1,005 reviews)
We had a great time at The Ritz-Carlton, Grand Cayman. It’s an amazing resort for families with kids! The staff was lovely, welcoming, and attentive throughout our stay. The property is beautiful. We truly enjoyed our time there and would definitely come back!

Reviewed on 12 Aug 2026

Don't see what you're looking for?
See all available trips from London to Grand Cayman
View all trips

3 Night Romantic holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

£1,339
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on 3 Aug 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

£1,663
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

£1,384
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Don't see what you're looking for?
See all available trips from London to Grand Cayman
View all trips

How to find a romantic Grand Cayman holiday

How can I find the best Grand Cayman vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Grand Cayman. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Grand Cayman romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Grand Cayman that start from £1,339. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Grand Cayman romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Grand Cayman?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Grand Cayman?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Grand Cayman that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Grand Cayman with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Grand Cayman romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Grand Cayman Hotels

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
Stay at this luxury hotel in Seven Mile Beach. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the property condition ...
Kimpton Seafire Resort + Spa by IHG
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

2221 Queens Highway East End Grand Cayman
  • 20 min drive from Grand Cayman Beaches
Stay at this beach aparthotel in East End. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very good! (1,089 reviews)

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

Travelers say...
"Beautiful property with wonderful staff"

Reviewed on 16 Aug 2026

The Reef Beach Resort, East End, Grand Cayman
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman
  • 23 min drive from Grand Cayman Beaches
Stay at this luxury resort in Seven Mile Beach. Enjoy free Wi-Fi, free valet parking and 2 outdoor pools. Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (1,002 reviews)

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

Travelers say...
"We had a great time at The Ritz-Carlton, Grand Cayman. It’s an amazing resort for families with kids! The staff was lovely, welcoming, and attentive throughout our stay. The property is beautiful. We truly enjoyed our time there and would definitely come back!"

Reviewed on 12 Aug 2026

The Ritz-Carlton, Grand Cayman
See all 1,460 properties in 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.

Things to do

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

£41
per adult
98% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Guests swimming in the bio bay

Grand Cayman - Bioluminescent Bay Tour

£87
per adult
96% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Small Group E-Bike Grand Cayman Ecological Half-Day Tour

Small Group E-Bike Grand Cayman Ecological Half-Day Tour

£97
per adult
Small Group E-Bike Grand Cayman Ecological Half-Day Tour
See all activities in Grand Cayman

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.