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
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG
Grand Cayman Marriott Resort
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5* Romantic vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
The Ritz-Carlton, Grand Cayman
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See all available trips from Columbus to Grand Cayman
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3 Night Romantic vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Sunshine Suites Resort
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Ritz-Carlton, Grand Cayman
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See all available trips from Columbus to Grand Cayman
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4 Night Romantic vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Kimpton Seafire Resort + Spa by IHG
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
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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 $755. 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

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

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway East End Grand Cayman
  • 43 min drive from Seven Mile Beach
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! (1,037 reviews)

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

Travelers say...
The room and the entire facility was clean and well kept. Staff was friendly and attentive. Pools and beach were clean and well kept. Ocean view is terrific!

Reviewed on Feb 24, 2026

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

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
  • 17 min walk from Seven Mile Beach
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! (1,003 reviews)

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

Travelers say...
Super clean, great Ritz location. Very family friendly.

Reviewed on Feb 24, 2026

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.