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

Shangri-La Boutique Bed & Breakfast

$633
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.8/10 Exceptional! (220 reviews)
I loved my experience at this location it was amazing ; I felt like I was home away from home …I’ll be back

Reviewed on Aug 30, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight
$925
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had a wonderful 8 night stay! Everyone was very nice and welcoming. The entire resort was well kept and clean. The pool was a bit warm for the weather but fine once the sun went down. The beach is where you need to spend your water time anyway. It is beautiful! The clearest water we’ve seen so far. We had no problem getting loungers during our late August stay and the drink/food service was great. The beach restaurant was under repairs but they provided food and drinks from the pool restaurant. The dinner restaurants are on the fancier side but delicious. The library bar was super cool. Great drinks with stories and tasty food options. We rented a car and having valet service was so convenient. Especially because the price was included in the amenity fee. That fee also included some water amenities like water loungers, kayaks, paddle boards, water bikes, and snorkel gear. The company that provides these amenities also rents jet skis and runs excursions with pick up/drop off right at the beach. They’re pricier than other options but higher scale. The hotel also provides you with towels for outside excursions. We loved the free coffee service in the morning and happy hour in the evening. I just wish that they did different drinks every night instead of just wine. The hotel appears to be on the quieter side of Seven Mile Beach which we loved. We ate at a few different hotels more east and the beach appeared much busier. It was an amazing stay!

Reviewed on Sep 4, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$881
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.2/10 Wonderful! (1,009 reviews)
Excelente hotel, lo recomiendo totalmente. ¡Una muy buena experiencia

Reviewed on Sep 3, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

$729
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Habitaciones súper limpias el servicio excelente estamos más que contents 100/100

Reviewed on Sep 4, 2026

Grand Cayman Marriott Beach Resort.

Grand Cayman Marriott Beach Resort.

$756
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
9/10 Wonderful! (1,003 reviews)
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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

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight
$925
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had a wonderful 8 night stay! Everyone was very nice and welcoming. The entire resort was well kept and clean. The pool was a bit warm for the weather but fine once the sun went down. The beach is where you need to spend your water time anyway. It is beautiful! The clearest water we’ve seen so far. We had no problem getting loungers during our late August stay and the drink/food service was great. The beach restaurant was under repairs but they provided food and drinks from the pool restaurant. The dinner restaurants are on the fancier side but delicious. The library bar was super cool. Great drinks with stories and tasty food options. We rented a car and having valet service was so convenient. Especially because the price was included in the amenity fee. That fee also included some water amenities like water loungers, kayaks, paddle boards, water bikes, and snorkel gear. The company that provides these amenities also rents jet skis and runs excursions with pick up/drop off right at the beach. They’re pricier than other options but higher scale. The hotel also provides you with towels for outside excursions. We loved the free coffee service in the morning and happy hour in the evening. I just wish that they did different drinks every night instead of just wine. The hotel appears to be on the quieter side of Seven Mile Beach which we loved. We ate at a few different hotels more east and the beach appeared much busier. It was an amazing stay!

Reviewed on Sep 4, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

$2,019
per person
Nov 5 - Nov 8
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
9.6/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

$761
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (220 reviews)
I loved my experience at this location it was amazing ; I felt like I was home away from home …I’ll be back

Reviewed on Aug 30, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight
$925
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had a wonderful 8 night stay! Everyone was very nice and welcoming. The entire resort was well kept and clean. The pool was a bit warm for the weather but fine once the sun went down. The beach is where you need to spend your water time anyway. It is beautiful! The clearest water we’ve seen so far. We had no problem getting loungers during our late August stay and the drink/food service was great. The beach restaurant was under repairs but they provided food and drinks from the pool restaurant. The dinner restaurants are on the fancier side but delicious. The library bar was super cool. Great drinks with stories and tasty food options. We rented a car and having valet service was so convenient. Especially because the price was included in the amenity fee. That fee also included some water amenities like water loungers, kayaks, paddle boards, water bikes, and snorkel gear. The company that provides these amenities also rents jet skis and runs excursions with pick up/drop off right at the beach. They’re pricier than other options but higher scale. The hotel also provides you with towels for outside excursions. We loved the free coffee service in the morning and happy hour in the evening. I just wish that they did different drinks every night instead of just wine. The hotel appears to be on the quieter side of Seven Mile Beach which we loved. We ate at a few different hotels more east and the beach appeared much busier. It was an amazing stay!

Reviewed on Sep 4, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

$1,102
per person
Nov 5 - Nov 8
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Habitaciones súper limpias el servicio excelente estamos más que contents 100/100

Reviewed on Sep 4, 2026

Don't see what you're looking for?
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.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

$693
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
8.4/10 Very Good! (1,091 reviews)
Overall, good experience. The food on the resort is over priced and you do not get your moneys worth. Also was every disorganized and could not find kids menus. Never asked for refills and had to ask for our check because no one came back. The check in staff was very nice and pleasant to deal with it. The room was very clean and the hot tube was great.

Reviewed on Sep 4, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$881
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.2/10 Wonderful! (1,009 reviews)
Excelente hotel, lo recomiendo totalmente. ¡Una muy buena experiencia

Reviewed on Sep 3, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

$1,035
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had a wonderful 8 night stay! Everyone was very nice and welcoming. The entire resort was well kept and clean. The pool was a bit warm for the weather but fine once the sun went down. The beach is where you need to spend your water time anyway. It is beautiful! The clearest water we’ve seen so far. We had no problem getting loungers during our late August stay and the drink/food service was great. The beach restaurant was under repairs but they provided food and drinks from the pool restaurant. The dinner restaurants are on the fancier side but delicious. The library bar was super cool. Great drinks with stories and tasty food options. We rented a car and having valet service was so convenient. Especially because the price was included in the amenity fee. That fee also included some water amenities like water loungers, kayaks, paddle boards, water bikes, and snorkel gear. The company that provides these amenities also rents jet skis and runs excursions with pick up/drop off right at the beach. They’re pricier than other options but higher scale. The hotel also provides you with towels for outside excursions. We loved the free coffee service in the morning and happy hour in the evening. I just wish that they did different drinks every night instead of just wine. The hotel appears to be on the quieter side of Seven Mile Beach which we loved. We ate at a few different hotels more east and the beach appeared much busier. It was an amazing stay!

Reviewed on Sep 4, 2026

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

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 $633. 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?

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
  • 5 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 ...
9.8/10 Exceptional! (1,001 reviews)

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

Travelers say...
"We had a wonderful 8 night stay! Everyone was very nice and welcoming. The entire resort was well kept and clean. The pool was a bit warm for the weather but fine once the sun went down. The beach is where you need to spend your water time anyway. It is beautiful! The clearest water we’ve seen so ..."

Reviewed on Sep 4, 2026

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
  • 43 min drive from Seven Mile Beach
A spa, ocean-view dining, and a garden await couples visiting this romantic aparthotel. The property also offers luxury bedding, a terrace, and a waterfront ...
8.4/10 Very Good! (1,093 reviews)

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

Travelers say...
"Overall, good experience. The food on the resort is over priced and you do not get your moneys worth. Also was every disorganized and could not find kids menus. Never asked for refills and had to ask for our check because no one came back. The check in staff was very nice and pleasant to deal with ..."

Reviewed on Sep 4, 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
  • 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, ...
The Ritz-Carlton, Grand Cayman
See all 1,490 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 Sandbar, Snorkeling, and Starfish Point

Stingray Sandbar, Snorkeling, and Starfish Point

$60
per adult
100% of travellers recommend
Stingray Sandbar, Snorkeling, and Starfish Point
Horseback Beach Riding in the Grand Cayman

Horseback Beach Riding in the Grand Cayman

$100
per adult
94% of travellers recommend
Horseback Beach Riding in the Grand Cayman
Turtle Center, Starfish, Stingray, & Snorkelin

Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)

$99
per adult
Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)
See all activities in Grand Cayman

More vacations you might like

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