Title: Cayman Islands Romantic Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/33/815d3643-df65-4394-9dea-463c72e1fd4e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# 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
- ###  
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 Cayman Islands

Price found within the past 48 hours. Click for updated prices.

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

$806

per person

Mar 7 - Mar 10

found 1 hour ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.

Reviewed on Jan 25, 2026

![The Westin Grand Cayman Seven Mile Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/14900/14859/e7a9c815_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Grand Cayman Seven Mile Beach Resort & Spa

Save 100% on your flight

$4,504

per person

Mar 7 - Mar 13

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

9/10 Wonderful! (1,004 reviews)

Clean room, great views

Reviewed on Jan 30, 2026

![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunshine Suites Resort

$932

per person

Mar 7 - Mar 10

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9/10 Wonderful! (1,001 reviews)

Staff and amenities were excellent! Did a wonderful job on the upgrades. This is my third time staying here.

Reviewed on Feb 3, 2026

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Seafire Resort + Spa by IHG

$10,636

per person

Apr 7 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!

Reviewed on Feb 4, 2026

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Grand Cayman

Save 100% on your flight

$4,948

per person

Mar 7 - Mar 10

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-05/2026-03-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Romantic vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Grand Cayman

Save 100% on your flight

$4,948

per person

Mar 7 - Mar 10

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Seafire Resort + Spa by IHG

$10,636

per person

Apr 7 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!

Reviewed on Feb 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-05/2026-03-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Romantic vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

$806

per person

Mar 7 - Mar 10

found 1 hour ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.

Reviewed on Jan 25, 2026

![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunshine Suites Resort

$932

per person

Mar 7 - Mar 10

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9/10 Wonderful! (1,001 reviews)

Staff and amenities were excellent! Did a wonderful job on the upgrades. This is my third time staying here.

Reviewed on Feb 3, 2026

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Seafire Resort + Spa by IHG

$3,863

per person

Apr 9 - Apr 12

found 17 hours ago

Roundtrip non-stop flight included

Austin (AUS) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!

Reviewed on Feb 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-05/2026-03-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Romantic vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

Save 100% on your flight

$811

per person

Mar 8 - Mar 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.

Reviewed on Jan 25, 2026

![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wyndham Reef Resort Grand Cayman

$1,218

per person

Mar 7 - Mar 11

found 2 hours ago

Roundtrip flight included

New York (NYC) to George Town (GCM)

8.4/10 Very Good! (1,014 reviews)

Clean rooms and friendly helpful staff

Reviewed on Feb 3, 2026

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Grand Cayman

$11,679

per person

Mar 7 - Mar 11

found 2 hours ago

Roundtrip flight included

New York (NYC) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-05/2026-03-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## How to find a romantic Cayman Islands vacation

####  How can I find the best Cayman Islands 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 Cayman Islands 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 Cayman Islands? 

 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 Cayman Islands? 

 Put a price on love with stunning deals for duos starting at just $806\. Prices and availability are subject to change. Additional terms may apply. 

####  Can I book Cayman Islands 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 Cayman Islands? 

 To book a loved-up break in Cayman Islands, 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 Cayman Islands 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 Cayman Islands 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 Cayman Islands Hotels

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

- 9 min drive from Port of Georgetown

$978 nightly

$1,093 total

Feb 22 - Feb 23

Total with taxes and 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! (989 reviews)

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

Travelers say...

I like the hotel but for 5 star hotel there should be more options of restaurants. Only one outdoor restaurant with not enough main course options. Other people felt the same way. We stayed last year here and the menu options were much better.

Reviewed on Jan 27, 2026

[](https://expedia.com/Seven-Mile-Beach-Hotels-Kimpton-Seafire-Resort-And-Spa.h14761342.Hotel-Information)

![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

- 44 min drive from Port of Georgetown

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! (1,036 reviews)

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

Travelers say...

Clean rooms and friendly helpful staff

Reviewed on Feb 3, 2026

[Get rates](https://expedia.com/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information)

[](https://expedia.com/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information)

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman

- 7 min drive from Port of Georgetown

$1,361 nightly

$1,523 total

Feb 21 - Feb 22

Total with taxes and fees

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, ...

9.4/10 Exceptional! (1,001 reviews)

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

Travelers say...

Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

[](https://expedia.com/Seven-Mile-Beach-Hotels-The-Ritz-Carlton.h1113248.Hotel-Information)

[See all 1,553 properties in Cayman Islands](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=33)

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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## More Vacation Ideas

[Cayman Islands Flights

](https://expedia.com/Destinations-In-Cayman-Islands.d33.Flight-Destinations)[

Cayman Islands Hotels

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Vacation Rentals in Cayman Islands

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Car Rentals in Cayman Islands

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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.

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