Sister Islands Romantic Holidays

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

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    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

How to find a romantic Sister Islands holiday

How can I find the best Sister Islands vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Sister Islands. 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 Sister Islands 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 Sister Islands that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Sister Islands 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 Sister Islands?

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 Sister Islands?

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 Sister Islands 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 Sister Islands 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 Sister Islands 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 Sister Islands Hotels

2-bd sandy beachfront apt w/ pool, cabana, hammocks, sunsets! a tropical dream!
2-bd sandy beachfront apt w/ pool, cabana, hammocks, sunsets! a tropical dream!
North Side, Cayman Brac
  • 9 min drive from Cayman Brac Beaches
Stay at this beach guesthouse in West End. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions West End Point Outlook and MV Captain Keith ...
9.8/10 Exceptional! (19 reviews)

Couples like: on the beach, fireplace

will plan on staying there again
"Loved the property, loved that Henry met us at the airport, and took us back to the property, loved the pool, loved the beach, loved the island, loved the bikes. It is a great venue for a group of friends who want to go to the Brac, but still have privacy. Each apartment is a bit different and it ..."

Reviewed on 17 Jun 2025

2-bd sandy beachfront apt w/ pool, cabana, hammocks, sunsets! a tropical dream!
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. Flight-inclusive packages are ATOL protected.