Sister Islands Holidays

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Photo by Bob Bowdey

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    Packages with flights are ATOL protected

Your Sister Islands Holiday

Book a holiday package to Sister Islands and make planning your getaway easy. With the logistics arranged before you depart, you can focus on enjoying every second in this exciting destination. With so many things to see and do on a trip to Sister Islands, it can be tricky to know where to begin. Kick off your journey in West End at Westerly Ponds and Cayman Brac Beaches — two leading attractions here. Another great city worth adding to your itinerary is Tibbett's Turn. Be sure not to miss Cayman Brac Bluff and Westerly Ponds. When you're ready to stop dreaming and start discovering, Expedia will help turn your Sister Islands holiday into reality.

Sister Islands Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)

Top hotels in Sister Islands

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
2147 South Side Road West End
Fully refundableReserve now, pay when you stay
The price is £381 per night from 10 Nov to 11 Nov
£381
10 Nov - 11 Nov
includes taxes & fees
Le Soleil d'Or CaymanBrac
Conch Club Cottage

Conch Club Cottage

2 out of 5
1200 Guy Banks Road Little Cayman Cayman Islands
10/10 Exceptional! (7 reviews)
"Very nice, recently remodeled, bright and clean."

Reviewed on 7 Apr 2026

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Conch Club Cottage
Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Stake Bay Cayman Brac
10/10 Exceptional! (72 reviews)
"Tide's End is a very nice house in a beautiful setting. We had a wonderful family vacation here. My daughter and I spent a few days scuba diving with "Reef Divers" while the rest of the family was perfectly content relaxing at the house (usually in the pool) enjoying the fantastic Caribbean views. ..."

Reviewed on 21 Jul 2026

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Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views
See all 78 properties in Sister Islands
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Sister Islands attractions

Little Cayman Beach

7.4/10 (3 reviews)
Why not spend a care-free afternoon at Little Cayman Beach during your travels in Blossom Village? While you're in the area, wander around the parks.
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Frequently asked questions

Why should I book my Sister Islands holiday with Expedia?
Choose Expedia to arrange your next escape simply and all in one convenient place. Our insider tip for scoring the best deal on a Sister Islands retreat? Bundle your accommodation, flights and/or car hire into a package holiday. Then add a couple of fun tours and activities. Most bookings also include flexible cancellation policies, so there's no need to stress if you have to switch up your travel plans. Round-the-clock assistance with making changes to your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Sister Islands?
If you enjoy the buzz of peak season, visit Sister Islands in April, May and September. If you'd like a more relaxed vibe, June, October and November will suit you better. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest month in Sister Islands, is 25ºC. The warmest time here is August, when temperatures hit an average of 30ºC.
What are the top hotels for my holiday in Sister Islands?
For properties in West End with friendly service and cosy beds, check out The Locale Hotel Grand Cayman and Grand Cayman Marriott Resort. If you're swinging by Little Cayman as well, you can look forward to a solid night's sleep at The Westin Grand Cayman Seven Mile Beach Resort & Spa or Hampton by Hilton Grand Cayman Seven Mile Beach.
How do I get a cheap holiday to Sister Islands?
Combine your hotel and flight bookings, add on extras such as activities or a hire car, and save with a Sister Islands holiday. You won't just walk away with exciting discounts on your trip — you'll have loads of choice at your fingertips too. When you book through Expedia, you can choose from more than 400 air carriers and 321,000 hotels across the globe. Your next grand adventure starts right here, right now! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Sister Islands holiday?
There are so many things to put on your travel itinerary during your holiday in Sister Islands. Little Cayman Beach, Cayman Brac Lighthouse, Cayman Brac Beaches and Little Cayman Beaches are a few of the leading attractions.
Do I need a visa for my Sister Islands holiday?
Research the latest rules on official government websites. Your nationality and whether you're visiting for leisure, business or study will determine if you require a visa for Sister Islands. Familiarise yourself with the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow sufficient time for processing. Some visas can take weeks or even months to obtain, depending on the country.
What should I wear on my Sister Islands holiday?
Although everyone's style varies, it can be helpful to have some guidelines for what type of clothes to wear during your holiday in Sister Islands. Think about browsing social media before you go for inspiration on local fashion trends. In Sister Islands, average daytime temperatures reach 30ºC during August, making it the warmest month. January marks the coolest time of the year here, with the mercury hovering around 25ºC in the day. Travel smart by looking at the forecast for all the places on your itinerary.
What does an Expedia Sister Islands holiday include?
Flights, hotels and hire cars — you'll discover them all here. With Expedia, you can shape your Sister Islands package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, why not add extras like experiences and activities? The more you bundle, the greater your savings! Explore all sorts of styles on Expedia and discover the right fit for you and your travel companions. From the most sought-after property types, like private holiday homes and villas, to many other options, you'll find loads of holiday retreats in Sister Islands to select from so you can personalise your stay to your liking.
Does Expedia offer Book Now, Pay Later Sister Islands holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply click on the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying in multiple transactions is something that would work for you, Klarna can help. Paying in several transactions will make your getaway dreams come true.
  • No-deposit holidays: Clicking on the "book now" button is easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Sister Islands Expedia holiday?
Yes, so take your pick! Expedia has access to more than 400 airlines globally, so you can tailor your Sister Islands getaway according to your needs and budget.

* 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.