Sister Islands Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Sister Islands
Le Soleil d'Or CaymanBrac
2147 South Side Road West End
Fully refundableReserve now, pay when you stay
S$700
9 Aug - 10 Aug
includes taxes & fees
9.4/10 Exceptional! (19 reviews)
"From the moment we arrived, this luxury plantation exceeded every expectation. The service was truly five-star, and the staff made us feel like royalty throughout our entire stay. We stayed in the beautiful three-bedroom, three-bathroom home, which was impeccably clean, tastefully decorated, and ..."
Reviewed on 2 Aug, 2026
Conch Club Cottage
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
Lovely 'sea Dreams Villa' w/ Private Beach & Deck!
West End Cayman Brac
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.
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.
Cayman Brac Bluff
9.0/10 (7 reviews)
Commune with nature and explore the great outdoors at Cayman Brac Bluff during your travels in East End. Stroll along the beaches or visit the monuments while you're in the area.
Cayman Brac Lighthouse
8.8/10 (3 reviews)
You can learn about the history of East End with a visit to Cayman Brac Lighthouse. Amble around this relaxing area's beaches or seek out the snorkelling spots.
Owen Island Beach
8.0/10 (5 reviews)
Why not spend a care-free afternoon at Owen Island Beach during your travels in Blossom Village? Amble around the area's parks or experience its museums.
Central Caribbean Marine Institute
Explore the campus of Central Caribbean Marine Institute during your visit to Little Cayman. While you're in the area, wander around the natural setting.
Frequently asked questions
How much does a Sister Islands holiday package cost?
Discover the best of Sister Islands from just . Choose from a great selection of flights, rental cars and hotels to suit every style and budget. Score even more discounts when you add a few sightseeing activities to your package.
How do I get a cheap travel package to Sister Islands?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you a few dollars too. A Sister Islands holiday package makes it simple to create the perfect trip. With more than 550 airlines worldwide to choose from, finding flights that fit your schedule won't be an issue. On top of that, we have over 1,000,000 hotels globally to pick from. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
What are the top hotels in Sister Islands?
Grand Cayman Marriott Resort and The Locale Hotel Grand Cayman know how to make their guests feel welcome in West End. If you also plan to stay in Little Cayman, look up The Westin Grand Cayman Seven Mile Beach Resort & Spa and Sunshine Suites Resort. Both are very popular with travellers.
How far in advance should I book my Sister Islands holiday?
Search Expedia to compare international airfares as soon as you know your travel dates. You can normally purchase a seat up to 12 months before departure. If you can't find your preferred air carrier, or you're booking late, fear not. The lowest prices to Sister Islands sometimes emerge a few weeks before departure.
What does an Expedia Sister Islands travel package include?
Car rentals, hotels and flights — we bring you the very best deals. All you'll have to do is pick and choose your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to customize an amazing Sister Islands trip.
What should I know before booking a Sister Islands travel package?
You'll enjoy excellent savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, have a look at our holiday packages today.
Can I choose my airline with a Sister Islands Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Sister Islands holiday package?
We totally get that unexpected stuff happens. If you've booked a Sister Islands holiday package and have to cancel or change it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
