Sister Islands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Sister Islands Vacation Deals

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

Conch Club Cottage

3 out of 5
Price was CA $2,623, price is now CA $2,084 per person
CA $2,084
per person
Nov 16 - Nov 23
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Little Cayman (LYB)
10/10 Exceptional! (4 reviews)
The cottage was very nice, with access to bikes, kayaks and 2 pools.

Reviewed on Jul. 27, 2025

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was CA $3,250, price is now CA $2,713 per person
CA $2,713
per person
Oct 17 - Oct 24
found 10 hours ago
Roundtrip flight included
Calgary (YYC) to West End (CYB)
9.2/10 Wonderful! (12 reviews)
Everything about staying Le Soleil d'Or on Cayman Brac was excellent. The room was spacious and very well maintained. We ate several meals in the resturant and were delighted every time. The property is a great place to be and the cultivation being done there quite fascinating. Regarding the staff, everyone was engaging, helpful, and conscientious. For instance, when we arrived late because our flight was delayed and without our checked bags, the individual dispatched by the hotel to collect us at the airport was patiently waiting for us. He then calmly transported us to the hotel and delivered us directly to the kind folks at the resturant who had kept the kitchen open so we could have dinner. The next day hotel staff researched the status of our luggage and helped us retrieve it. Though our late arrival had been inconvient, everyone made us feel welcome and appreciated.

Reviewed on Aug. 22, 2025

Ready to book your vacation to Sister Islands?

 

Choose your dates

Sister Islands Hotel Deals

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

West End. Cayman Brac
Get rates
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
2147 South Side Road, West End
The price is CA $489 per night from Aug 31 to Sep 1
CA $489
CA $680 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (13 reviews)
"Everything about staying Le Soleil d'Or on Cayman Brac was excellent. The room was spacious and very well maintained. We ate several meals in the resturant and were delighted every time. The property is a great place to be and the cultivation being done there quite fascinating. Regarding the staff, ..."

Reviewed on Aug. 22, 2025

Le Soleil d'Or CaymanBrac
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Cayman Brac
9.8/10 Exceptional! (16 reviews)
Nice week on the shore
"Nice quiet place on the sea. Mostly rough surf while we were there, but plenty of other easy entry places into water for snorkeling."

Reviewed on Dec. 25, 2024

Get rates
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
See all 82 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Sister Islands

Peter's Cave

Commune with nature and explore the great outdoors at Peter's Cave during your travels in Spot Bay. Amble around this relaxing area's beaches, or seek out the snorkeling spots.

Peter's Cave

Frequently asked questions

How much does a Sister Islands vacation package cost?
Discover the best of Sister Islands from just CA $2,084. 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 vacation 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 travelers.
How far in advance should I book my Sister Islands vacation?
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 favorite 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 vacation packages today.
Can I choose my airline with a Sister Islands Expedia vacation 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 vacation package?
We totally get that unexpected stuff happens. If you've booked a Sister Islands vacation 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.