Sister Islands Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Sister Islands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ready to book your vacation to Sister Islands?
Sister Islands Hotel Deals
Le Soleil d'Or CaymanBrac
2147 South Side Road West End
CA $562
CA $772 total
Oct 1 - Oct 2
includes taxes & fees
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 Apr 7, 2026
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 Jul 21, 2026
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 carefree 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 Beaches
7.4/10 (6 reviews)
Why not spend a lazy afternoon at Cayman Brac Beaches during your trip to West End? Wander the parks and seaside while you're in the area.
Owen Island Beach
8.0/10 (5 reviews)
Why not spend a carefree 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 stay in Little Cayman. While you're in the area, wander around the natural setting.
Great Wall
6.0/10 (1 review)
Commune with nature and explore the great outdoors at Great Wall during your travels in Blossom Village. Wander the parks and beaches 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 snorkeling spots.
Frequently asked questions
How much does a Sister Islands vacation package cost?
Discover the best of Sister Islands from just CA $1,689. 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.
