Sister Islands Vacation Packages
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Top Sister Islands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Le Soleil d'Or CaymanBrac
CA $2,400
per person
Oct 3 - Oct 9
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to West End (CYB)
9.4/10 Exceptional! (18 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 equipped with every modern amenity we could have needed. It was the perfect place for my husband, our three kids, and me to relax and enjoy quality family time.
One of our favorite features was the picturesque staircase leading from the top of the bluff down to the pool and restaurant. The walk was absolutely breathtaking and added to the charm and beauty of the property.
The restaurant by the pool was beautiful as well. The ambiance was elegant yet relaxing, the music created the perfect atmosphere, and every meal we ordered was outstanding. The menu offered wonderful choices, and the chefs prepared each dish to perfection. The wait staff was attentive, warm, and genuinely cared about making our experience unforgettable.
We also loved the guided golf cart tour of the stunning 20-acre plantation. Learning about the property while taking in the incredible scenery was a highlight of our trip. To top it off, they hand-cut a variety of fresh fruits for us to sample, which was such a thoughtful and memorable touch.
Every detail of our stay reflected excellence. The accommodations, the hospitality, the food, the scenery, and the personal touches made this one of the best vacations!
Reviewed on Aug 2, 2026
Ready to book your vacation to Sister Islands?
Sister Islands Hotel Deals
Le Soleil d'Or CaymanBrac
2147 South Side Road West End
Fully refundableReserve now, pay when you stay
CA $552
CA $760 total
Aug 16 - Aug 17
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 Aug 2, 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 Apr 7, 2026
Sonscape's Cozy 1-Bdr 1-Bath Private Guest Suite Opens Right Onto the Beach!
Cayman Brac
9.8/10 Exceptional! (21 reviews)
"Great location being so close to the airport and the property manager is incredible! Easy to contact and helpful. The property has its own beachfront (and conveniently the property to its right is also owned by the same person so if you needed have a larger grouping you should be able to if available)The ..."
Reviewed on May 11, 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 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.
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.
Frequently asked questions
How much does a Sister Islands vacation package cost?
Discover the best of Sister Islands from just CA $1,533. 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.
