Sister Islands Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Sister Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Conch Club Cottage
10/10 Exceptional! (7 reviews)
Aug 27 - Aug 29
2 night stay
Chicago (CHI) to Little Cayman (LYB)
American Airlines • Non-stop roundtrip • Coach
Price was $1,070, price is now $805 per person
$805
per person
found 20 hours ago
Very nice, recently remodeled, bright and clean.
Reviewed on Apr 7, 2026
3.5-star property
Le Soleil d'Or CaymanBrac
9.4/10 Exceptional! (17 reviews)
Aug 27 - Aug 29
2 night stay
Chicago (CHI) to West End (CYB)
American Airlines • Non-stop roundtrip • Coach
Price was $1,257, price is now $959 per person
$959
per person
found 20 hours ago
If your looking to get away from the hustle, this is the place, very peaceful and relaxing
Reviewed on Jul 21, 2026
Top rated hotels for your Sister Islands vacation package
Le Soleil d'Or CaymanBrac
2147 South Side Road West End
Free Cancellation
Reserve now, pay when you stay
6.5 mi from city center
$499 nightly
The price is $551 total per night
$551 total
Aug 2 - Aug 3
Total with taxes and fees
At Le Soleil d'Or CaymanBrac, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with access to locker space, concierge services, and luggage storage. Additional amenities include coffee/tea in a common area, free use of bicycles, and laundry facilities.
Pool
Breakfast included
Conch Club Cottage
1200 Guy Banks Road Little Cayman Cayman Islands
10.66 mi from city center
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Conch Club Cottage. There's free parking and a free beach shuttle. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach hotel include free use of bicycles, laundry facilities, and a garden.
Pool
Hot Tub
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.
