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A diver exploring a coral reef with a large, pinkish sea urchin and vibrant marine life.
Photo by Bob Bowdey
Open Photo by Bob Bowdey

Sister Islands Vacations from $1,176

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Top destinations in Sister Islands

A coastal scene with a pier extending into the water, a small boat, and a beach with palm trees and a thatched-roof hut.
FlightsHotels

Little Cayman

Little Cayman

The Latest Sister Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, free cabanas, pool umbrellas
    Sep 14 - Sep 19

    Conch Club Cottage + Flight

    Little Cayman
    5 nights
    2.0 star property
    10/10 - Exceptional (7 reviews)
    " Very nice, recently remodeled, bright and clean."
    Reviewed April 7, 2026
    Roundtrip • New York (EWR) - Little Cayman (LYB)
    EWR - GCM • 1 stop GCM - EWR • 1 stop
    $1,445
    $1,176
    per traveler
    found 1 day ago
    Conch Club Cottage
  • Exterior
    Oct 4 - Oct 7

    Le Soleil d'Or CaymanBrac + Flight

    West End
    3 nights
    3.5 star property
    9.4/10 - Exceptional (18 reviews)
    "If your looking to get away from the hustle, this is the place, very peaceful and relaxing"
    Reviewed July 21, 2026
    Roundtrip • Chicago (CHI) - Cayman Brac (CYB)
    ORD - GCM • 1 stop GCM - ORD • 1 stop
    $1,546
    $1,309
    per traveler
    found 22 hours ago
    Le Soleil d'Or CaymanBrac

Discover the most popular places to visit in Sister Islands

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.

Sister Islands Hotel Deals

Exterior

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac
3.5 star property
6.5 mi from Sister Islands
9.4 out of 10, Exceptional, (18 reviews)
"If your looking to get away from the hustle, this is the place, very peaceful and relaxing"
$499 nightly
The price is $551
Aug 2 - Aug 3
Total with taxes and fees
Le Soleil d'Or CaymanBrac
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.
See all properties in Sister Islands
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.