Sister Islands Vacation Packages 2026 from $1,602

Sister Islands flight + hotel vacation packages

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

Conch Club Cottage

$1,602

per person

Jan 9 - Jan 16

found 14 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Little Cayman (LYB)

This hotel's 2 outdoor pools and hot tub are among the featured amenities. Take the free beach shuttle and relax with free beach cabanas and sun loungers. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.

Le Soleil d'Or CaymanBrac

$2,088

per person

Jan 30 - Feb 6

found 18 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to West End (CYB)

This hotel features 2 restaurants, an outdoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. A coffee shop, free WiFi in public areas, and a garden are also on offer.

Top Sister Islands hotels deals

Le Soleil d'Or CaymanBrac

2147 South Side Road West End

Free Cancellation

Reserve now, pay when you stay

$499 nightly

$551 total

Nov 29 - Nov 30

Total with taxes and fees

This hotel features 2 restaurants, an outdoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. A coffee shop, free WiFi in public areas, and a garden are also on offer.

Pool

Breakfast included

Conch Club Cottage

1200 Guy Banks Road Little Cayman Cayman Islands

Get rates

This hotel's 2 outdoor pools and hot tub are among the featured amenities. Take the free beach shuttle and relax with free beach cabanas and sun loungers. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.

Pool

Hot Tub

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Stake Bay Cayman Brac

Get rates

This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

Ocean Odyssey 2000 sq ft 3-bdr 2.5-bath Beachfront Home with Stunning Views!

West End, Cayman Brac

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Cayman Brac Sister Islands

Get rates

This vacation home features limo/town car service, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Kitchen

Washer

Incredible Views, Waterfront Luxury Private Villa with Central AC

Stake Bay

Get rates

An outdoor pool is featured at this villa, along with a garden and laundry facilities. Families will appreciate the playground, barbecue grills, and childcare. Concierge services are provided for your convenience.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Sister Islands

View all properties

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.

See properties

Frequently asked questions

How much are vacation packages to Sister Islands?

You might be pleasantly surprised — you can vacation in Sister Islands for only $1,602. Let Travelocity save you money and stress with our awesome vacation package deals. With hotels, flights and tours all ready to be snapped up, why wait any longer?

Where can I get the best vacation package deals for Sister Islands?

You'll discover an amazing range of Sister Islands package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, piecing together the perfect vacation won't take long.

Why should I book my Sister Islands vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.

Can I save on my Sister Islands car rental if I combine it with hotels and flights?

You certainly can with our Sister Islands vacation packages. With one of these, there are tons of ways to stretch your vacation budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings pile up. With your own set of wheels, all the attractions around Sister Islands are a fun road trip away.

Which airport is best for Sister Islands?

Gerrard Smith Intl. Airport (CYB) and Edward Bodden Airfield Airport (LYB) are the two best airports for jetting to Sister Islands.

What is there to do in Sister Islands?

Sister Islands boasts hidden gems around every turn, however make sure you get to Cayman Brac Beaches and Little Cayman Beach during your stay. These landmarks are very popular with visitors to the region.