Sister Islands Vacation Packages from $1,179

Flight and hotel packages to Sister Islands

Prices and availability subject to change. Additional terms may apply.

Conch Club Cottage

per person

Jul 12 - Jul 17

Roundtrip flight included

Newark (EWR) to Little Cayman (LYB)

A private beach, 2 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the onsite laundry facilities and in-room childcare.

Le Soleil d'Or CaymanBrac

per person

Jul 7 - Jul 13

Roundtrip non-stop flight included

Washington (IAD) to West End (CYB)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.

Top Sister Islands hotel deals

Le Soleil d'Or CaymanBrac

2147 South Side Road, West End

$289

per night

Apr 28 - Apr 29

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.

Beach Front Paradise Home. Luxurious Funishings!

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A spa tub is featured at this vacation home, along with a garden and barbecue grills.

Serenity On The Bay2 - Two Bed Apt On The Beach!

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A spa tub is featured at this vacation home, along with barbecue grills.

Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

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This condo features barbecue grills.

Serenity On The Bay1 - One Bed Apt On The Beach!

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This apartment features barbecue grills.

THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

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This vacation home features a gym and a spa tub. Families will appreciate the arcade/game room and barbecue grills. A sauna and a garden are also provided.

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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.

Popular places to visit in Sister Islands

Little Cayman Beach

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.

Little Cayman Beaches

Why not spend a lazy afternoon at Little Cayman Beaches during your trip to Little Cayman? While you're in the area, stroll along the beaches.

Booby Pond Nature Reserve

5/5(1 review)

Explore the great outdoors at Booby Pond Nature Reserve, a lovely green space in Blossom Village. Stroll along the beaches or experience the area's museums.

Frequently asked questions

How much are vacation packages to Sister Islands?

$1,179 is all you need to spend for a memorable escape in Sister Islands. Bundle your hotel and flights into a Travelocity package and watch how the savings start to grow. With prices this good, it’s never been easier to travel!

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

One word — Travelocity. With 400 airlines and 1,000,000 properties around the world, it’s a piece of cake to find a Sister Islands package deal that satisfies your wanderlust.

Why should I purchase my Sister Islands vacation bundle via Travelocity?

From our 24/7 support to our range of amazing destinations, we’re committed to fulfilling your travel dreams. All you need to do is to click and book — our Price Match Guarantee will ensure you lock in the best deal.

Can I save money on my Sister Islands car rental if I combine it with a hotel or flight?

Combining your bookings into a Sister Islands vacation package will save you a handsome sum. You can book a car and flight; a car, hotel and flight; or a car and hotel. You won’t find a better way to discover the greater Sister Islands region than with your own set of wheels. You can also add experiences and tours to your Travelocity package.

What is the best time of year to go to Sister Islands?

If you’re hoping to save your pennies, is the perfect month to go to Sister Islands, while is the most expensive time of year. April, May and September is high season. If you’re hoping to avoid big crowds, June, October and November are usually quieter.

Which airport is best for Sister Islands?

Gerrard Smith Intl. Airport (CYB) is where many visitors kick off their adventures in Sister Islands. Edward Bodden Airfield Airport (LYB) is another great option to check out.