Cheap Flights to Sister Islands from $93

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Sister Islands?

The cheapest prices found with in the last 7 days for return flights were $190 and $93 for one-way flights to Sister Islands for the period specified. Prices and availability are subject to change. Additional terms apply

Wed, Feb 18 - Fri, Feb 20
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$190 Roundtrip, found 20 hours ago
$190
Roundtrip
found 20 hours ago
Select Cayman Airways flight, departing Wed, Feb 18 from Owen Roberts Intl. to Edward Bodden Airfield, returning Fri, Feb 20, priced at $190 found 20 hours ago
Sat, Oct 18 - Sat, Oct 25
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 3 days ago
$348
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Oct 18 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Oct 25, priced at $348 found 3 days ago
OriginDestinationTravel DatesFlights From*
JFKWest EndOctober 12 to October 18$453
JFKLittle CaymanSeptember 29 to October 8$462
TPAWest EndSeptember 29 to October 3$483
LAXLittle CaymanOctober 12 to October 25$645
LAXWest EndOctober 26 to October 31$651
TPALittle CaymanDecember 19 to December 26$674
MSPWest EndNovember 20 to December 2$869
MSPLittle CaymanDecember 17 to December 25$1,231
*Prices include taxes and fees

Sister Islands Flight Information

Traveling to
Sister Islands
Lowest Price
$190
Number of Airlines Serving
Airlines Serving
Cayman Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Our Top Sister Islands with Airport Shuttles

Cayman Brac Beach Villas

Cayman Brac Beach Villas

3.5 out of 5
South Side Road West, West End, Cayman Brac
Stay at this 3.5-star beach villa in West End. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bat Cave and Skull Cave are located ...
Get rates
Opens in a new windowCayman Brac Beach Villas
Le Soleil d'Or

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
Stay at this 5-star luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ...
Fantastic Property
"Staff were unreal and the cottage was amazing"

Reviewed on Jul 24, 2019

Get rates
Opens in a new windowLe Soleil d'Or
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.

Luxury Hotels in Sister Islands

Le Soleil d'Or

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
Stay at this 5-star luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ...
Fantastic Property
"Staff were unreal and the cottage was amazing"

Reviewed on Jul 24, 2019

Get rates
Opens in a new windowLe Soleil d'Or
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.

Family Friendly Hotels in Sister Islands

Cayman Brac Beach Villas

Cayman Brac Beach Villas

3.5 out of 5
South Side Road West, West End, Cayman Brac
Stay at this 3.5-star beach villa in West End. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bat Cave and Skull Cave are located ...
Get rates
Opens in a new windowCayman Brac Beach Villas
Le Soleil d'Or
Great for families

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
Stay at this 5-star luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ...

Families like: Private pool, on the beach, bicycle rentals, cribs

Fantastic Property
"Staff were unreal and the cottage was amazing"

Reviewed on Jul 24, 2019

Get rates
Opens in a new windowLe Soleil d'Or
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.

Best Sister Islands Flight and Hotel Packages

Sister Islands flight + hotel packages - economy flights

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

Conch Club Cottage

3 out of 5
Price was $1,079, price is now $821 per person
$821
per person
Nov 3 - Nov 7
found 22 hours ago
Roundtrip flight included
New York (NYC) to Little Cayman (LYB)
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was $1,282, price is now $1,195 per person
$1,195
per person
Nov 3 - Nov 7
found 22 hours ago
Roundtrip flight included
New York (NYC) to West End (CYB)
Don't see what you're looking for?
See all available trips from New York to Sister Islands
View all trips

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

How much is the cheapest flight to Sister Islands?
A roundtrip flight to Sister Islands cost as little as $190 within the last seven days. Once you've chosen your travel dates, we'll help you snap up a good deal. This price was available on Travelocity for flights to Sister Islands departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Sister Islands?
Based on Travelocity's direct return flight demand between January and December last year, February is the cheapest month to jet out to Sister Islands. Keep your eyes peeled for flights throughout this month and get an incredible deal today.
How can I check my flight status to Sister Islands?
Whether you'd like to view the status of your flight to Sister Islands or make changes to your journey, you'll find all the important info on our customer portal, Trips. Click on "Trips" at the top right of our homepage, then sign in or create a new account. Another way to view and manage your booking is with the Travelocity app. Get alerts about gate changes or flight delays and quickly share updates with any friends or family flying with you.
How do I find the best deals on flights to Sister Islands?
Here are some tips — book ahead of time, avoid vacation periods and be flexible with your travel dates. If your dates aren't set in stone, search for your flight to Sister Islands on Travelocity and click on "Flexible dates" at the top of the page. This will help you locate any cheaper tickets on a nearby day. $190 was the most affordable price for a roundtrip flight to Sister Islands in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Sister Islands with Travelocity?
From cheap family flights to rental cars and hotels, Travelocity has got you covered for awesome adventures. With everything at hand, you can spend more time preparing for all the fun things that are waiting for you in Sister Islands and less time working on travel planning. Plus with our Price Match Guarantee and 24/7 customer assistance, we do our best to make your next break the most magical one yet.
What are the most popular flight routes to Sister Islands?
If you have plans to jump on a flight to Sister Islands, here are a few well-known routes to look into:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 693 flights a month.
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 407 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 221 flights a month.

How much is a flight to Sister Islands on average?
Roundtrip flights to Sister Islands cost between $190 and $1,231 in the last seven days. When you spot a plane fare that works with your budget, grab it fast. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Sister Islands?
Where you fly from will usually dictate how long your direct flight to Sister Islands will take. Here are a handful of the popular routes to Sister Islands and average flight times:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 39 minutes
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 35 minutes
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 1 hour and 29 minutes

What can I expect on a flight to Sister Islands?
This will mostly depend on your departure point and which air carrier you're jetting off with. You'll likely find all kinds of flights to Sister Islands, from premium fares to cheap flights for family vacations. If a flight is classed as long haul, the airline will typically offer entertainment and hot meals as well as games to keep your little ones amused.

Plane Tickets To Sister Islands

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Sister Islands. Browse through our inventory to explore a wide range of cheap flights to Sister Islands to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Sister Islands as you anxiously await to exit the plane and explore what Sister Islands has to offer. Considering all the amazing local food and culture in Sister Islands, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Sister Islands to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Sister Islands without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Sister Islands with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Sister Islands today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.