Make your next international flight a trip to Grand Cayman.

The largest of the Cayman Islands and home to some of the most beautiful beaches in North America, this Caribbean paradise provides endless sun and sand.

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Best Airline in the US and North America

Soak up some rays at Seven Mile Beach, break out your snorkeling gear, and get a glimpse of the local wildlife from blue iguanas to stingrays. Want some more underwater fun? Take a dive down to the Kittiwake shipwreck. Once a submarine support vessel, the USS Kittiwake has transformed into a popular dive site and artificial reef just off Seven Mile Beach. Next, check out Spotts Beach. This beautiful white-sand beach is the ideal spot to watch the sunrise, soak up some rays, or snorkel in crystalline waters. Keep your eyes peeled for turtles—or get up close and personal with them at the Cayman Turtle Centre. There, you’ll find a variety of turtle species, including Kemp’s ridleys and loggerheads. During breeding season (May to October), view the hatchery.

Not everything there is to do in Grand Cayman is about the beach. Take a stroll through Queen Elizabeth II Botanic Park and browse desert roses and wild banana orchids—the Cayman Islands’ national flower—and hang out at the Blue Iguana Habitat. Next up: Barkers National Park. The undeveloped shoreline and secluded beaches found at the Cayman Islands’ first national park provide an ideal spot for horseback riding. Just south of George Town, Smith Barcadere is a sandy spot that is a great area for snorkeling and swimming. There are also picnic tables available, so don’t forget to bring lunch (and your sunscreen).

Don’t forget to see the sights inside the city limits during your visit. Travel back in time to the 18th century with a trip to the oldest building in Grand Cayman, Pedro St. James Castle. The three-story Great House was restored in the 1990s and guided tours are available. The site is also home to cottages and gardens. Dig into the culture of the Cayman Islands by exploring the diverse flora and fauna, history, and art at the Cayman Islands National Museum. The building itself, which dates back to the 1800s, provides additional insight to life on the islands.

Jet off to Grand Cayman with Southwest. Southwest Airlines® flies to Owen Roberts International Airport, making it easy for you to start your Caribbean adventure. And when you book with Southwest, you can book with confidence, knowing that the process will be straightforward from flight selection to checkout. Of course, having a memorable international trip is about more than finding a great deal on a flight—that’s why we go the extra mile every step of the way. Learn more about the Southwest Experience and book your next flight to Owen Roberts International Airport.

Got flexible travel plans?

Use our Low Fare Calendar to find the cheapest flights to Grand Cayman available inside your international travel window.

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Things to do in Grand Cayman
Can’t-miss beaches
  • Seven Mile Beach
  • Smith Cove
  • Spotts Beach
Outdoor adventures
  • Kittiwake Shipwreck
  • Queen Elizabeth II Botanic Park
  • Snorkeling
Enriching outings
  • Cayman Islands National Museum
  • Cayman Turtle Centre
  • Pedro St. James Castle

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Why fly Southwest

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Bags fly free1

Your bags fly free, because no golf bag4 or swimsuit should be left behind. So pack up without paying up with our two free checked bags.

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No change fees2

Think your vacation plans may change? Don’t sweat it. We don’t charge you fees to change your mind2.

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Gate to gate WiFi5

Surf the Web before you surf the waves with gate-to-gate WiFi on your flight. Bring your device, and the Internet will make time fly by on our flights to tropical destinations.

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Fly in comfort

Southwest seats give you up to a 31-inch pitch, 17-inch width, and 2-inch recline, which all adds up to a more comfortable flight on our 737-700 aircraft.

100% free entertainment.

Boredom doesn’t fly with us. So on your flight, watch a movie5 for free. Just one way we make getting to your tropical destination as nice as being there. Well...almost.

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Your trip comes with low fares and no hidden fees thanks to Transfarency®.

Southwest is bringing our low fares and no hidden fees with us. We want to make your trip special, so we’re taking everything you love about Southwest and bringing it all to your favorite destinations. Get everything Transfarency has to offer on your next trip, only with Southwest.

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Join Rapid Rewards, our award-winning frequent flyer program.

Southwest Rapid Rewards® lets you use your points on any flight, any day, any time, which means you can turn your points into a reward flight. Sign up and see why we’ve been named the best rewards program four years in a row6. Points that actually reward you with getaways, that’s Southwest Rapid Rewards.

Sign up now

100% reward availability7.

You can use your points to book any seat, on any flight, no exceptions. Any day, any time, any flight, your points are ready to take you to paradise.

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No blackout dates.

If there’s a seat available on a Southwest flight, you can use your points. It’s that easy. So no matter when you want to get away, you can use your points to get you there. As long as we have a spot available on a flight, you can book it with your Southwest Rapid Rewards® points.

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Your points don’t expire.

No matter when you earn them, they’ll be there for you to redeem on your flight to our tropical destinations or anywhere else you want to go.

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Rapid Rewards. Rapid redemption.

You can earn points on flights and on everyday purchases with our partners, which makes getting to our tropical destinations easy. And our reward flights are based on our low fares, so the lower the fare, the fewer points you have to use. It’s almost like we want you to have the vacation of a lifetime.

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Earn 40,000 points

to find your place in the sun.

Learn more

International travel tips

If you’re new around here, we’re so happy to have you. Flying with us is easy and fun—this guide is your one-stop shop for doing things the Southwest way.

We’ll be waiting to welcome you with free snacks and countless smiles, so we want to get you onboard as quickly and smoothly as possible!

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Our tropical destinations have country-specific travel policies and restrictions unique to the destination. Here's a list of documentation required to check out before booking and traveling.

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The check-in process is a little bit different for international travel. Learn more here.

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The U.S. Customs and Border Protection allows expedited clearance for pre-approved, low-risk travelers upon arrival. If you’d like to breeze through security a little easier, you may be interested in Global Entry. You can apply here.

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Save time at U.S. Customs and Passport control checkpoints when you download the Mobile Passport app by Airside Mobile (available in select cities).

1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Our tropical destinations have country-specific travel policies and restrictions unique to the destination. Here's a list of documentation required to check out before booking and traveling.
4A golf bag can be substituted for one checked bag.
5Download the Southwest app to view movies and on-demand content. Inflight messaging only allows access to iMessage and WhatsApp. Apps must be downloaded before the flight. Internet access for $8 a day per device on WiFi-enabled aircraft. Price is subject to change. May not be available for the full duration of flight. Prohibits access to high-bandwidth applications and websites, including Netflix, HBO GO® and VoIP, along with certain obscene/offensive content.
62016-2019 Freddie Awards.
7As reported in the CarTrawler Reward Seat Availability Survey, May 16, 2019, and Switchfly Reward Seat Availability Surveys 2010 – 2019, at IdeaWorksCompany.com.