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Did You Know You Can Fly Southwest to These 12 Tropical Destinations?

Annie Gabillet

If you’re a Southwest superfan like we are, then you’ll be happy to know the airline flies to various tropical locations, including some you might not have expected. Transparent fairs, free bags, flexible change policies, and friendly service make Southwest a throwback to the days people actually looked forward to air travel. And it’s often more affordable than other airlines, making these getaways more accessible. 

In addition to its excellent perks and prices, Southwest has been adding routes to hot vacation spots like Hawaii. And they already flew to international beach locations like Aruba and Turks and Caicos. This rundown of 12 tropical destinations you can fly to on Southwest will give you a shortlist for your next trip. With two free checked bags, you’ll have all the room you need for swimsuits. Get ready to take your points to paradise! 

Hawaii

Courtesy Unsplash // Abigail Lynn

Southwest has started to roll out its much-anticipated service to Hawaii from the West Coast. That means it should be easier (and cheaper) than ever to get to the 50th state and enjoy mai tais, gorgeous nature, and memorable sunsets. No passport required.   

Can fly directly to Honolulu from:

  • Oakland
  • San Jose

Aruba

Courtesy Unsplash // Julie Lascaris

Technically part of the Kingdom of the Netherlands, Aruba is a Dutch Caribbean island located off the coast of Venezuela. You can escape Aruba’s crowds or resorts by venturing to the island’s more rugged beaches or hiking trails. Wherever you go, you’re sure to find clear water and white sand.

Can fly directly to Aruba from:

  • Houston
  • Fort Lauderdale
  • Baltimore

Cabo San Lucas / Los Cabos

Courtesy Unsplash // Frank Mckenna

If you want sun, margaritas, and time on the water, then head to Baja California. Fly to Los Cabos and you can explore both San José del Cabo and Cabo San Lucas. The former has a bit more local character, while you can find plenty of tourist attractions and beauty in Cabo San Lucas. 

Can fly directly to Cabo San Lucas/Los Cabos from:

  • Austin
  • Baltimore
  • Denver
  • Houston
  • Los Angeles
  • Chicago
  • Oakland
  • San Diego
  • San Jose
  • Sacramento
  • Orange County /  Santa Ana

Cancun

Courtesy of Unsplash // Gerson Repreza

Once you arrive in Cancun, you can explore the entire Riviera Maya region. Playa del Carmen is a happening beach town not too far from Tulum. In Tulum, you can enjoy Mayan ruins and restaurants and wellness-centric hotels meant to cater to stylish Americans.

Can fly directly to Cancun from:

  • Atlanta
  • Austin
  • Nashville
  • Baltimore
  • Columbus
  • Denver
  • Fort Lauderdale
  • Houston
  • Indianapolis
  • Los Angeles
  • Chicago
  • Milwaukee
  • New Orleans
  • Pittsburgh
  • Raleigh / Durham
  • San Antonio
  • St. Louis

Cayman Islands

Courtesy Unsplash // Marc Babin

You might associate the Cayman Islands with offshore bank accounts, but it’s also home to  Stingray City, a great place to snorkel, as well as a vibrant local culture.

Can fly directly to Grand Cayman from:

  • Baltimore
  • Fort Lauderdale
  • Houston

Costa Rica

Courtesy Unsplash // Atanas Malamov

If active, sustainable tourism sounds ideal to you, look no further than the place that practically invented ecotourism: Costa Rica. Southwest flies to both the country’s capital, San Jose, as well as Libera, located near gorgeous beach resorts.

Can fly directly to San Jose, Costa Rica directly from:

  • Baltimore
  • Fort Lauderdale
  • Houston

Can fly directly from Liberia, Costa Rica directly from:

  • Baltimore
  • Houston

Jamaica

Courtesy Unsplash // Lakeisha Bennett

Take in everything the Caribbean has to offer — including the music and food — in Jamaica. Southwest flies to Montego Bay, not far from soft beaches.

Can fly directly to Montego Bay from:

  • Baltimore
  • Fort Lauderdale
  • Houston
  • Orlando
  • Chicago
  • St. Louis

Bahamas

Courtesy Unsplash // Gregory Culmer

Located off the coast of Florida, more than 700 islands and 2,400 cays make up the Bahamas. Great for families and couples alike, you can find an island perfect for your trip in the Bahamas.

Can fly directly to Nassau from:

  • Baltimore
  • Fort Lauderdale

Puerto Vallarta

Courtesy Annie Gabillet

Puerto Vallarta has evolved from a small fishing village to a popular Mexican getaway spot for people on the West Coast. Puerto Vallarta itself has a charming church and hilly streets and is located near other destinations like Sayulita and Punta Mita.

Can fly directly to Puerto Vallarta from:

  • Denver
  • Houston
  • Los Angeles
  • Oakland
  • San Diego

Dominican Republic

Courtesy Unsplash //Melisa Popanicic

You can find beautiful beaches and trendy restaurants in the DR. You can also explore the natural beauty of the country that includes both rainforests and grassy planes. 

Can fly directly to Punta Cana from:

  • Atlanta
  • Baltimore
  • Fort Lauderdale
  • Houston
  • Chicago
  • St. Louis

Turks and Caicos

Courtesy of Unsplash // Romello Williams

The islands of Turks and Caicos are filled with white beaches, fresh seafood, and luxury hotels. What more could you want?

Can fly directly to Providenciales from:

  • Fort Lauderdale

Belize

Courtesy of Unsplash // Michiel Ton

Southwest flies into Belize City. From there you can explore tropical jungles, Mayan ruins, and — of course — beaches.

Can fly directly to Belize City from:

  • Denver
  • Fort Lauderdale
  • Houston