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southwest airlines

Southwest Airlines Is Launching Assigned Seating on a Flight From Puerto Rico

News

Why We Love Minitas Beach, Casa de Campo’s White-Sand Retreat in the Dominican Republic

A pineapple piña colada, a swim in turquoise water, and a long lunch overlooking the sea: this is the beach side of Casa de Campo. You park the golf cart, follow the boardwalk toward the water, and start reconsidering the rest of your afternoon. There’s a chaise on the sand, the Caribbean just beyond it, […]

News

Southwest Airlines Is Adding New Nonstop Flights To A Caribbean Island Where Beaches, Boating, and Shopping All Come Together

St. Thomas is the island where beaches sit minutes apart, the harbor stays active from early morning to late evening, and a short ferry ride can turn one vacation into two or three. Magens Bay remains one of the Caribbean’s most photographed beaches. Red Hook continues to anchor the island’s social life with marinas, bars […]

Flights

Southwest Airlines Is Launching a New Nonstop Summer Route Between Indianapolis and Puerto Rico

Southwest Airlines is expanding its presence in the Caribbean, adding a new nonstop route between Indianapolis and San Juan, Puerto Rico, Caribbean Journal has learned. The new seasonal service will operate Saturdays from June 4 through Aug. 3, 2026, offering travellers in the Midwest a direct link to the island’s capital. The route adds an […]

Flights

Southwest Airlines Is Adding Flights From Las Vegas to Los Cabos and Puerto Vallarta

Southwest Airlines is expanding its international network this winter with new nonstop service from Las Vegas to two of Mexico’s most popular beach destinations: Los Cabos and Puerto Vallarta. The new routes, launching in June 2026, will give travelers in the western United States more direct access to Mexico’s Pacific coast. Both destinations are known […]

Southwest Airlines Is Launching a New Nonstop Summer Route Between Indianapolis and Puerto Rico

You know it. It’s one of those iconic Caribbean moments, when the plane makes its final descent into St. Maarten, skimming low over Maho Beach before touching down on one of the Caribbean’s most iconic runways. Beginning April 7, 2026, that moment will belong to Southwest Airlines, too. Southwest has announced it will launch its […]

Southwest Airlines Is Adding a New Nonstop Flight From Nashville to Montego Bay

It may be one of the most instantly recognizable names in Caribbean travel: Montego Bay. From Kokomo to Cocktail, it’s a name that instantly conjures up images of white sand, rum punch and palm trees. And it’s a destination that remains one of the most popular places to visit in the Caribbean, from its vast […]

Southwest Is Getting Into the Vacation Business With Getaways by Southwest — Including in the Caribbean

Southwest Airlines is moving deeper into the vacation business with the launch of its new in-house packaged vacations product, Getaways by Southwest. The program, now available to customers, brings together air, hotel, car, and ground transportation options into a single bundled booking — extending Southwest’s hallmark flexibility to full vacation packages. “Getaways by Southwest expands […]

Southwest Airlines Is Launching Two New Daily Nonstop Routes to the US Virgin Islands

It just got even easier to get to the U.S. Virgin Islands. Southwest Airlines has officially confirmed the launch of new daily nonstop flights to St Thomas from two major U.S. gateways: Orlando (MCO) and Baltimore/Washington (BWI). The new service begins early next year, with flights from Orlando starting February 5, 2026, and Baltimore flights taking off February 7, 2026. All flights […]

Southwest Airlines Is Adding Nonstop Flights to a Caribbean Island Filled With White-Sand Beaches, Green Hills, and Tropical Adventure

You step through the terminal at Cyril E. King Airport, palm trees swaying in the distance, the Caribbean sun warming your face — and this time, you’re arriving in St. Thomas on a Southwest Airlines flight, with a sip of Cruzan waiting for you. That will soon be a reality for travelers across the U.S., […]

Southwest Airlines Is Adding a New Nonstop Flight to the Dominican Republic

The Dominican Republic’s biggest hotspot is set for another boost next month when Southwest Airlines adds its newest Caribbean flight. Beginning March 8, Southwest will launch a new nonstop flight between Nashville and Punta Cana, Caribbean Journal has learned. The new service will be running once every week on Saturdays. It’s a testament to the […]

Flying Southwest Airlines to the Caribbean? You Can Now Book It On Expedia

Southwest Airlines keeps expanding in the Caribbean, and now booking flights on the “low-cost” carrier is easier. Southwest and Expedia have a new partnership that means you can book Southwest flights on Expedia group brands like Travelocity, Orbitz, Hotwire and others (along with Expedia itself, of course). It’s a “cost-effective agreement with Expedia,” according to […]

Southwest Airlines Is Adding a New Nonstop Route to Cancun Next Summer

The beaches, the nightlife, the all-inclusive resorts. There’s nowhere quite like Cancun in the broader Caribbean, and few destinations in the hemisphere have been as popular in the post-pandemic period. Now, Southwest Airlines is adding yet another new route to Cancun International Airport, with plans to launch nonstop service between Colorado Springs, Colo. and Cancun. […]