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Southwest Airlines Is Coming to St. Maarten, With New Nonstop Flights From Orlando and Baltimore

Flights

Porter Airlines Adding New Bahamas Route, More Caribbean Flights This Winter

Porter Airlines is ramping up its Caribbean network this winter with a slate of new and expanded routes to sunny destinations. The Canadian carrier is launching its first-ever Caribbean service from Montreal (YUL), with new nonstop flights to Nassau, The Bahamas (NAS) beginning Feb. 5, 2026. The service will operate three times weekly, giving travelers […]

Flights

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 […]

Flights

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 […]

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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 Launching Two New Daily Nonstop Routes to the US Virgin Islands

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. […]

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 […]

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Planning a Punta Cana Vacation? Southwest Airlines Is Adding Flights From a New City

Austin. Detroit. Milwaukee. Hartford. Minneapolis. Providence. New Haven. What do they all have in common? It’s no secret that the largest source markets for Caribbean travel have been cities like New York, Miami and Chicago. In recent years, though, the growth of tourism has led airlines to tap into emerging source cities like these. If […]

Southwest Airlines Is Starting a New Nonstop Flight to the Cayman Islands

That impossibly-clear water on Seven Mile Beach. The buzzing dining scene. The endless activity in Camana Bay. The world-class diving. If you’ve been to the Cayman Islands, you know the feeling, and the richness of one of the Caribbean’s most diverse destinations. And if you haven’t been, well, it’s about to get a lot easier […]

the blue pool at the s hotel with red umbrellas next to palm trees

Southwest Airlines Relaunching More Flights to Cancun, Montego Bay

Southwest Airlines is planning a big fall push in the Caribbean, with the relaunch of five nonstop routes to popular destinations in the wider Caribbean, Caribbean Journal has learned. That will kick off this fall, when Southwest relaunches seasonal weekend nonstop service between Nashville and Cancun, Mexico. That route will restart on Oct. 5. On […]

Southwest Airlines Is Starting New Flights to Turks and Caicos, Cayman and The Bahamas

Orlando has become an increasingly important source market for Caribbean travel in recent years, with carriers like Spirit and JetBlue adding new routes to the region to destinations like Cancun, Punta Cana and Puerto Rico. Now, another carrier has is ramping up its Orlando service, with Southwest Airlines set to kick off a major Caribbean […]

Southwest Airlines Is Launching New Nonstop Los Cabos Flights

Southwest Airlines is kicking off another new nonstop route to the increasingly popular hotspot of Los Cabos, Mexico. Beginning March 9, 2024, Southwest will be running a weekly nonstop route between St. Louis and Los Cabos. That route will be operating once weekly on Saturdays, according to the low-cost carrier. It will be one of […]