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Southwest Airlines Is Bringing Back Its Nashville-Montego Bay Flight in March, With Saturday Service to Jamaica

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Saint Lucia Has a New Kind of Luxury Resort, With Beachfront Villas, Private Pools and Butler Service

Saint Lucia’s new Sapphire Sands Villas brings a villa-first luxury resort to Reduit Beach, with flexible beachfront accommodations, private plunge pools and around-the-clock butler service. Sapphire Sands Villas is now open on Reduit Beach in Saint Lucia, and the new property from Bay Gardens Resorts is something notably different for both the island and the […]

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Southwest Airlines Is Launching New Flights to a Caribbean Island Famous for Easy Vacations, Chef’s Tables, and Beach Resorts

A table with 18 seats wrapped around an open kitchen. A swim-up room steps from Palm Beach. An afternoon under a palapa on Eagle Beach followed by dinner from a chef serving an eight-course tasting menu a few miles away. The Caribbean island of Aruba has developed a particularly easy vacation formula, one where a beach-resort […]

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Southwest Airlines Is Launching a New Nonstop Flight From Nashville to St. Thomas in March

A table on the balcony at 3 Palms looks down toward the boats at American Yacht Harbor. Across the island, snorkelers are kicking out from the beach at Secret Harbour, and a few miles west, shoppers are walking between the old Danish buildings of Charlotte Amalie. St. Thomas gives you plenty of ways to fill […]

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Southwest Airlines Is Launching a New Nonstop Flight From Austin to San Jose, Costa Rica

Southwest Airlines is adding a new international route from Austin, with plans to launch nonstop service to San José, Costa Rica in March. The carrier will operate the new flight once weekly on Saturdays, beginning March 13, 2027, creating a new nonstop link between Central Texas and Costa Rica’s principal international gateway. The outbound flight […]

Southwest Airlines Is Launching a New Nonstop Flight From Nashville to St. Thomas in March

Austin is getting closer to the Caribbean. Not because the city has suddenly become a beach destination of its own. Because airlines increasingly see the Texas capital as one of America’s newest international travel markets. Just months after Cayman Airways launched nonstop service between Austin and Grand Cayman, Southwest Airlines is adding another major route […]

Southwest Airlines Is Adding Major New Caribbean Service for Winter 2027, Including Nashville to Costa Rica and Pittsburgh to Cancun

The carrier is bringing back 28 seasonal routes and adding six new ones to its winter network — with a heavy focus on warm-weather Caribbean and Latin American destinations. Southwest Airlines is making a major push back into the Caribbean and Mexico for the winter 2027 travel season. The carrier has opened booking for its […]

Southwest Airlines Is Launching a Big Caribbean Expansion, With New Nonstop Flights to Aruba, Jamaica, St. Thomas, and Punta Cana

The water along Eagle Beach has a luminous blue that seems to go on forever. In Montego Bay, the hills rise behind a sweep of resorts, beaches and old sugar-estate country. On St. Thomas, ferries leave the harbor for St. John, sailboats cross Pillsbury Sound and Magens Bay curves around one of the Caribbean’s most […]

Southwest Airlines Just Launched a New Puerto Rico Flight and Is Adding Another, Opening Up Easier Access to Beaches, Rainforest Trails and Old San Juan

The blue cobblestones of Old San Juan are packed long before lunch. At El Yunque National Forest, the sound of waterfalls carries through the trees. Along the west coast in Rincón, surfers paddle out beneath orange evening skies. Puerto Rico has become one of the Caribbean’s most in-demand destinations, and getting there is about to […]

Southwest Airlines Is Adding More Nonstop Flights From Orlando to San Juan in June, With a Bigger Puerto Rico Push

Warm water pushes onto the sand at Isla Verde before noon, the kiosks at Piñones are already smoking with pork and fritters by lunchtime, and tables in Condado start filling long before sunset. Puerto Rico’s summer rush is arriving early again this year — and Southwest Airlines is adding more flights from Orlando to San […]

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Southwest Airlines Just Launched New Flights to a Caribbean Island Famous for Its Iconic Landings, Beloved Bars, and Twin-Country Culture

A jet drops low over Maho Beach, engines loud enough to cut through conversation, the sand pushing back under the force of the approach. A few minutes later, you’re on a barstool in Simpson Bay with a cold Carib, watching boats idle in the lagoon. By the end of the day, you’ve crossed an invisible […]

Southwest Airlines Just Added Another New Nonstop Flight to the Caribbean Island of St Maarten

Lazy days start on Baie Longue, where the shoreline runs long and quiet and the sand holds the sun well into the afternoon. From there, the island opens up in levels. Beach bars on Pinel Island. Marigot stacked with spices, produce, and local rum, and storefronts in Philipsburg lined with jewelry, duty-free finds, and waterfront […]

Southwest Airlines Is Doubling Flights Between San Diego and Los Cabos

A key West Coast route to one of Mexico’s most popular beach destinations is getting a boost this fall. Southwest Airlines is planning to expand its service between San Diego and Los Cabos, Mexico, increasing the route from once-daily service to twice daily beginning Oct. 1, according to airline schedule filings. The added frequency is expected to […]