There’s No Better Time to Travel to the Caribbean Than Now

The winter season (December to April) was once the time of the year where travelers would flock to the Caribbean to escape the cold – but that’s not the case anymore. According to a March 2023 report from travel data firm ForwardKeys, air travel to the Caribbean during the low season for 2023 (June through August) shows a 48% increase this year in booked flights over the same months in 2019. As the Caribbean becomes a year-round destination and surges in popularity for summer travel this year, here are 3 standout properties where travelers can take advantage of the near-perfect beach weather, topical surroundings, and, in some cases, off-peak rates:

• Relax & Reset on Seven Mile Beach: Occupying the most expansive stretches of Grand Cayman’s famed Seven Mile Beach, the Westin Grand Cayman Seven Mile Beach Resort & Spa is a 343-key beachfront resort which offers unrivaled views of the Atlantic and an array of amenities including The Hibiscus Spa equipped with 13 treatment rooms and a menu of over 60 wellness treatments, as well as a recently renovated freshwater pool – the largest in Grand Cayman. Dining options include woto, offering the freshest and most delectable chef-crafted sushi, ceviche, and poke the island has to offer, as well as a new Sunday Brunch with bottomless prosecco, and an expanded grab-and-go café, the Cayman Coffee Exchange. Only 31 steps away from the shoreline, guests can spend their days relaxing and tanning on the beach, walking the full length of the shore, or taking part in watersports such as paddleboarding, parasailing, jet skiing, and much more. Fun fact: The team at the hotel also recently introduced Beach Pickleball, their entertaining Caribbean spin on the beloved sport.

• Vacation Like a Celebrity in Prince’s Former Turks & Caicos Villa: The Emara Estate (pictured) is the height of celebrity indulgence. Previously owned by the legendary singer Prince, this 17-bedroomed villa in Turks & Caicos welcomes up to 34 guests in truly exceptional style from the moment you walk through the door. The private estate perches on its own peninsula, giving you a sense of total seclusion and peace, and features a bright purple driveway -- Prince's signature color -- that leads you up to the villa. Highlights of the property include a private tennis court, private beach front with cabanas, infinity pools, a pool table, outdoor chess board, al fresco dining areas and a private beach. The concierge team can set up experiences such as butler service, arranging experiences such as helicopter trips over the island or a horseback ride along the beach, and more.

• Soak in the Laid-Back Jamaican Lifestyle in Montego Bay: The Tryall Club’s 2,200-acre property is home to 91 privately owned villas ranging from one to 10 bedrooms, each with a dedicated staff including a butler, chef, housekeeper, laundress and gardener tending to guests around the clock so you can truly unwind worry free as you soak in the laid back Jamaican lifestyle. Perfect for families with children of all ages and multigenerational travelers, guests of The Tryall Club will never be bored. Take advantage of the Beach Club and enjoy the zero-entry heated infinity-edge swimming pool directly above the beach, play a game of golf at the property’s award-winning golf course, embark on adventurous experiences nearby such as ATV safaris, Bamboo rafting, Deep-sea sport fishing or enjoy one of the many organized on-property parties, like Reggae Night.