JetBlue Nonstop From New York to Grand Cayman From $311

Flight Watcher found a pretty compelling fare on JetBlue to the Cayman Islands: you can fly nonstop from New York to Grand Cayman on JetBlue for about $311 for travel during the week of January 23. The flight takes roughly four hours, making it one of the easier winter getaways from the Northeast, with no connections required.

Nonstop fares to Grand Cayman don’t always dip this low in peak season, particularly in January, when the island’s weather is at its most reliable. If you’re looking to trade cold temperatures for clear water and consistent sunshine, this is a flight worth watching.

Once you arrive at Owen Roberts International Airport, getting around is straightforward. Grand Cayman is compact, with most of the island’s resorts, beaches, and restaurants clustered along Seven Mile Beach and the nearby West Bay area. It’s a destination that rewards simplicity: calm seas, excellent snorkeling and diving, and a polished but relaxed atmosphere.

Where to Stay

Vida Cayman Resort & Spa — Seven Mile Beach
Vida Cayman is a wellness- and experience-focused resort in the Seven Mile Beach area, designed for travelers who want their stay to feel restorative rather than rushed. The look is clean and natural, with light-filled rooms, soft textures, and a strong connection to the outdoors. Days here are built around intention: morning yoga, long beach walks, spa treatments rooted in holistic wellness, and dining that emphasizes fresh, thoughtfully prepared food. What we like is how Vida turns the beach into a backdrop for slowing down — it’s less about checking boxes and more about settling into the island’s rhythm.

The Ritz-Carlton, Grand Cayman — Seven Mile Beach
The island’s most recognizable luxury resort, The Ritz-Carlton delivers a full-service beachfront experience with polished rooms, multiple dining options, and expansive pool and beach facilities. Service is seamless, and the location puts you right in the heart of Seven Mile Beach. If you’re looking for a classic, everything-taken-care-of resort stay, this remains Grand Cayman’s flagship address. The best-kept secret here is the Greg Norman-designed nine-hole golf course, one of the most beautiful golf courses you’ll ever encounter.

Wyndham Reef Resort — East End (All-Inclusive Option)
If you want an actual all-inclusive stay in Grand Cayman, Wyndham Reef Resort is the place to go. Located on the quieter East End, the resort offers packages that bundle meals and activities, making it easier to plan your trip without watching every expense. The setting is relaxed and uncrowded, with direct access to reef-lined waters and a slower pace that contrasts nicely with Seven Mile Beach. It’s a good choice if value and simplicity are priorities.