AnguillaAnguilla is the Caribbean at its most effortlessly restrained. No mega-resorts, no cruise-ship crowds, just a small island that has quietly perfected the art of doing very little, very well.
Antigua and BarbudaForget choosing a swimsuit; the real challenge in Antigua and Barbuda is picking which of the 365 beaches to grace with your presence.
ArubaAruba is affectionately known as "One Happy Island," and for good reason—it's located outside the hurricane belt, making it a safe bet for sunshine almost year-round.
BahamasForget the cruise ship crowds and conga lines—the Bahamas is really 700 islands' worth of hidden beaches, weather-beaten fishing towns, wild blue holes and tiny islands where life moves entirely at its own pace.
BarbadosReady for endless sunshine and a rum punch? Then look no further than Barbados, the island Queen Rhi Rhi herself called "pretty much perfect".
BermudaEver found yourself daydreaming about that legendary Bermuda pink sand? You’re not alone. While Bermuda often feels like the playground of the elite, it’s actually a surprisingly accessible slice of Atlantic paradise waiting to be explored.
British Virgin IslandsIt’s time to swap the morning commute for a hammock in the British Virgin Islands, where the only "meeting" on your calendar involves a Painkiller cocktail and a very serious decision between sailing to Jost Van Dyke or lounging on Virgin Gorda.
Cayman IslandsThinking of swapping your cubicle for a turquoise water view without blowing the holiday budget? The Cayman Islands are ready for you.
CubaA trip that feels less like a holiday and more like stepping into a time machine with a killer soundtrack? That's Cuba, the ultimate destination where vibrant Cuban culture meets sun-drenched beaches.
CuraçaoIf your definition of a “balanced diet” is a blue cocktail in one hand and a snorkel in the other, welcome to Curaçao!
DominicaWelcome to Dominica, the 'Nature Island' that’s basically a giant, emerald-green playground for hikers, divers, and anyone who prefers a jungle canopy to a beach umbrella.
Dominican RepublicThe Dominican Republic is far more than just 'all-inclusive resorts' and merengue — it's a jaw-dropping blend of Caribbean beaches and genuine high-altitude adventure.
GrenadaGrenada—the 'Spice Isle' of the Caribbean—isn’t your typical Caribbean brochure cliché; it’s more of a sensory overload in the best way possible.
GuadeloupeIf you can’t decide between a morning croissant and an afternoon coconut, Guadeloupe is the answer to your very specific, very excellent dilemma. This French Caribbean archipelago is a strange and wonderful mashup.
HaitiIf you’re looking for a Caribbean destination that trades the polished, all-inclusive resort bubble for something a little more raw and authentic, Haiti is exactly that.
JamaicaStop just dreaming about those turquoise Caribbean waters and start planning that perfect getaway to Jamaica, the home of good vibes, hospitable people and incredible food!
Leeward AntillesThe Leeward Antilles sit just off the coast of Venezuela and tend to fly under the radar compared to their better-known Caribbean neighbours, which is exactly why they’re worth a closer look.
MartiniqueForget what you think you know about Caribbean vacations. Sure, Martinique has the sun-soaked beaches, turquoise water and plenty of excellent rum, but this French Antilles island has so much more to offer than just lazy days by the sea.
MontserratMontserrat is the Caribbean’s outlier—an island defined as much by its volcanic history as by its resilience. You go because you want to hike around the Soufrière Hills volcano, wander through the quiet, ash-preserved streets of the old capital, Plymouth, or simply find a black sand beach that doesn't have a cruise ship in sight.
Puerto RicoWhether you intend to get lost in the tropical magic of the El Yunque rainforest, or just need to plant your feet on one of the island’s pristine beaches, we'll show you how to score genuinely cheap flights to Puerto Rico.
SabaSaba, the “Unspoiled Queen,” is where you trade in your flip-flops for hiking boots and snorkelling gear. This small volcanic island sits quietly in the Caribbean, far from the crowds and fast pace of modern tourism, and is known for being safe, clean and remarkably green!
Saint BarthélemySaint Barthélemy (or St. Barth if you’re short on time) is where the Caribbean goes when it wants to be a little more polished. Think powder-soft beaches, low-key luxury, and a surprisingly relaxed island rhythm once you step away from the superyachts in Gustavia.
Saint Kitts and NevisIf you’re looking for a bit of authentic island rhythm, Saint Kitts and Nevis should be top of your list. Doesn't matter if you’re planning to tackle a hike up a dormant volcano, wander through beautiful national parks, or simply catch a ferry over to Nevis for a quieter pace of life; it’s the perfect spot to lean into island time.
Saint LuciaA Saint Lucia vacation doesn't have to cost a king’s ransom...unless you’re paying in mud, which you’ll have plenty of after a therapeutic dip in those famous Sulphur Springs mud baths.
Saint Vincent and the GrenadinesSaint Vincent and the Grenadines is what happens when the Caribbean forgets to become overdeveloped. Whether you’re here for the secret coves or the quiet, island-hopping charm of the Grenadines, you’ve come to the right place to find your own patch of uncrowded Caribbean heaven.
Sint EustatiusSint Eustatius might be tiny, but it’s got plenty going on if you like your Caribbean trips a little off the radar.
Sint MaartenSint Maarten/Saint Martin is the island that gives you two vacations for the price of one, thanks to a delightful dose of Caribbean sunshine and a fascinating mix of Dutch and French cultures.
Trinidad and TobagoTorn between a world-class party and a total beach escape? Stop fretting, because with a trip to the twin islands of Trinidad and Tobago, you get both.
Turks and Caicos IslandsTurks and Caicos is the Caribbean at its most unapologetically relaxed. Yes, Providenciales has the famous white-sand beaches and unreal shades of blue you’ve seen all over Instagram, but the real magic of the islands is how easy it is to slow down once you arrive.