We all know the heavy hitters. You’ve in all probability checked out flight offers to Punta Cana, checked resort costs in Montego Bay, or perhaps you’ve even braved the cruise ship crowds in Nassau.
And hey, I get it—I like a traditional “sun, sand, and drink-in-hand” trip as a lot as anybody (taking a look at you Cabo!)
But generally, the resort strip simply would not lower it. Sometimes, you wish to go the place the locals really stay and stroll streets that really feel like actual locations somewhat than film units constructed for vacationers.
There is a large shift taking place in journey proper now. We are seeing extra vacationers buying and selling within the mega-resorts for “slow travel”—experiences which might be genuine, a bit bit grittier, and an entire lot extra memorable.
If you want to escape the plenty this winter, these 7 Caribbean cities are the hidden frontiers you have to find out about, curated by our Travel Off Path workforce.
1. Caye Caulker Village, Belize

If your blood stress is operating excessive, that is the remedy. Caye Caulker’s motto is actually “Go Slow,” and it’s not only a suggestion; it’s a lifestyle. There are not any vehicles right here, simply sandy streets stuffed with bicycles and golf carts.
Located only a mile contained in the Belize Barrier Reef, this city has resisted the high-rise condos you see elsewhere. Instead, it’s all pastel-colored picket homes and a “barefoot everywhere” vibe. The middle of motion is “The Split”—a channel created by a hurricane the place you’ll discover the Lazy Lizard bar. It’s the right spot to sip a Belikin beer and swim within the clear water.
While Belize is changing into a hotspot for digital nomads, Caye Caulker retains a bohemian soul. It’s additionally incredibly affordable—you’ll be able to feast on contemporary grilled lobster at a road stall for a fraction of what you’d pay in Tulum.
2. Grand Case, St. Martin

While the Dutch facet of the island is known for its casinos and nightlife, the French facet hides the true “Culinary Capital of the Caribbean.” Grand Case is a city of gorgeous dualities. By day, it’s a sleepy fishing village with a quiet, turquoise bay that’s vastly extra enjoyable than the busy Orient Bay.
But by night time? The city transforms. You have an unimaginable mixture of high-end French bistros sitting proper subsequent to “Lolos”—native open-air BBQ joints.
You can have a world-class wine dinner one night time and a large plate of ribs and johnnycakes at Sky’s the Limit the subsequent. If you’re a foodie, that is your pilgrimage.
3. Charlestown, Nevis

If you might be uninterested in port cities which might be simply duty-free jewellery shops and t-shirt outlets, Charlestown will really feel like a breath of contemporary air. It’s broadly thought of one of many best-preserved colonial cities within the Caribbean.
We aren’t speaking about faux facades; that is the actual deal, with Georgian stone buildings which have withstood centuries of hurricanes.
There are not any site visitors lights right here, and the vibe is dignified and quiet. It’s additionally the birthplace of Alexander Hamilton (sure, that Hamilton), and you’ll go to his childhood residence.
4. Portobelo, Panama

This one is for the historical past buffs who need one thing uncooked. Located on the Caribbean coast of Panama, Portobelo was as soon as the “Treasure House of the World,” the place silver from Peru was loaded onto Spanish galleons.
Today, it’s a UNESCO World Heritage website, however don’t count on manicured lawns and ticket cubicles. The black coral-stone ruins of the forts are atmospheric and moody, nonetheless lining the bay the place Sir Francis Drake was buried at sea.
But the actual heartbeat right here is the Congo tradition, a vibrant Afro-colonial custom that’s alive and properly within the streets. It’s much less about mendacity on a seashore and extra about feeling the heartbeat of historical past.
5. Windwardside, Saba
Saba is commonly referred to as “The Unspoiled Queen,” and for good purpose—it has no seashores. I do know, that feels like a dealbreaker for the Caribbean, however hear me out. Because there are not any seashores, there’s zero mass tourism. Plus, should you nonetheless wish to get within the water, this is likely one of the BEST locations within the Caribbean to go scuba diving.
Windwardside seems like a European alpine village dropped right into a tropical rainforest. It’s clear, tidy, and sits at 1,300 toes above sea degree, which means it’s cool and misty.
This is the mountaineering capital of the area, residence to the Mt. Scenery path. Getting right here is half the enjoyable (or terror, relying on the way you view it), as you’ll land on the world’s shortest industrial runway. It retains the crowds away and the vibe pristine. Plus, the stays here are cute and dreamy.
Our very personal Upgrade Editor, Liz Fox, spent a while in Saba final yr and had the time of her life. Read all about it here.
6. Port Elizabeth, Bequia

Part of St. Vincent and the Grenadines, Bequia is the darling of the yachting world.
Port Elizabeth is a type of uncommon cities that faces the ocean somewhat than turning its again on it. The harbor is at all times stuffed with sailboats, giving the city a cosmopolitan, nautical power.
The greatest strategy to see it’s the Belmont Walkway, a stone path that hugs the coast. You can stroll from the city middle proper to the white sands of Princess Margaret Beach, stopping at bars alongside the way in which. Be certain to take a look at Bar One, a floating bar within the bay.
Since there’s no huge jet airport right here, you gained’t discover the 3-day weekend crowd; everybody right here has made a journey to reach, which creates a fantastic sense of neighborhood.
7. Deshaies, Guadeloupe

If you’ve ever watched the BBC present Death in Paradise, you already know Deshaies—it’s the filming location for the fictional city of Honoré. But regardless of its TV fame, it stays a humble fishing village at coronary heart.
Located within the wild, volcanic Basse-Terre area, it’s worlds away from the flat resort strips. The Grande Anse seashore close by is arguably top-of-the-line within the Caribbean—golden sand, deep inexperienced palms, and no inns cluttering the view. Plus, the botanical gardens listed below are world-class.
Just take into account, English is not broadly spoken, so brush up on a number of French phrases earlier than you go to order your acras and Ti’ Punch.
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