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 possibly 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 ( you Cabo!)
But generally, the resort strip simply does not minimize it. Sometimes, you need to go the place the locals really dwell and stroll streets that really feel like actual locations moderately than film units constructed for vacationers.
There is an enormous shift occurring in journey proper now. We are seeing extra vacationers buying and selling within the mega-resorts for “slow travel”—experiences which might be genuine, slightly bit grittier, and an entire lot extra memorable.
If you wish to escape the plenty this winter, these 7 Caribbean cities are the hidden frontiers you might want to learn about, curated by our Travel Off Path group.
1. Caye Caulker Village, Belize

If your blood strain 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 full of 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 wood homes and a “barefoot everywhere” vibe. The heart of motion is “The Split”—a channel created by a hurricane the place you’ll discover the Lazy Lizard bar. It’s the proper 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 may feast on recent 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 legendary for its casinos and nightlife, the French facet hides the true “Culinary Capital of the Caribbean.” Grand Case is a city of lovely dualities. By day, it’s a sleepy fishing village with a quiet, turquoise bay that’s vastly extra stress-free 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 an enormous 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 bored with port cities which might be simply duty-free jewellery shops and t-shirt outlets, Charlestown will really feel like a breath of recent air. It’s extensively thought of one of many best-preserved colonial cities within the Caribbean.
We aren’t speaking about pretend facades; that is the true 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 dwelling.
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 anticipate 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 true 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 seaside and extra about feeling the heartbeat of historical past.
5. Windwardside, Saba
Saba is commonly known as “The Unspoiled Queen,” and for good cause—it has no seashores. I do know, that seems like a dealbreaker for the Caribbean, however hear me out. Because there are not any seashores, there’s zero mass tourism. Plus, in the event you nonetheless need to get within the water, this is among the BEST locations within the Caribbean to go scuba diving.
Windwardside appears like a European alpine village dropped right into a tropical rainforest. It’s clear, tidy, and sits at 1,300 ft above sea degree, which means it’s cool and misty.
This is the climbing capital of the area, dwelling 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 business 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 kind of uncommon cities that faces the ocean moderately than turning its again on it. The harbor is at all times stuffed with sailboats, giving the city a cosmopolitan, nautical power.
The finest strategy to see it’s the Belmont Walkway, a stone path that hugs the coast. You can stroll from the city heart 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 large jet airport right here, you received’t discover the 3-day weekend crowd; everybody right here has made a journey to reach, which creates an ideal 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 seaside close by is arguably top-of-the-line within the Caribbean—golden sand, deep inexperienced palms, and no motels cluttering the view. Plus, the botanical gardens listed below are world-class.
Just bear in mind, English is not extensively spoken, so brush up on just a few French phrases earlier than you go to order your acras and Ti’ Punch.
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