December splits the travel world in two. The Northern Hemisphere goes cold and festive — Christmas markets, snow and Northern Lights — while the Southern Hemisphere swings into peak summer, and a band of winter-sun escapes across the tropics and the Gulf hits its warm, dry best. There is no single ‘best’ December trip; there […]
Best Places to Visit in December 2027: Festive, Snowy, Sunny or Summer Read More »
November is when the tropics reopen. The monsoon and hurricane seasons that shut down Southeast Asia, southern India, Mexico and the Caribbean through autumn finally break, ushering in the long dry season just as northern Europe turns cold and grey. It is one of the best-value long-haul months of the year: shoulder-season flight prices, thin
Best Places to Visit in November 2027: Dry-Season Escapes Read More »
October is the shoulder-season sweet spot most travelers underrate. Across the Northern Hemisphere the summer crowds have gone home, prices have dropped, and the weather in a huge band of the world — the Mediterranean tail, North Africa, the Middle East, and monsoon-cleared South Asia — settles into its most comfortable stretch of the year.
Best Places to Visit in October 2027: Shoulder-Season Gold Read More »
Savannah and New Orleans occupy the same corner of the American imagination: moss-draped, ghost-obsessed, humid, gorgeous, and slightly unhinged in the best possible way. Both are walkable historic cities where carrying a drink down the street is legal, dinner is the main event of the day, and every other building has a story involving pirates,
Savannah vs New Orleans (2026): Which Southern City Wins? An Honest Comparison Read More »
Puerto Vallarta and Cabo fight over the same travelers every winter. Both sit on Mexico’s Pacific side, both have nonstop flights from half the airports in the US and Canada, and both promise sunshine, tacos and a margarita at sunset. Here’s what nobody tells you while you’re comparing flight prices: they are wildly different places.
Puerto Vallarta vs Cabo: Which Mexico Beach Trip Actually Wins? (2026) Read More »
Nice and Cannes sit about twenty miles apart on the same curve of the French Riviera. They share a train line, the same improbably blue water, and roughly the same density of designer sunglasses per square meter, and yet they are completely different trips. I have based myself in both, in high summer and in
Nice vs Cannes: Which French Riviera Base Should You Pick? (2026) Read More »
Naxos and Paros sit so close together that on a clear evening you can stand on one and watch the lights come on across the water on the other. The ferry between them takes about half an hour. And yet almost everyone planning a Cyclades trip ends up agonizing over which one deserves the bigger
Naxos vs Paros (2026): Which Greek Island Should You Actually Choose? Read More »
Malta and Cyprus get lumped together constantly, and I get why. Both are Mediterranean islands with a British colonial past — English everywhere, driving on the left, even the same three-pin plugs — both use the euro, and both bake in reliable sunshine from May through October. On paper they are the same holiday. In
Key West and Miami sit at opposite ends of one of the most scenic drives in America, about four hours apart on the Overseas Highway, and I get asked about this matchup more than almost any other Florida question. On paper it looks like a simple choice between a big city and a small island
Key West vs Miami (2026): Which Florida Trip Is Actually Worth Your Money? Read More »
Kauai vs Oahu is the Hawaii decision that ruins more group chats than any other. One island gave the world Waikiki, Pearl Harbor, and the North Shore’s famous surf breaks; the other looks like the opening scene of Jurassic Park because it literally is. I have spent time on both, talked friends into both, and
Kauai vs Oahu (2026): Which Hawaiian Island Should You Actually Pick? Read More »
