Havana: Culture & Cuban Cigars!

As someone who’s spent decades wandering this beautiful world, I’ve learned to recognize the rare places that feel utterly timeless. Havana is one of them.

This city wrapped me in color, music, and old-world charm in a way few destinations still can. If you’re considering Cuba, let me be the one to tell you: go. And don’t wait.

Day 1: Classic Cars & City Charms

There’s nothing quite like the rumble of a vintage Chevy first thing in the morning. Ours was a glossy red '57 Bel Air, and as we cruised the Malecón with the wind in our hair, it felt like stepping into another era — part movie set, part magic. Our driver was a storyteller in motion, pointing out landmarks with pride as we passed pastel buildings, tucked-away cafés, and the grand Plaza de la Revolución.

We wandered through the heart of Old Havana, where every cobblestone seemed to echo with history. At the Hotel Nacional, I sipped a perfectly muddled mojito in the same lounge where Hollywood stars once held court. There’s a romance here, not just in the architecture or music, but in the way Cubans make you feel welcome — instantly and genuinely.

Day 2: Cigars, Spirits & Stories

The next day offered something more intimate. We met a master cigar roller whose weathered hands told their own story. A brilliant sommelier, guided us through a pairing of hand-rolled cigars, small-batch Cuban rum, and strong, earthy coffee. It wasn’t about indulgence — it was about ceremony. Tradition. Connection.

We didn’t just smoke cigars. We listened, learned, and shared stories. The tobacco was rich, the rum was warm, and the whole afternoon felt like a gentle unraveling of Cuban heritage — one puff, one sip, one smile at a time.

After all my years of traveling, Cuba reminded me to slow down. To taste. To listen. To notice the small, beautiful things.

If you’ve been dreaming of Havana — stop dreaming and book the ticket. The city’s waiting, and it has so much to show you.