Tips and Advice – Cuba Private Travel Blog

Over the Cuban Rainbow: An Unforgettable 2026 Queer Journey Through Cuba

By Johnny Considine | 5th December 20255th December 2025 by Johnny Considine

Cuba Private Travel invites you to an extraordinary exploration deep into the heart of Cuba’s vibrant LGBTQ+ culture. “Over the Cuban Rainbow” is an intimate, 11-day bespoke journey crafted to coincide with the island’s Annual Anti-Homophobia and Anti-Transphobia Celebration. This isn’t a typical trip; it’s a profound connection with the artists, activists, and changemakers shaping Cuba’s evolving queer landscape. From the legendary drag shows of Havana to the revolutionary spirit of Santa Clara and the…

Tips and Advice

A Stylish Birthday Weekend in Cuba

By Johnny Considine | 5th December 20255th December 2025 by Johnny Considine

This is not an itinerary; it is a curated celebration. Your journey begins the moment you land, bypassing the queues with a personal VIP Arrival service guided by our representative, Juan Carlos Borges. You’ll be escorted to a private lounge while your luggage is handled. From there, your Havana welcome becomes a cinematic event: a private convoy of ten gleaming 1950s convertibles awaits to whisk your party into the city’s golden-era glamour. You will be…

Tips and Advice

Cuba: A Festive Journey for Christmas and New Year

By Johnny Considine | 5th December 20255th December 2025 by Johnny Considine

Cuba Private Travel invites you to ring in the New Year by stepping beyond the ordinary and into the vibrant heart of Cuba.Our exclusive festive itinerary is a bespoke narrative crafted for the intellectually curious traveller. From the magic of the countries vibrant art and music scene to a New Year’s Eve celebration at Havana’s most iconic paladar, this journey captures the multi-faceted magic of Cuba in a way that is unforgettable. Day 1: Havana…

Tips and Advice

A Duet with Havana: Your Private Invitation to Cuba’s International 2026 Ballet Festival

By Johnny Considine | 5th December 20255th December 2025 by Johnny Considine

Havana’s rhythm is legendary, but for a few weeks, its heart beats to a different tempo: the International Ballet Festival. This is not just a performance; it’s a city-wide celebration of an art form woven into Cuba’s national pride. To be here during this time is to feel the city’s artistic soul at its most vibrant. We invite you on a curated journey that places you at the heart of this celebration. This is an…

Tips and Advice

Travel and Leisure recommends Cuba Private Travel for off the beaten track travel in Cuba

By Johnny Considine | 27th November 202527th November 2025 by Johnny Considine

For many travelers, Cuba travel evokes images of vintage cars on the Malecón, sunset mojitos, and music echoing through the cobblestone streets of Old Havana. But beyond the capital lies a country that is rarely seen—a place where mountain farmers, coastal fishermen, and grassroots artists quietly sustain the island’s authentic cultural heritage. As a luxury travel advisor specializing in the island, my mission is to help visitors uncover this hidden side. I recently shared my…