WANT TO GO TO CUBA BUT DON'T KNOW WHERE TO START?
Your personalised Cuba adventure starts here
Explore Cuba the way it was meant to be experienced – safely, authentically, and stress-free.
I offer bespoke travel planning tailored to your dates, interests, and travel style, whether you want a fully guided service or a flexible, self-paced plan.
Why do you need my help?
Planning a trip to Cuba can be tricky – especially if you want to experience the real island beyond the glossy guidebooks. That’s where I come in. With over eight years of living, working, and building connections across Cuba, I can open doors that most travellers never even know exist.
Cuba runs on relationships, and without the right network it’s easy to get stuck in tourist traps. Through my trusted contacts – from drivers and guides to chefs, farmers, and small business owners – I’ll connect you to the authentic side of the island.
Whether it’s dining at hidden paladares, exploring remote countryside spots, or meeting local entrepreneurs, I’ll make sure your trip is stress-free and unforgettable. With me, you’ll see the Cuba that only insiders know.
How I Can Help:
I know every traveller wants a different level of support – which is why I offer three options to suit everyone.
Full Bespoke Planning (with call): Perfect if you want the personal touch. We’ll have a one-hour video call where I learn exactly what you’re looking for, then I’ll create a detailed itinerary and guide tailored to you.
Bespoke Planning (questionnaire only): Ideal if you prefer to skip the call but still want a personalised plan. Just fill out my questionnaire and I’ll design a custom itinerary based on your answers.
Pre-Made Itineraries: Best if you’re on a budget, short on time, or simply want a ready-to-go plan. These are detailed guides you can download instantly.
Whichever you choose, you’ll have a stress-free, authentic trip that avoids the tourist traps – all based on my 8+ years of experience and trusted local connections.
Don't just take my word for it, see what people who've had my help say:
(I didn’t write these myself I swear – see them and more here!)
“Our trip to Cuba would have been a complete disaster were it not for Cassie. Instead, thanks to her amazing hard work and knowledge we had one of the greatest trips of all time. I would not hesitate to recommend her. In fact, I’d say she’s absolutely essential to anyone considering planning a holiday to Cuba.”
“Cassie is absolutely amazing!! She helped me book a tour of Havana in the traditional cars. Lester was the driver and it’s phenomenal. Could not recommend Cassie’s services more. As a Canadian she was able to support my needs, and curate the most authentic experience ever!”
“Cassie is absolutely amazing!! She helped me book a tour of Havana in the traditional cars. Lester was the driver and it’s phenomenal. Could not recommend Cassie’s services more. As a Canadian she was able to support my needs, and curate the most authentic experience ever!”