Just looking to see if anyone wants to explore Cuba. Like to meet up with someone and share the experience. I'm into nature,hiking,sightseeing,beaches, culture,food...relaxing with a few cervesas. I'm 48/m from Canada. So far havn't really planned anything but would like to visit Havana, Vinales,Trinadad. I'm pretty flexiable and open to other ideas. I'm looking at staying in Casa Particalures...doing the occasional splurge once in a while. I like to do lots of wallking...exploring...photography. Anyway, maybe we can plan something together
If you're an experienced traveller in developing countries and you've stayed in inexpensive hostels/hotels elsewhere then Cuba will hold no surprises. Travelling independently in Cuba will be easy.
Cuba is no longer an exotic destination... there are loads of excellent guide books like Moon, Rough Guide, Lonely Planet, etc... there are several Internet forums/blogs that make it an easy place to research... the whole country is very safe and non-threatening... it has a very defined Gringo Trail with decent transport and accommodation options... tourist scams are simple and no big deal, almost to the point of being naively innocent (compared to most other developing countries)... if you're still nervous it's easy to have a local guide/resolver/travel agent give you a really nice comfort zone by setting you up with a semi-arranged itinerary so you're not completely on your own... etc.
For a first time visitor a guide book is by FAR your most important (and cheapest/easiest) investment to start your research.
You didn't mention how long you're going for, but the Havana/Vinales/Trinidad triangle is the classic route in the western end of the island for first time visitors. The guide books cover it very well and the tourist infrastructure (by Cuban standards) is excellent.
Regarding a travel companion... unlike many backpacker destinations (like SE Asia, etc.) where it is dead simple to meet loads of other travellers, Cuba has a slightly different vibe. There's no (thank God) backpacker ghetto like Khao San Road and there are almost no stereotypical hostels yet so independent travellers in Cuba really are for the most part, "independent." That's not to say you won't meet other backpackers, but it'll happen in other ways than the usual hostel scene.
It's a fascinating country. Have fun.