Hi Guys,
There's some massive differences between Cuba and Thailand that you should think about...
1.) For a western tourist Thailand is arguably the easiest completely "foreign" country on the planet to visit. Thanks to decades of backpackers the country has a fabulous tourist infrastructure so it's simple and non-intimidating. Throw in fabulous geography, a long and interesting history and all the other things that make SE Asia a great place and you have a no-brainer destination. Thailand is easy and predictable.
2.) Cuba is a completely different situation, starting with one of the most unique/complicated political and social situations on earth. Its tourism industry is relatively new and it's mainly geared towards the all-inclusive resort market. In some senses it's one of the most expensive developing countries to visit as a foreigner, by other measures it's the Walmart of the Caribbean. It's no longer an exotic destination for an independent traveller, but it's not easy in the same sense that Thailand is.
Lastly, regarding your bucket list... 1.) Beaches: Of course there are nice beaches in Cuba - it has some of the best in the Caribbean - but I have to give the nod to Thailand for sheer grandeur. 2.) Live Music: Hands down, Cuba. It punches WAY out of its weight class with arguably more highly skilled musicians per capita than anywhere, bar none. 3.) Food: Hands down, Thailand. 4.) Sightseeing: Depends on your interests... both countries offer a completely different experience. 5.) Swimming With Dolphins: No comment, I do not support this practise. 6.) Cheap Beers: It's almost a tie. 7.) Touristy/Non-Touristy: It's almost a tie too. Very easy to get off the beaten path in both places but Thailand offers better 5 star options.
Have fun with your research.
Cheers,
Terry
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