I went with a group of friends for 8-9 days in 2005. Hopefully it hasn’t changed too much – big old American boats (cars) , crumbling and historic buildings in Havana etc. March was a good time of year as it was hot, but not overly.
Do:
Hire a car to get around. I really recommend this - We hired a car (a new Suzuki 4x4) for 5-6 days – covered San Fuego(Cienfuego)/Trinidad/Santa Clara - the town in which Che Guevara's mausoleum is found - spending 1-2 nights in each. We saw so much of the island and the roads were fine – didn’t feel like the roads were dangerous to drive on and you get to see some of rural Cuba which was definitely worth it. It's not too much driving either. We started and finished the holiday with a couple of nights in Havana (where you don’t need a car). Also spent a couple of days in Varadero for pure relaxation but it’s really not that special a resort and I get easily bored in beach places after a couple of days.
Stay in C
asas Particulares – it’s a completely kosher and good way of staying somewhere. You can book from here but you should be able to do the same on the fly there, booking a day or two ahead before you reach each town. These are literally ‘private homes’ , government-backed and the best way to experience an authentic stay in Cuba – usually with a family or motherly figure who give you home-cooked food and a clean place to rest your head in a tardis-like house! - this is a very good option for the other towns on your travels around Cuba. Budget will be between 20 and 40 quid a night pp, so cheap too. We stayed in Hotel Telegrafo in Havana to start with though.
A Cigar factory tour in Havana is a must!
See Cabaret somewhere on your trip – think we did it in Cienfuego.
Try and have a drink or dinner at Hotel Sevilla (featured in
Our Man in Havana – Graham Greene).
Have a drink and maybe a cigar at
La Bodeguita del Medio in Havana. It’s famous and a known hangout of, amongst others, Ernest Hemingway. It’s down a narrow street, it’s small, cramped but kinda cool and historic. I guess it has to be a mojito in there!
Try and do the same at
Floridita – also a famous hangout of Hemingway. IIRC, there’s a bust or statue of him in pride of place.
10 days is a good length of time. You’ll need at least a week.
At no point did we feel unsafe or threatened. It's generally very friendly and hospitable.
-Enjoy yourself!
Don’t:
Waste it by sitting in Varadero or some similar resort for a week. It’s a long way to go for that.
Expect great cuisine. It’s not famed for it. In fact, everyone I’ve met since has complained of the same thing. I’m not overly fussy so I coped...but breaded chicken escalope, black beans (
frijoles negros), fried plantain and salad will be regular and about as good as it gets.
Let us know how you get on.