Trinidad is considered the jewel of Cuba with cobblestone streets and colonial old town. It lives up to its name. You only need a few days to explore Trinidad. You can take a shared taxi from Havana for about $35 per person. You can book an Airbnb.com online which is more expensive than Havana, but still only $30 per night. Find a casa particulares that is close to the old city center so you can walk and has air conditioning like Casa de Yash. Be sure to pay the extra $4-$5 for breakfast and enjoy one dinner $10 per person at the casa.
Top 5 things to see in Trinidad:
1. I urge you to start with a FREE walking tour that starts in the plaza opposite the Historical Museum.
2. Nightlife centers around the steps with live music playing every evening courtesy of Casa De La Musica. Here's a tip if you sit above the steps before 7pm, it's FREE. After 7pm, you will pay a few CUC to enter.
3. There is also a club in cave near the radio tower. We did not hike up there because we heard mixed reviews. But if you are into that stuff, it may be worth the hike and your $5 CUC.
One of the most popular day trips from Trinidad is to visit the waterfall via horseback. Tours cost $20-$35 per person. Dozens of tourists will board their horses on the outskirt of town for the all-day tour. You can hike if you prefer, but it is a long walk. Even on horseback, you will walk the last 30 minutes so wear closed toed shoes.
4. The waterfall is well worth it.
5. And on the way, you will visit a coffee and cigar farm which is interesting. Our tour also stopped at a restaurant where we could eat lunch or enjoy a drink.
Trinidad is a delightful place to spend a few days. The people are friendly and welcoming. The town is also close to the coast if you want to enjoy the beach.