Begin in San Juan
February is an excellent time to start a Puerto Rico multi-country trip. The weather is generally warm, bright and comfortable, with less humidity than the summer months. Begin in San Juan, where historic streets, Atlantic views and lively neighbourhoods make it easy to settle into Caribbean life.
Spend time wandering around Old San Juan, recognising its blue cobbles, pastel façades and impressive Spanish forts. Stop for strong coffee, sample local dishes such as mofongo, and watch the evening unfold around the plazas. With a few days here, you can enjoy culture and history without feeling rushed before continuing to your next country.