Colombia can be visited year-round, but most travelers prefer the dry season, which lasts from December to March. These months also offer the mildest temperatures; if you visit in June expect mind-boggling humidity in coastal areas like Cartagena or Santa Marta.
The Caribbean coast receives most of its rainfall in October. Bogotá has such a high elevation (2547m) that it stays relatively cool throughout the year.
Festival season in Colombia is fun, but you need to put up with inflated hotel prices and over-stretched transport. Festival and holiday periods include Semana Santa (March or April), the Christmas break (late-December to mid-January), and a summer break from mid-June to mid-July.
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Brush up on your Spanish because few Colombians will attempt to speak English with you. You can take Spanish language classes in most major cities, but Medellín is the most popular for students. Check guesthouse noticeboards for information about classes.
Colombia's transport network is surprisingly modern and efficient. Sleek, air-conditioned buses ply the main highways on a frequent basis (several buses an hour along the main routes). Competition between private bus companies is fierce so shop around when buying tickets. You can even bargain down the prices but try to check out the bus before paying as the quality does differ between the companies. Overnight buses for long hauls will save your time, but for security reasons avoid these if you are headed off the major highways.
Domestic flights cover most of the country and tickets are reasonably priced.
In parts of northern Colombia it's still possible to travel by river boat, but taking one has more to do with the experience rather than saving time or money.
Colombia has accommodation to suit all budgets. Guesthouses catering to backpackers are found in the major cities while in other towns you'll find small residencias or hospedajes that charge around US$10 a night for a double. Watch out for some of the cheaper places as these often double as love hotels and staying in one might attract unwanted attention.
Bogotá has its share of luxury accommodation and there are some amazing top-end hotels in Cartagena, built out of old convents and mansions. If you've got a little extra dough, its worth splashing out on one of these for the experience.
Colombia has made dramatic improvements in its security. Most travelers are pleasantly surprised at the level of security in the main cities, but don't let this lead you into a false sense of a security. Take precautions against robbery by leaving your valuables in your hotel and avoid wearing expensive jewelry.
Be careful about gem scams, it's almost impossible to get a good deal on emeralds unless you are expert in the field.