USVISurfing season on the US Virgin Islands is November through March. During this time, the waves can reach between six and eight feet in height, with bigger days reaching as high as double overhead. The rest of the year, the waters are pretty flat and unsurfable. The breaks on the US Virgin Islands are all reef breaks, and long coral heads are not uncommon.Surfing here is generally recommended for experienced surfers, and it’s also advisable that you go out with someone who is familiar with these waters. There are a few windsurfing shops that have shortboards and longboards for rent, but most local surf shops here do not offer board rentals, only sales, so you might want to bring your own board. The steady trade winds off the Atlantic attract a lot of windsurfers, and bodyboarding is also very popular. Puerto Rico Puerto Rico is the Caribbean's version of the North Shore of Hawaii. It is blessed with good surfing conditions all year and can get pretty big and powerful. It also has the Hawaiian localism to a certain extent. Surfing goes off in a big way in Puerto Rico, and tourism is big in the area. That said, quiet waves are still on offer if you are prepared to look.Northerly swells that are generated from the east coast of America are the main source of the waves in Puerto Rico, October to February being the main surfing season. The surf can be anything from 2ft to 20ft, and there are waves to suit all abilities.Surfing in Puerto Rico has traditionally centered around Rincon, and although the waves are good so are the locals, and the wave is normally busy. A better bet for surf would be Dunes or Montones, with beginners being more suited to Punta Higuero.