Pleasant temperatures and low rainfall make December through May a great time to go to St. Croix especially if you are trying to escape the cold temperatures and precipitation that comes with living in states that have harsher winters. If you are planning to visit St. Croix in the winter, this is a great time to be on the look out for flight deals. We recently saw The Points Guy (TPG) mention winter flight deals to St. Croix for less than $400 (depending on when and were you fly from). You can read the article here.
Travel deal articles, industry-related newsletters, etc. that report flight sales are helpful in alerting consumers on certain deals, but often the deals are for very specific routes and dates, and often may not meet your requirements. That is why we recommend trying search engines like Google Flights to find cheap flights (note, Google Flights does not track Southwest Airlines flights) for more personalized deals. We have used it before and have read about it on The Points Guy and Thrifty Traveler. Enter your flight preferences, and the search engine shows flight options along with a historical price guide, which indicates whether the fare you found is low, high or near the average price for flights on this route. We find this very helpful when trying to book a flight that is best priced for our requirements.
Want to learn more about Google Flights? These two articles will be helpful: