Sorry, this sweeps has ended but see more current Sweeps to enter on Freebies 4 Mom. Enter daily for a chance to win the Tommy Bahama Escape to Aspen Sweepstakes. Must be 21+ to enter. There will be 1 winner of a trip for two to Aspen, CO (value $9,000), 4 winners of a $500 Tommy Bahama gift card and 280 online winners of a $50 Tommy Bahama gift card. This sweeps started Feb. 18 and ends Mar. 3 which breaks down to about 20 winners per day.