If it's not a hard sided bag, they will not pay for damage or breakage. I have used the sport tube for years and never had an issue. Keep the weight at or under 50 lbs. Southwest does not charge for oversized bags used for skiequipment like others do. http://www.southwest.com/html/customer-service/baggage/special-luggage-pol.html#baggage_special_luggage_pol_tab_list_tab_12 Snow or water skis are accepted when enclosed in a suitable container. Southwest Airlines provides free plastic bags for ski equipment. These bags are used to prevent the various components of ski equipment from becoming separated. The skis will be conditionally accepted unless they are being transported in a hard, plastic case or standard ski bag. Snow ski equipment consists of one pair each of skis, ski poles, and boots. Water-ski equipment includes one pair of skis and one life preserver or vest. Snowboard equipment includes one snowboard and one pair of boots. When substituting ski equipment for a free bag, Southwest Airlines allows up to two bags (containing one set of snow skis, ski poles, and ski boots) to count as one item, even if they are packed and tagged separately. (Overweight charges may still apply.)