Abstract: A portable cooler with a powered cooling system is disclosed. Preferred embodiments include wheels large and flexible enough for rolling over sand, grass, and other uneven surfaces, and handles for carrying and/or pulling. Pulling handles can include an extension that can be rigid or flexible and can be retractable. Power sources include rechargeable and/or exchangeable batteries, and/or a solar panel. Accessories in preferred embodiments include a power outlet for a cellular telephone, a power outlet for an iPod, a docking station for an iPod, an AC electrical outlet, a radio, a CD player, a tape player, an MP3 player, a television, audio headset outlets, and one or more audio speakers. In preferred embodiments, some or all of the power source, the cooling system, and the accessories are protected from water and/or sand. Some embodiments include a beverage holder, and in some of these embodiments the beverage holder is cooled.