Rachael's hoping to strike culinary gold with her $40 in the old mining town of Telluride, CO. Rachael has a delicious Southwest Benedict with her free java. After learning some skiing basics, Rachael goes to the Crunchy Porcupine for lunch. While sightseeing, Rachael sees an ice cream shop called The Sweet Life. As the day draws to a close, Rachael goes to Wildflour Cooking Company for dinner.

Rachael explores this cozy island, fishing for the Vineyard's tastiest deal. Beer-battered Soft Shell Crab and Lobster Quesadilla's are all on the menu. Rachael even samples wine made right here on Martha's Vineyard's. And she does it all for under $40 a Day.