http://www.travelchannel.com/shows/uncommon-grounds
Second episode is in Havana.. within the first 5 minutes I spotted not one, but two familiar faces.
At the 11th minute mark, the Legend Toby makes his appearance
Episode summary:
Havana Nights
The climate is perfect for Todd to explore Cuba, an island that's been off limits his entire life. In Havana, Todd meets up with guest star Les Stroud (Survivorman), and the two embark on an eventful journey across the island.