We hit the water in Vieques for some prime underwater adventure.

With an hour to burn before our flight we hit the roads of Old San Juan for some free-wheeled sightseeing.

The Experience continues as we ramble around Puerto Rico's Pearl of the South.

We head from Santiago into the mountainous Domnican Republic interior, tossing for mangos, hanging at a pig roast and hiking up a river. DR rules!

The Dominican Republic is the number one producer of cigars. We thought it was essential to see how these amazing objects are made, so we got hooked up with the Dominican Institute of Tobacco. The guys at the institute took us though the entire process, from growing to harvest to drying and rolling. This will certainly open your eyes as to how these bad boys are made.

Paragliding is one of the most popular activities in Cabarete, Dominican Republic. In an ideal situation, the glider is towed out over the water, released, and glides down to a smooth landing on the beach. But when you're dealing with waves and wind, you can never fully predict the outcome. See what happens when the guys from Kitexcite take us up in the air.

Exploring the world, one military bunker at a time.

On the northern coast of Dominican Republic, about 20 miles from Puerto Plata, there lies the town of Cabarete. The windsurfing and kiteboarding capital of DR, Cabarete is known for its wild nightlife, eccentric characters, and energetic vibe. In this segment, we get out of the water and explore life on the noisy streets.

Vieques is a small island off the eastern coast of Puerto Rico. At a first glance it is hard to imagine Vieques in any other way than a serene tropical paradise. But as you look deeper, you begin to see a much more complicated picture. In exploring the gorgeous coastline and dense jungles, it feels as if you are stumbling into a crime scene that is still under investigation. The more you talk to the locals, the more you realize how much of an impact the former military presence has had on the people living on the island.

We were the first gringos to show up at a cockfight in this isolated town in the mountains of Dominican Republic. We were looking for some real local flavor, and we definitely got it. Cockfighting is still 100% legal in a handful of countries around the world, and advocates of this blood sport would think we were crazy for raising an eyebrow about this worldwide obsession. It is valuable insight into a culture, but definitely a little disturbing.