We're exploring a forbidden Caribbean island full of spirited cuisine, sinful beaches, and rich history and culture in Havana, Cuba. Then it's off to the party city of Key West, Florida where we experience the famous Fantasy Fest.

Summer in Chicago means packing a lot of fun into a very short season. For Meggan and Sam, kayaking is right at the top of their summer bucket list. They meet up with Dave for a lesson at the Chicago harbor. It's a good time on the great lakes! Americans Dawn, Betty, and Lisa are beach hopping, and their first stop is Ftelia beach on the north coast. This beach is known as the windsurfer's paradise, and on any given day, the wind can blow over 20 miles per hour. The girls cruise to their next spot on the west side of the island, Kapari beach. A secluded spot known for breathtaking sunsets, but to get there, you have to hike down a sandy trail and climb down a steep hill, made of rocks! Dawn, Lisa, and Betty are up to the task. It's not an easy journey, but it is the most rewarding.

In Panama City beach, Florida, it's all about the comfort food. Chef Dee is a local serving up culinary creations from his hometown, with a Louisiana twist. First up is the classic po-boy sub, and it's not a real southern treat if it's not fried. Southern isn't the only thing on this menu. Chow down on some Latin styled churrasco made with skirt steak and with a tangy flair. Massive meals are the only way to eat, in the party paradise of Panama City beach, Florida. Luisa is a local trying her hand at extreme flyboarding over the Caribbean waves, and it's not so easy. The flyboard's 180-horse power takes some getting used to. After many falls into the water, persistence pays off and Luisa gets in a couple of great runs.

In Oceanside, California, beach beauties Mattie and Chelsea are getting ready to play with a new gadget for surfing. A wristband wirelessly controls the board's mini jet engine; it's a surfboard with power! Chelsea grabs a wave and rides it in boogie board style, but Mattie feels right at home on this jet-powered surfboard. It's cutting edge technology on the classic waves of Oceanside, California! Just an hour flight from the eastern coast of Spain is one of the most beautiful islands in the world, Ibiza. Austrian travelers Sylvia and Christina are ready to party at the hottest clubs on the island. Café Mambo and Café del Mar are two side-by-side local landmarks. Café del Mar is notorious for their chill-out music compilations, and the rocks behind the café serve as a glorious sunset-watching spot. When the night falls, Café Mambo hosts some of the most famous DJ's in the world. Whether in town, or at the beach, the fun never ends in Ibiza, Spain!

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