Eleven strangers from across America, led by three expert tour guides, descend on Marrakech, Morocco to begin the journey of a lifetime. Things get personal right away as everyone strips down in a traditional Moroccan bathhouse, and one of the travelers confronts another about her body issues. Meanwhile, amidst the crowded markets, the snake charmers, and the food stalls, Jared, a rich playboy, sets his sights on a pair of estranged twin sisters, sparking an unusual love triangle.

After mounting camels in Morocco, the cast travel to Kenya, but poor Amy falls deathly ill and must stay behind in the Atlas Mountains.

Still in East Africa, part of the group treks through the jungles of Rwanda for a once in a lifetime encounter with an endangered gorrilla.

Trading in their safari gear for scuba gear, the travelers jet-set to the crystal blue waters of the Maldives. Romance hangs in the air, prompting Jared to finally choose between the affections of Jenna or Misty. While some relationships blossom, others come to a head when Amy and Heather finally confront one another on the tension in their friendship. And nothing says once in a lifetime like a wedding on the beach, as Jeff and Jetta renew their vows after 16 years of marriage.

The travelers say goodbye to the calm of the Maldives and hello to the chaos and sweltering heat of Sri Lanka, but not everyone is in a welcoming mood.

After surviving the intensity of Colombo, the travelers head south to Galle, Sri Lanka for some much needed RandR. An awkward session of tantric yoga goes awry when Michelle isn't down to weave with anyone and Sandhurst questions her PG-13 attitude. Later, Michael and Steven have a fish-out-of-water experience as they celebrate Michael's birthday with a Sri Lankan family. Meanwhile, Jared butts heads with Heather for refusing to go to a local tea plantation.

Things get extra spicy in Bangkok when all the guys go out in the Red Light District, leaving Misty to wonder just how trustworthy her new boyfriend really is.

Questions about the boys' night out swirl as the travelers set sail on Bangkok's Chao Phraya River, and tensions between Misty and Jared erupt into a spectacle for all to see. Once in Pattaya, the Georgia Boys participate in a spectacle of another sort, the world's largest Ladyboys Show. And the travelers come face to face with Thailand's most revered animal - the elephant.

In Tokyo, an owl cafe shows a softer side of Heather, while a maid cafe shocks the guys. Meanwhile, Jared realizes he may be in over his head with Misty.

A girl's night out at a Japanese Host Club spirals out of control and Jared confronts Misty about the future of their relationship.