Trip Flip: Sneak Peek Pictures

Vacationers prepare for some water activities while standing in between Mayan ruins in Cancun, Mexico.

Bert hangs with a couple at Lover's Beach in Cabo San Lucas, Mexico.

Bert and the "flip'd" couple eat king cake on Bourbon Street in New Orleans.

Bert takes a couple to inspect fish with a chef before their dinner in Oahu, HI.

Behind the scenes with Bert at a Farmer’s Market in San Francisco.

Bert and the vacationers get ready to play a game of polo while in Oahu, HI.

Bert takes an iPhone picture of this "flip'd" couple while on the beach in Cabo San Lucas, Mexico.

Bert and members of the Outrigger Canoe Club paddle to shore in Oahu, HI.

Bert is about to crash a couple’s vacation in Oahu, HI.

Bert and this "crashed" couple eat after a long afternoon of surfing in Maui, HI.

Vacationers go Paragon sailing through the waters in Maui, HI.