Trip Flip: Season 2 Sneak Peek Pictures

Professional fun-seeker and travel expert Bert Kreischer returns for an all-new season of Trip Flip, premiering with back-to-back episodes on Sunday, March 17 @ 8|7c.

You Might Also Like

Mayan Ruins in Cancun
Mayan Ruins in Cancun

Mayan Ruins in Cancun

Vacationers prepare for some water activities while standing in between Mayan ruins in Cancun, Mexico. 960 1280

  

Lover's Beach in Cabo San Lucas

Lover's Beach in Cabo San Lucas

Bert hangs with a couple at Lover's Beach in Cabo San Lucas, Mexico. 960 1280

  

King Cake in New Orleans

King Cake in New Orleans

Bert and the "flip'd" couple eat king cake on Bourbon Street in New Orleans. 960 1280

  

Fish Inspection in Oahu

Fish Inspection in Oahu

Bert takes a couple to inspect fish with a chef before their dinner in Oahu, HI. 960 1280

  

Farmer’s Market in San Francisco

Farmer’s Market in San Francisco

Behind the scenes with Bert at a Farmer’s Market in San Francisco. 960 1280

  

Playing Polo in Oahu

Playing Polo in Oahu

Bert and the vacationers get ready to play a game of polo while in Oahu, HI. 960 1280

  

Bert on the Beach

Bert on the Beach

Bert takes an iPhone picture of this "flip'd" couple while on the beach in Cabo San Lucas, Mexico. 960 1280

  

Outrigger Canoe Club

Outrigger Canoe Club

Bert and members of the Outrigger Canoe Club paddle to shore in Oahu, HI. 960 1280

  

Bert About to Crash

Bert About to Crash

Bert is about to crash a couple’s vacation in Oahu, HI. 960 1280

  

Eating After a Long Day of Surfing

Eating After a Long Day of Surfing

Bert and this "crashed" couple eat after a long afternoon of surfing in Maui, HI. 960 1280

  

Paragon Sailing in Maui

Paragon Sailing in Maui

Vacationers go Paragon sailing through the waters in Maui, HI. 960 1280

  

Mayan Ruins
Mayan Ruins

Mayan Ruins

Jordan and Maria prepare for some water activities while standing in between Mayan ruins in Cancun, Mexico. 960 1280

  

The Fish Spa

The Fish Spa

Bert and Jordan lounge in the hot tub at a fish spa. 960 1280

  

Fishing Boats Ahead

Fishing Boats Ahead

A look down the pier stretching into the ocean, as fishing boats off in the distance head out to sea. 960 1280

  

Lucha Libre Wrestlers

Lucha Libre Wrestlers

Maria hangs with lucha libre wrestlers. Lucha libre is a form of professional wrestling that has developed in several Spanish-speaking countries, including Mexico. 960 1280

  

Jordan and Maria Pose

Jordan and Maria Pose

Jordan and Maria pose with their racing helmets on. 960 1280

  

Arriving in Tulum

Arriving in Tulum

Bert and the travelers arrive in Tulum, Mexico, one of the last pre-Columbian cities inhabited and built by the Mayans. 960 1280

  

Ocean View

Ocean View

An outside view of the ocean from the fish spa. 960 1280

  

Cenote Opening

Cenote Opening

Bert and the vacationers stand in front of a cenote opening. A cenote is a deep natural sinkhole that exposes groundwater below. 960 1280

  

Jordan and Maria

Jordan and Maria

Jordan and Maria wearing their lucha libre masks. 960 1280

  

Tulum Ruins

Tulum Ruins

A view of the Tulum ruins. 960 1280

  

Bert, Jordan and Maria

Bert, Jordan and Maria

Bert, Jordan and Maria enjoy a nice cocktail on the beach on their last night in Cancun. 960 1280

  

Bert, David and Mike
Bert, David and Mike

Bert, David and Mike

Bert and our Chicago adventurers, Mike and Dave, toast after spending their first day of the trip at the Gangster Museum. 960 1280

  

Red Witch

Red Witch

A view of the Chicago skyline behind the Red Witch. Located on Navy Pier, the Red Witch is Chicago’s tallest -- and only -- wooden ship. 960 1280

  

Sea Dog Crew

Sea Dog Crew

The crew of the Sea Dog, a famous tour of Chicago by water, prepares to take the group out on a private tour. 960 1280

  

Flyboarding in Chicago

Flyboarding in Chicago

Dave attempts to flyboard while in Chicago. 960 1280

  

First Time Flyboarder

First Time Flyboarder

Bert screams with joy after his first flyboarding experience. 960 1280

  

Lincoln Park Zoo

Lincoln Park Zoo

A stone lion stands tall outside of the Lincoln Park Zoo. 960 1280

  

Al's Italian Beef Sandwich

Al's Italian Beef Sandwich

A must-try when visiting Chicago, Al's Italian beef sandwich lays out on display. 960 1280

  

Chicago's Navy Pier

Chicago's Navy Pier

Bert and the adventurers ride the Ferris wheel at Chicago's Navy Pier. 960 1280

  

Windy City Rollers

Windy City Rollers

Mike poses with the Windy City Rollers after getting his butt kicked on the track. 960 1280

  

Dave and Mike

Dave and Mike

Dave and Mike try out their best gangster poses while enjoying their time at the Gangster Museum. 960 1280

  

Chicago Skyline

Chicago Skyline

Bert, Mike and Dave pose in front of the Chicago skyline after a successful Trip Flip. 960 1280

  

Chicago Pictures  11 Photos

The Hot List

Explore America’s most stunning scenery.
Join the conversation on Social Media!
Stay updated on the latest travel tips and trends.
Follow Us Everywhere

Join the party! Don't miss Travel Channel in your favorite social media feeds.