Bert Kreischer gives 2 Oahu tourists the chance of a lifetime as they throw out their plans and let him take the lead on a free 3-day dream vacation. Their adventure includes diving with sharks, walking on ...

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See & Do
Waikiki Beach

Bert heads to Waikiki Beach to try to track down some vacationers willing to let him guide them for the weekend.

Waikiki Beach, Kalakaua Ave.
Honolulu, HI, 96815

Royal Hawaiian

The vacationers are upgraded to the Royal Hawaiian, a landmark resort commonly known as the “Pink Palace.”

2259 Kalakaua Ave
Honolulu, HI 96815

See & Do
Hawaii Shark Encounters - Haleiwa Harbor

Bert and the vacationers enjoy some safe, caged shark diving with the Hawaii Shark Encounters tour group.

66-105 Haleiwa Rd
Haleiwa, HI 96712

Fish Auction at Pier 38

Bert and the vacationers pick out the perfect fish at the biggest commercial fish auction in Honolulu.

1131 North Nimitz Highway # 38
Honolulu, HI 96817

See & Do
Paddle Boarding - Kailua Sailboards and Kayaks

Bert takes the vacationers paddleboarding on Oahu's Kailua Beach and Lanikai Beach. These 2 beaches have been voted best in the US for swimming, walking, kayaking and windsurfing.

130 Kailua Rd
Kailua, HI 96734

See & Do
Paul Mitchell Estate

Vacationers visit the incredible estate of the late, world-renowned hair care guru, Paul Mitchell.

1426 Mokulua Dr
Kailua Hawaii 96734

See & Do
Hawaiian Polo Club at Mokuleia Field

Bert and the vacationers try their hand at polo in Honolulu. The Hawaiian Polo Club is home to the largest tailgate party on the North Shore.

1696 Ala Moana Blvd
Honolulu, Hawaii 96815

Blue Water Shrimp Company

For one of the biggest bargains on the island, Bert and the vacationers head to Blue Water, one of the many famous North Shore shrimp trucks in Hawaii.

66-031, Kamehameha Hwy 96712


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