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

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

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

See & Do
Outrigger Canoe Club

Bert and the vacationers enjoy a canoe ride with the Outrigger Canoe Club – located on the Pacific Ocean below the slopes of Diamond Head near Waikiki Beach.

2259 Kalakaua Ave
Honolulu, HI 96815

See & Do
Bailey’s Antiques and Aloha Shirts

Bert makes sure that the vacationers leave Hawaii in style with Hawaiian shirts from Bailey’s – the world’s largest selection of Aloha shirts.

517 Kapahulu Ave
Honolulu, HI 96815

See & Do
Polynesian Cultural Center

Bert and the vacationers experience the real Polynesia while they learn the ancient Hawaiian art of fire dancing.

55-370 Kamehameha Hwy
Laie, HI 96762


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