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TRUSTED TRAVEL EXPERT California and Hawaii
Born and raised in Southern California and with offices throughout the state, Jay is an expert on both his home state and Hawaii; he spends about six weeks a year in the islands, escorting groups of Google execs as well as taking his wife and kids on vacation. His agency sends so many travelers to Hawaii that he has clout with the top resorts—clout that can translate into significant perks. But he also has a particular fondness for orchestrating out-of-the-box itineraries in his own backyard. A California vacation, for example, might include Los Angeles Angels tickets right behind home plate, V.I.P. access to Disneyland, a cooking lesson with the head chef at Napa’s Michelin-starred Meadowood resort, glamping among the redwoods—or all of the above. In Hawaii, he can arrange everything from multi-generational family reunions to pull-out-all-the-stops honeymoons, from kite-boarding lessons on Maui to guided hikes across private land on Molokai. Jay also pays attention to the little things, right down to detailed driving directions to the best fried chicken and beachfront picnic bench on the North Shore.