First published at age 17, Fenster became the youngest known travel writer to pen an adult-oriented guidebook. Fenster later graduated from the University of Virginia McIntire School of Commerce in 1999.

He currently resides in Las Vegas, where he works in the field of casino marketing.

Fenster's most recent book is Open Road's Best of Las Vegas (ISBN 1593600836), co-authored by gambling guru Avery Cardoza and first published in December 2006. This book provides itineraries of varying lengths for travelers seeking specific types of vacation experiences, such as a couples' getaway, a family vacation or a vintage Vegas experience. The second edition (ISBN 1593601077) was released in June 2008.

Fenster is a pioneer of the targeted "Best Of" travel writing format that closely aligns travel recommendations with the amount of time that people have to spend in a destination, and the exact outcome they want from a trip. This approach is compared to the typical encyclopedic "lists of lists" format that includes tons of information but no real guidance.

Fenster is also the author of Walt Disney World Guide, Disney World and Orlando Theme Parks, and Disney World With Kids.

He also maintains Open Road's Best of Las Vegas Blog.

His work has also been published in Conde Nast Traveler, Architectural Digest, the Las Vegas Review-Journal, Spa Finder and AM New York.