Secrets to Cheap Travel (Encore)

About this episode

This week, we’re re-airing a conversation about how to travel for less. We dive into the best tried-and-true strategies for stretching your travel budget. Elaine Glusac, a longtime travel journalist and The Frugal Traveler columnist at The New York Times, joins us to share her best money-saving hacks, from timing your flight purchases just right, to negotiating directly with Airbnb hosts. She also explains how to leverage under-the-radar resources like Going.com for finding cheap flights and Costco Travel for car rentals. Plus she shares how to navigate Black Friday travel deals for cruises, flights, and hotels. This episode covers: • When to book flights for the best prices: Elaine breaks down the “sweet spots” for booking both domestic and international travel, plus why holidays require a different strategy. • Why flexibility matters more than loyalty: Shifting your departure by just a day or two can save you money and stress—and sometimes matters more than which airline you fly. • How to spot true airfare deals: Tools like Google Flights and Kayak alerts can help you track fares and avoid misleading “fake sales.” • Why you should negotiate directly with hosts: Re