(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers. Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired. In episode 156 of Points, Cards and Travel, Ross walks through the ultimate pre-trip planning and vacation document checklist, the exact system he's refined over 10+ years of travel mistakes so you don't have to repeat them. Before diving into documents, Ross covers the planning fundamentals: figuring out your travel style, setting up flight alerts through Google Flights, Skyscanner, or the Capital One travel portal, and choosing the right apps to manage your itinerary (Google Docs, Google Maps, TripIt, Viator, and more). From there, he breaks down the full document checklist for any trip, domestic or international, including visas and vaccinations, backup flight and accommodation confirmations, travel insurance (and which credit card benefits actually cover it), car rental and tour ticket downloads, emergency contacts, and passport copies. Ross also shares his cash and currency strategy for avoiding hidden transaction fees abroad, plus why splitting your cards, cash, and IDs across bags can save a trip when something goes wrong. If you want all of this compiled for you, Ross's free Stress-Free Travel Starter Kit has the entire checklist ready to go. Next week: the vacation packing checklist. Credit Card Resources: 5 Step Roadmap to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There Best Credit Cards for Travel Melio: Pay vendors who don't take card with credit card to earn more points Itinerary Boss Socials: LinkedIn Instagram Pinterest Facebook YouTube Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners. Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.
