

Optimizing Vacations, New Ways to Earn Points, Airline Changes and More
241 snips May 7, 2025
Dive into insightful travel strategies, from optimizing points for luxury vacations to booking tips for top-tier hotels. Discover exclusive air travel perks, including private flight experiences to stunning locations like Lanai. Learn about navigating new airline policies and maximizing rewards programs. Plus, get thoughtful Mother's Day gift ideas that go beyond the usual. The episode wraps up with insights on the latest travel requirements, including Real ID updates, ensuring you’re well-prepared for your next journey!
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Strategic Hawaii Spring Break Trip
- Chris Hutchins shares a strategic and rewarding spring break trip to Hawaii using points, upgrades, and perks.
- He booked stays at the Four Seasons Lanai and Montage Kapalua Bay, combining multiple loyalty programs successfully.
Maximize Hotel Perks on Upgrades
- Use hotel upgrade programs like All The Hacks to access perks such as free breakfast, spa credits, and resort credits.
- Consider the total value of perks when evaluating hotel prices, which can significantly reduce effective costs.
Booking Business Class with Points
- Chris booked business class Hawaiian Air flights using Alaska miles and found more award availability by booking separate segments.
- He split flights from Maui to Honolulu and then Honolulu to Oakland to secure four business class seats with points.