Holiday Travel Is Filling Fast—Plus Jamaica, Unique Alaska & European River Cruise Ideas
Send us Fan Mail Holiday travel is getting crowded fast, and waiting is turning into the most expensive strategy. We’re seeing strong early demand for Thanksgiving and Christmas vacations, especially for Caribbean resorts, cruises, villas, and multigenerational trips, which means the best options are disappearing first and the leftover inventory costs more. We explain why April and May planning beats last-minute September scrambling, plus how to stay flexible if you’re still trying to grab a warm-weather getaway. We also dig into what’s changing behind the scenes. Jet fuel prices are squeezing airlines, and when carriers reduce capacity, fewer seats usually means higher fares and fewer convenient schedules. On the resort side, Hyatt is making a notable move by bringing a Grand Hyatt all-inclusive into Cancun, a big signal for travelers searching for premium all-inclusive experiences in Mexico. And for airline nerds, we react to the 2026 Skytrax rankings, where Singapore Airlines takes the top spot and no US-based airline lands in the top 20, while Delta earns recognition for best Wi-Fi. A listener question takes us to Jamaica: has the island recovered from last year’s hurricane? We share the update, then lay out a smart place to start with Royalton Resorts, including current savings and which properties fit families versus adults-only travelers. We round things out with major cruise headlines, an Alaska adventure option with Uncruise, a Viking river cruise sale with low deposits and potential free airfare, and a surprisingly useful airline “flat tire rule” tip if life happens and you miss your flight. If this helps, subscribe on your favorite podcast app, share it with your favorite travel planner, and leave a quick review so more people can find the show. What trip are you trying to book next?
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