Start Planning Your Holiday Escape Now
It might feel early, but the savviest travelers know that May is the moment to start planning your holiday getaway. Why? Because the best rooms, suites, and sailings don’t stick around—and neither should you.
Whether you're craving white sand over white snow, or you're ready to swap eggnog for exotic cocktails, now is the time to make it happen.
🌴 Caribbean Bliss
A perennial favorite: The Caribbean —with its breezy villas, boutique beachfront resorts, and luxury all-inclusives that book fast for the festive season. Want something toes-in-the-sand and completely effortless? Let’s find your perfect island match.
Traveling with a large group of family or friends? A villa rental may be exactly what you need to accommodate everyone - and even better if it comes with staff that can help with meals, evening cocktails, and more. This isn’t your average Airbnb - our partners only work with vetted properties and can help take care of all of the details so there’s one less thing to worry about during the holiday season.
If a resort is more what you are looking for, it’s time to plan now before availability becomes limited and options are more scarce. Keep in mind that some destinations do require minimum stays during the holiday season (the last two weeks of December) so it’s even better to plan ahead or have some flexibility with your travel plans.
🚢 Christmas Cruising
No cooking, no cleaning, just calm seas and curated experiences. If the Caribbean is on your mind or you’re eager to travel to Central or South America, a cruise could be a great fit for your holiday plans. But just like hotels and resorts, availability can be limited during this peak travel season so it’s best to figure out those plans now rather than waiting until later this summer.
🌎 Far-Flung Adventures
Looking to skip the usual and go somewhere unforgettable? We love planning trips to these destinations:
South America: Think Patagonia peaks, vineyard stays in Argentina, or a Galápagos sailing that rivals anything Santa could bring you. It’s summer in the Southern Hemisphere which makes it a great time to visit - and it’s a perfect alternative to Europe. This is ideal for travelers looking for something unique during the holidays: cultural experiences, great food, and adventure are all available.
Southeast Asia: If you have extra time during the holidays to travel, perhaps you're willing to travel a little further. December is a wonderful time to explore the gems of Southeast Asia: Thailand, Vietnam, or Indonesia to name a few. Ideal for travelers seeking warm weather and luxurious stays, Southeast Asia can offer great value for travelers even during peak season. W
🎄Holiday travel is one of the busiest (and most competitive) times of year. Planning now means VIP access, better pricing, and actual availability.
Let’s start designing your December escape now—before the only thing left is the middle seat.