Let’s be honest—holiday travel isn’t always the relaxing escape it’s made out to be.
Between family expectations, packed airports, and the pressure to “make the most of it,” it’s easy to come back from a December trip feeling like you need… another vacation.
But what if this year, you planned a holiday getaway that truly fit your energy, mood, and goals?
Whether you’re dreaming of twinkling lights and cocoa by the fire, or pretending the holidays don’t exist while sipping a piña colada on the beach—we believe the why behind your trip matters just as much as the where.
Here’s how to design a holiday getaway that leaves you feeling refreshed, reconnected, and realigned with what this season means to you.
Start with Your Intention
Before picking a destination, ask yourself:
What do I want this trip to feel like?
- Do you want to slow down and rest?
- Celebrate big with your favorite people?
- Escape the cold and find the sun?
- Start a new tradition (or avoid the old ones)?
Once you’re clear on that, the rest falls into place.
Choose Your Holiday Travel Personality
1. The Festive Traditionalist
You live for tree lightings, Christmas markets, holiday movies, and mulled wine. You’re nostalgic, joyful, and love leaning all the way into the season.
Try: A charming European Christmas market river cruise, a snowy mountain lodge, or a festive city escape like New York or Quebec City. Check Out our Enchanthing Christmas Markets Tour this December!
2. The Holiday Avoider
You’d rather skip the chaos and take the days off for peace, quiet, and zero expectations. No crowds. No tinsel. Just a real break.
Try: A luxury adults-only resort in the Caribbean, a wellness retreat in Costa Rica, or an off-season escape in Europe or the Southwest.
3. The Sunshine Seeker
Seasonal depression is real, and you’re not here for it. Your end-of-year intention is vitamin D, turquoise water, and long lazy days with zero chill (literally).
Try: The Maldives, Turks & Caicos, Hawaii, or a sunny cruise through the southern Caribbean.
4. The Reconnecter
You’ve missed your people. Whether it’s family, best friends, or just your partner, the holidays are about meaningful time together (and no one stuck cooking).
Try: A group villa in Italy or Mexico, a multi-generational all-inclusive resort, or a cozy mountain cabin built for quality time.
5. The Dream Chaser
You see the holidays as your chance to finally check off that once-in-a-lifetime trip. Think big. Think bold. You’re not wasting this time off.
Try: South African safaris, a Japan winter itinerary, or a guided adventure through New Zealand.
You deserve a holiday that doesn’t just look good in photos—but actually feels good.
That means planning with intention. Whether it’s skipping tradition or reinventing it, your December getaway should meet you right where you are.
And that’s where we come in.
✈️ Ready to design your version of a holiday escape?
Let’s chat. We’ll match you to a destination that fits your vibe, your goals, and your travel style—so this season feels exactly how you need it to.
Contact us here to get started!
