Why You Should Stop Waiting to Plan That Bucket List Trip

Passports are your key to adventure at any moment.

You’ve been saying “someday” for a while now, haven’t you?

Someday, when the kids are older.

Someday, when work slows down.

Someday, when the budget makes more sense.

Someday, when it just feels like… the right time.

Let’s be honest—someday is a slippery little word. It has a sneaky way of turning into next year, then maybe in five years, and before you know it, that once-vivid travel dream fades into a “maybe one day” blur.

The work deadlines.

The school calendar.

The budget.

The logistics. The timing.

But here’s the truth bomb no one really wants to say out loud:

Perfect timing doesn’t exist. It’s a myth. A mirage. And when it comes to your most meaningful, memory-making, jaw-dropping travel dreams—the safari, the overwater bungalow, the once-in-a-lifetime expedition—waiting for perfection means you might be waiting forever. Stop waiting to plan.

This is your gentle nudge (okay, maybe a loving push):

You don’t need to wait for some magical window in the future.

The best time to start planning? Might just be now.

WORTH BOOKING NOW | EXPERIENCES TO PRIORITIZE

Some things get better with age—wine, wisdom, and a well-earned appreciation for room service. But others? They're best savored while you’ve got the energy, curiosity, and flexibility to dive in headfirst (or at least with your feet dangling off a dock somewhere in the Maldives).

Here are a few dream trips that are 100% worth doing—not just dreaming about:

African Safari

Waking up to the sounds of the savannah. Morning game drives. Sundowners by the fire under an unreal blanket of stars. A safari doesn’t just reconnect you to nature—it reconnects you to yourself.

(Also: baby elephants. Enough said.)

Overwater Bungalows in Bora Bora or the Maldives

Private plunge pools. Turquoise water. Breakfast delivered by canoe. Whether you're celebrating a milestone or just life itself, these serene escapes are the definition of luxury unplugged.

Pro tip: Leave the laptop at home.

Hiking Patagonia or Machu Picchu

That satisfying post-hike ache? Totally worth it when you’ve stood in the clouds at Machu Picchu or looked out over Patagonia’s glacier-fed lakes. These treks challenge you—in the best possible way—and reward you with views (and stories) you’ll never forget.

Expedition Cruises to Antarctica or the Galápagos

For the traveler who wants to say, “Yes, I’ve seen that with my own eyes.” Think: kayaking beside icebergs, walking alongside blue-footed boobies, and cruising through ecosystems untouched by time. It's raw, rugged, and ridiculously inspiring.

MAKE IT HAPPEN | SWAP DREAMING FOR PLANNING

The gap between dreaming and doing? That’s where I come in. Let’s turn your “someday” into a real departure date:

Give It a Name + a Timeline

Stop calling it a dream—call it “Our 25th Anniversary in South Africa” or “Next Summer’s European Family Adventure.” Give it a name. Give it a date. That’s how it becomes real.

Reverse-Engineer the Budget

Not sure what a Galápagos cruise costs? Wondering if you can swing a two-week Europe trip with the kids? I’ll help you break it down—from ballpark numbers to payment timelines. No sticker shock, just smart planning.

Start Early—Like, Really Early

The most in-demand experiences (like those epic safaris and expedition cruises) book up 6–12+ months in advance. Planning early gives you the pick of the best guides, accommodations, and flights—no compromises.

FINAL THOUGHTS

There’s something incredibly empowering about saying “yes” to the trip you’ve always dreamed of—and finally watching it come to life.

And remember: everyone’s bucket list is different. Maybe it’s seeing the Northern Lights with your partner. Maybe it’s sailing the Greek Islands with your teens. Maybe it’s a multigenerational trip you’ve talked about for years.

Whatever it is, it deserves more than a “someday.”

Let’s make it a plan. Let’s make it happen.

Our team of advisors is here to help with every step—from big-picture dreaming to the tiny logistics you don’t want to think about. Because the world is wide, time is precious, and someday is ready to become soon.