The Ultimate Guide to Planning a Bucket List Trip

 
 

There’s something different about a bucket list trip. It’s not just another vacation—it’s something you’ve been dreaming about, saving for, or pinning to Pinterest for years.

Whether it’s a safari in South Africa, the Northern Lights in Iceland, or exploring the streets of Tokyo, here’s how to make that dream a reality—without the overwhelm.

Step 1: Define Your Why

Why this destination? What do you want to experience—connection, challenge, culture, romance? When you get clear on your why, the “how” becomes easier to design.

Step 2: Choose The Right Season

The best time to go often isn’t the most obvious. I’ll help you pick a travel window that maximizes your experience and your budget (hint: shoulder seasons = fewer crowds and better deals).

Step 3: Make The Most of Your Budget

You don’t have to spend $20k for a dream trip. I know how to build bucket list experiences at a variety of budgets—with smart upgrades and must-do experiences that don’t break the bank.

Step 4: Don’t Overpack the Itinerary

The goal isn’t to do everything, it’s to do the right things with intention. I’ll help you slow down and experience the magic—not just snap photos of it.

Step 5: Trust a Pro

This is your dream trip. Don’t leave it to chance. I’ll handle all the moving parts, from international flights to private transfers to one-of-a-kind excursions.

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Ready to stop dreaming and start booking? Let’s plan a trip you’ll never forget.

Welcome to Oh the Places You’ll Go-Travel. Let us take care of the details while you sit back and relax.


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