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Writer's pictureJennifer Ormesher

5 Reasons to Start Planning Your Vacation Early (Hint: Save Money & Get the Best Perks!)

Travel Agent Jessie holding a Mickey Bar at Disney World

We all know how it goes—life gets busy, the to-do list grows longer, and suddenly vacation planning seems like an impossible task to squeeze in. With everything else going on, finding the time to plan can feel overwhelming, especially for those big bucket-list trips like an Alaskan cruise, a European getaway, or a Hawaiian escape. But here’s the good news: planning your vacation early makes everything smoother and stress-free.


In fact, I always recommend starting your planning in January if you’re eyeing a trip for the upcoming year. And for those major dream vacations, beginning the process 18 months to two years in advance is even better. Here’s why early planning pays off:


1. Something to Look Forward To


Did you know that simply anticipating something fun can boost your mood? It's true! When you book your vacation in advance, you give yourself the gift of excitement for months—or even years—leading up to the trip. Think about how much fun it is to daydream about an upcoming concert, a movie night, or a weekend getaway. Now imagine that same anticipation but for a trip to your dream destination! Early planning lets you soak in the joy of looking forward to that much-needed break.


2. Availability – Get the Best of the Best


If you’ve got your heart set on a particular room with an ocean view or a cozy suite on the perfect side of an Alaskan cruise ship, booking early is your golden ticket. The longer you wait, the slimmer the pickings. Early birds have the best selection of everything—rooms, excursions, dining reservations, and more.


Travel Agent Jordan in Venice Italy

For families, this can be a game-changer. If you need adjoining rooms, specific stateroom types on a cruise, or that sought-after swim-up suite at an all-inclusive, you’ll want to act fast. Plus, when you plan ahead, there’s more time to think about special experiences like dining in Cinderella Castle or dogsledding on a glacier. I’m here to help you nail down those details so your vacation is nothing short of amazing.



3. Budget-Friendly, Stress-Free Payments


Let’s face it—vacations aren’t cheap. But when you plan early, you can spread out the cost over time, making it more manageable and less stressful. This also opens up the possibility of upgrading your experience. With extra time to budget, maybe that oceanview room becomes a balcony suite, or that moderate Disney resort turns into a deluxe stay!


Another bonus? You’ll have time to shop smart for your trip. If you’re heading somewhere that requires special gear—like rain jackets or cold-weather clothes—you can snag those items on clearance at the end of the season. It’s all about planning ahead so you can save and splurge where it counts.


4. Cost Savings & Promotions


Travel Agent Denna on vacation with her family

Who doesn’t love a good deal? One of the best perks of planning early is snagging lower prices and promotions before they’re gone. Many of the best deals are available early on, and as your travel advisor, I’ll be on the lookout for any new promotions that can save you even more. If a promotion pops up after you’ve booked, I’ll handle all the details to make sure you get that extra savings. You’ve already got the important stuff taken care of, so applying a discount becomes super easy.


5. Peace of Mind for Work & Life Balance


Let’s be honest—working adults have a lot on their plates. Planning your vacation early gives you plenty of time to coordinate with your job and make sure everything is handled before you go. You can plan your leave in a way that maximizes paid time off, lets you take advantage of office closures, or even plan vacations around less busy times.


Plus, giving your colleagues a heads-up well in advance helps set expectations and keeps things running smoothly while you're away. No scrambling to finish projects right before you leave! I’m always here to help brainstorm creative ways to make your vacation fit seamlessly into your schedule.

Travel Agent Monique on an active vacation

So, are you ready to start planning your next adventure? Let us take the stress off your plate. We’ll work together to create the perfect timeline for your dream trip, leaving you free to enjoy the excitement and anticipation along the way.




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