Why You Should Book Your 2026 Vacations Now (and How Kelly Wiemann with Travelmation Can Save You Time, Money, and Stress)
Planning ahead can mean the difference between the trip of your dreams and scrambling for whatever’s left. Here’s why booking early with a pro travel agent matters.
It might seem like 2026 is a lifetime away, but when it comes to planning Spring Break and Summer Break travel, especially if you’re traveling as a family, it’s never too early to start locking in your plans. If you're thinking about a big family getaway (whether it’s a trip to Disney, a European adventure, or a beachside all-inclusive), booking early could save you serious money, avoid tons of stress, and ensure you actually get the vacation you want.
Here’s why getting ahead now matters, and how working with Kelly with Travelmation can make your trip planning completely hassle-free.
Why You Should Book Your 2026 Travel Now
Spring Break and Summer Break are two of the busiest travel seasons of the entire year, and 2026 is already shaping up to be no different. Airlines, hotels, cruises, they all get booked up fast, and the best deals and choices go to the early birds.
Here’s why it pays to book now:
Better Prices: As demand goes up, so do prices. Booking early often secures you the best possible rate on flights, hotels, cruises, and attractions.
Best Availability: Larger family suites, adjoining rooms, and prime cruise cabins are limited. Early birds get the best options.
More Payment Flexibility: Instead of paying all at once, you can often secure your trip with a deposit and pay over time. Having the ability to pay over time makes budgeting for a trip way less overwhelming.
Peace of Mind: Planning ahead takes a huge weight off your shoulders, letting you focus on the excitement (not the stress).
What Kind of Travel Deals and Promotions Are Available This Far in Advance?
One of the biggest reasons to book your 2026 vacation now is the early booking incentives that many travel providers offer. According to Kelly, resorts, cruises, and even major theme parks like Disney and Universal are already rolling out 2026 promotions, including:
Free Dining Promotions at Disney World
Kids Sail Free Deals with major cruise lines
Discounted Airfare Bundles when you package hotel and flight together
Early Booking Bonuses like onboard credits, room upgrades, and free excursions
Waiting too long often means missing out on these savings, and once they’re gone, they’re gone. Kelly keeps track of these deals and can match your family’s needs to the best promotions available.
Why Using a Travel Agent Like Kelly Wiemann Is a Game-Changer
You might be wondering: why not just book it myself online? These days, it’s tempting to DIY your travel plans. But, here's the thing, when you work with a travel agent like Kelly, you’re not just booking a trip. You're getting an advocate, a strategist, and a personal concierge, all at no extra cost to you. Travel agents, like Kelly, offer exclusive deals, expert planning advice, flexible payment plans, custom itineraries, 24/7 support, and surprise perks. They can match family needs to the perfect amenities and packages, set up flexible payment plans, and handle details like room type, kid-friendly excursions, stroller rentals, and dining reservations. Kelly also handles unexpected surprises like free upgrades and bonus amenities.
Trust me, once you experience the difference, you’ll never book another trip alone again.
Popular 2026 Family Travel Destinations You Should Book Early
Already trending for family travel in 2026? According to Kelly:
Orlando: Universal's new Epic Universe theme park opens, plus Disney’s Free Dining promotions make this a no-brainer for families.
Mexico: All-inclusive resorts with easy flights and endless family activities.
National Parks: Places like Yellowstone and Yosemite are booking up fast for adventure-loving families.
European Adventures: Italy, Greece, and Spain offer unforgettable experiences for kids and adults alike.
Costa Rica: Wildlife tours, beaches, rainforests, perfect for families craving eco-adventure.
Why You Should Book Your 2026 Cruise Vacation Now!
If a cruise is on your family's wish list, booking early is absolutely essential. Spring Break and Summer Break cruises fill up quickly, especially family-friendly options like Carnival, Royal Caribbean, and Disney Cruise Line.
Here’s why booking a cruise now is key:
Best Cabin Selection: Get your choice of connecting rooms, balcony cabins, or suites.
Best Pricing and Promotions: Early booking discounts, free upgrades, and onboard credits are available now.
Convenient Departure Ports: Popular departure cities like Baltimore (hello, easy drive for Maryland families!) book up fast.
Peace of Mind: Securing your cruise now means you’ll get the itinerary you want without scrambling later.
The Columbia Mom is the Face of the Newly Renovated Carnival Pride!
You know I LOVE sharing insider tips with you... and thanks to Kelly, we have first dibs on 2026 Spring Break and Summer Break cruises!
I’m excited to share that The Columbia Mom is partnering with Travelmation’s Kelly Wiemann to help spread the word about Carnival Pride, a fan-favorite cruise ship that’s getting a fresh facelift in Spring 2026, just in time for your next unforgettable family adventure sailing out of Baltimore! Even better? Kelly has reserved a special block of rooms just for Columbia Mom families, giving us exclusive early access before they’re gone!
Kelly was able to lock in prime cabin categories for our group, including extended balconies and balcony cabins located closest to the restaurants and pools (because... priorities). While the reserved cabins are double occupancy, she can absolutely help book triple and quad cabins too. In those cases, the first two passengers still get the group rate, and pricing for the additional guests will vary based on availability, so the sooner you book, the better the rate.
Now is the time to secure your spot. Prices always go up, but right now, in these next few weeks, you’ll get the lowest available price for our category. The deposit is just $250 per person and best of all? It’s fully refundable until March 24, 2026, so you can lock it in now without stress. Kelly is holding these cabins until January 21, 2026. Whatever isn’t booked by then will be released, so don't wait too long to make your move.
I’m not personally sailing (this time, anyway!), but I knew you all would want early access to this incredible opportunity, and trust me, these spots will go FAST. Whether you’re dreaming of white sandy beaches, unforgettable family memories, or just an excuse to unplug and unwind, this is the easiest, most fun getaway to plan, and it’s right in our backyard.
Ready to Make 2026 Your Family’s Best Vacation Year Yet?
Don't wait until the best prices and options are gone! Whether you're dreaming of Disney magic, European adventures, national park exploring, or a breezy Caribbean cruise, Kelly Wiemann with Travelmation is ready to help you make it happen, stress-free and completely customized for your family.
Let’s get your dream 2026 Spring or Summer Break trip booked NOW before prices rise and availability disappears.
Contact Kelly today at kellywiemann@travelmation.net or visit linktr.ee/kellyw_travelmore to get started!
