Looking for a professional Holiday Vacation Travel Agent in Boston, MA, to help you plan a stress-free holiday and actually make it fun? That’s exactly what we do at Me and The Mouse Travel. Whether your trip leads to Universal, Disney, or a sunny cruise and beach combo, we’ve got it covered.

Ready to make your holiday trip happen? Grab a free quote or call 1-855-764-2539 to get started with our Boston, MA, holiday vacation travel agents.

Running out of time? Whether it’s Christmas week or a surprise New Year’s trip, we’ve made last-minute magic happen before—and we’ll do it again.

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Learn more directly from our travelers and their guestimonials.

Why Work with a Holiday Vacation Travel Agent?

From timing mistakes to sold-out resorts, holiday travel can get stressful—fast. We help Boston, MA, families plan smarter and skip the chaos. See our FAQ for tips that make a difference.

We’re officially certified to plan Disney Cruise Line vacations and Universal Studios trips—taking the guesswork out of planning and adding more fun to the mix.

Our agents understand the calendar inside and out—from when crowds are lowest to when seasonal savings drop. Whether you're traveling from Boston, MA, or beyond, we’ll help you get more from every holiday dollar.

Zero added fees. Full-service planning. Our holiday vacation help is completely free, with personalized guidance every step of the way.

Our agents have been there—and they share real advice, tips, and experiences on our travel blog.

What You Get When You Book with an Expert Boston, MA, Holiday Travel Planner

  • Expert Advice: From Boston, MA to Orlando and beyond, we guide you to the best-fit destinations based on real experience—not just search results.
  • Personalized Itineraries: From park days to downtime, we build your itinerary around what matters most to you.
  • Time-Saving: Planning holiday travel takes time—unless you let us do it for you.
  • Exclusive Deals: Access special pricing, upgrades, and seasonal promos you won’t find on your own.
  • Stress-Free Planning: Every moving part, handled—so your vacation actually feels like one.
  • Last-Minute Help: Itinerary hiccup? We’re here to smooth it out—fast.
  • 24/7 Backup: Our help doesn’t end after you book—we’re with you every step of the journey.

Our team helps families plan magical holidays to the places we know best—including Walt Disney World, Disney Cruise Line, and Universal Orlando. These are four of our most-requested styles of travel.

Boston, MA, Holiday Travel Planners - Free Vacation Quotes

What Kind of Holiday Vacation Fits Your Family?

Every family has a different vision for the holidays. Whether it’s theme park thrills, island views, or low-key resort time, our Boston, MA, holiday vacation travel agents help make it happen. Here are four fan-favorite options.

Parks

Theme parks shine during the holidays, and places like Walt Disney World, Disneyland, and Universal Orlando make it easy to celebrate in style. Especially great for families trying it for the first time.

Cruises

Celebrate on the water with Very Merrytime Cruises from Disney Cruise Line—think decorations, character meet-and-greets, and even faux snow. We also help families set sail with Royal Caribbean or Viking River Cruises during the holidays.

Resorts

Prefer your holiday with more spa time and fewer lines? Aulani or Disney’s seasonal resorts offer plenty of cheer without the rush. Some cruise stops also bring that same resort-like escape to your itinerary.

  • Castaway Cay: A Bahamian stop that feels like a dream—clear water, family activities, and all the Disney magic you expect, minus the crowds.
  • Lookout Cay: Disney’s newest island stop, rich in local flavor, stunning ocean views, and family-friendly excursions crafted with sustainability in mind.

Beaches

If your idea of the holidays includes palm trees instead of pine trees, try an all-inclusive getaway to Sandals or Beaches Resorts. It’s the easiest way to get oceanfront rooms, holiday activities, and total relaxation—without the crowds.

Want to spend the holidays exploring the world? We plan family cruise vacations to Grand Cayman, Mexico, and Europe where adventure meets comfort.

Which Holidays (and Milestones) Are Best for a Family Vacation?

Holiday vacations can come with a lot of moving pieces—but that’s where we shine. Our team at Me and The Mouse Travel helps families plan memorable Thanksgiving, Christmas, and New Year’s getaways without the usual chaos. Reach out today for a free quote.

Whether you're dodging dinner stress, celebrating something big, or just chasing better weather, these are the travel-worthy dates our clients love most:

  • Thanksgiving: Want turkey without the dishes? A resort or cruise gives you the feast minus the cleanup.
  • Christmas: The most popular time to travel—for good reason. The earlier you plan, the more magic we can lock in.
  • New Year’s: Sparkling skies and stress-free escapes make this a favorite for families ready to reset.
  • Spring Break: Ideal for cruises or early-in-the-year park trips before summer heat (and crowds) kick in.
  • Fall Break: Lower crowds and great weather make this a hidden gem for Disney or Universal vacations.
  • Graduations: High school or college, a celebration trip is the perfect way to mark the moment. Parks, cruises, or beaches—it all feels earned.
  • Long weekends: Quick turnarounds, big memories. Let us help you maximize every extra day off.

Forget the chaos—this might be the year to do holidays your way. Let’s make it count.

Holiday Vacation FAQs

When should I start planning a holiday vacation?

Start early—holiday trips book fast. Planning 6 to 12 months out gives you access to the best resorts, flights, and bonus extras like Mickey’s Very Merry Christmas Party or a themed dining experience.

Are the parks or cruises too crowded during the holidays?

Yes, it's busy. But with the right approach, you can still check off your whole list. Our agents help you time rides, make dining reservations, and use Genie+ like a pro so you don’t burn out.

What should I pack for a holiday trip?

Think layers, not luggage: a light jacket, a few festive outfits, and small touches like stockings or holiday jammies go a long way. We'll follow up with a custom checklist tailored to where you’re headed.

Do cruises or resorts do anything special for the holidays?

You bet. Holiday sailings and resorts don’t just decorate—they transform. Expect themed menus, limited-time shows, and festive fun at every turn. We’ll help you land the experience your family’s after.

Is it worth traveling over Christmas or New Year’s?

While holiday vacations tend to be more expensive and crowded, they also deliver once-in-a-lifetime moments. If it’s on your wishlist, we’ll help you plan it right.

What if we want to celebrate the holidays while away from home?

From mini light displays to custom in-room décor, it’s easy to keep the holiday spirit alive on vacation. We’ll help you choose the best resort and festive add-ons for your family’s style.

We also plan trips for Boston families beyond the holidays, like:

Wherever the season takes you, our Boston, MA, holiday travel agents are ready to help make it unforgettable.

Why Me and The Mouse? | Vacation Travel Agents for Boston Families

Get a free quote and let our Boston, MA, Holiday Vacation Travel Agents take care of the planning. Message us online or call 1-855-764-2539 now.