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Classic Vacations Made Easy, Magical & Completely Stress-Free

The magic is better when you have help with the details

Whether it’s a first trip to Disney, a sunny all-inclusive resort, or a family cruise full of adventure, your vacation should be effortless from the moment you start planning. That’s where we come in.

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More Magic. Less Planning.

Family vacations are timeless because they bring everyone together — but planning today’s theme parks, cruises, and all-inclusive resorts can feel overwhelming.

When you work with us, the stress disappears.
We handle the details, create a personalized plan, and help you make the most of every moment.
No more long hold times + a single point of contact for all your questions & concerns.

Your only job? Have fun.

Classic Vacations - What We Plan

  • Disney Parks
    Walt Disney World® Resort A world of magic with four parks, two water parks, countless dining options, and resorts for every family size and style.
    Disneyland® Resort Perfect for short trips or nostalgic getaways, Disneyland delivers charm, classic attractions, and unforgettable entertainment
  • Disney Destinations When you're in the mood for more than just theme parks. Aulani, A Resort & Spa in Hawaii, Adventures by Disney Around the World.
  • Universal Orlando Resort™ Home to Epic Universe, the Wizarding World of Harry Potter™, and jaw-dropping thrill rides. 
  • Disney Cruise Line Experience the enchantment of Disney at sea. Rotational dining, Broadway-style shows, Castaway Cay, private island fun.
  • Ocean Cruises - Royal Caribbean, Norwegian, MSC & all major cruise lines. We match your family with the perfect ship, itinerary, cabin type, and onboard experiences.
  • All-Inclusive Resorts Sun-drenched beaches, family-friendly activities, and unlimited dining in Mexico, the Caribbean, and more.

Why Families Love Classic Vacations

Maximized Magic & Value

We know the tips, promotions, and timing that help you get the most out of your trip.

Tailored to Your Family

Every family is different. Your vacation will be too.

Popular Classic Vacation Experiences

  • Walt Disney World vacation packages
  • Disneyland Resort vacation packages
  • Universal Studios Orlando
  • Universal + Disney combo trips
  • Short or Long Ocean Cruises
  • All-Inclusive Resort escapes
  • Multi-gen theme park vacations, Cruises, All-Inclusive Resort Stays

Contact Us   Get a Quote

How Planning Works

Step 1 — Tell Us Your Dream Trip

Share your dates, destination ideas, and what kind of fun your family loves.

Fill out our Contact or Quote form

Step 2 — Customized Itinerary & Quote

We match you with the best resorts, cruise lines, park tickets, and packages.

Step 3 — Seamless Planning & Support

Dining, park strategies, transfers, special experiences — we help with it all.

Planning Fees

NO Planning Fees for 99% of Classic vacations

Planning fees may apply for:

  • Stays less than 3 nights
  • Domestic hotel only stays without theme park tickets or a cruise
  • Stand-alone park tickets for less than 3 days
  • Airline tickets outside of an all-inclusive resort or cruise package

If there are minimal planning fees, we always let you know upfront before we ever get started.

Your Easiest Family Vacation Starts Here

Let us handle the details so you can focus on what matters most — making memories

Start Planning Today
No planning fees for most vacations
I look forward to working with you on your next adventure — Melissa Mathies