The Holiday Getaways that $5K Can Buy

Thinking about a trip in that oh-so-popular week between Christmas and New Year's? Wondering what options are at or below the $5,000 price point? We've broken down some great options for a family of four. Please keep in mind that pricing is current as of 9/14/26 and is subject to change at any time. Flights are not included in these examples.

Walt Disney World
This popular destination is still within reach with a $5,000 budget. 
A family of 4 with 2 Adults and 2 Kids under 9 can stay at Disney's All-Star Movies Resort from December 28, 2026-January 1, 2026 with 3-days in the theme parks, plus the Disney Dining Plan that would pay for 4 sit down meals, 4 quick service meals, 4 snacks, and 1 refillable resort mug for each person in your party. The Dining Plan makes this a very inclusive option, with most meal expenses already covered. This family would be spending $4431.26 for their package.

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Disneyland Resort
Disneyland is absolutely amazing during the holiday season. There are winter-y touches all over the theme parks, including the fan faves "it's a small world holiday" and "Haunted Mansion Holiday." This same family of four can opt to stay onsite at Pixar Place Hotel from December 28-January 2 with 2 days in the parks plus Lightning Lane Multi-Pass for $4892.08.

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​Royal Caribbean Cruise Line
There's still a bit of availability over winter break for some great warm weather escapes at sea. Wonder of the Seas will depart Miami on December 31st, spend New Years Day in Nassau, January 2nd at Sea, January 3rd at Perfect Day at CocoCay, and will return to Miami on January 4th. This same family of four would spend $4579.84 for an Ocean View Balcony Room on this ship. Their cruise fare includes their ship accommodations and meals in the main dining room along with multiple eateries onboard.

Universal Orlando Resort
It's always a good time at Universal and the holidays are no exception. ​If you have fans of Nintendo, How to Train Your Dragon, and The Simpsons, this might be a great option for you. The same family of four can stay at Universal Cabana Bay Beach Resort from December 27-January 1 and enjoy four days in the theme parks, with the ability to move between Universal Studios, Islands of Adventure, and Epic Universe for $4,361.84.

Hard Rock Hotel Riviera Maya
This family-friendly all inclusive is a favorite with many of our clients. The same family of four can have fun in the Mexico sun at the Hard Rock Hotel Riviera Maya from December 28-January 1 for $4740.72, which includes shared shuttles from the Cancun airport.
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Ready to plan your holiday getaway? Get started by requesting your custom trip proposal HERE.