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Blueprint University  /  Travel & Entertainment
LESSON · TRAVEL & ENTERTAINMENT

Grandkids Trips and Family Travel

Trips with the grandkids are often the travel retirees value most. Here’s how to budget for them, what the gift rules say when you pay, and the paperwork to sort out before you go.

Read time: 6 minutesLevel: FoundationalIncludes: Knowledge check
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For many grandparents, the trips that matter most aren’t the far-flung ones. They’re the beach week with the whole family, or the first big trip with a grandchild. These trips are worth planning on purpose, so you can say yes without second-guessing your own security.

Decide what you’re offering

Before you budget, decide what “family travel” means for you. A clear, consistent approach also avoids hurt feelings between families:

Budget it like the rest of your travel

Family trips fit the same two buckets as all retirement travel:

Two ways family travel shows up in a plan
RecurringOne-time
ExampleA yearly family beach weekA “turning 12” trip for each grandchild
Where it goesYour monthly budgetA one-time expense in the year it happens

A worked example: grandparents with three grandchildren plan a trip for each at age 12, at about $5,000 per trip in today’s dollars. If the grandchildren turn 12 in 2028, 2030 and 2033, that’s three one-time expenses spread across six years, rather than a $15,000 hit in a single year.

When you pay: the gift tax rules

Paying for a grandchild’s trip counts as a gift to that grandchild. For most families, that’s no problem:

Don’t raid the 529 for vacations

Money in a 529 college savings plan is meant for qualified education expenses. Using it for a trip makes that withdrawal non-qualified, so the earnings are taxed and generally face an extra 10% tax.

The paperwork for traveling with grandkids

Without the guilt

The guilt usually comes from not knowing whether you can afford it. Once family travel is in the plan, with taxes and inflation included, you’ll know: either it fits and you can enjoy it, or you can see the trade-off and decide what matters most.

How Blueprint approaches this

Planning trips with the grandkids:

KNOWLEDGE CHECK

Test what you just learned

Answer four quick questions to test what you just learned.

1. In 2026, how much can one grandparent give a grandchild without filing a gift tax return? A. $5,000 B. $19,000 C. $100,000
2. Can a grandparent apply alone for a passport for a 10-year-old grandchild? A. Yes B. No, both parents or guardians must be present or give notarized consent C. Only with a birth certificate
3. What happens if you use 529 money to pay for a family vacation? A. Nothing; it’s allowed B. The earnings are taxed and generally face an extra 10% tax C. Only the principal is taxed
4. Where does a yearly family beach week belong in your plan? A. Your recurring monthly budget B. A one-time expense C. Nowhere; it doesn’t need planning

Part of Travel & Entertainment in retirement: See the full Travel & Entertainment guide →

Make room for family trips

Add a yearly family trip and milestone trips, and see how they fit your monthly retirement paycheck.

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Sources: Morgan Lewis, IRS announces increased gift and estate tax exemption amounts for 2026 (October 2025); U.S. Department of State, Apply for a Child’s Passport Under 16 and Travel with Minors; IRS, Qualified Tuition Program (IRC Section 529).

Blueprint Tomorrow provides educational planning tools, not individualized investment, tax, insurance or legal advice. Nothing in this lesson is a recommendation to take any specific action with your accounts. Gift tax limits are adjusted for inflation; confirm the current year’s figures.