The Calculators

Twelve tools. One question.

What does this trip actually cost — and can we afford it without going into debt? Each calculator is built from public 2026 pricing data, updated May 2026. Results are estimates, not live quotes. Start with Where Should We Go? if you don’t know where to go, or Budget Reverse Math if you have a number in mind.

01 · Trip Finder · New

Trip Finder: Where can we go on this budget?

No destination in mind? Enter your departure city, the months you could travel, party size, and budget. We rank 100 destinations across Caribbean, Europe, Hawaii, Asia, and more by what your money actually buys that week. Flights, hotels, ground costs included.

Find my trip →

02 · Budget → Trip

Reverse Math: What does my budget actually buy?

Most people start with a destination and find out later they can’t afford it. Flip the math. Enter what you have to spend — we’ll show you the trips that fit, the ones that stretch, and the ones to skip.

Run the math →

03 · Disney

Disney Real-Cost Calculator

Most people price-shop the resort and tickets, then forget the rest. See the full itemized total for your family — with dining, Lightning Lane, snacks, photos, parking, transport, and tips added where they belong.

Run the math →

04 · Cruise

Cruise Real-Cost Calculator

Cruise lines advertise the fare. Gratuities, drink packages, Wi-Fi, excursions, port fees, and the pre-cruise hotel night usually add another 40-60% on top. Compare six lines side by side.

Run the math →

05 · Funding

Vacation Funding Plan

Tell me what the trip costs and when. I'll show you the weekly savings target and how much your normal spending earns back as points — without changing what you buy.

Build the plan →

06 · Cards

Credit Card Travel Math

Stop letting card sites pick your card. Plug in your real grocery, gas, dining, and travel spend. Five major cards ranked by what they actually return to you over 12 months.

Compare cards →

07 · Points

Points vs. Cash Calculator

Is the redemption you're staring at actually a good one? Enter program, points, and cash price. Get cents-per-point, the May 2026 benchmark, and a clean verdict.

Value the redemption →

08 · All-Inclusive

All-Inclusive vs. À-la-Carte

Resort feels expensive on the booking page and cheap at the pool. Pay-as-you-go feels affordable and adds up fast. See the line-item math for both, for your trip.

Compare both sides →

09 · Timeshare

Timeshare Math

The 90-second version of the 90-minute presentation. Total lifetime cost, opportunity cost, special assessments, and what the same week rents for on RedWeek.

Run the offer →

10 · Road vs. Fly

Road Trip vs. Fly

Gas vs. plane tickets is the easy comparison. Add midway hotels, wear, bag fees, and the rental car at the other end. See the actual winner.

Drive or fly →

11 · Parks

Theme Park Comparison

Disney, Universal, SeaWorld, and Busch Gardens — same family, same nights, same park days. Side-by-side totals with 2026 pricing.

Compare all four →

12 · When to Book

When-to-Book Calculator

Book now, or wait? See whether you're inside the published sweet-spot window for your route, and what to expect if you wait or rush.

Time the booking →