Howbout vs TimeTree: which shared calendar app fits you?

Howbout and TimeTree are both popular, well-reviewed shared calendar apps, and they suit different people. Tap what sounds like you and the picker shows which fits best. We also include a third option, SecondYes, which our studio makes, so you can see it next to both.

What sounds like you? Tap all that apply

Pick at least two.

Howbout0
TimeTree0
SecondYes0

Howbout vs TimeTree vs SecondYes at a glance

HowboutTimeTreeSecondYes
Core ideaShared calendars and plans with friendsA shared calendar for families, couples and teamsPlanning a second date
Account, ads, privacySee its listingSee its listingNo account; plans stay on your device; calendar read only for free times
Price to startFreeFree download, optional PremiumFree to start; optional Pro subscription
App Store ratings4.8 from about 52,000 ratings4.9 from about 94,000 ratingsNewer, fewer ratings so far

Facts from each app's App Store listing, November 2026. SecondYes is made by Honest Little Apps, the studio behind this page.

Who each one is for

Choose Howbout if…You plan with friends, and it's a well-loved shared calendar.
Choose TimeTree if…You want an ongoing shared calendar for your household or partner, and it's very well rated.
Or try SecondYes if…You want an easy, low-pressure way to ask for date two.

Howbout compared in depth · All honest comparisons

SecondYes: Second Date Planner app icon
SecondYes: Second Date Planner

SecondYes: Second Date Planner turns a good first date into a real plan. Choose up to three ideas, send one private invitation, and they reply in a browser. No account and no dating database.

Free on the App Store

Questions

Which is better, Howbout or TimeTree?

Howbout is built for making plans with friends. TimeTree is a shared calendar for families, couples and teams. Pick by who you plan with.

Is SecondYes free?

SecondYes is free to download. Price to start: Free to start; optional Pro subscription.

Where did these comparison facts come from?

From each app's App Store listing in November 2026. Features and prices change, so check the listing before you decide.

Updated November 12, 2026.