Freemium Verified

Tailwind

Pinterest's original scheduling pioneer, now extended with an AI design tool

4.3 Social Media
4.3 Very good 4.3

Bottom line: Pinterest's original scheduling pioneer, now extended with an AI design tool. Free plan available.

Deepest Pinterest-specific expertise of any tool in this category Pinterest-first heritage matters less for brands not active on that platform
Reviewed by Challenging Voice Editorial · Updated Jul 2026 How we rate
PricingFrom $15/mo
Free planYes
CompanyTailwind
PlatformsChrome Extension, Web
Best forSocial Media
Founded2012
Visits29
Last reviewedJun 2026
UpdatedJul 2026
Ask AI about Tailwind ChatGPT Claude Perplexity

Overview

Tailwind, founded in 2012, built its original and still-strongest reputation on Pinterest specifically, becoming the platform's most established third-party scheduling tool years before expanding into Instagram and Facebook, a depth of Pinterest-specific expertise most general multi-platform schedulers in this category never developed.

Tailwind Create, its AI design tool, extends that heritage further: generating on-brand graphic variations from a single template or asset, tuned to the highly visual, design-forward content Pinterest and Instagram both reward, rather than a generic caption-writing assistant treating every platform's visual needs the same way.

A free tier covers standard use, and paid plans start around $15 a month for more features. For a Pinterest-focused creator or brand that wants deep platform-specific scheduling expertise plus visual, on-brand design generation, rather than a generalist multi-platform tool with Pinterest as an afterthought, Tailwind's Pinterest heritage and Create tool address that directly.

Key features

  • Original, most established third-party Pinterest scheduling tool
  • Tailwind Create generating on-brand graphic variations automatically
  • Free tier for standard use
  • Operating since 2012
  • Expanded from Pinterest into Instagram and Facebook
  • Deep Pinterest-specific analytics and SmartSchedule timing

Screenshots & demo

Demo video

Screenshots

Tailwind screenshot 1

Pricing

Tailwind has a free plan, and paid plans start at $15/mo.

  • Pricing modelFreemium
  • Starting priceFrom $15/mo
  • Free planYes
Visit Tailwind

Pricing is provided as a guide. Check the official site for the latest plans.

Is Tailwind expensive?

Tailwind starts at $15, which is 40% below the Social Media median of $25 a month across the 69 priced tools we list in that category.

The cheapest paid option in Social Media starts at $5 and the most expensive at $299.

45% of Social Media tools in the directory offer a free tier, and this is one of them.

Compared against every priced listing in Social Media, recalculated as the catalogue changes. Method and the full market breakdown are in our AI tool pricing study.

Pros & cons

Pros

  • Deepest Pinterest-specific expertise of any tool in this category
  • Tailwind Create addresses visual design needs most competitors ignore
  • Free tier available for standard use
  • Long operating history since 2012 refining platform-specific tools

Cons

  • Pinterest-first heritage matters less for brands not active on that platform
  • More features require a paid plan
  • Less depth on text-heavy platforms like X or LinkedIn than visual-first ones

How it compares

ToolRatingFreeFromBest known for
Tailwind (this tool)4.3Yes$15/moOriginal, most established third-party Pinterest scheduling tool
Flick4.4No$14/moInstagram hashtag research tuned to an account's actual reach and audience size
Later4.4No$18.75/moVisual, drag-and-drop grid preview showing feed cohesion before publishing
Iconosquare4.3No$49/moAnalytics-specialist heritage predating its scheduling capability

Alternatives to Tailwind

4 tools matched to Tailwind on what they do, their category and their price.

Frequently asked questions

What is Tailwind?
Tailwind is a social media tool. Pinterest's original scheduling pioneer, now extended with an AI design tool.
Is Tailwind free?
Yes, Tailwind offers a free plan. Paid plans unlock more features and higher usage limits, starting at $15/month.
How much does Tailwind cost?
Tailwind starts at $15 per month. See the pricing plans above for full details.
What are the best Tailwind alternatives?
The closest matches in the directory are Flick, Later, and Iconosquare, compared side by side above.

Reviews

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