# Cupple | Date Planner vs Tryst

The clearest difference is ratings volume: Tryst at 11 against Cupple | Date Planner's 2. Cupple | Date Planner's advantage is device support (3 vs 1) and iOS requirement (15.1 vs 18.0). On price, rating, review sentiment and update cadence there is nothing between them.

Both are free to download. Cupple | Date Planner sells 3 in-app purchases, starting at $2.99 per 7 days and Tryst sells 3 in-app purchases, starting at $5.99 per month. Whichever you choose, the download price is not the number that matters.

On the App Store both sit at effectively the same score — 5.0 for Cupple | Date Planner against 5.0 for Tryst. That said, the two scores are not equally well evidenced: Tryst has 11 ratings behind it against 2, so its average is the more settled of the two. Written reviews split almost evenly too, at 100% and 100% positive.

Cupple | Date Planner ships an update every 4 days, Tryst weekly. Both last shipped on November 5, 2026.

## The numbers

| Metric | Cupple | Date Planner | Tryst |
| --- | --- | --- |
| Price | Free | Free |
| Rating | [5.0 (2 ratings)](https://appshunter.io/ios/app/cupple-date-planner/id6757566178/reviews) | [5.0 (11 ratings)](https://appshunter.io/ios/app/tryst-date-night-planner/id6760090531/reviews) |
| Number of ratings | 2 | **11** |
| Positive reviews | 100.0% of reviews | 100.0% of reviews |
| In-app purchases | Yes | Yes |
| Ads | No | No |
| Update frequency | **Every 4 days** | Weekly |
| Monetization | Freemium | Free with in-app purchases |
| Size | 56 MB | 50 MB |
| Requires iOS | **15.1** | 18.0 |
| Devices | **iPhone, iPad, iPod** | iPhone |
| Age rating | 4+ | 17+ |
| Developer | [Shawn Markosky](https://appshunter.io/developer/1839031783) | [Arrington Copeland](https://appshunter.io/developer/1827579387) |

## What reviewers say

### Cupple | Date Planner

[App page](https://appshunter.io/ios/app/cupple-date-planner/id6757566178)

This app simplifies date planning by generating personalized itineraries based on your location, budget, and desired vibe. It offers venue suggestions, reservation assistance, and even a virtual "Wingman" for advice. Discover local gems and make every date memorable.

**Highlights:** Personalized date itineraries, Real venue suggestions with addresses, Reservation assistance, Virtual 'Wingman' for advice, Date idea spinner, Budget and vibe customization

**Features:** macOS Compatibility, Vision Pro support

**In-app purchases (3)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Cupple US Weekly | $2.99 | per 7 days |
| Cupple Pro | $6.99 | per month |
| Cupple US | $39.99 | per year |


### Tryst

[App page](https://appshunter.io/ios/app/tryst-date-night-planner/id6760090531)

This app helps couples plan intentional dates by providing a system to go from a vibe to a real plan. It offers date ideas, reminders for special occasions, and a partner survey to tailor recommendations. Reflect on past dates and save meaningful moments to make future plans smarter.

**Highlights:** Curated date ideas, Special occasion reminders, Partner preference survey, Past date reflection, Gift and touch tracking, Private by default data storage

**Features:** macOS Compatibility, Family Sharing, Vision Pro support

**In-app purchases (3)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Tryst Pro Monthly | $5.99 | per month |
| Tryst Pro Annual | $39.99 | per year |
| Tryst Pro Lifetime | $99.99 | one-time |


## Frequently asked questions

### Is Cupple | Date Planner free?

Cupple | Date Planner is free to download, with in-app purchases available.

### Is Tryst free?

Tryst is free to download, with in-app purchases available.

### Which has better reviews, Cupple | Date Planner or Tryst?

Cupple | Date Planner and Tryst are both rated 5.0 out of 5 on the App Store, from 2 and 11 ratings respectively.

### Do Cupple | Date Planner or Tryst have ads?

Neither Cupple | Date Planner nor Tryst shows ads.

### Which is updated more often, Cupple | Date Planner or Tryst?

Cupple | Date Planner ships an update every 4 days, and Tryst weekly. Most recently, Cupple | Date Planner was updated on November 5, 2026 and Tryst on November 5, 2026.

---

*Compared by [AppsHunter](https://appshunter.io/) from daily US App Store data. Review summaries are generated from verbatim App Store reviews.*