Tinydates vs Cupple | Date Planner
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
Tinydates
This app helps couples overcome busy schedules to plan and enjoy quality time together. Save date ideas, schedule them directly into your calendars, and track shared memories. Stay connected and intentional with reminders and countdowns.
- Save and organize date ideas
- Schedule dates directly to calendars
- Syncs with partner's calendar
- Reminders and countdowns for dates
- Track shared memories and places
- Shared planning list for couples
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Couples don’t struggle with ideas. They struggle with time. TinyDates helps couples stay intentional by turning good intentions into real plans. Between work, routines, and everyday life, it’s easy to postpone the things that matter most. TinyDates makes it simple to plan together, stay consistent, and actually follow through. Plan your time together Save date ideas from anywhere — including social media — and organize them into a shared list you both can build together. Turn ideas into real plans Schedule dates in seconds. Once you lock it in, TinyDates automatically syncs with your calendars so both partners stay aligned. Stay accountable (without pressure) Reminders and countdowns help you stay intentional and excited about what’s ahead — so plans don’t fall through. Capture your shared life Track the places you’ve been and the memories you’ve made together in one shared space. Built for real relationships TinyDates helping couples make time for each other — consistently. Start planning together today. SUBSCRIPTION INFO: Download the app for free. Full access to all features requires an active subscription. At our discretion, we may offer a free trial as displayed in the app. We offer two subscription options so you can choose what works best for you: Monthly Subscription or Annual Subscription which includes a 2-week free trial Please note: Payment will be charged to your Apple ID account at confirmation of purchase. Subscription automatically renews, and any free trial will automatically convert into a paid subscription unless auto-renew is turned off at least 24 hours before the end of the current period. Your account will be charged for renewal within 24 hours prior to the end of the current subscription period. You can manage your subscription and turn off auto-renewal at any time by going to your App Store account settings after purchase. When you cancel a subscription or free trial, you will continue to have access until the end of the current period. Refunds will not be provided for unused portions of the subscription term. Any unused portion of a free trial will be forfeited once a subscription is purchased. Please note that app features require an active subscription to remain accessible. Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/
Cupple | Date Planner
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.
- Personalized date itineraries
- Real venue suggestions with addresses
- Reservation assistance
- Virtual 'Wingman' for advice
- Date idea spinner
- Budget and vibe customization
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Cupple is your personal date planner. It takes the stress out of planning so you can focus on connection. First date, anniversary, or casual night out, Cupple gives you a complete itinerary tailored to your city, budget, and vibe. How it works: • Tell us where you are, who you're going with, and what you're feeling • Get a full 3-stop date plan with real venues, addresses, photos, and reservations, built in seconds • Talk to your Wingman for honest, personalized advice. First-date jitters, what to wear, how to read the room • Can't decide? Hit the Spinner and let fate pick your next move Why Cupple: • Real venues. Every place is a real spot you can actually visit or book • Smart, not generic. Picks change based on your vibe, time of day, and city • Built for the night, not just the date. Late-night flow, party flow, classy nights, casual hangs • Local discoveries. Hidden gems alongside the favorites locals love Perfect for: • Couples who want to keep date night fresh • Singles planning a first date that actually impresses • Friends looking for something better than the usual spots • Anyone tired of endless scrolling through review apps Cupple Premium: Upgrade for unlimited date plans, luxury picks, and exclusive experiences. Cancel anytime. Stop stressing about what to do next. They'll never know we planned it. Terms of Use: https://www.cupple.app/terms Privacy Policy: https://www.cupple.app/privacy https://www.apple.com/legal/internet-services/itunes/dev/stdeula/
Screenshots
Verdict
The clearest difference is update cadence: Cupple | Date Planner at every 4 days against Tinydates's every 3 weeks. Tinydates's advantage is ratings volume (6 vs 2). On price, rating, ads and in-app purchases there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Tinydates sells 2 in-app purchases, starting at $2.99 per month and Cupple | Date Planner sells 3 in-app purchases, starting at $2.99 per 7 days. 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 Tinydates against 5.0 for Cupple | Date Planner. Both are backed by a comparable volume of ratings — 6 and 2 respectively.
Tinydates ships an update every 3 weeks, Cupple | Date Planner every 4 days. The most recent releases landed on August 30, 2026 and September 13, 2026 respectively.
| Parameter | Tinydates | Cupple | Date Planner |
|---|---|---|
| Price | Free | Free |
| Rating | 5.0 (6 ratings) | 5.0 (2 ratings) |
| Positive reviews | — | 100.0% of reviews |
| Number of ratings | 6 — better | 2 |
| Update frequency | Every 3 weeks | Every 4 days — better |
| Ads | No | No |
| In-app purchases | Yes | Yes |
| Monetization | Freemium | Freemium |
| Devices | iPhone, iPod | iPhone, iPad, iPod — better |
| Requires iOS | 15.1 | 15.1 |
| Further details — not scored | ||
| Size | 271 MB | 56 MB |
| Age rating | 4+ | 4+ |
| Developer | ifamust simon | Shawn Markosky |
Customer experience
Tinydates
Cupple | Date Planner
In-app purchases
Tinydates
- Pro Monthly$2.991 Month
- Pro Yearly$24.991 Year
Cupple | Date Planner
- Cupple US Weekly7 Days trial$2.997 Days
- Cupple Pro3 Days trial$6.991 Month
- Cupple US3 Days trial$39.991 Year
Questions
Is Tinydates free?
Is Cupple | Date Planner free?
Which has better reviews, Tinydates or Cupple | Date Planner?
Do Tinydates or Cupple | Date Planner have ads?
Which is updated more often, Tinydates or Cupple | Date Planner?
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