DateMore vs Cupple | Date Planner
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
DateMore
This app helps couples plan meaningful dates by suggesting personalized ideas based on shared interests. It allows users to schedule dates, send invitations, and save favorite activities to build lasting memories and strengthen relationships.
- Personalized date ideas
- Date scheduling
- Surprise invitations
- Save favorite ideas
- Shared timelines
- Routine transformation
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DateMore helps couples plan more intentional, meaningful dates without the stress of figuring out what to do. Whether you’ve been together for months or years, DateMore makes it easy to keep the spark alive with personalized date ideas tailored to both partners’ preferences. What you can do with DateMore: • Discover curated date ideas based on shared interests • Plan dates in advance or get inspired on the spot • Send surprise date invitations to your partner • Save favorite ideas and revisit them anytime • Build more memories with shared timelines • Turn routines into memorable experiences DateMore is designed to help couples prioritize quality time and create lasting memories together. DateMore does not require location access unless explicitly enabled by the user for discovering nearby date ideas. Because great relationships are built on time together. Subscription Information DateMore Premium offers a monthly plan ($6.99/month) and a yearly plan ($49.99/year) with a 7-day free trial. Payment will be charged to your Apple ID account at confirmation of purchase or after the free trial. Subscriptions automatically renew unless canceled at least 24 hours before the end of the current period. Manage or cancel anytime in Apple ID Settings > Subscriptions. Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Privacy Policy: https://www.getdatemore.app/privacy Terms of Use: https://www.getdatemore.app/terms
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 DateMore's every 10 days. DateMore's advantage is ratings volume (6 vs 2). On price, rating, review sentiment and ads 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. DateMore sells 2 in-app purchases, starting at $9.99 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 DateMore against 5.0 for Cupple | Date Planner. Both are backed by a comparable volume of ratings — 6 and 2 respectively. Written reviews split almost evenly too, at 100% and 100% positive.
DateMore ships an update every 10 days, Cupple | Date Planner every 4 days. The most recent releases landed on October 7, 2026 and October 17, 2026 respectively.
| Parameter | DateMore | Cupple | Date Planner |
|---|---|---|
| Price | Free | Free |
| Rating | 5.0 (6 ratings) | 5.0 (2 ratings) |
| Positive reviews | 100.0% of reviews | 100.0% of reviews |
| Number of ratings | 6 — better | 2 |
| Update frequency | Every 10 days | Every 4 days — better |
| Ads | No | No |
| In-app purchases | Yes | Yes |
| Monetization | Freemium | Freemium |
| Devices | iPhone, iPad, iPod | iPhone, iPad, iPod |
| Requires iOS | 15.1 | 15.1 |
| Further details — not scored | ||
| Size | 60 MB | 56 MB |
| Age rating | 12+ | 4+ |
| Developer | David Castillo | Shawn Markosky |
Customer experience
DateMore
Cupple | Date Planner
In-app purchases
DateMore
- Premium Monthly$9.991 Month
- Premium Annual - Best Value3 Days trial$39.991 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








