Comparison

Deep Conversation Starters vs Walking Quest

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Deep Conversation Starters

Features
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Better conversations start with one good question. Deep Conversation Starters helps couples, dates, friends, and groups move beyond small talk with thoughtful prompts designed to spark real conversation. Choose a deck and explore at your own pace, or start a Guided Conversation and let the app pick the questions for you. Use Quick Starts for moments like First Date, Reconnect, Friends Night, or Road Trip, or choose the kind of conversation you want. For selected questions, Go Deeper follow-ups help turn a good prompt into a more meaningful conversation. Use the app to: • Start Guided Conversations tailored to the moment • Choose Quick Starts such as First Date, Reconnect, Friends Night, and Road Trip • Explore curated decks for couples, friends, icebreakers, and deeper conversations • Discover meaningful prompts, dating questions, relationship questions, and conversation starters • Use Go Deeper follow-ups on selected questions • Shuffle questions, move back and forward, and save favorites • Preview each deck before unlocking it • Unlock once with no subscription • Use the app offline and keep your favorites saved Use it on a first date, during a quiet evening together, while catching up with friends, on a road trip, or anytime you want a conversation that feels more natural, personal, and memorable. No clutter. No endless swiping. Just better questions for better conversations.

About

Walking Quest

Features
Read full description

Every walk is more fun with a crew. Walking Quest turns your daily steps into a shared adventure — pick two cities anywhere in the world, and watch your walk trace the route between them alongside your friends. No treadmill boredom, no walking alone. Every step you take moves you (and your crew) closer to the finish line. HOW IT WORKS • Pick a challenge — choose any two real cities, worldwide. We estimate your steps and days to get there. • Set your daily step goal — anywhere from 2,000 to 20,000 steps, or start from Gentle, Steady, or Active. • Walk your way there — steps sync automatically from Apple Health, and every step counts toward ALL your active challenges at once. • Team up with friends — join public or invite-only challenges, track live standings, and see how everyone's progressing. • Celebrate the finish — get a shareable stats card with your route, steps, and results to post anywhere. YOUR STEPS, DAY BY DAY • A month calendar that fills in as you walk — the more steps in a day, the deeper its color, so every month is comparable at a glance. • A green dot on every day you hit your goal, and a streak that counts how many days in a row you've kept it. • Month total, daily average, and goal days so far — 12 of 25, not 12 of 31. • Tap any day to see its steps, distance, and which challenge it counted toward. • A 12-month strip to jump back through the year. • Change your goal whenever you like — past days keep the goal you walked them under, so your history is never rewritten. ON YOUR APPLE WATCH • Your route progress on your wrist — one ring showing how far along you are and how far is left to the finish city. • Today's steps against your daily goal, with a clear "goal met" the moment you get there. • Live standings — your rank and the walkers just ahead of and behind you. • The route at a glance: start city to finish city, steps walked out of steps to go. • Your current streak, so you know what's on the line before the day ends. • Watch face complications that show your progress without opening anything. • The watch reads from your iPhone, so there's nothing extra to set up — and if your phone isn't nearby, it falls back to the step count from your wrist. FEATURES YOU'LL LOVE • Personalized step estimates based on your height, weight, and pace • Live standings with medal rankings for the top 3 finishers • A friendly mascot coach cheering you on • Home screen and lock screen widgets to track progress at a glance • Public profiles so friends can see your total steps • Safe, moderated community with built-in report tools WALKING QUEST PRO Upgrade to create unlimited challenges and make them public or invite-only. Free members can join any challenge and track unlimited steps at no cost. Your raw health data stays on your device — only your daily step totals and challenge progress sync, so you're always in control. Download Walking Quest and make your next walk a lot more fun with friends. Subscription Details All premium features are available free during your trial after first download. Your subscription automatically renews unless cancelled at least 24 hours before the end of the current period. Payment is charged to your Apple ID at purchase confirmation. Manage or cancel in your App Store account settings. - Privacy Policy: https://walking-quest-site-omega.vercel.app/privacy - Terms of Use: https://walking-quest-site-omega.vercel.app/terms

Screenshots

Deep Conversation Starters4 screens
Walking Quest4 screens

Verdict

The call

Deep Conversation Starters and Walking Quest are too close to call on the numbers: across 6 compared parameters — price, update cadence, ads and in-app purchases among them — neither pulls far enough ahead to decide it. What separates them is feature set and interface, not measurable difference.

Scored on Price Ā· Rating Ā· Positive reviews Ā· Number of ratings Ā· Update frequency Ā· Ads Ā· In-app purchases Ā· Monetization Ā· Best chart rank Ā· Devices Ā· Requires iOS

CostPrice Ā· In-app purchases Ā· Ads Ā· Monetization

Both are free to download. Deep Conversation Starters sells 5 one-off in-app purchases and Walking Quest sells 4 in-app purchases, starting at $1.99 per 7 days. Whichever you choose, the download price is not the number that matters.

UpkeepUpdate frequency

Deep Conversation Starters ships an update every 3 weeks, Walking Quest every 2 weeks. Both last shipped on October 7, 2026.

ScorecardNo meaningful differences
Deep Conversation Starters versus Walking Quest: the parameters behind the verdict, then further details
ParameterDeep Conversation StartersWalking Quest
PriceFreeFree
Update frequencyEvery 3 weeksEvery 2 weeks — better
AdsNoNo
In-app purchasesYesYes
DevicesiPhone, iPadiPhone, iPad, Apple Watch — better
Requires iOS17.0 — better18.1
Further details — not scored
Size5 MB32 MB
Age rating4+4+
DeveloperLiamyte OÜKy Thanh Pham

In-app purchases

5 purchases

Deep Conversation Starters

One-time5
  • Icebreakers$1.99
  • Deep$3.99
  • Couples$3.99
Show 2 more
  • Friends$3.99
  • Core Bundle$9.99
4 purchases

Walking Quest

Subscriptions3
  • Weekly Pro$1.997 Days
  • Monthly Pro$4.991 Month
  • Yearly Pro3 Days trial$24.991 Year
One-time1
  • Lifetime Pro$39.99

Questions

Is Deep Conversation Starters free?
Deep Conversation Starters is free to download, with in-app purchases available.
Is Walking Quest free?
Walking Quest is free to download, with in-app purchases available.
Do Deep Conversation Starters or Walking Quest have ads?
Neither Deep Conversation Starters nor Walking Quest shows ads.
Which is updated more often, Deep Conversation Starters or Walking Quest?
Deep Conversation Starters ships an update every 3 weeks, and Walking Quest every 2 weeks. Most recently, Deep Conversation Starters was updated on October 7, 2026 and Walking Quest on October 7, 2026.

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