Simple pricing for every kind of traveler
Plan real trips for free, including splitting expenses and settling up with your whole party. Go Pro for unlimited AI, expense insights, offline trips, and a printable recap keepsake — $89/yr (save ~38%). Travelling as a family or crew? Ollin Group covers everyone for $179/yr.
Free
Everything to plan your next trip
$0
- Unlimited saved trips — 3 active trips at a time
- 3 AI itineraries + 25 concierge edits a month
- 5 AI recap rewrites a month
- Plan together: vote, roles & trip chat
- Split expenses & settle up
- Maps, weather & smart packing
- Passport, booking links & sharing
- 3 GB photo & receipt storage
Free covers 3 active trips at a time, up to 15 travelers, 500 photos or videos per trip and 20 email imports a month — go Pro for unlimited.
No account or card needed.
Ollin Pro
Best valueFor people who travel often
$89/year
Save ~38% vs $12/mo · 30-day free trial
Everything in Free, plus
- Unlimited AI planning & concierge
- Day optimization on real walk & drive times
- Expense insights & CSV export
- Offline trips & a print-ready recap
- Travel partner & Destination Briefings
- Completely ad-free
- 50 GB storage — expandable with add-ons
Your own AI is unlimited. AI your travel companions run on trips you own is covered by your plan too. The fair use limit is 150 companion AI actions a month on Pro (250 on Group/Family) across all your trips. At most 200 of them count per trip.
30 days free. Cancel anytime and keep everything you planned. Payments handled by Stripe.
Ollin Group
For families & crews who travel together
$179/year
Save ~40% vs $25/mo · 30-day free trial
Everything in Pro, plus
- Family Circle — link up to 5 travel partners (Pro links 1)
- Priority concierge — more reasoning steps and longer answers on every question
- 250 companion AI actions a month on trips you own, up from 150
- 100 GB storage — expandable with add-ons
Your own AI is unlimited. AI your travel companions run on trips you own is covered by your plan too. The fair use limit is 150 companion AI actions a month on Pro (250 on Group/Family) across all your trips. At most 200 of them count per trip.
30 days free. Cancel anytime and keep everything you planned. Payments handled by Stripe.
Booking commissions — never your data, and never an Ollin booking fee — fund the free plan.
Travelling once or twice a year?
One trip. $24. Nothing renews.
The Trip Pass turns a single trip Pro for everyone travelling on it, for as long as the trip exists in Ollin. One payment, no card kept on file, and the trip keeps its features long after you are home. Most planners charge by the person; this is charged by the trip.
Worth knowing before you buy: at $24 a trip against $89 a year, Ollin Pro becomes the cheaper choice from your 4th trip in twelve months. Below that, the pass wins.
- Unlimited Ask Ollin on that trip
- The day-by-day optimiser
- Offline access for the whole trip
- Expense insights and the trip recap
Plan the trip first — the pass is offered on the trip itself, once there is something to unlock.
Compare plans
| Feature | Free | Pro | Group |
|---|---|---|---|
| AI itineraries | 3 / month (5 your first month) | Unlimited | Unlimited |
| AI for everyone on a trip you own | Each traveler uses their own | Covered by your plan (fair use: 150 / month across your trips, max 200 on one) | Covered by your plan (fair use: 150 / month across your trips, max 200 on one) |
| AI concierge edits | 25 / month | Unlimited | Unlimited |
| AI recap rewrites | 5 / month | Unlimited | Unlimited |
| AI trip recap | First one free per trip | Unlimited | Unlimited |
| Trips & saved itineraries | Unlimited saved · 3 active trips at a time | Unlimited | Unlimited |
| People you can invite to one trip | Up to 15 travelers | Unlimited | Unlimited |
| Photo & receipt storage | 3 GB | 50 GB | 100 GB |
| Photo & video memories per trip | Up to 500 | Unlimited | Unlimited |
| Email imports — forward a booking, Ollin files it | 20 / month across your trips | Unlimited (fair use: 50 / trip / day) | Unlimited (fair use: 50 / trip / day) |
| One shared plan, voting & roles | Included | Included | Included |
| Live trip chat with your party | Included | Included | Included |
| Expense splitting & settle-up | Included | Included | Included |
| Receipt scan & auto-split | Uses monthly concierge edits | Unlimited | Unlimited |
| Who's staying where (room assignments) | Included | Included | Included |
| Map, timeline & packing lists | Included | Included | Included |
| Travel Atlas — global map & shareable card | Included | Included | Included |
| Shareable trip pages | Included | Included | Included |
| Booking links & weather | Included | Included | Included |
| Flight tracking & delay alerts | Included | Included | Included |
| Passport vault — encrypted traveler IDs & loyalty numbers | Included | Included | Included |
| Ad-free | Not included | Included | Included |
| Unlimited AI itineraries, concierge edits & recap rewrites | Not included | Included | Included |
| Automatic route & day optimization | Not included | Included | Included |
| Expense insights (breakdowns, multi-currency, CSV) | Not included | Included | Included |
| Print-ready recap keepsake | Not included | Included | Included |
| Save whole trips for offline | Not included | Included | Included |
| Travel partner — co-plan every trip together | Not included | Included | Included |
| AI Destination Briefings (news-grounded) | Teaser | Included | Included |
| Send photos to your Aura frame | Not included | Included | Included |
| Share your passport of stamps as a poster image | Not included | Included | Included |
| Trip reminders that ping the whole group | Not included | Included | Included |
| Family Circle — link up to 5 travel partners | Not included | Not included | Included |
| Priority concierge — deepest AI help for your whole group | Not included | Not included | Included |
- 1,437
- items planned
- 51
- itineraries with a plan
Counted across every trip planned in Ollin, as of Oct 23, 2026.
Browse these tripsQuestions, answered
Is Ollin really free?
Yes — genuinely usable, not a teaser. Free gives you unlimited saved trips (3 active trips at a time). You get 3 AI itineraries every month (5 in your first month), plus 25 concierge edits and 5 recap rewrites on separate meters. Every finished trip gets a free AI recap. The whole group stack is free too: one shared plan your party can all edit, voting and roles, live trip chat, splitting expenses and settling up, and sorting who's staying where. Plus maps, weather, packing, booking links, and shareable trip pages. We never paywall core planning.
What do I get with Pro?
Everything in Free, completely ad-free, plus unlimited AI itineraries, Ask Ollin requests, and recap rewrites, and automatic route and day optimization. One tap reorders a day's flexible stops using real walking and driving times, and tells you how many minutes it saves. Bookings, flights, and stays stay pinned where they are. Pro also adds expense insights: spend breakdowns, multi-currency totals, and CSV export. Basic splitting and settle-up stay free. You also get a print-ready recap keepsake for every finished trip (your browser's Save as PDF turns it into a file). And you can save whole trips for offline, so every page, plus your first 60 photos, is there even with no signal. And every Pro feature that belongs to a trip works for everyone on the trips you own, whatever plan they're on.
What's the Group / Family plan?
Ollin Group is everything in Pro plus four things, at $179/yr (save ~40% versus $25/mo). A Family Circle of up to 5 travel partners instead of Pro's one, so everyone's trips, packing lists, and Passport stay in sync automatically. A priority concierge that thinks longer and answers more thoroughly for your crew. 250 companion AI actions a month on the trips you own, up from 150 on Pro — that's AI your travel companions run, covered by your plan instead of their own allowance. And 100 GB of storage instead of 50 GB. To be exact about what a partner gets: linking someone shares your trips, packing lists, and Passport with them. Every trip you own runs with Pro features for everyone on it. It doesn't put their own account on your plan, so their own trips stay on whatever plan they have. Expense splitting and settle-up tracking stay free for everyone.
What happens if I cancel, or my plan lapses?
Cancel any time from your billing page. You keep everything you're paying for until the end of the period you've already paid for — the page shows the exact date — and we don't refund the unused remainder, which is what the free trial is for. After that your account goes back to Free, and nothing is deleted: every trip, photo, receipt, recap and shared link stays exactly where it is, and trips you're on with other people keep working. What changes is new writes — starting another trip past 3 active trips, an upload past the 3 GB free storage, inviting past 15 travelers on a trip — those go back to the free plan's limits until you resubscribe. The one thing that ends with the subscription is paid storage add-ons, since those are billed monthly. Switching between Pro and Group is different: that's prorated, so you're credited for the part of the plan you hadn't used.
How much photo storage do I get?
Free includes 3 GB of photo and receipt storage (photos are auto-optimized, so that's roughly a thousand of them). Pro raises it to 50 GB and Group to 100 GB. Need more? Any paid plan can add 50 GB at a time for $2.99/month, right from your billing page.
Is my passport and document data private?
Yes. The sensitive numbers you keep in your Passport vault — passport, Known Traveler / PreCheck, and loyalty numbers — are encrypted with AES-256-GCM before they ever touch our database, so what's stored is ciphertext, never the plain numbers. Access is limited to you and any travel partner you've linked. The Passport vault is free on every plan.
How does the free trial work?
Pro starts with a 30-day free trial. You won't be charged until it ends, and you can cancel anytime from your billing page.
Should I pay yearly or monthly?
Yearly is the best value: $89 a year works out to about $7.42/month and saves you roughly 38% versus paying $12/month. Prefer to keep it flexible? Monthly is $12. You can switch or cancel whenever you like.
Can I pay once instead of subscribing?
Yes. The Trip Pass is $24, paid once, for one trip. Nothing renews and no card is kept on file. It turns that trip Pro for everyone travelling on it: unlimited Ask Ollin, the day-by-day optimiser, offline access, expense insights and the recap. The trip keeps those features for as long as it exists in Ollin, including after you get home.
Does everyone in the group have to pay?
No. One Trip Pass covers every traveller on that trip, so if five people are going, one person pays $24 and all five get the concierge, the optimiser, offline access and expense insights. Ollin charges by the trip rather than by the person — expense splitting and settle-up tracking are free for everyone regardless of plan.
When is the annual plan cheaper than paying per trip?
From your 4th trip in twelve months. At $24 a trip against $89 a year, three passes cost $72 and 4 cost $96, so below that the pass is cheaper and above it Ollin Pro is. Buy a pass whenever the next trip comes up; there is no commitment either way.
How does booking work, and does it cost extra?
No Ollin fee. When you book stays, flights, or experiences through Ollin's partner links you book on the partner's site at the partner's own price; Ollin adds nothing on top and may earn a commission from the partner at no extra cost to you. Booking is never gated — it's how we fund a generous free plan instead of charging for the basics.