Pick My Trip
Pick My Trip: A focused AI planner for choosing destinations and shaping trips up to 14 days. Ranked #158 of 160 in AI Travel Planners by our editors (3.0/10); pricing: Free plan; best for travelers choosing destinations before planning details.
At a glance
- Editor score3.0 / 10
- PricingFree plan
- Best forTravelers choosing destinations before planning details
- Free planYes
- Facts checked21 Sep 2026
Where it wins
- AI recommendations combine destination matches, activities, stays, and local tips
- Day-by-day itineraries include interactive maps and sharing
- Free Explorer plan includes roulette, maps, and AI recommendations
Where it doesn't
- Trips are limited to 14 days
- Available only on the web
- No verified booking or calendar features
Our verdict on Pick My Trip
Pick My Trip is a web-based AI travel planner for people who want help choosing where to go before working through detailed arrangements. A short quiz covers region, travel style, companions, and preferences, then produces six destination suggestions with match scores, activities, accommodation suggestions, and local tips. It also supports day-by-day itineraries, interactive maps, destination roulette, saved trips, visited-country tracking, and itinerary sharing. The product is best suited to travelers who value inspiration and an organized starting point over end-to-end booking.
Its standout feature is the destination discovery flow. Rather than beginning with a fixed location, users can receive personalized recommendations and compare destinations through match scores. Destination roulette adds a lighter way to explore, while the map view helps connect recommendations with geography. Once a destination appeals, the itinerary builder turns the idea into a day-by-day plan with activities and local guidance. This makes Pick My Trip particularly useful during the early decision stage, when the main question is where to travel and what a trip could look like.
The published plans show a free Explorer tier with AI-generated recommendations, interactive maps, and destination roulette. Globetrotter adds extended itineraries, unlimited trip planning, unlimited saved trips, a world travel tracker, and priority support; the listed starting price is 5. The product’s scope remains focused: web access, a 14-day trip limit, and no verified booking or calendar features make it less suitable for travelers who want reservations, schedule synchronization, or a longer-trip workflow in one service. Choose Pick My Trip for destination selection and itinerary ideas; choose an alternative when booking management or broader platform coverage is essential.
Your product? Our editors can test Pick My Trip in depth and publish a review, labelled as paid · from $149/mo →
Pick My Trip pricing
All 2 Pick My Trip plans and prices →
Pick My Trip fact sheet
| Free plan | Yes |
|---|---|
| Paid from | Not verified |
| Trip length limit | 14 days |
| Mobile app | Not verified |
| Map view | Yes |
| Booking links | Not verified |
| Calendar export | Not verified |
| Collaborative planning | Yes |
| Deployment | Cloud |
| Platforms | Web |
| Built for | Solo, Small business (editorial estimate) |
| Pricing | Free plan (source) |
| Website | pickmytrip.ai |
| Facts checked | 21 Sep 2026 |
Alternatives to Pick My Trip
- MindtripA full-service AI trip planner that combines recommendations, collaboration, maps and booking.8.9
- TREKA broad free planner for detailed trips, shared planning, and self-hosted control.8.8
- LaylaA flexible AI planner that combines live travel search, booking partners, and expert help.7.9
See all Pick My Trip alternatives →
Used Pick My Trip? Be the first to review it
The editor score above is our own research. What this page doesn't have yet is a reader's view — what you used Pick My Trip for, what worked and what didn't. No stars are seeded and no review is paid for; an editor reads every one before it appears.
Write a reviewTwo minutes · verified accounts only · read by an editor before it appears
Featured on iTechGuides
Pick My Trip is listed in our AI Travel Planners directory. Add the badge to your site — it links back to this page.
<a href="https://www.itechguides.com/products/pick-my-trip/"><img src="https://www.itechguides.com/best/badge/pick-my-trip.svg" alt="Featured on iTechGuides" width="230" height="46"></a>
Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.
Last updated · How we research and update