AskJenna turns your whole group's wishlist into one perfect, AI-crafted itinerary — then keeps discovering new experiences once you arrive.
No more endless group chats. AskJenna turns everyone's wishlist into a single, AI-optimized plan — and keeps working once you land.
Start a trip in seconds and share a simple invite link. No app download required for guests. Set your destination, travel dates, and a rough budget range — or let Jenna suggest a destination based on everyone's interests.
Each group member independently picks from 60+ interest categories — food, nightlife, museums, hiking, concerts, spas, sports, and more. Rate how important each is. Nobody sees each other's answers until Jenna compiles them.
AskJenna's AI scores every activity, restaurant, and experience against the whole group's preferences. It finds what satisfies the most people, surfaces smart compromises, and shows each traveler their personal satisfaction score.
Once you land, Jenna becomes your real-time guide. She surfaces nearby hidden gems, live events, concerts, sports games, and flash deals — even adapting to the weather. "It's raining — here are 5 incredible indoor things nearby."
Four friends planning a weekend in San Francisco. Click interests on and off to watch the AI match scores update in real time.
Real-time discovery tailored to your group's vibe. Jenna surfaces what's happening right now, right nearby — from hidden gems to tonight's hottest events.
Built from the ground up for how real people actually plan and experience travel together.
Jenna weighs each person's preferences against 10,000+ activities to find the plan that makes the most people happiest.
Live location-aware suggestions once you're at your destination. Concerts tonight, a farmers market two blocks away, current wait times.
Anyone can suggest changes, vote on alternatives, or veto an activity. Jenna instantly re-optimizes. No drama, just decisions.
Track shared costs, split bills, and settle up — all inside AskJenna. No more Venmo screenshots three days after the trip.
Coming soonBook restaurants, tours, experiences, and event tickets without leaving the app. Integrated with Viator, OpenTable, Ticketmaster, and more.
Coming soonAskJenna remembers every trip and learns your preferences over time. After three trips, she knows you prefer boutique hotels and always want a beach day.
Coming soonReal-time weather integration means Jenna automatically suggests indoor alternatives on rainy days and pushes outdoor plans when the sun's out.
Your full itinerary, maps, and recommendations available offline. No roaming charges, no spotty signal stress.
Coming soonFriends can pool money to gift a Jenna-planned experience. A dinner, a tour, a surprise activity. Thoughtful, easy, and viral.
Coming soonCreate your free account and start planning. No credit card, no commitment — just better trips.
Free forever · No credit card needed · Unsubscribe anytime