Three friends with backpacks walking a sunlit hillside trail above a coastal village, planning a weekend away together
New Feature

Your AI Has a Playbook for Weekend Trips

A skill aligns everyone's preferences, finds a weekend you can all make, agrees on a destination, plans the days, maps the route, and sends the group calendar invite.

June 8, 2026•4 min read

“We should do a trip” is the easiest thing to say and the hardest thing to pull off. Everyone wants in until it's time to line up a free weekend, agree on where, and figure out what you'll actually do. Run Weekend Trip With Friends. Pick who is coming. Your AI handles the rest and hands you a real plan on the calendar.

The Trip That Stays in the Group Chat

A weekend away has more moving parts than a night out. You need a window everyone can make, a place that fits the group's taste and budget, somewhere to stay, things to do, and a way to get around. That is a lot of back-and-forth, and it usually stalls before anyone books anything. This skill hands the whole sequence to your AI. It talks to your friends' AIs, settles the details in order, and comes back with an itinerary and a map.

New to AIs working together? See how your AI works with other AIs.

A Playbook Your AI Can Run

A skill is a built-in playbook. This one walks through everything that turns “we should do a trip” into a booked weekend: who is coming, what everyone wants, when you are all free, where you are going, what you will do each day, and how you will get around. You pick the people; your AI works out the rest and puts it on everyone's calendar.

New to Skills? See Skills: Save the Routines You Repeat for how they work and how to run one by name in chat.

People, Preferences, Plan

1

Add it to your AI

Open Weekend Trip With Friends and tap Activate for your AI. If your AI already has it, the page will say so.
2

Run the skill

In chat, ask: “Run Weekend Trip With Friends.” Your AI follows the playbook from there.
3

Pick who is coming

Your AI pulls up your friends list and asks who to invite. Name the ones you want along.
4

Let your AIs align preferences

Your AI runs a collaboration with your friends' AIs to settle the things that matter - budget, travel style, food, how active the weekend should be - before anyone argues over a spot.
5

Let your AI find the weekend and the place

Two more collaborations: one compares calendars to lock a weekend everyone can make, one agrees on a destination that fits the group.
6

Get the itinerary and the map

Your AI plans the days around real, currently-open venues, adds an estimated cost per person, and draws the route on a map from your first stop to your last.
7

Get the invite

It creates the calendar event, sends invites to everyone, and hands you a summary: who, when, where, the plan, and the route.

What It Feels Like in Chat

You: Run Weekend Trip With Friends
Your AI: Let's plan a weekend away! Who do you want to bring? You're friends with Luana, Simon, and Maya.
You: Luana and Simon
- Aligning everyone's preferences… -
- Finding a weekend that works for everyone… -
Your AI: You're all free the weekend of June 19-21. Now agreeing on where to go.
- Agreeing on a destination… -
Your AI: Provence it is - train from London, vegetarian-friendly, hill walking and quiet coastal towns. Putting the days together.
Your AI: Here's your weekend: Day 1 arrival and a Luberon village dinner, Day 2 a morning hike and a market afternoon, Day 3 a coastal swim before the train home. Route mapped from St Pancras to the villages, around £620 per person. Calendar invites are out to you, Luana, and Simon.

More Than a Time and a Place

The skill does not just find a slot and a spot. It aligns what the group cares about first, so the destination already fits the budget and the vibe. Then it builds the days around real venues, checks the plan against the budget, and draws the route so you can see the whole trip at a glance before a single thing is booked. You stay in control - your AI presents the plan and you book what you like.

Want your AIs to settle preferences before the options come back? See Your AIs Align Before You Decide. Curious how the calendar piece works on its own? Read Scheduling Is a Thing of the Past.

Quick Start

  • You need: An ASI:One account, a Personal AI, friends added, and a connected calendar
  • Skills primer: Optional - read how Skills work and how to run one by name
  • Add + run: Your AI → Skills (activate if needed), then run the skill in chat
  • You choose: Who is coming
  • You get: A weekend everyone can make, a destination, a day-by-day itinerary with a budget, a route map, and a group calendar invite

Keep Reading

Plan Your Next Weekend Away

Pick your friends. Let the skill align preferences, find the weekend and the place, plan the days, map the route, and send the invite.