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Planner AI beta

Planner AI.

Plan your itinerary based on what you actually like. Upload your dates and we plan the rest — flights, the best value stay, the transportation math, and the things worth doing — so you can experience the world the way you like it.

1Drop in your dates and tell us what you're into — food, music, hiking, museums, nightlife — and we shape the trip around it.
2Add preferences only when they matter: home city, rewards programs, airline loyalty, hotel points, rental car memberships, or a rough comfort range.
3Get three good options ranked by true price, not sticker price — points value, flight timing, hotel quality, and ground transport all weighed.

Plan your trip.

Describe it naturally. We will not buy tickets, reserve rooms, or charge a card without confirmation.

Hidden beta
Preferences

Optional, but useful for true pricing: where you usually start from, rewards programs, brand preferences, and the price range that feels comfortable.

Type, paste, upload, or dictate.
Book Sleep Space directly
Calendar-aware

Connect your calendar. We’ll surface trips on the days you’re actually free.

Planner AI reads your free / busy windows — never event details — and only when you have an open Friday-to-Monday or a quiet midweek stretch does it nudge you with a real, priced option. No spam. One notification per real opening.

Example notification
Looks like you’re free this weekend — treat yourself to a break.

Fri Jun 13 — Sun Jun 15. Round-trip PHL → LAS from $476, Sleep Space Las Vegas at $118/night, total trip $830. We picked Vegas because you have an open Fri–Sun and three open evenings before it.

You stay in control. Notifications are throttled — at most one per real free window — and you can pause them any time. We never see what your meetings are about.

Recommendation engine

Flights. Stay. Transportation.

Run a request and Sleep Space AI will create a concrete travel plan. Live OTA and airline purchases turn on only when provider credentials are connected.

Duffel flights RateHawk hotels Rentalcars Connect cars
Describe a trip to see the recommended plan.