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Everything you need. Nothing you don't.

Your itinerary is designed to be practical, not overwhelming. A clear plan you can follow from the moment you land.

  • A day-by-day itinerary with specific recommendations for where to go and what to do, in the right order.
  • Morning, afternoon, and evening suggestions paced for real people — not superhuman tourists.
  • Dining recommendations that fit your group type, budget, and destination.
  • Practical notes and tips so you know what to expect before you arrive — not after.
  • A bonus ideas section with extra options in case you want to swap something out or add an activity.

Not Included

  • Booking reservations or purchasing tickets on your behalf
  • Unlimited revisions or ongoing support
  • Concierge-level service or live assistance

We sell clarity, not information.

You could spend three hours researching your trip on your own. You might find the same restaurants we recommend. But you'd also spend those three hours stressed, second-guessing, and arguing in a group chat.

What we're really offering is a decision. Someone to say: here is the plan, this is what you're doing, now go enjoy your trip.

That's worth something. For most of our customers, it's worth a lot.

"Stop researching. Stop overthinking. Take the trip."

Get My Plan — $49

Here's what your plan actually looks like.

Your itinerary is delivered as a clean, easy-to-read document. No spreadsheets. No walls of text. Just a simple plan you can follow from the moment you land.

We write it the way we'd explain it to a friend — clear language, specific places, honest expectations.

Day-by-day structure with morning, afternoon, and evening blocks
Specific place names, neighborhoods, and activity types
Notes on timing, pacing, and anything worth knowing ahead of time
A bonus section with extra ideas for flexibility
Written for your group — not a generic traveler
Chicago Weekend Getaway
Couple  ·  3 Days
Day 1  ·  Arrival + River North
Afternoon Check in + Walk the Riverwalk. Drop bags and take a 30-minute walk along the Chicago Riverwalk to settle in.
Evening Dinner in River North. Bavette's Bar and Boeuf for a classic Chicago steakhouse experience. Reserve in advance.
Day 2  ·  Museums + Neighborhoods
Morning Art Institute of Chicago. Plan 2 hours. Go directly to the Impressionist gallery on the second floor.
Afternoon Wicker Park. Lunch at Big Star Tacos, then browse shops on Milwaukee Ave.
Evening Deep dish at Lou Malnati's. Gold Coast location is most relaxed. Order ahead if possible.
Bonus Ideas
Navy Pier at sunset  ·  Millennium Park  ·  Garrett Popcorn before you leave  ·  Architectural boat tour if you have extra time

Before you buy, read this.

We want you to feel confident about this purchase. That starts with being completely clear about what we are — and what we are not.

This is a great fit if you…

  • Want someone to make decisions for you so you don't have to
  • Feel overwhelmed by options and just want a clear plan
  • Are a busy parent, couple, or individual without time to research
  • Want a realistic itinerary for real people — not a fantasy travel brochure
  • Are open to following a recommended plan with flexibility built in
  • Value your time and are happy to put $49 toward getting it done

This may not be right if you…

  • Want full control over every specific detail of your itinerary
  • Expect unlimited revisions or back-and-forth communication
  • Need someone to book flights, hotels, or reservations for you
  • Are looking for a luxury concierge with ongoing support
  • Already enjoy the research process and find it fun, not stressful
  • Have very niche or highly specialized travel requirements

One plan. One price.
No surprises.

We keep the pricing simple because that's kind of the whole point.

$49
One flat fee — per travel plan
A personalized, day-by-day travel itinerary
Morning, afternoon, and evening recommendations
Dining suggestions tailored to your group and budget
Practical tips and notes for your destination
A bonus list of extra ideas for added flexibility
Delivered within 48 business hours
Get My Travel Plan Now

After checkout, you'll be directed to a short intake form. Once we receive your completed form, your 48-hour delivery window begins. No subscription. No recurring charges.

Stop planning.
Start going.

For $49, you get a clear, thoughtful travel plan delivered to your inbox in 48 hours.

Get My Travel Plan — $49 Take the Trip. We Make It Simple.