Your first itinerary draft, 5 business days after a free call.

Honestly, yes. AI will give you a plausible-looking itinerary for Japan or Thailand in about 30 seconds, and a decent DIY planner who puts in the hours can get pretty close too.

The part that doesn't really automate is the judgment. Which inn in Takayama is actually worth it for a group? Which neighborhood in Bangkok is fine during the day and worth skipping at night? Which tour in Hoi An is the one everyone books and which one we'd cut without hesitation? What to do on day three in Tokyo when it rains and half the group is done with museums?

We use AI ourselves. It's useful for logistics and research. But we've also actually ridden, eaten, and slept in these places, and that's the part that fills in the gaps a plausible plan leaves open.

The first call is free, 30 minutes, no commitment. We talk through your trip, figure out whether we're a good fit, and answer whatever questions you have.

Founding clients: no planning fee for our first 10 clients, in exchange for honest feedback after your trip. Our guarantee: if the first itinerary draft doesn't fit your family, two rounds of revisions are included to get it right. If it still isn't right, you can walk away at no cost. We'll introduce a regular planning fee later.

As for the trip itself: we earn a commission from the hotels and suppliers we book, the same way any travel advisor does, so booking through us doesn't add a markup. We walk through the specifics on the call.

The short answer is that a big agency is probably selling you somewhere they've never been, based on brochures and supplier relationships. You get a confident itinerary from someone who hasn't had to figure out where to eat in Chiang Mai when the first place is closed or which train to take when the Shinkansen you booked is sold out on the day you need it.

Jason and I plan every trip ourselves. We've made these trips. If you ask us something specific about a hotel in Bangkok or a neighborhood in Saigon, you get an actual answer, not a holding response.

We'll also tell you straight if we're not the right fit. If you want a packaged bus tour or a cookie-cutter resort week, there are better options for that. What we do is custom trips for groups and families: Thailand, Vietnam, and Japan, planned and run around your people, with enough flexibility that the trip actually works for everyone traveling rather than just for a schedule.

That feeling is real, and it's mostly a pacing and logistics problem.

The things that make a group or family trip hard to plan: figuring out how many days is too many in one place before the group hits a wall, which hotels and rooms actually work comfortably for everyone from kids to grandparents, what to do when someone gets sick or a flight gets delayed, getting everyone moved together without splintering across cars or taxis, and building in enough downtime that the people who want a slow morning get one.

That's the part we take off your plate. You get a real day-by-day plan, comfortable places we'd stay in ourselves, the tables and transfers booked, and backup options built in for when things don't go exactly right. You just show up.

Yes, that's exactly the kind of trip we plan: one Japan trip for three generations, usually 7 to 14 days on a Tokyo, Hakone, Kyoto and Osaka route, timed for cherry blossom or fall colors.

Every plan includes a mobility note for each traveler: a comfortable daily walking target, Green Car (first-class) seats on the bullet train, private-car days, and accessible entrances. We also plan who sleeps where each night, with connecting rooms confirmed in writing. Bags are forwarded between hotels, so nobody hauls suitcases onto trains. Anyone with a food allergy or special diet gets a card written in Japanese.

Tell us everyone's ages and how far each person walks comfortably. We plan the days around that.

Hotels first. In cherry blossom season they book up 6 to 12 months ahead, so for spring 2027 we aim to have hotels held by December 2026, family and connecting rooms first. We book refundable rates because bloom dates move from year to year. In a normal year Tokyo reaches full bloom around March 31 and Kyoto around April 4.

Some things can't be booked early: bullet train seats open one month before travel, Tokyo Disney park tickets two months before, Disney hotels four months before, and Ghibli Museum tickets on the 10th of the month before. Your plan lists each date and who books it, us or you.

It depends on the region, because heat and rain shift a lot across both countries. For Bangkok and Chiang Mai, November to February is the coolest, driest stretch. For Hanoi and northern Vietnam, go October to November or March to April. Hoi An and Da Nang are best February to May; October and November are their wettest, stormiest months. Saigon and the Mekong Delta are best December to March.

Tell us your dates and who's going, and we'll match the route to the season.

Yes. Bring whatever ideas you have, even loose ones, and we'll help you choose. We specialize in Japan, Vietnam and Thailand, and we also plan Royal Caribbean cruises, US trips (Disneyland, Orlando, New York City, New England) and Europe (Italy, Spain, Portugal).

Book a free 30-minute call, or send us who's going and roughly when through the form, and we'll reply by email within 24 hours.