how it works —
From browse to boarding.
Pick a destination.
Browse trips we've actually taken. Each itinerary is a real route we planned, tested, and refined.
Get the guide.
Instant download. Day-by-day itineraries, maps with our pinned spots, recommended activities/excursions, restaurant picks, the notes we wish we initially had, and more.
Just go.
No spreadsheets, no rabbit holes. Show up and follow the plan, or remix it your way.
how we build them —
What goes into every guide.
Every Vacationary guide takes us 30 to 50 hours to build, plus the trip itself. We start with research and spreadsheets, Reddit threads, Google deep dives, local tips, years of our own travel experience. Then we actually take the trip. We learn what worked and what didn't. More importantly, we learn what we'd do differently. Only then do we turn the whole thing into a designed guide. You're not getting our plan. You're getting our better version of it.
30–50
Hours of planning per guide
That's just the prep. The trip itself, and the refining after, come on top. No AI involved.
4.5★+
Restaurants & bars
Every spot we recommend clears a 4.5-star bar before it makes the cut.
Balanced
Not luxury, not backpacker
Nice meals, smart spending, and accommodations that fit the trip. The sweet spot for most travelers.
Routes are designed to make sense logistically, so you spend your time on the trip and not in transit. The goal is simple: use less PTO, see more of the country, and skip the countless hours of research.
destinations we love —
Featured trips.
coming soon —
Something new
Coming soon
coming soon —
Something new
Coming soon
coming soon —
Something new
Coming soon
Our first destination drops soon.
the people behind it —
Just two travelers.
We're Mark and Anna. We travel a lot, plan obsessively, and build color-coded spreadsheets for every trip. Then we actually take those trips and learn what we wish we'd known. Vacationary is what happens when we take all of that and turn it into a designed guide you can actually use. Every itinerary is a route we've actually walked, eaten, and adventured our way through.
kind words —
From friends we've traveled with
"I've followed Mark and Anna across five countries at this point. I'd let them plan a trip to my own kitchen."
— Chris G.
"Every place they pick somehow has the best food, the best view, and zero crowds. I've stopped questioning it."
— Chris A.
"Showing up with no plan and trusting their itinerary is the most stress-free way to travel I've ever experienced."
— Anthony S.
"Sardinia was unreal. Every beach, every dinner, every detour, exactly where we needed to be."
— Victoria P.
"I would've never found half of these spots on my own. The itinerary made the whole week feel effortless."
— Teddy P.
"Their plans have a rhythm to them. Busy days followed by slow mornings. You actually come home rested."
— Jay G.
"Rio with Mark and Anna ruined every other beach trip for me. In the best way possible."
— Gio R.
"Barcelona felt like a city we'd lived in for a year by day three. That's the magic of how they plan."
— Stef C.
"The restaurant picks alone are worth it. Not a single bad meal the whole trip."
— Mike M.
"Porto was a complete surprise. Their notes turned a quick weekend into one of my favorite trips ever."
— Lala C.
"We followed their day-by-day exactly and didn't have to think about a thing. That's the dream."
— Kristy S.
"Amsterdam was a city I thought I knew. Their itinerary completely rewrote it for me."
— Dean M.
"Less time on Google Maps, more time enjoying the city. That's the whole pitch, and they deliver."
— Sean D.
"The Highlands route they put together was the trip of a lifetime. Every stop earned its place."
— Chris H.
"Felt like having a local guide in our pocket the entire trip. We didn't waste a single hour."
— Robbie B.
"Mark and Anna have a sixth sense for what's actually worth your time when you travel. I trust them implicitly."
— Katerin M.
"If they tell you to eat somewhere, eat there. If they tell you to skip something, skip it. Don't ask questions."
— Allison I.
"Their itineraries are basically a friend handing you their travel notebook. That's exactly what I want."
— Chloe T.
"I've never been able to plan a trip myself without spiraling. Theirs feel like a deep breath."
— Christine K.
"Everything is thought through: the timing, the pace, the places. You just show up and enjoy it."
— Jenna B.
"Two completely different trips, same result: total trust in the plan. They just nail it every time."
— Pat C.
good to know —