The person behind Dash & Ramble.

I love that feeling when a new place gets under your skin. Someone welcomes you into their world, or you see something that makes you rethink what you thought you knew. You come home and find yourself still thinking about it weeks later. Those experiences are a big part of why I travel, and why I plan trips for other people.

You can’t promise someone a life-changing moment or put one on a schedule. But you can get to know them well enough to plan a trip where those moments have room to happen. How you want to feel is what I come back to as I design each itinerary.

Why Dash & Ramble?

Some people want a trip. Others want a vacation. Most of us need a different balance depending on where we’re going and what’s happening in our lives.

Personally, I lean toward the dash. I’m very good at finding one more thing to squeeze into a day. Lately, I’ve been choosing places that encourage me to ramble a little more. The name is a reminder to think about the pace, because a great itinerary on paper still has to feel good when you’re living it.

A little about Allison

Before Dash & Ramble, I spent 17 years teaching high school English. Every school break was an opportunity to go somewhere. If your travel dates revolve around the school calendar, I know that reality well. Those were my travel dates, too.

With a pilot for a dad and a flight attendant for a mom, I grew up knowing that even a well-planned trip can change without warning. Weather happens. Flights get delayed. You figure out what comes next and try to keep your sense of humor. That outlook has served me well, both on my own travels and when helping clients with theirs.

I’ve been planning travel professionally since 2021. There’s something different about getting to know a place through someone who calls it home, and I love helping clients find that sense of connection.

Experience, with people to call

I travel as much as I can to get to know the places I recommend firsthand. But I haven’t been everywhere or slept in every hotel, and I’ll be straightforward about that. I also draw on trusted colleagues and local partners whose judgment I know I can rely on.

Let’s plan your trip

What my clients have to say

  • “We definitely wouldn’t have been able to do it without you! As you know, we did a lot in the time we had. Your time, advice, and patience made this trip what it was for all of us.  Our group of 8 ranged in ages from 25 to 78, and every single one of us absolutely raved about where we were able to go, how much we were able to do, how much free time we still had, and how flawlessly it occurred.  Every one of us gained a ton of once-in-a-lifetime memories.”

    — Frank, New Jersey

  • “Working with Allison to plan our family Iceland trip was one of the best decisions we made. From the very first conversation, she was responsive, thoughtful, and genuinely excited to help us put together something special, and it showed in every detail.

    The itinerary she built was perfectly paced, with the right balance of iconic stops and breathing room to actually take it all in. The accommodations she chose were spot-on, not just well-located, but exactly the kind of places that made the trip feel elevated. And her local tips sent us to spots and experiences that gave us memories to last a lifetime.

    Iceland totally exceeded our expectations, and so much of that comes down to how well Allison prepared us. She took the stress out of planning a complex trip and made sure we could just show up and enjoy it. ”

    — Jena, California

  • “From beginning planning stages to while we were on our trip, Allison was such a pleasure to work with and truly made our trip "once in a lifetime". The hotels we stayed at were stunning and perfect with rooftop bars and delicious restaurants with perfect locations. The thorough instructions and recommendations down to having an app to use while traveling to see what was planned each day with details from transportation to excursions etc. The thought and care that went into what we wanted from a trip/vacation was definitely seen and experienced. The biggest takeaway is definitely how much stress and planning it removes and lets you actually enjoy the trip and relax!”

    — Vincent, South Carolina

  • “Allison was incredibly patient during the planning process. There were six of us having to make decisions and that got a little complicated! The hotel accommodations were fabulous.The trips she arranged were excellent. She covered all of the details and made sure every aspect of the trip was taken care of. It made it possible for us (me) to completely relax! I can't wait for the next trip!”

    — Kate, Oregon