Advisor - Anna Ingoglia

Anna Ingoglia

She/Her
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  • Based in icon

    Based in Portland, OR

  • Languages spoken icon

    English

Ask me about

Solo Travel
Food & Wine
Hawai'i
Japan
Costa Rica

My Story

I'm a food scientist who loves falling down the travel research rabbit hole. I'll do everything in my power to avoid bad food and a bad bed on vacation. The best feeling is walking into a trendy, busy restaurant and being seated right away because *you have a reservation.*

Travel Style

I'm part travel advisor, part research scientist and part counselor. Tell me how you really feel about this vacation you're planning. I'm not afraid to look like the bad guy to ensure you get the trip you want, so think of me as your "Karen for good" type travel planner. I'm traveling most of the year, so you're not only getting advice based on my research, but advice based on my own-lived experiences. I travel solo 70% of the time, and I'm super passionate about helping other women feel confident and safe traveling solo, too. I love the intersection of high-low travel. I have a tendency to book a nice hotel then eat at a hole-in-the-wall restaurant. Good is good — period. I know that a higher price does not always equate better quality, but will splurge when it's worth it. I love to plan travel around food and experiences. I'm not a big partier, and will always do an epic hike or spa day over an epic bar. I have two dogs that I love to travel with whenever I can. Ask me your dog-friendly travel questions! Lastly, you'll never catch me without my 5-step skincare routine and collagen facemasks for long-haul flights.

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Reviews (12)

M

Michael J.

travel to Santa Cruz

9 days ago

10/10. Friendly, easy to work with, and a great communicator.

D

Diana C.

travel to Santa Barbara

11 days ago

Anna is truly an extraordinary travel agent! Just days before our 40th anniversary trip, our Big Sur resort canceled our reservation due to the California wildfires. Anna immediately found us a beautiful ocean-view suite at the Ritz-Carlton Bacara with Club Lounge access and arranged wonderful welcome amenities.

She turned a potential travel disaster into a wonderful anniversary experience. Her responsiveness, resourcefulness, and genuine care for her clients are exceptional. We are so grateful to Anna and highly recommend her!

D

Dustin R.

travel to Osaka

3 months ago

Anna was tasked with fitting all the diverse interests of our 7-person family into a two-week trip and absolutely delivered. She created an itinerary that balanced cultural experiences, memorable meals, and moments to explore. When our trip was derailed midway through by a typhoon, Anna was invaluable alerting us to the need to pivot, proving options, answering all our questions, and ultimately rebooking our final week so we could continue having fun and making memories without having to worry about a thing. What a gift to know that anything we needed would be handled with care and expertise. Her deep knowledge of Japan proved to be invaluable multiple times and we couldn’t have more confidence in her advice or recommendations. This trip was perfection from start to finish, and everyone’s favorite family trip to date. Thank you Anna for allowing us to focus on making memories together and creating a once in a lifetime trip.

J

Julie H.

travel to Honolulu

8 months ago

Anna is just the best we had a check in challenge and she jumped in immediately to support us. Can’t say enough about her work and guidance on our trips. Recommend highly.

K

Katie O.

travel to Florence

over 1 year ago

So appreciate Anna's guidance despite how last-minute this trip was! Per usual, the tours, accommodation, and overall recommendations did not disappoint :)

Travel ideas (9)

Travel photos

Beautiful view of Anna in front of a large cascading waterfall while looking up
Beautiful view of an orange sunset over the sea seen through many palm trees on the beach
Anna in winter clothing and arm raised in front of a beautiful old cathedral on a sunny day
View of a neon sign hung from an overpass reading “deep ellum, Texas” with a green arrow pointing to the left
View of two folding chairs in the shade on a wooden deck as seen from above through palm fronds

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