Travel Advisor

Anna Ingoglia
She/Her
Expertise
- Solo Travel,
- Food & Wine,
- Hawai'i,
- Japan,
- Costa Rica
Based in
Portland, OR
Languages spoken
English
Profile details
About
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.
Anna's travel guides & trip reports

Private Villas & Hidden Gems: Costa Rica’s Most Exclusive Getaways

The Ultimate Guide to the Best Beaches on the Big Island

Two Week Itinerary for Your First Time in Costa Rica

Where to Stay Your First Time in New Orleans

Things to do in New Orleans: Outdoor Activities

A Hiking and Food Lover's Guide to Portland, OR

A Food and Culture Guide to Maui, HI

8 Day Itinerary for Costa Rica

Best Guide for 4 Days in Santa Barbara, CA
Favorite hotels
Anna's travel photos





Anna's reviews
Anna was friendly, knowledgeable, and easy to work with. She helped us set up a great excursion that was one of the highlights! We were given credit each day for breakfast, and had a lovely upgrade on our room. We look forward to working with Anna on our next vacation!
- Angela G.
Booked travel to Mexico
- April 2025
Anna was great to work with! She really listened to us as we were explaining what we hoped to get out of our trip. It was our first trip to Mexico and her tips and advice were so valuable. She worked on our behalf to ensure we received the best price on our hotel. When we checked in, we found out that Anna had been able to secure us an upgrade into an ocean view casita with private pool! She also sent some great restaurant recommendations, several of which we tried and couldn’t have been happier with the food and service. All in all, Anna was responsive, professional and friendly even when we had a small hiccup with hotel pricing. She did a great job with our itinerary and you can just tell when you talk to her how much she loves helping people find their travel ‘happy places’. We will work with her again, no question!
- Jeremy S.
Booked travel to Tulum
- March 2025
Anna Ingoglia did a great job with this recommendation and booking. This hotel was exactly what we were looking for at this point in our trip. She also made sure to tell staff it was our honeymoon so they greeted us so kindly with an upgraded room view and champagne and sweets just after arrival! Anna's suggestions at and near the hotel were also spot on.
- Danielle A.
Booked travel to Honolulu
- January 2025
Anna’s recommendations and planning was exceptional! Each step of the trip went smoothly. She was responsive and helpful, and planned the perfect trip to meet our needs. Anna’s extra attention to detail and thoughtful touches were above and beyond. We look forward to booking many more trips in the future with her assistance.
- Angela G.
Booked travel to Florence
- October 2024

Get in touch with Anna
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