
Anna Ingoglia
She/HerBased in Portland, OR
Speaks English
Anna Ingoglia
Ask me about
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.*
My 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.
My reviews (8)
Katie O.
6 months ago
So appreciate Anna's guidance despite how last-minute this trip was! Per usual, the tours, accommodation, and overall recommendations did not disappoint :)
Angela G.
8 months ago
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!
Jeremy S.
9 months ago
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!
Danielle A.
a year ago
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.
Angela G.
a year ago
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.
Katie O.
6 months ago
So appreciate Anna's guidance despite how last-minute this trip was! Per usual, the tours, accommodation, and overall recommendations did not disappoint :)
Angela G.
8 months ago
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!
Jeremy S.
9 months ago
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!
Danielle A.
a year ago
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.
My travel ideas (9)

Private Villas & Hidden Gems: Costa Rica’s Most Exclusive Getaways
Visiting Costa Rica is like naturally maximizing saturation on life, and the world bursts into color. Deep emerald jungles hum with life. Vibrant ruby-red bamboo reaches toward the sky and crisp chartreuse leaves glisten under golden sunlight. On my last trip, I explored with local experts who unveiled an exclusive side of Costa Rica: secluded beachfront villas, rainforest lodges and boutique stays infused with warm Tico hospitality. Every destination felt deeply personal, designed not just for luxury but for connection: to nature, culture and the joy of Pura Vida living.

Private Villas & Hidden Gems: Costa Rica’s Most Exclusive Getaways
Visiting Costa Rica is like naturally maximizing saturation on life, and the world bursts into color. Deep emerald jungles hum with life. Vibrant ruby-red bamboo reaches toward the sky and crisp chartreuse leaves glisten under golden sunlight. On my last trip, I explored with local experts who unveiled an exclusive side of Costa Rica: secluded beachfront villas, rainforest lodges and boutique stays infused with warm Tico hospitality. Every destination felt deeply personal, designed not just for luxury but for connection: to nature, culture and the joy of Pura Vida living.

The Ultimate Guide to the Best Beaches on the Big Island
The Island of Hawai'i, affectionately called the Big Island, is the newest island in the archipelago that can sometimes feel like an alien planet. As an active volcanic island, it's more difficult to find idyllic sandy beaches compared to other islands like Maui. But this doesn't mean they don't exist — or that they're not potentially even better (i.e., way less crowds!) Luckily for you, I've traveled here over a half dozen times and I'm sharing the scoop on the best beaches on the Big Island to help you plan your trip and reduce time deciding in the car. Here is the ultimate guide to the best beaches on the Big Island.

The Ultimate Guide to the Best Beaches on the Big Island
The Island of Hawai'i, affectionately called the Big Island, is the newest island in the archipelago that can sometimes feel like an alien planet. As an active volcanic island, it's more difficult to find idyllic sandy beaches compared to other islands like Maui. But this doesn't mean they don't exist — or that they're not potentially even better (i.e., way less crowds!) Luckily for you, I've traveled here over a half dozen times and I'm sharing the scoop on the best beaches on the Big Island to help you plan your trip and reduce time deciding in the car. Here is the ultimate guide to the best beaches on the Big Island.

Two Week Itinerary for Your First Time in Costa Rica
Costa Rica is a captivating destination full of rich biodiversity, awesome adventure and delicious and healthy cuisine. From lush rainforests to warm sandy beaches, family adventures to romantic escapes or thrilling adventures to serene relaxation, Costa Rica has something for every traveler. This is a wonderful destination to tick off your list.

Two Week Itinerary for Your First Time in Costa Rica
Costa Rica is a captivating destination full of rich biodiversity, awesome adventure and delicious and healthy cuisine. From lush rainforests to warm sandy beaches, family adventures to romantic escapes or thrilling adventures to serene relaxation, Costa Rica has something for every traveler. This is a wonderful destination to tick off your list.

Where to Stay Your First Time in New Orleans
New Orleans has an infectious energy that’s hard to explain. Once one of the most influential cities in North America, it has a rich history and melting pot of cultures that has resulted in an irresistible allure. It’s a wonderful and unique destination in the United States that everyone should visit at least once in their lifetime, whether you’re into the people, food, history or music. Let me help you choose your ideal New Orleans home away from home and let le bon temps roulez!

Where to Stay Your First Time in New Orleans
New Orleans has an infectious energy that’s hard to explain. Once one of the most influential cities in North America, it has a rich history and melting pot of cultures that has resulted in an irresistible allure. It’s a wonderful and unique destination in the United States that everyone should visit at least once in their lifetime, whether you’re into the people, food, history or music. Let me help you choose your ideal New Orleans home away from home and let le bon temps roulez!

Things to do in New Orleans: Outdoor Activities
New Orleans is a cultural and food capital in American that everyone should visit at least once in their lifetime. Love it or hate it, no one can deny the buzzy energy in the air the moment you land. New Orleans is full of things to do, and when the weather is good it's thrilling to get outside and explore this Southern jewel.

Things to do in New Orleans: Outdoor Activities
New Orleans is a cultural and food capital in American that everyone should visit at least once in their lifetime. Love it or hate it, no one can deny the buzzy energy in the air the moment you land. New Orleans is full of things to do, and when the weather is good it's thrilling to get outside and explore this Southern jewel.

A Hiking and Food Lover's Guide to Portland, OR
Portland is a gorgeous, green city in the United States' Pacific Northwest that is home to a mind-boggling number of delicious restaurants, cafes, and food pods brimming with food trucks. The hard part about visiting Portland isn't finding a good place to eat; it's filtering the choices down to where you want to go during the time you're here. As a local who works in the food industry, here is my food lover's guide to visiting Portland.

A Hiking and Food Lover's Guide to Portland, OR
Portland is a gorgeous, green city in the United States' Pacific Northwest that is home to a mind-boggling number of delicious restaurants, cafes, and food pods brimming with food trucks. The hard part about visiting Portland isn't finding a good place to eat; it's filtering the choices down to where you want to go during the time you're here. As a local who works in the food industry, here is my food lover's guide to visiting Portland.

A Food and Culture Guide to Maui, HI
There is something magical about Maui that you can feel when you step off the plane. The air smells different. Maui is a place where you look up at night and see an asteroid shower, or you witness two sea turtles collide in slow motion while snorkeling. At least, that's whats happened to me. After visiting several times and marrying someone from Maui, my knowledge of The Valley Isle is a heartfelt mix between local and tourist. Below is my food and culture lover’s guide to Maui. As always, respect the mana and you will be rewarded!

A Food and Culture Guide to Maui, HI
There is something magical about Maui that you can feel when you step off the plane. The air smells different. Maui is a place where you look up at night and see an asteroid shower, or you witness two sea turtles collide in slow motion while snorkeling. At least, that's whats happened to me. After visiting several times and marrying someone from Maui, my knowledge of The Valley Isle is a heartfelt mix between local and tourist. Below is my food and culture lover’s guide to Maui. As always, respect the mana and you will be rewarded!

8 Day Itinerary for Costa Rica
Costa Rica is a wonderful destination full of rich biodiversity, vibrant adventure and delicious cuisine. From lush rainforests and warm sandy beaches, family friendly getaways and romantic retreats, Costa Rica has something for every traveler. Tick this country off your list and enjoy the myriad of attractions in Costa Rica. Pura Vida!

8 Day Itinerary for Costa Rica
Costa Rica is a wonderful destination full of rich biodiversity, vibrant adventure and delicious cuisine. From lush rainforests and warm sandy beaches, family friendly getaways and romantic retreats, Costa Rica has something for every traveler. Tick this country off your list and enjoy the myriad of attractions in Costa Rica. Pura Vida!

Best Guide for 4 Days in Santa Barbara, CA
Santa Barbara is a tucked Southern Californian coastal town with the freshest seafood, banging Mexican cuisine and top-notch wine from the local Santa Ynez Valley. Just a couple hours drive north of LA or a breezy flight from anywhere along the West Coast, Santa Barbara is an easy-going, funky vacation destination. It exudes cool, So-Cal vibes and is the perfect place to do a little shopping, sip delicious wines, and hit the beach. It’s a bit under-the-radar, mostly visited by Californians and those in the know, but it’s chock full of some seriously luxurious stays both beachside and nestled in the mountains with gorgeous views. I fell in love with Santa Barbara when we made it our chill-out destination of the year and it’s the perfect place for a long weekend getaway.

Best Guide for 4 Days in Santa Barbara, CA
Santa Barbara is a tucked Southern Californian coastal town with the freshest seafood, banging Mexican cuisine and top-notch wine from the local Santa Ynez Valley. Just a couple hours drive north of LA or a breezy flight from anywhere along the West Coast, Santa Barbara is an easy-going, funky vacation destination. It exudes cool, So-Cal vibes and is the perfect place to do a little shopping, sip delicious wines, and hit the beach. It’s a bit under-the-radar, mostly visited by Californians and those in the know, but it’s chock full of some seriously luxurious stays both beachside and nestled in the mountains with gorgeous views. I fell in love with Santa Barbara when we made it our chill-out destination of the year and it’s the perfect place for a long weekend getaway.

Private Villas & Hidden Gems: Costa Rica’s Most Exclusive Getaways
Visiting Costa Rica is like naturally maximizing saturation on life, and the world bursts into color. Deep emerald jungles hum with life. Vibrant ruby-red bamboo reaches toward the sky and crisp chartreuse leaves glisten under golden sunlight. On my last trip, I explored with local experts who unveiled an exclusive side of Costa Rica: secluded beachfront villas, rainforest lodges and boutique stays infused with warm Tico hospitality. Every destination felt deeply personal, designed not just for luxury but for connection: to nature, culture and the joy of Pura Vida living.

Private Villas & Hidden Gems: Costa Rica’s Most Exclusive Getaways
Visiting Costa Rica is like naturally maximizing saturation on life, and the world bursts into color. Deep emerald jungles hum with life. Vibrant ruby-red bamboo reaches toward the sky and crisp chartreuse leaves glisten under golden sunlight. On my last trip, I explored with local experts who unveiled an exclusive side of Costa Rica: secluded beachfront villas, rainforest lodges and boutique stays infused with warm Tico hospitality. Every destination felt deeply personal, designed not just for luxury but for connection: to nature, culture and the joy of Pura Vida living.

The Ultimate Guide to the Best Beaches on the Big Island
The Island of Hawai'i, affectionately called the Big Island, is the newest island in the archipelago that can sometimes feel like an alien planet. As an active volcanic island, it's more difficult to find idyllic sandy beaches compared to other islands like Maui. But this doesn't mean they don't exist — or that they're not potentially even better (i.e., way less crowds!) Luckily for you, I've traveled here over a half dozen times and I'm sharing the scoop on the best beaches on the Big Island to help you plan your trip and reduce time deciding in the car. Here is the ultimate guide to the best beaches on the Big Island.

The Ultimate Guide to the Best Beaches on the Big Island
The Island of Hawai'i, affectionately called the Big Island, is the newest island in the archipelago that can sometimes feel like an alien planet. As an active volcanic island, it's more difficult to find idyllic sandy beaches compared to other islands like Maui. But this doesn't mean they don't exist — or that they're not potentially even better (i.e., way less crowds!) Luckily for you, I've traveled here over a half dozen times and I'm sharing the scoop on the best beaches on the Big Island to help you plan your trip and reduce time deciding in the car. Here is the ultimate guide to the best beaches on the Big Island.

Two Week Itinerary for Your First Time in Costa Rica
Costa Rica is a captivating destination full of rich biodiversity, awesome adventure and delicious and healthy cuisine. From lush rainforests to warm sandy beaches, family adventures to romantic escapes or thrilling adventures to serene relaxation, Costa Rica has something for every traveler. This is a wonderful destination to tick off your list.

Two Week Itinerary for Your First Time in Costa Rica
Costa Rica is a captivating destination full of rich biodiversity, awesome adventure and delicious and healthy cuisine. From lush rainforests to warm sandy beaches, family adventures to romantic escapes or thrilling adventures to serene relaxation, Costa Rica has something for every traveler. This is a wonderful destination to tick off your list.
My travel photos





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