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Ashley Olano

New York, New York Travel Agent
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Ashley Olano

Ashley Olano

New York, New York Travel Agent
Travel Leaders
10 Reviews | 100% Recommended
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Luxury Travel Advisor

Hi, I'm Ashley! I was born and raised in New Orleans, Louisiana, where I developed a deep appreciation for the rich history and culture of my city. As I grew up, I became increasingly curious about other unique destinations around the world and made it a personal mission to explore as many as possible.

After completing my Master's in Business Administration, I made the move to New York City and began my career in the luxury fashion industry, where I worked for a decade. Despite my busy corporate 9-5 desk job, I always made time to travel both domestically and internationally. I thoroughly researched and planned every detail of my trips, and my passion for travel soon made me a go-to resource for friends, family, and colleagues seeking recommendations.

In 2021, I decided to turn my passion for travel into a full-time career and founded The Atlas Upgrade. This venture has allowed me to combine my love of exploring new destinations with my detail-oriented nature, and I find the process of designing unique and memorable travel experiences for my clients to be incredibly rewarding. I feel fortunate to be able to turn my passion into my profession and am excited to continue helping others make unforgettable travel memories.

Client Testimonials

The beautiful seaside town of Positano
The beautiful seaside town of Positano

"I wanted to send a HUGE thank you for helping us with our trip to Anguilla. It was absolutely amazing, and the note with bottle of wine was such a special treat. Also the upgrade was amazing! I really can’t thank you enough. The staff at the resort spoke very highly of you. Our experience was so good and I believe you had a lot to do with it. I can’t wait to work with you again in the future—we were in heaven." - Allie M.

"Working with Ashley at The Atlas Upgrade was a great experience. The Atlas Upgrade elevated our travel experience, and we would definitely work with The Atlas Upgrade again and recommend this agency to our friends and family." - Nicole S.

My Reviews

Rating: 5 10 Reviews | 100% Recommended

Most Relaxing Vacation Ever

Reviewed By Christian - Charlotte, NC | Traveled to St. Lucia ~ Caribbean
Ashley was great. Very knowledgeable and responsive. She helped us plan the perfect trip. Her advice made me feel a lot more comfortable investing in this vacation. On top of that we got an incredible complimentary upgrade to a huge suite. It was literally a house with it's own pool. I couldn't be happier with my experience. Most importantly my wife feels the same way.
I would recommend this agent to my family and friends
1 of 1 people found this review helpful
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An eye opening and amazing trip!

Reviewed By Michael S. - New York, NY | Traveled to Egypt ~ Africa
Ashley planned an amazing trip to Egypt that I simply could not have planned on my own. From the smallest details to the big picture she was able to curate an amazing and seamless trip with all the highlights and wonders Egypt has to offer! She also went out of her way to ensure that we were able to accomplish everything on our itinerary after we had flight delays, and worked hard on our behalf to coordinate with local travel guides to make sure the logistics and timelines were adjusted on the fly! Simply put, I could not have done it without her!
I would recommend this agent to my family and friends
2 of 3 people found this review helpful
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An Amazing Vacation!

Reviewed By Scott F. - Austin, TX | Traveled to Greece ~ Europe
I had the pleasure of working with Ashley at The Atlas Upgrade who planned a fantastic trip for me to Greece, specifically to Athens, Naxos, and Mykonos. From start to finish, my experience was absolutely wonderful. My advisor took the time to get to know me and my preferences, and crafted a personalized itinerary that included amazing activities and sights that I never would have found on my own (including an authentic in-home cooking experience). The hotels she selected for me were all top-notch, with beautiful views. And when I had any questions, the local advisor was always available to help me out and make sure everything was taken care of. Overall, I had an absolutely amazing time in Greece thanks to Ashley's expert planning and attention to detail. I would highly recommend her to anyone looking to plan an amazing vacation!
I would recommend this agent to my family and friends
2 of 3 people found this review helpful
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Trip of a lifetime

Reviewed By Christina - Brooklyn, New York | Traveled to Bali ~ Indonesia ~ East and Southeast Asia
Ashley was communicative and organized, which was a great relief for us as we trusted her to plan our honeymoon. It was the trip of a lifetime and we are so grateful we did it with Ashley!
I would recommend this agent to my family and friends
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ONCE IN A LIFETIME HONEYMOON!

Reviewed By Theresa - Hammond, LA | Traveled to Maldives ~ Central Asia
Ashley was amazing to work with. The thought of planning a honeymoon while also planning a wedding was nauseating. She made the experience so easy and seamless. She was professional and timely and took into account the guidelines, wants, and must haves that I provided . She was amazing! We first went to Dubai for three days, and then spent 6 days in the Maldives. She suggested Dubai as a layover country to break up our trip and it was just what we needed! Amazing experience!
I would recommend this agent to my family and friends
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Can a trip change your life?!

Reviewed By Caroline - Naples, FL | Traveled to Saint Lucia ~ St. Kitts and Nevis ~ Caribbean
Ashley is incredible! She was conscientious, comprehensive and an absolute joy to work with. The accommodations and upgrades Ashley secured for us blew us away. The views from our rooms were so wonderful, we got room service more than once because we wanted to savor every second of having private access to such phenomenal views. The fresh food and service were the best we had ever experienced. My only advice, would be to pack a pair of light, comfy walking shoes if going to Saint Lucia. The hiking trails there should not be missed.
I would recommend this agent to my family and friends
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Amazing Family Beach Getaway

Reviewed By Taylor - New York, NY | Traveled to Cancun ~ Quintana Roo ~ Mexico
Ashley planned an incredible trip for my family over winter break! Her professionalism and expertise throughout the process led us to a perfect family trip, where Ashley took care of all the details including emails ensuring we were prepared for the trip, local recommendations etc. Upon arrival she had a beautiful welcome spread complete with chocolate Legos for my sons and a beautiful note welcoming us. We are already working with Ashely to plan our ski trip in February!
I would recommend this agent to my family and friends
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Another great trip with Ashley's support

Reviewed By Jeff - Beaufort, SC | Traveled to Slovenia ~ Europe
We have worked with Ashley multiple times and each trip she has delivered! She had several excellent hotel recommendations and also private tours. We would look forward to working with Ashley in the future.
I would recommend this agent to my family and friends
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Sailing with friends through the Mediterranean

Reviewed By Jodie - Beaufort s.c. | Traveled to Mediterranean ~ At Sea ~ At Sea
Perfect! Very Knowledgeable and helpful. Professional from start to finish.
I would recommend this agent to my family and friends
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Lovely Mother-Daughter Wellness trip

Reviewed By JAG - New Orleans, LA | Traveled to Austin ~ Texas ~ USA
Ashley was a pleasure to work with in planning my mother daughter trip to Miraval Austin. She was able to research and answer all my questions about the property, and booking was very simple. We were recognized as VIP from the moment we arrived, The perks provided by working with Ashley were excellent
I would recommend this agent to my family and friends
1 of 2 people found this review helpful
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My Travel Experience

Places I’ve personally traveled to or destinations I’ve booked for my clients.