Rebecca Poulson
She/Her
Based in Chicago
Rebecca Poulson
Ask me about
My Story
Inspired by a childhood spent exploring the Great Lakes alongside my environmental journalist dad, I help busy travelers experience the world through immersive adventures that blend luxury with authenticity.
Travel Style
I love to book experiences that combine premium hospitality with the intimate and unexpected. Think a glamorous train through the Andes followed by a homestay on the floating islands of Lake Titicaca or relaxing at a spa in Palm Springs after camping in Joshua Tree. In a past professional life I worked at some of the best cocktail bars in NYC, so you can always count on me for a restaurant recommendation. I love a good road trip but I’m also an expert at getting off the beaten path without a rental—consider me your go-to for car-free travel.
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Reviews (6)
Robert D.
travel to Madeira
1 day ago
We had a superb experience planning a group celebration with Rebecca, and she handled dozens of small details from coordinating guest timing, guest allergies, meals, transport, and more, and ensured that we were well supported both in-advance and during the trip for any hiccups that appeared along the way. Highly recommended; thanks again for everything!
Havi H.
travel to Amsterdam
8 months ago
Rebecca was flexible and responsive throughout, even over the Thanksgiving holiday.
She went the extra mile to deliver unique and delightful experiences and recommendations that matched our travel tastes and independent style. Despite some inclement weather, and many Monday arrivals (when many things like restaurants and other venues are closed during the slow season), her guidance added dimensions to our trip that I never would have thought of. We loved every aspect of our Astorga stop and our final nights in Bilbao were amazing!!!
Jordan O.
travel to New York
10 months ago
I had a wedding to go to in the area and since I was flying in from out of town wanted to spend a few extra days in Montauk. Rebecca helped me pick out a spot and figure out and plan all my transit from the airport to the hotel. Overall the experience was very smooth and Rebecca took a lot of admin work off my plate that I'm happy to have not had to do myself.
Pavel K.
travel to New Orleans
11 months ago
Loved working with Rebecca, was so helpful to get not only recommendations for hotels, but also such a detailed walk through with additional recommendations for what to do in the area.
Miguel F.
travel to New Orleans
11 months ago
Rebecca was super helpful in making my New Orleans trip a blast. I especially liked the curation of a shortlist of lodging options and the extra perks I got when booking, like hotel credit
Robert D.
travel to Madeira
1 day ago
We had a superb experience planning a group celebration with Rebecca, and she handled dozens of small details from coordinating guest timing, guest allergies, meals, transport, and more, and ensured that we were well supported both in-advance and during the trip for any hiccups that appeared along the way. Highly recommended; thanks again for everything!
Havi H.
travel to Amsterdam
8 months ago
Rebecca was flexible and responsive throughout, even over the Thanksgiving holiday.
She went the extra mile to deliver unique and delightful experiences and recommendations that matched our travel tastes and independent style. Despite some inclement weather, and many Monday arrivals (when many things like restaurants and other venues are closed during the slow season), her guidance added dimensions to our trip that I never would have thought of. We loved every aspect of our Astorga stop and our final nights in Bilbao were amazing!!!
Jordan O.
travel to New York
10 months ago
I had a wedding to go to in the area and since I was flying in from out of town wanted to spend a few extra days in Montauk. Rebecca helped me pick out a spot and figure out and plan all my transit from the airport to the hotel. Overall the experience was very smooth and Rebecca took a lot of admin work off my plate that I'm happy to have not had to do myself.
Pavel K.
travel to New Orleans
11 months ago
Loved working with Rebecca, was so helpful to get not only recommendations for hotels, but also such a detailed walk through with additional recommendations for what to do in the area.
Travel ideas (4)
A Very Merry NYC Champagne Crawl: A Grown-Up Guide to Viewing 5th Avenue’s Holiday Windows
The Fifth Avenue holiday windows are an iconic New York experience, but most people rush through in tourist mode. This champagne crawl transforms window-viewing into a sophisticated social occasion—you’ll see the same displays, but at a civilized pace with excellent champagne in historic hotel bars between stops. I designed this route for friends who wanted a holiday gathering without anyone hosting. The bottle-per-stop approach (each bottle is about 6 glasses) works perfectly for groups of 4-8, makes ordering swift and check-splitting easy. Just have one or two people 'host' each stop for a festive afternoon without planning stress.
A Very Merry NYC Champagne Crawl: A Grown-Up Guide to Viewing 5th Avenue’s Holiday Windows
The Fifth Avenue holiday windows are an iconic New York experience, but most people rush through in tourist mode. This champagne crawl transforms window-viewing into a sophisticated social occasion—you’ll see the same displays, but at a civilized pace with excellent champagne in historic hotel bars between stops. I designed this route for friends who wanted a holiday gathering without anyone hosting. The bottle-per-stop approach (each bottle is about 6 glasses) works perfectly for groups of 4-8, makes ordering swift and check-splitting easy. Just have one or two people 'host' each stop for a festive afternoon without planning stress.
Your Perfect Weekend in the Alps: A 3-Day Itinerary
What I love about this weekend is the variety: you’ll eat incredible food in two countries, cross an international border by cable car, have an entire Alpine peak to yourself at sunset, and visit a glacier—all at a completely relaxed pace.
It’s also a perfect add-on to virtually any European trip. When I did it, I was coming from a family reunion in Ireland, flew into Geneva, and then continued by train to Annecy and Paris. The Milan airport is also fairly close, making Courmayeur ideal for unwinding after the bustle of Lake Como or Venice.
This region is famous as a ski destination, but summer is equally spectacular. Picture crisp mountain air, wildflower meadows, and working up an appetite for world-class alpine cuisine—without having to haul any gear.
Your Perfect Weekend in the Alps: A 3-Day Itinerary
What I love about this weekend is the variety: you’ll eat incredible food in two countries, cross an international border by cable car, have an entire Alpine peak to yourself at sunset, and visit a glacier—all at a completely relaxed pace.
It’s also a perfect add-on to virtually any European trip. When I did it, I was coming from a family reunion in Ireland, flew into Geneva, and then continued by train to Annecy and Paris. The Milan airport is also fairly close, making Courmayeur ideal for unwinding after the bustle of Lake Como or Venice.
This region is famous as a ski destination, but summer is equally spectacular. Picture crisp mountain air, wildflower meadows, and working up an appetite for world-class alpine cuisine—without having to haul any gear.
10-Day Immersive Peru Trip: World-Class Dining, Ancient Ruins & Rainforest Adventures
This itinerary is based on our honeymoon in Peru, where we discovered a country that rivals our experiences in Italy and Japan for depth of adventure—without the jet lag. From a cuy taco at Astrid y Gastón that was so good it made my husband cry, to spending two days like students on the ultimate field trip in the Amazon rainforest, this journey proves you don’t have to choose between world-class luxury and authentic adventure. Every recommendation has been personally tested, creating an experience that moves seamlessly from Lima’s sophisticated culinary scene to the raw beauty of the rainforest, culminating in the mystical wonder of Machu Picchu.
10-Day Immersive Peru Trip: World-Class Dining, Ancient Ruins & Rainforest Adventures
This itinerary is based on our honeymoon in Peru, where we discovered a country that rivals our experiences in Italy and Japan for depth of adventure—without the jet lag. From a cuy taco at Astrid y Gastón that was so good it made my husband cry, to spending two days like students on the ultimate field trip in the Amazon rainforest, this journey proves you don’t have to choose between world-class luxury and authentic adventure. Every recommendation has been personally tested, creating an experience that moves seamlessly from Lima’s sophisticated culinary scene to the raw beauty of the rainforest, culminating in the mystical wonder of Machu Picchu.
Four Ancient Ruins for Day Trips from Riviera Maya
Visiting the Mayan ruins on the Yucatan Peninsula adds a dimension of adventure and cultural discovery to your Riviera Maya beach vacation. These historic sites are all a two- to three-hour drive from Cancun. Each archeological site offers a complete experience on its own, while also representing a different chapter in the history of the Yucatan. Whether you choose just one site for a perfect day trip or visit multiple ruins to trace the evolution of Mayan civilization across 1,500 years, each site delivers its own unique adventure.
Four Ancient Ruins for Day Trips from Riviera Maya
Visiting the Mayan ruins on the Yucatan Peninsula adds a dimension of adventure and cultural discovery to your Riviera Maya beach vacation. These historic sites are all a two- to three-hour drive from Cancun. Each archeological site offers a complete experience on its own, while also representing a different chapter in the history of the Yucatan. Whether you choose just one site for a perfect day trip or visit multiple ruins to trace the evolution of Mayan civilization across 1,500 years, each site delivers its own unique adventure.
A Very Merry NYC Champagne Crawl: A Grown-Up Guide to Viewing 5th Avenue’s Holiday Windows
The Fifth Avenue holiday windows are an iconic New York experience, but most people rush through in tourist mode. This champagne crawl transforms window-viewing into a sophisticated social occasion—you’ll see the same displays, but at a civilized pace with excellent champagne in historic hotel bars between stops. I designed this route for friends who wanted a holiday gathering without anyone hosting. The bottle-per-stop approach (each bottle is about 6 glasses) works perfectly for groups of 4-8, makes ordering swift and check-splitting easy. Just have one or two people 'host' each stop for a festive afternoon without planning stress.
A Very Merry NYC Champagne Crawl: A Grown-Up Guide to Viewing 5th Avenue’s Holiday Windows
The Fifth Avenue holiday windows are an iconic New York experience, but most people rush through in tourist mode. This champagne crawl transforms window-viewing into a sophisticated social occasion—you’ll see the same displays, but at a civilized pace with excellent champagne in historic hotel bars between stops. I designed this route for friends who wanted a holiday gathering without anyone hosting. The bottle-per-stop approach (each bottle is about 6 glasses) works perfectly for groups of 4-8, makes ordering swift and check-splitting easy. Just have one or two people 'host' each stop for a festive afternoon without planning stress.
Your Perfect Weekend in the Alps: A 3-Day Itinerary
What I love about this weekend is the variety: you’ll eat incredible food in two countries, cross an international border by cable car, have an entire Alpine peak to yourself at sunset, and visit a glacier—all at a completely relaxed pace.
It’s also a perfect add-on to virtually any European trip. When I did it, I was coming from a family reunion in Ireland, flew into Geneva, and then continued by train to Annecy and Paris. The Milan airport is also fairly close, making Courmayeur ideal for unwinding after the bustle of Lake Como or Venice.
This region is famous as a ski destination, but summer is equally spectacular. Picture crisp mountain air, wildflower meadows, and working up an appetite for world-class alpine cuisine—without having to haul any gear.
Your Perfect Weekend in the Alps: A 3-Day Itinerary
What I love about this weekend is the variety: you’ll eat incredible food in two countries, cross an international border by cable car, have an entire Alpine peak to yourself at sunset, and visit a glacier—all at a completely relaxed pace.
It’s also a perfect add-on to virtually any European trip. When I did it, I was coming from a family reunion in Ireland, flew into Geneva, and then continued by train to Annecy and Paris. The Milan airport is also fairly close, making Courmayeur ideal for unwinding after the bustle of Lake Como or Venice.
This region is famous as a ski destination, but summer is equally spectacular. Picture crisp mountain air, wildflower meadows, and working up an appetite for world-class alpine cuisine—without having to haul any gear.
10-Day Immersive Peru Trip: World-Class Dining, Ancient Ruins & Rainforest Adventures
This itinerary is based on our honeymoon in Peru, where we discovered a country that rivals our experiences in Italy and Japan for depth of adventure—without the jet lag. From a cuy taco at Astrid y Gastón that was so good it made my husband cry, to spending two days like students on the ultimate field trip in the Amazon rainforest, this journey proves you don’t have to choose between world-class luxury and authentic adventure. Every recommendation has been personally tested, creating an experience that moves seamlessly from Lima’s sophisticated culinary scene to the raw beauty of the rainforest, culminating in the mystical wonder of Machu Picchu.
10-Day Immersive Peru Trip: World-Class Dining, Ancient Ruins & Rainforest Adventures
This itinerary is based on our honeymoon in Peru, where we discovered a country that rivals our experiences in Italy and Japan for depth of adventure—without the jet lag. From a cuy taco at Astrid y Gastón that was so good it made my husband cry, to spending two days like students on the ultimate field trip in the Amazon rainforest, this journey proves you don’t have to choose between world-class luxury and authentic adventure. Every recommendation has been personally tested, creating an experience that moves seamlessly from Lima’s sophisticated culinary scene to the raw beauty of the rainforest, culminating in the mystical wonder of Machu Picchu.
Travel photos
