Photo: Icelandic Horses, Iceland
Recent Client Testimonials
★★★★★Molly planned the best, most fun, relaxing winter weekend getaway in Maine! She gave us a few gorgeous resorts to choose from, and it was so exciting looking through and hearing her professional takes on them. Hmm … heated outdoor pool? Or sunset views from the room? Or both!? Once we made our choice, she set about making dining reservations, spa appointments, and an itinerary of fun activities to do (or not!). The best thing about the weekend was that everything was all set, including the streamlining of payments and gratuities. The only thing we had to do was show up! The resort she/we chose had several dining options and all the food was top notch. Afterward, there was still time for chatting or reading by the huge lodge-style fireplace. On our second day, it poured snow all day and night, and it was so cozy to know we didn’t have to go anywhere, all we had to do was relax and enjoy. I know she wasn’t responsible for the snow right on cue — or WAS she? Our little weekend getaway felt like a two-week luxury vacation. Thank you Molly!
Maria dV., February 2025
★★★★★I cannot thank Molly enough for her help and guidance every step along the way with the planning of our Italy trip. And she was so patient with my husband and me. Molly not only considers what she would do, but also what the client’s preferences are. I was so overwhelmed with work at home that the idea of planning for this trip made me want to skip it. If it were not for Molly, I would have. And that’s saying a lot because I love Italy and have been several times. Molly took all of the hassle out of it for us, and we could not have had a more spectacular experience! We traveled from Milan to Venice to Asolo with a delicious Prosecco tour in between and then back to Milan for a last couple of days before flying back home. As for the Prosecco tour, which Molly highly encouraged, I was pleasantly surprised because I am normally a champagne lover, but now I have a great appreciation for Prosecco. I have never tasted Prosecco so good. And Molly’s pick of our guide Chiara was right on the mark. She was amazing; we had so much fun and even bought 6 cases of Prosecco to ship home! Molly made everything easy, and the whole trip ran seamlessly. I am ready to have Molly plan our African safari and a trip to Iceland and hopefully more! Trust me, you want to do what Molly would do!
Dawn C., January 2025
★★★★★I literally cannot write or vocalize enough positive things about working with Molly, owner of Here's What I Would Do. She took the vision we had for the trip, helped us evolve that vision based on what really worked within our locations/budget/vibe/etc., and the end result was the best vacation experience we've ever had. Not only did she so thoroughly follow-up, communicate, handle ALL logistics & components of the trip beforehand - but she also continued to check in throughout to communicate things like our driver back to the airport - and to just make sure everything was going as we had hoped & expected it to be.
The trip far exceeded our expectations - but so did Molly and the work she did to get us to St. Lucia, get us ELOPED (yes she helped with that too!!!) & coordinate everything from special dinners to options for transport - she did it with such a care & attention to us as a couple and what we wanted, it was beyond our expectations. I would recommend ANYONE who needs a trip planned to leverage her expertise. I'll likely never book a trip without her help again!
Kelly N., January 2025
★★★★★Molly is the best of the best when it comes to all things travel! She helped us book (and re-book) our reservation with a discounted price. We were told upon arrival that we also got $25 mini bar credit (which we took big advantage of!) and a late checkout of 2pm (which is unheard of!). She is a depth of knowledge for recommendations on things to do and places to eat wherever you're going. If you're planning a trip without Molly, you're doing it wrong!
Madeline F., November 2024
★★★★★Our stay in Puglia was totally more enjoyable with Molly Chester as our Advisor. Airport transfers, site recommendations, restaurant reservations and guides booked made our trip not only more enjoyable but also a very cool learning experience. Both Puglia and Molly Chester exceeded our expectations!
Sharon L., November 2024
★★★★★Molly is an extraordinary travel planner who goes above and beyond to create personalized and unforgettable experiences. Her passion for travel shines through in her meticulous attention to detail and her ability to curate itineraries that perfectly align with her clients' preferences.
I recently worked with Molly to plan a trip to Portland, ME, and I was absolutely delighted with the results. She took the time to understand my interests and preferences, and her recommendations were spot-on. From the charming hotel to the local gems, every aspect of my trip was delightful. She recommended activities that I would never have discovered on my own, and her recommendations for restaurants were simply outstanding.
If you're looking for a travel planner who will make your next vacation truly special, I cannot recommend Molly highly enough. Her dedication, expertise, and personalized approach make her truly one of a kind.
Laura D., October 2024
★★★★★We had the incredible pleasure of working with Molly Chester as our travel agent for a recent trip to Ragusa, Italy, and the experience was nothing short of exceptional. From the very beginning, Molly took the time to really understand what we were looking for in our accommodations. She asked thoughtful questions to make sure she understood our preferences, from the kind of hotel atmosphere we enjoy to the specific amenities we wanted for a truly relaxing stay. Her attention to detail was impressive and made us feel confident that we were in good hands. Molly not only found us a stunning hotel that perfectly matched our vision, but she also managed to secure a fantastic deal that was well within our budget. It was clear that she put in extra effort to make sure we were getting the best value without compromising on quality. The hotel was in a great location, beautifully appointed, and had everything we could have hoped for—exactly what we had envisioned for our Italian getaway. Throughout the entire process, Molly was always available, answering our questions promptly and addressing any concerns we had with professionalism and care. She made us feel like her top priority, and her level of customer service was truly outstanding. Molly's expertise and dedication took the stress out of planning and allowed us to fully enjoy our trip. If you’re looking for a travel agent who listens to your needs, goes above and beyond to make your trip perfect, and is always there when you need her, I highly recommend Molly Chester. We couldn’t have asked for a better experience!
Ashley B., September 2024
★★★★★Such a wonderful job she exceeded expectations. As I reached out to her on a whim when my partner and I wanted to extend our east coast jaunt to the Cape. In a matter of hours on a very busy high season weekend, she had whipped up several fantastic options at Great prices. As we were driving and on the move, she was able to take care of the rest, not only did this save tons of time & stress and hands we didn’t have. Her expert travel knowledge and how to book on the fly came in very handy. She wrapped her service in a bow with great tips to spots only locals would know for snacks, outlooks, or romantic ‘selfies’. Cant wait to go on vacation again, especially now that I know how to take … most of the stress of travel out of it and my hands. Next year cutty hunk ! Thanks so much Molly!
Alexander H., August 2024
★★★★★Molly secured this booking while I was waiting for my bags to come back on the carousel after a canceled flight out of FCO, with 36 hours of travel behind me at that point. It turned out to be the absolute perfect hotel for this unwanted and unexpected overnight — it was very close to the airport, the rate she found included an excellent breakfast (a pleasant surprise), and best of all I had free access to a sprawling spa, which came in very handy for the next day's continued flight trouble. It was better than I could've dream of for this forced layover, and she was able to find it and book it within moments of my realizing I needed the room for that very night.
Elizabeth C., July 2024
