Jenna Dickinson
She/Her
Based in NYC / MA
Speaks English
Jenna Dickinson
Ask me about
My Story
NYC fashion designer by day, travel planner by heart. I’ve lived in London and Paris, visited 41 US states, and love curating trips anywhere around the world. I believe travel should feel tailored and thoughtful—never generic. From romantic escapes to family cruises to high-energy girls’ trips, I’ll help you plan something beautiful, personal, and totally stress-free. I’m also a big foodie—so expect spot-on recs for everything from the best croissants to late-night pizza. I’ll sweat all the details so you can live the dream!
My Travel Style
I love helping clients experience elevated, luxurious travel—think boutique stays, unforgettable meals, and off-the-beaten-path adventures. My trips often revolve around food because I believe every journey should include eating well, from local favorites to hidden culinary gems. Whether it’s finding the best local wine bar, a scenic trail with no crowds, or an authentic cooking class, I’m all about curating trips that feel thoughtful, unique, and personal. I can craft detailed hour-by-hour itineraries or leave plenty of room for spontaneity—whatever fits your vibe!
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My reviews (3)
David D.
22 days ago
Jenna found this hotel for us when our first choice was sold out. It was a perfect spot, right around the corner from where the others we traveled with were staying. It was a great recommendation!
David D.
24 days ago
Jenna got us a great value for the money when we decided to join this cruise! With 3 people in our party, it was well worth the upgrade to a Family Suite. We could spread out, had access to two bathrooms, enough room to fully unpack, and the perks made the whole cruise experience much more special and enjoyable!
Pamela M.
a month ago
Jenna was exceptionally helpful in selecting a luxury boutique hotel for my wedding anniversary celebration. The process was extremely seamless and her attention to detail made the day even more special. Thank you Jenna for making our NYC trip so memorable.
David D.
22 days ago
Jenna found this hotel for us when our first choice was sold out. It was a perfect spot, right around the corner from where the others we traveled with were staying. It was a great recommendation!
David D.
24 days ago
Jenna got us a great value for the money when we decided to join this cruise! With 3 people in our party, it was well worth the upgrade to a Family Suite. We could spread out, had access to two bathrooms, enough room to fully unpack, and the perks made the whole cruise experience much more special and enjoyable!
Pamela M.
a month ago
Jenna was exceptionally helpful in selecting a luxury boutique hotel for my wedding anniversary celebration. The process was extremely seamless and her attention to detail made the day even more special. Thank you Jenna for making our NYC trip so memorable.
My travel photos
