Advisor - Jenna Dickinson

Jenna Dickinson

She/Her
Fora - Logo
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  • Based in icon

    Based in NYC / MA

  • Based in icon

    English

Ask me about

Honeymoons
Family Travel
Spain
France
London

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!

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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Reviews (6)

20 days ago

Jenna was a great listener. She asked us our budget, time line and wants/needs. She responded quickly to our request and adjusted when we needed some extra time to work out the details on our end.

We were grateful to have Jenna help us with our amazing trip and will definitely be using Jenna again!

2 months ago

2 months ago

I booked this trip as a special experience for my mom. We had talked about going to Ireland for years, but never had the time, confidence, or expertise to make it happen until Jenna.

I was introduced to Jenna through a close friend, and from the start her passion for travel was obvious. Once I finally had time over Christmas break, I shared my budget, goals, and the places we hoped to see and Jenna handled everything from there.

She booked exactly what we asked for, stayed within budget, and somehow still exceeded expectations. She built an itinerary that was perfect for traveling with my 62-year-old mother, including maps, check-in and check-out details, transportation guidance, and dinner reservations. Every detail was thought through.

At each hotel, we were welcomed with complimentary breakfast, handwritten cards, and even champagne — all arranged by Jenna. It made us feel truly taken care of.

But the moment that mattered most came when we landed back home. My mom looked at me and said, “Thank you. This was the best vacation of my life.”

That alone says everything.

I cannot thank Jenna enough for the effort, care, and heart she put into making this trip unforgettable. If you’re considering booking with her — do it. She doesn’t just plan trips. She creates memories.

Thank you, Jenna.

3 months 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!

3 months 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!

Travel photos

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