Jessica Dewar
Based in New York City/The Hamptons
Jessica Dewar
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My Story
I’m a NYC / Hamptons-based travel advisor with a passion for everything from spontaneous road trips to carefully curated international escapes. After 10+ years planning travel for families in both places, I now help clients book elevated, effortless trips with VIP perks and personal touches that make all the difference.
Travel Style
I’m drawn to trips that feel intentional. Whether that means discovering a boutique hotel off the beaten path, building an itinerary that flows effortlessly, or finding the one experience that guests remember forever. I value style, substance, and the little details that elevate the entire journey.
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Reviews (12)
Robert L.
23 days ago
Great communication and very knowledgeable about the area, restaurants, and which wineries to visit
Elizabeth F.
24 days ago
Jess helped us choose the perfect hotel and included great perks that made the stay feel even more special.
Zachary M.
2 months ago
Excellent knowledge of the Hamptons, activities, and restaurants!
Robert H.
6 months ago
Jessica made planning effortless and added real value through perks like complimentary breakfast and a room upgrade. Working with her brings an extra level of ease and elevated service to every trip.
Zachary M.
9 months ago
Jessica found the perfect hotel within my budget and made sure I had great perks included. We received early check-in and even a room upgrade, which made the trip feel so special. She took care of all the details and made the whole process effortless.
Robert L.
23 days ago
Great communication and very knowledgeable about the area, restaurants, and which wineries to visit
Elizabeth F.
24 days ago
Jess helped us choose the perfect hotel and included great perks that made the stay feel even more special.
Zachary M.
2 months ago
Excellent knowledge of the Hamptons, activities, and restaurants!
Robert H.
6 months ago
Jessica made planning effortless and added real value through perks like complimentary breakfast and a room upgrade. Working with her brings an extra level of ease and elevated service to every trip.
Travel photos
