Advisor - Syd Wolchok

Syd Wolchok

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  • Based in icon

    Based in New York, New York

  • Based in icon

    Trip budgets start at $500/night

Ask me about

Luxury
Couples Travel
Australia
Caribbean
NYC
Amsterdam

My Story

As a detail-obsessed travel planner with a passion for savoring the best in food and culture, I’m here to turn your dream vacation into reality. From culinary explorations to cultural deep-dives, I'll handle the logistics so you can focus on enjoying every moment of your unforgettable adventure!

Travel Style

My travel style is all about balance! I love hitting the streets of a new city, discovering hidden gems and savoring world-class cuisine. But when it’s time to unwind, nothing beats a romantic and relaxing beach escape. Whether I’m packing in the adventures or soaking up the sun, I’m all about creating memorable experiences!

Stay connected

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Reviews (44)

8 months ago

Syd was absolutely fantastic to work with. She was super responsive and organized throughout the whole process, which made everything feel easy and stress-free. What really stood out was how she tailored her recommendations specifically to what we were looking for—she thinks outside the box and doesn't just offer cookie-cutter suggestions. It was really helpful to talk through different location ideas, and when she didn't have information herself, she quickly sought feedback from a colleague and relayed it to us.

She also handled miscellaneous questions without missing a beat—it is very clear that her own travel experiences help inform others whether it comes to booking taxis, understanding pricing in different places, or pretty much anything else.

Syd is clearly passionate about travel and cares about making the experience great. I'd definitely recommend her to anyone looking for a smart, reliable, and creative travel planner.

8 months ago

The best advisor ever. She knows just what is right for us and goes out if her way to make sure everything is ready when we arrive.

8 months ago

Not only was Syd incredibly helpful when we had questions, she proactively communicated with the hotel and they were all so nice to us because of it! Syd’s services were 11/10.

9 months ago

She was great. Chose the right place. We had a great time.

9 months ago

Good recommendation

Travel ideas (10)

Travel photos

View of the front steps of a resort lobby in St. Martin with the ocean shining in the distance
View of guides steering small fishing boats with lush jungle mountains in the background
View of a desert canyon landscape and wing of a plane seen from high above the ground
Colorful buildings and sailboats along the harbor in Copenhagen on a clear day
View of the famous infinity pool at Bondi Beach overlooking the sea on a sunny day

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