Travel Advisor

Syd Wolchok
Expertise
- Luxury,
- Couples Travel,
- Australia,
- Caribbean,
- NYC,
- Amsterdam
Based in
New York, New York
Minimum booking Budget
$500/night
Profile details
About
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!
Syd's travel guides & trip reports

Trendiest Soho Hotels NYC Has to Offer

Discover Tranquil Luxury at Saffire Freycinet in Tasmania

An Adventure Into the Heart of the Australian Outback at Longitude 131°

Discover qualia in the Whitsundays: Unparalleled Island Luxury in Australia

From London Lights to Copenhagen Cool: A Week in Europe’s Most Iconic Cities

Belgium Bliss: A Whimsical Adventure Through Charming Bruges and Bustling Brussels

Iceland: An Adventure in the Land of Fire and Ice

Canary Islands: Where Volcanic Wonders and Beachside Bliss Collide

Amsterdam Adventure: Explore Culture, Cuisine and Canals in 4 Days

Three Nights in Bogotá: A Cultural and Culinary Adventure
Favorite hotels
Syd's travel photos





Syd's reviews
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.
- Abigail B.
Booked travel to Tuscany
- May 2025
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.
- Marie M.
Booked travel to Rome
- May 2025
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.
- Melanie L.
Booked travel to México City
- May 2025
She was great. Chose the right place. We had a great time.
- Michael G.
Booked travel to Saint Lucia
- May 2025

Get in touch with Syd
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can expect a response from Syd within 1–2 business days. You’ll also be subscribed to our traveler newsletter (you can unsubscribe at any time).
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