
Syd Wolchok
Based in New York, New York
Trip budgets start at $500/night
Syd Wolchok
Ask me about
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!
Reviews (44)
Abigail B.
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.
Marie M.
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.
Melanie L.
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.
Michael G.
9 months ago
She was great. Chose the right place. We had a great time.
Michael G.
9 months ago
Good recommendation
Abigail B.
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.
Marie M.
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.
Melanie L.
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.
Michael G.
9 months ago
She was great. Chose the right place. We had a great time.
Travel ideas (10)

Trendiest Soho Hotels NYC Has to Offer
In the heart of Manhattan's stylish Soho neighborhood, you'll find some of the chicest and trendiest hotels in NYC. Soho Grand, exuding a stylish vintage vibe, Modernhaus Soho, blending modern design with artistic charm and the Mercer Hotel, known for its minimalist elegance, collectively represent the epitome of Soho sophistication. These iconic establishments are some of the best Soho hotels NYC has to offer for discerning travelers seeking luxury and an authentic New York experience, making them the go-to choices for those looking to immerse themselves in Soho's fashionable culture.

Trendiest Soho Hotels NYC Has to Offer
In the heart of Manhattan's stylish Soho neighborhood, you'll find some of the chicest and trendiest hotels in NYC. Soho Grand, exuding a stylish vintage vibe, Modernhaus Soho, blending modern design with artistic charm and the Mercer Hotel, known for its minimalist elegance, collectively represent the epitome of Soho sophistication. These iconic establishments are some of the best Soho hotels NYC has to offer for discerning travelers seeking luxury and an authentic New York experience, making them the go-to choices for those looking to immerse themselves in Soho's fashionable culture.

Discover Tranquil Luxury at Saffire Freycinet in Tasmania
Saffire Freycinet is a sanctuary of luxury and natural beauty on Tasmania's east coast and one of the Luxury Lodges of Australia. With its breathtaking views of Great Oyster Bay and the Hazards Mountain range, the lodge offers a seamless blend of modern design and pristine nature. Guests enjoy personalized service and exclusive experiences. This ranges from guided hikes and wildlife spotting to immersive cultural journeys, all while indulging in world-class dining and accommodations.

Discover Tranquil Luxury at Saffire Freycinet in Tasmania
Saffire Freycinet is a sanctuary of luxury and natural beauty on Tasmania's east coast and one of the Luxury Lodges of Australia. With its breathtaking views of Great Oyster Bay and the Hazards Mountain range, the lodge offers a seamless blend of modern design and pristine nature. Guests enjoy personalized service and exclusive experiences. This ranges from guided hikes and wildlife spotting to immersive cultural journeys, all while indulging in world-class dining and accommodations.

An Adventure Into the Heart of the Australian Outback at Longitude 131°
Longitude 131° offers an unparalleled opportunity to experience the magic of Australia’s Red Centre in the most luxurious setting. With exclusive access to the sacred Uluru and Kata Tjuṯa, this wilderness camp provides a truly immersive experience, blending culture, adventure and relaxation. The camp’s carefully curated itineraries and exclusive offerings ensure that each guest’s stay is a deeply personal journey into the heart of the Outback.

An Adventure Into the Heart of the Australian Outback at Longitude 131°
Longitude 131° offers an unparalleled opportunity to experience the magic of Australia’s Red Centre in the most luxurious setting. With exclusive access to the sacred Uluru and Kata Tjuṯa, this wilderness camp provides a truly immersive experience, blending culture, adventure and relaxation. The camp’s carefully curated itineraries and exclusive offerings ensure that each guest’s stay is a deeply personal journey into the heart of the Outback.

Discover qualia in the Whitsundays: Unparalleled Island Luxury in Australia
qualia is more than just a luxury resort — it is an experience that immerses guests in the essence of Australian island living. What sets qualia apart is its ability to blend refined elegance with the raw beauty of the Whitsundays. From the moment you arrive, there is a palpable sense of serenity, a feeling of being entirely removed from the outside world. The seamless design, unparalleled service and meticulously curated experiences make it a standout destination among the Luxury Lodges of Australia. Whether savoring a private moment on your pavilion’s sundeck, setting sail at sunset or indulging in a spa treatment infused with native botanicals, qualia crafts moments of pure bliss. It is a place where time slows down, and every detail is designed to create an unforgettable journey into the heart of Australian luxury.

Discover qualia in the Whitsundays: Unparalleled Island Luxury in Australia
qualia is more than just a luxury resort — it is an experience that immerses guests in the essence of Australian island living. What sets qualia apart is its ability to blend refined elegance with the raw beauty of the Whitsundays. From the moment you arrive, there is a palpable sense of serenity, a feeling of being entirely removed from the outside world. The seamless design, unparalleled service and meticulously curated experiences make it a standout destination among the Luxury Lodges of Australia. Whether savoring a private moment on your pavilion’s sundeck, setting sail at sunset or indulging in a spa treatment infused with native botanicals, qualia crafts moments of pure bliss. It is a place where time slows down, and every detail is designed to create an unforgettable journey into the heart of Australian luxury.

From London Lights to Copenhagen Cool: A Week in Europe’s Most Iconic Cities
Embark on a journey that seamlessly blends the classic allure of London with the modern cool of Copenhagen. From the historic landmarks and vibrant neighborhoods of London to the innovative design and cozy charm of Copenhagen, this trip offers a perfect balance of culture, cuisine and adventure. Whether you're exploring royal palaces or indulging in Nordic culinary delights, these two cities promise an unforgettable week of European elegance and excitement.

From London Lights to Copenhagen Cool: A Week in Europe’s Most Iconic Cities
Embark on a journey that seamlessly blends the classic allure of London with the modern cool of Copenhagen. From the historic landmarks and vibrant neighborhoods of London to the innovative design and cozy charm of Copenhagen, this trip offers a perfect balance of culture, cuisine and adventure. Whether you're exploring royal palaces or indulging in Nordic culinary delights, these two cities promise an unforgettable week of European elegance and excitement.

Belgium Bliss: A Whimsical Adventure Through Charming Bruges and Bustling Brussels
Discover the enchanting allure of Brussels and Bruges with this curated guide, designed to immerse you in the rich history, stunning architecture and delectable cuisine of both cities. From the vibrant streets of Brussels, where art and culture converge, to the idyllic canals and medieval charm of Bruges, each destination offers a unique experience waiting to be explored. Let this guide be your companion as you uncover the hidden gems and culinary delights that make Belgium an unforgettable journey.

Belgium Bliss: A Whimsical Adventure Through Charming Bruges and Bustling Brussels
Discover the enchanting allure of Brussels and Bruges with this curated guide, designed to immerse you in the rich history, stunning architecture and delectable cuisine of both cities. From the vibrant streets of Brussels, where art and culture converge, to the idyllic canals and medieval charm of Bruges, each destination offers a unique experience waiting to be explored. Let this guide be your companion as you uncover the hidden gems and culinary delights that make Belgium an unforgettable journey.

Iceland: An Adventure in the Land of Fire and Ice
Iceland is an exceptional destination to explore. Its unique blend of natural wonders, from majestic waterfalls and glacial lagoons to bubbling geothermal sites, offers an unparalleled opportunity to connect with nature's grandeur. Reykjavik's rich history and architectural charm provide a cultural dimension to the trip. Whether you take guided tours or go on your own personal road trip into remote UNESCO-protected landscapes, an adventure awaits you. The country's commitment to preserving its pristine beauty is evident in every stop, making Iceland a truly exceptional place for an unforgettable journey.

Iceland: An Adventure in the Land of Fire and Ice
Iceland is an exceptional destination to explore. Its unique blend of natural wonders, from majestic waterfalls and glacial lagoons to bubbling geothermal sites, offers an unparalleled opportunity to connect with nature's grandeur. Reykjavik's rich history and architectural charm provide a cultural dimension to the trip. Whether you take guided tours or go on your own personal road trip into remote UNESCO-protected landscapes, an adventure awaits you. The country's commitment to preserving its pristine beauty is evident in every stop, making Iceland a truly exceptional place for an unforgettable journey.

Canary Islands: Where Volcanic Wonders and Beachside Bliss Collide
Experience the Canary Islands like never before through the enchanting realms of Gran Canaria and Tenerife. Discover the unique allure of these volcanic wonders, where dramatic landscapes, rich history and carnival festivities await. Bask in the year-round sunshine, explore natural marvels, indulge in culinary delights and gaze at the stars on Mount Teide — all in one extraordinary adventure just off the Moroccan coast.

Canary Islands: Where Volcanic Wonders and Beachside Bliss Collide
Experience the Canary Islands like never before through the enchanting realms of Gran Canaria and Tenerife. Discover the unique allure of these volcanic wonders, where dramatic landscapes, rich history and carnival festivities await. Bask in the year-round sunshine, explore natural marvels, indulge in culinary delights and gaze at the stars on Mount Teide — all in one extraordinary adventure just off the Moroccan coast.

Amsterdam Adventure: Explore Culture, Cuisine and Canals in 4 Days
Discover the heart of Amsterdam with an itinerary that blends the city's rich history, vibrant culture and lively nightlife. From biking through blooming tulip fields and cruising iconic canals to indulging in the famous fries and hopping between hidden bars, this trip offers a true taste of Amsterdam’s unique charm. Whether you're exploring world-class museums or celebrating King’s Day like a local, this adventure is crafted for travelers who crave both relaxation and excitement.

Amsterdam Adventure: Explore Culture, Cuisine and Canals in 4 Days
Discover the heart of Amsterdam with an itinerary that blends the city's rich history, vibrant culture and lively nightlife. From biking through blooming tulip fields and cruising iconic canals to indulging in the famous fries and hopping between hidden bars, this trip offers a true taste of Amsterdam’s unique charm. Whether you're exploring world-class museums or celebrating King’s Day like a local, this adventure is crafted for travelers who crave both relaxation and excitement.

Three Nights in Bogotá: A Cultural and Culinary Adventure
Bogotá is an emerging culinary and cultural gem that captivates visitors with its rich gastronomic scene and vibrant artistic expression. The city showcases a remarkable diversity of flavors, reflecting Colombia's various regions through innovative dishes that honor traditional recipes while incorporating local, sustainable ingredients. Food enthusiasts can explore bustling markets, trendy eateries and renowned restaurants, all set against a backdrop of historical neighborhoods and contemporary art. With its warm and welcoming atmosphere, Bogotá invites travelers to indulge in a truly immersive cultural experience that tantalizes both the palate and the spirit.

Three Nights in Bogotá: A Cultural and Culinary Adventure
Bogotá is an emerging culinary and cultural gem that captivates visitors with its rich gastronomic scene and vibrant artistic expression. The city showcases a remarkable diversity of flavors, reflecting Colombia's various regions through innovative dishes that honor traditional recipes while incorporating local, sustainable ingredients. Food enthusiasts can explore bustling markets, trendy eateries and renowned restaurants, all set against a backdrop of historical neighborhoods and contemporary art. With its warm and welcoming atmosphere, Bogotá invites travelers to indulge in a truly immersive cultural experience that tantalizes both the palate and the spirit.

Trendiest Soho Hotels NYC Has to Offer
In the heart of Manhattan's stylish Soho neighborhood, you'll find some of the chicest and trendiest hotels in NYC. Soho Grand, exuding a stylish vintage vibe, Modernhaus Soho, blending modern design with artistic charm and the Mercer Hotel, known for its minimalist elegance, collectively represent the epitome of Soho sophistication. These iconic establishments are some of the best Soho hotels NYC has to offer for discerning travelers seeking luxury and an authentic New York experience, making them the go-to choices for those looking to immerse themselves in Soho's fashionable culture.

Trendiest Soho Hotels NYC Has to Offer
In the heart of Manhattan's stylish Soho neighborhood, you'll find some of the chicest and trendiest hotels in NYC. Soho Grand, exuding a stylish vintage vibe, Modernhaus Soho, blending modern design with artistic charm and the Mercer Hotel, known for its minimalist elegance, collectively represent the epitome of Soho sophistication. These iconic establishments are some of the best Soho hotels NYC has to offer for discerning travelers seeking luxury and an authentic New York experience, making them the go-to choices for those looking to immerse themselves in Soho's fashionable culture.

Discover Tranquil Luxury at Saffire Freycinet in Tasmania
Saffire Freycinet is a sanctuary of luxury and natural beauty on Tasmania's east coast and one of the Luxury Lodges of Australia. With its breathtaking views of Great Oyster Bay and the Hazards Mountain range, the lodge offers a seamless blend of modern design and pristine nature. Guests enjoy personalized service and exclusive experiences. This ranges from guided hikes and wildlife spotting to immersive cultural journeys, all while indulging in world-class dining and accommodations.

Discover Tranquil Luxury at Saffire Freycinet in Tasmania
Saffire Freycinet is a sanctuary of luxury and natural beauty on Tasmania's east coast and one of the Luxury Lodges of Australia. With its breathtaking views of Great Oyster Bay and the Hazards Mountain range, the lodge offers a seamless blend of modern design and pristine nature. Guests enjoy personalized service and exclusive experiences. This ranges from guided hikes and wildlife spotting to immersive cultural journeys, all while indulging in world-class dining and accommodations.

An Adventure Into the Heart of the Australian Outback at Longitude 131°
Longitude 131° offers an unparalleled opportunity to experience the magic of Australia’s Red Centre in the most luxurious setting. With exclusive access to the sacred Uluru and Kata Tjuṯa, this wilderness camp provides a truly immersive experience, blending culture, adventure and relaxation. The camp’s carefully curated itineraries and exclusive offerings ensure that each guest’s stay is a deeply personal journey into the heart of the Outback.

An Adventure Into the Heart of the Australian Outback at Longitude 131°
Longitude 131° offers an unparalleled opportunity to experience the magic of Australia’s Red Centre in the most luxurious setting. With exclusive access to the sacred Uluru and Kata Tjuṯa, this wilderness camp provides a truly immersive experience, blending culture, adventure and relaxation. The camp’s carefully curated itineraries and exclusive offerings ensure that each guest’s stay is a deeply personal journey into the heart of the Outback.
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