Annie Goldman
Based in NYC & Boston
English
The Goldenway
Ask us about
Our Story
My parents had this way of turning the simplest weekend away, a quick day trip, or a big family vacation into something special, memorable, meaningful, and always a little magical. Everything had a purpose, a story, a lesson. They made travel feel like an adventure, no matter how small.
I’ve also always been a dreamer. Movies, shows, magazines... they’d transport me. I’d get completely lost in the scenery, the feeling, the possibility of it all. I realized curiosity has always been my compass—wondering what’s around the corner, who I might meet, where I might go.
The Goldenway has become a natural expression of my love for travel and my passion for curating experiences. It’s a reflection of who I am. I hope my curiosity and adventurous nature inspire your next vacation. I look forward to connecting and creating extraordinary experiences for you!
xx,
Annie Goldman
Travel Style
Let The Goldenway be your guide to tailored travel experiences designed for all types of journeys, from large-scale vacations to quick overnight escapes. Travel is personal, emotional, and layered, and every itinerary is rooted in care, intention, and thoughtful detail—whether you’re seeking full-service planning or just a few inspired recommendations. With an insider’s perspective on culture, food, and hidden gems, I design trips for every budget without sacrificing creativity, style, or quality. Travelers book with me because I don’t just plan trips—I curate stories and lasting memories, offering VIP touches, exclusive perks, and meaningful experiences that go beyond the ordinary, showing them "The Golden Way" to explore the world and feel genuinely taken care of.
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Reviews (14)
Sughandree J.
travel to Portugal
23 days ago
Annie recommended this place, and I am so glad she did because I loved it. I also appreciated the thoughtful gesture from Annie for the awesome bottle of wine placed in my room.
Melissa F.
travel to Miami
about 2 months ago
Annie Goldman from The Goldenway made Kaeleen’s bachelorette weekend an absolute dream from start to finish. Every detail was perfectly planned, and the entire trip felt seamless, thoughtful, and truly special. Annie genuinely cares about her clients and goes above and beyond to make sure every experience is unforgettable.
Her attention to detail, professionalism, and personal touch made all the difference. We never had to worry about a thing because everything was handled so flawlessly. The trip exceeded all expectations and was truly a 10-plus experience. I would highly recommend Annie and The Goldenway to anyone looking to plan an incredible and stress-free getaway.
Alex C.
travel to Scotland
3 months ago
Annie was exceptional and planned my trip flawlessly from start to finish. She was incredibly diligent with booking flights, securing timely upgrades, picking the coolest property to stay at, and managing every detail so I never had to worry. She chose the perfect location with a hotel that matched exactly what I was looking for. Her restaurant recommendations and thoughtfully curated activities were spot on, making every day feel special and perfectly paced.
Bridgette D.
travel to San Juan
7 months ago
Five stars! Annie was so attentive and helped us with every step of the process! She made booking a family vacation a breeze!
Amanda M.
travel to Florence
7 months ago
Annie was amazing and so helpful throughout our travel planning process. She was so thorough in her recommendations, proving us options and detailed explanations of each so we could make an informed decision. There were a number of moving parts with some components of the trip and she was on top of everything. Without Annie's help and recommendations, we wouldn't have found a number of the places and experiences we loved - winery, food tour and delicious dinners to name a few. We truly did not feel stressed during our trip and we owe that luxury to Annie. Having every detail planned in advance, down to drop offs and pick ups, as well as having communication taken care of, was truly something that we were so grateful for. It allowed us to disconnect and really enjoy the time away. Annie was truly a pleasure to work with and would highly recommend her to anyone else planning a trip! Thank you Annie!
Sughandree J.
travel to Portugal
23 days ago
Annie recommended this place, and I am so glad she did because I loved it. I also appreciated the thoughtful gesture from Annie for the awesome bottle of wine placed in my room.
Melissa F.
travel to Miami
about 2 months ago
Annie Goldman from The Goldenway made Kaeleen’s bachelorette weekend an absolute dream from start to finish. Every detail was perfectly planned, and the entire trip felt seamless, thoughtful, and truly special. Annie genuinely cares about her clients and goes above and beyond to make sure every experience is unforgettable.
Her attention to detail, professionalism, and personal touch made all the difference. We never had to worry about a thing because everything was handled so flawlessly. The trip exceeded all expectations and was truly a 10-plus experience. I would highly recommend Annie and The Goldenway to anyone looking to plan an incredible and stress-free getaway.
Alex C.
travel to Scotland
3 months ago
Annie was exceptional and planned my trip flawlessly from start to finish. She was incredibly diligent with booking flights, securing timely upgrades, picking the coolest property to stay at, and managing every detail so I never had to worry. She chose the perfect location with a hotel that matched exactly what I was looking for. Her restaurant recommendations and thoughtfully curated activities were spot on, making every day feel special and perfectly paced.
Bridgette D.
travel to San Juan
7 months ago
Five stars! Annie was so attentive and helped us with every step of the process! She made booking a family vacation a breeze!
Travel ideas (5)
The Goldenway Guide: Nantucket
Growing up in New England, Nantucket has always felt deeply personal to me. Whether you have a house on Cape Cod or are coming in from Boston or New York, it is incredibly accessible and feels like a natural escape. It is an island filled with memories, from long summer days with friends to family dinners by the water. There is something special about the way time slows down here, making even the simplest moments feel meaningful.
The Goldenway Guide: Nantucket
Growing up in New England, Nantucket has always felt deeply personal to me. Whether you have a house on Cape Cod or are coming in from Boston or New York, it is incredibly accessible and feels like a natural escape. It is an island filled with memories, from long summer days with friends to family dinners by the water. There is something special about the way time slows down here, making even the simplest moments feel meaningful.
Chatham Unpacked
Chatham is the quintessential Cape Cod experience, blending classic charm with modern amenities. It’s a destination where salty air and vibrant harbor life meets exquisite dining and unique boutiques, offering a perfect blend of relaxation and activity. Whether it’s the iconic lighthouse, bustling Main Street, or the serene beaches, Chatham consistently delivers a sense of timeless beauty and welcoming community. It’s a place where every visit feels like coming home to the best of coastal New England.
Chatham Unpacked
Chatham is the quintessential Cape Cod experience, blending classic charm with modern amenities. It’s a destination where salty air and vibrant harbor life meets exquisite dining and unique boutiques, offering a perfect blend of relaxation and activity. Whether it’s the iconic lighthouse, bustling Main Street, or the serene beaches, Chatham consistently delivers a sense of timeless beauty and welcoming community. It’s a place where every visit feels like coming home to the best of coastal New England.
The Florida Destinations I Return to Time and Time Again
Florida is a destination I return to time and time again because certain places here have the rare ability to make you feel completely removed from everyday life. From the calm, coastal rhythm of Key Biscayne to the energy of Miami and the restorative pace of Naples and Longboat Key, these are places where you truly feel whisked away from reality. They work beautifully for both families and couples, offering space, style, and a sense of ease. When thoughtfully designed, Florida trips feel seamless, intentional, and quietly luxurious, which is exactly what The Goldenway is about.
The Florida Destinations I Return to Time and Time Again
Florida is a destination I return to time and time again because certain places here have the rare ability to make you feel completely removed from everyday life. From the calm, coastal rhythm of Key Biscayne to the energy of Miami and the restorative pace of Naples and Longboat Key, these are places where you truly feel whisked away from reality. They work beautifully for both families and couples, offering space, style, and a sense of ease. When thoughtfully designed, Florida trips feel seamless, intentional, and quietly luxurious, which is exactly what The Goldenway is about.
Turks & Caicos Guide: The Ultimate Escape
In just a few short hours from the Boston or NYC area, you can find yourself in the magical paradise of Turks and Caicos. It’s amazing how quickly you can go from city life to pristine white-sand beaches and crystal-clear waters. The contrast makes it feel even more surreal—like stepping into a dream. That kind of easy escape is what makes the islands so special.
Turks & Caicos Guide: The Ultimate Escape
In just a few short hours from the Boston or NYC area, you can find yourself in the magical paradise of Turks and Caicos. It’s amazing how quickly you can go from city life to pristine white-sand beaches and crystal-clear waters. The contrast makes it feel even more surreal—like stepping into a dream. That kind of easy escape is what makes the islands so special.
The Enchanting Riviera Maya: Discover the Kanai Reserve
The Kanai Reserve, nestled along the pristine shores of the Riviera Maya, is a sanctuary of unparalleled beauty and tranquility. Surrounded by lush tropical forests and crystal-clear turquoise waters, it offers a harmonious blend of modern luxury and untouched nature. This exclusive destination is renowned for its commitment to sustainability. It also seamlessly integrates world-class design with the breathtaking natural environment. Whether you’re seeking serenity, adventure or a deep connection to the region’s vibrant culture, the Kanai Reserve is a true gem of the Mexican Caribbean.
The Enchanting Riviera Maya: Discover the Kanai Reserve
The Kanai Reserve, nestled along the pristine shores of the Riviera Maya, is a sanctuary of unparalleled beauty and tranquility. Surrounded by lush tropical forests and crystal-clear turquoise waters, it offers a harmonious blend of modern luxury and untouched nature. This exclusive destination is renowned for its commitment to sustainability. It also seamlessly integrates world-class design with the breathtaking natural environment. Whether you’re seeking serenity, adventure or a deep connection to the region’s vibrant culture, the Kanai Reserve is a true gem of the Mexican Caribbean.
The Goldenway Guide: Nantucket
Growing up in New England, Nantucket has always felt deeply personal to me. Whether you have a house on Cape Cod or are coming in from Boston or New York, it is incredibly accessible and feels like a natural escape. It is an island filled with memories, from long summer days with friends to family dinners by the water. There is something special about the way time slows down here, making even the simplest moments feel meaningful.
The Goldenway Guide: Nantucket
Growing up in New England, Nantucket has always felt deeply personal to me. Whether you have a house on Cape Cod or are coming in from Boston or New York, it is incredibly accessible and feels like a natural escape. It is an island filled with memories, from long summer days with friends to family dinners by the water. There is something special about the way time slows down here, making even the simplest moments feel meaningful.
Chatham Unpacked
Chatham is the quintessential Cape Cod experience, blending classic charm with modern amenities. It’s a destination where salty air and vibrant harbor life meets exquisite dining and unique boutiques, offering a perfect blend of relaxation and activity. Whether it’s the iconic lighthouse, bustling Main Street, or the serene beaches, Chatham consistently delivers a sense of timeless beauty and welcoming community. It’s a place where every visit feels like coming home to the best of coastal New England.
Chatham Unpacked
Chatham is the quintessential Cape Cod experience, blending classic charm with modern amenities. It’s a destination where salty air and vibrant harbor life meets exquisite dining and unique boutiques, offering a perfect blend of relaxation and activity. Whether it’s the iconic lighthouse, bustling Main Street, or the serene beaches, Chatham consistently delivers a sense of timeless beauty and welcoming community. It’s a place where every visit feels like coming home to the best of coastal New England.
The Florida Destinations I Return to Time and Time Again
Florida is a destination I return to time and time again because certain places here have the rare ability to make you feel completely removed from everyday life. From the calm, coastal rhythm of Key Biscayne to the energy of Miami and the restorative pace of Naples and Longboat Key, these are places where you truly feel whisked away from reality. They work beautifully for both families and couples, offering space, style, and a sense of ease. When thoughtfully designed, Florida trips feel seamless, intentional, and quietly luxurious, which is exactly what The Goldenway is about.
The Florida Destinations I Return to Time and Time Again
Florida is a destination I return to time and time again because certain places here have the rare ability to make you feel completely removed from everyday life. From the calm, coastal rhythm of Key Biscayne to the energy of Miami and the restorative pace of Naples and Longboat Key, these are places where you truly feel whisked away from reality. They work beautifully for both families and couples, offering space, style, and a sense of ease. When thoughtfully designed, Florida trips feel seamless, intentional, and quietly luxurious, which is exactly what The Goldenway is about.
Travel photos
