(23 Reviews)
100% Recommended

Jacob Robbins-Roth

Coral Springs, FL
Japan and East Asia Travel Agent Specialist

One of the biggest benefits of working with me is, for 2025 I am located in Japan! That means I provide a more hands on travel booking experience since I am at the destination. It also means, I will be in the same time zone as you when you are on ...
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Greater Boston Travel Agent Expert

Boston, the Cradle of Liberty and one of my personal favorite travel cities, is where history, innovation, and vibrant culture converge, making it a must-visit destination for travelers of all interests. I specialize in designing unforgettable journeys to Boston and its surrounding areas, combining my personal experience, deep knowledge, and meticulous attention to detail to create the trip of a lifetime.


Imagine strolling along the iconic Freedom Trail, where every step takes you through the pages of America’s story, from the Old North Church to the Boston Tea Party Ships. Picture yourself exploring the cobblestone streets of Beacon Hill, a neighborhood that looks as if it were plucked straight from a postcard, or visiting Boston Common, the country’s oldest public park, where history and serenity blend seamlessly. I’ll ensure your itinerary not only covers these must-see landmarks but also includes hidden gems that will make your trip uniquely yours.


Boston’s thriving cultural scene is equally captivating. With my expertise, you can enjoy the world-class performances of the Boston Symphony Orchestra or the artistic treasures of the Museum of Fine Arts and the Isabella Stewart Gardner Museum. For sports fans, I can secure tickets to Fenway Park for a Red Sox game or suggest the best spots to cheer on the Celtics or Bruins. And no trip to Boston is complete without indulging in its culinary delights. From classic New England clam chowder and fresh lobster rolls to the authentic Italian cuisine of the North End, I’ll guide you to Boston’s best dining experiences.


The surrounding areas offer even more to explore. Just across the Charles River lies Cambridge, home to Harvard and MIT, where history meets modern innovation. Stroll through Harvard Square, a vibrant hub of bookstores, cafés, and street performers. If you’re seeking coastal beauty, the North Shore’s charming towns, like Salem and Gloucester, offer maritime history and breathtaking ocean views. On the South Shore, you’ll find serene beaches and quintessential New England landscapes that feel like stepping into a postcard.


When you choose me as your agent, your trip is about more than just visiting a destination—it’s about creating unforgettable memories. I’ll design an itinerary tailored to your interests, whether you’re a history buff eager to dive into Boston’s revolutionary past, a foodie ready to savor its iconic dishes, or a couple looking for romantic spots to reconnect. I can recommend the perfect accommodations, from boutique hotels in the heart of Boston to charming inns in the suburbs. With insider tips and local insights, I’ll help you experience Boston like a seasoned traveler, not just a tourist.Every trip I plan is infused with creativity, thoughtfulness, and a passion for creating once-in-a-lifetime experiences. From arranging private walking tours and scenic harbor cruises to securing dinner reservations at the city’s top-rated restaurants, I handle every detail so you can focus on enjoying your adventure.


Boston Common, established in 1634, is the oldest public park in the United States.


The Boston subway system, known as the "T," is the oldest in the country, opening in 1897.


Fenway Park, home of the Boston Red Sox, is Major League Baseball’s oldest stadium still in use.


The Boston Tea Party in 1773 was one of the key events leading to the American Revolution.


Boston earned the nickname "Beantown" for its colonial-era baked beans sweetened with molasses.


The Boston Marathon, first run in 1897, is the oldest annual marathon in the world.


Harvard University in Cambridge is the oldest higher education institution in the U.S., founded in 1636.


Boston’s Charles River hosts the annual Head of the Charles Regatta, the world’s largest rowing event.


The Boston Public Library, established in 1848, was the first free municipal library in the U.S.


The Boston Cream Pie is the official dessert of Massachusetts.


Allow me to create the ultimate Boston getaway for you—a journey filled with history, culture, cuisine, and adventure. With my expertise and passion for travel, your trip to Boston will be one to remember forever!

My Reviews

5 of 5 people found this review helpful
Destination Wedding Made Easy!
This is our second time using Jacob's services!
When my coworker invited me and my husband to his multi-day wedding in a suburb of Chicago, Illinois, I was excited yet cautious. We were completely unfamiliar with the area, so we needed help for ease and for sightseeing. We wanted to be on the frugal side, and Jacob was extremely helpful in getting us the best prices without sacrificing comfort. He even got us a better discount than the reserved wedding hotel block at the same hotel! Jacob booked our rental car so we weren't spending exorbent amounts on Uber. For our flights, Jacob asked thoughtful questions like what comforts we wanted to keep or compromise to stay within our budget. He watched a few flights prices rise and drop so we were able to book a nicer airline still within our budget!
Overall, I would recommend Jacob for his personableness, his expertise, and his commitment to following the parameters you communicate (budget, interests, etc.).
By  Valerie Tuccillo  from  Melbourne, Florida
Traveled to  Chicago ~ Illinois ~ USA
I would recommend this agent to my family and friends
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3 of 3 people found this review helpful
Excellent Help
Jacob made our travel plans so easy and enjoyable. He found us great options and was incredibly helpful. Highly recommend!
By  Emma and James Carter  from  Boston, MA
Traveled to  Miami ~ Florida ~ USA
I would recommend this agent to my family and friends
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2 of 2 people found this review helpful
Very Happy, Great Experience
My wife and I had a last minute trip to NY to plan and were worried about securing a hotel. Jacob had us all booked in a matter on minutes and the trip was fantastic. He even hooked us up with a room with a view! Definitely recommend Jacob for your travel needs.
By  Rodger  from  Hilton Head, SC
Traveled to  New York City ~ New York ~ USA
I would recommend this agent to my family and friends
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1 of 1 people found this review helpful
Jacob Was Fantastic!
Planning our trip to New York was a breeze with Jacob's assistance. He took care of every detail, from the flights to the perfect hotel in the heart of the city. His recommendations for local restaurants and must-see attractions were spot on, making our trip even more enjoyable (we didn’t have to come up with stuff to do!). Jacob's knowledge great customer service made our vacation unforgettable. We couldn't have asked for a better travel agent and will definitely be using his services again. Thank you, Jacob, for making our trip so special!
By  Laura and David Mitchell  from  Austin TX
Traveled to  New York City ~ New York ~ USA
I would recommend this agent to my family and friends
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Easy process
Jacob helped us plan a trip to Miami. From helping us pick the best hotel near all the action to guiding us toward the best beaches and nightlife, we had an amazing time. His local knowledge and attention to detail helped make the trip great!
By  Josh  from  Nashville, TN
Traveled to  Miami ~ Florida ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Boston
  • Cape Cod
  • Marthas Vineyard
  • Nantucket
  • Springfield

Travel Specialist:

  • Historical Sites
  • Architecture
  • Sporting Events
  • Culinary & Foodie
  • Nightlife

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