New York C.I.T.Y. Itineraries

Experience New York City Like Never Before with Our Bespoke Itinerary Services

Our New York C.I.T.Y. (Custom Itinerary Tailored for You) service, takes the stress out of planning and ensures you have a smooth trip to the city. Whether you’re looking for a ready-to-go experience with our prebuilt, themed 3-day itineraries, or you want something more personalized, we’ve got you covered.

Our Fully Customized Itinerary Packages Include:


  1. Personalized One-On-One Discovery Call
    Let’s discuss your ideal New York City experience and uncover your tastes and preferences.
  2. Expertly Curated Digital Itinerary
    We craft an unforgettable journey, with every detail meticulously tailored just for you.
  3. Comprehensive Daily Activity Breakdown
    Say goodbye to guesswork—enjoy a seamless, stress-free adventure with a clear, detailed plan.
  4. Custom Google Maps
    Navigate the city with ease using our personalized maps, guiding you every step of the way.
  5. Reservations and Bookings Handled for You
    With our Concierge Experience, we book all your reservations for ultimate convenience and peace of mind.

Plus, Exclusive Insider Tips and Hidden Gems, and More
We include extra touches to ensure your trip is not just memorable, but truly extraordinary.

Plan an Unforgettable Trip to New York City

Imagine this…you step off the plane, greeted with the energy of New York City vibrating through your body. Every detail of your trip has been meticulously planned, tailored to your tastes, and all you need to do is enjoy the ride. From the perfect boutique hotel welcoming you in with 5 star service, to reservations at the hottest restaurants all the locals frequent, every experience is exactly what you’ve been dreaming of. You stroll through hidden gems, indulge in the city’s best culinary delights, and take in iconic sights without a single worry. Your trip to NYC is smooth, unforgettable, and everything you hoped it would be.

We were right where you were when we first came to NYC – overwhelmed by the sheer size and complexity of it all. The city felt like an endless maze of options, each neighborhood offering something completely different. Countless hours were spent researching, trying to piece together a plan for the day that would capture the essence of New York, but it was so daunting. The lack of confidence around making the wrong choices was palpable – staying in the wrong area, missing out on the best restaurants, or wasting time in tourist traps. There had to be a better way to experience this incredible city…

What if you could…

Experience New York like A Local

Imagine navigating New York City with the confidence of a seasoned New Yorker. You skip the tourist traps and instead find yourself in the city’s best-kept secrets – hidden speakeasies, elevated experiences, and charming neighborhood cafes. Every recommendation is tailored to your tastes, ensuring that you experience the city’s authentic side.

Enjoy Stress-Free Planning

Picture yourself relaxing as your entire trip comes together effortlessly. No more hours spent researching or second-guessing your choices. With a fully customized itinerary, all you need to do is show up and enjoy. We handle the details, from securing reservations to mapping out the perfect daily itinerary.

Make Unforgettable Memories

Envision a trip where every moment is designed to create lasting memories. Whether it’s watching the sunset from a rooftop bar with a perfect view of the skyline or indulging in a private tour of a world-class museum, your experiences are handpicked to match your interests and passions, making your trip to NYC truly unforgettable.

See what they’re saying

Our happy customers have a lot to say about our itineraries!

We opted for the Concierge Experience, and it was worth every penny. Not only did they plan a fantastic itinerary that perfectly matched our interests, but they also handled all the reservations and bookings. Knowing we had a local expert to make decisions reservations made the trip completely stress-free. This is the only way to travel!

Sean & Annie W

Washington, D.C.

I recently had the pleasure of using Smooth Trips to curate my New York City weekend with my husband and let me tell you, not only was it SMOOTH, but every detail was absolute perfection. From the moment I contacted them, they were attentive, knowledgeable and went above and beyond to make sure all our interests were met. I highly recommend using Smooth Trips for your next New York City trip!!

Lindsay & Thomas B

Atlanta, GA

The Tailored Trip itinerary was exactly what I needed for my first trip to New York City. Every recommendation was spot on, from the cutest boutique hotel to the hidden speakeasies we would have never found on our own. The personal touches and attention to detail made our trip unforgettable. I can’t wait to use this service again!

Rachael M

San Clemente, CA

Does this sound familiar?

You know that you’ve always wanted to experience New York City like a true insider so that you can create unforgettable memories and fully immerse yourself in everything the city has to offer…but there’s a slight problem.

You’re not sure where to start, how to navigate the city’s vast array of options, or how to find the hidden gems that only locals know about. The thought of planning such a trip feels overwhelming – there are so many neighborhoods, attractions, and dining choices that it’s hard to know where to begin.

So you keep doing what you’re doing…you search through endless guides and reviews, ask friends for recommendations, and try to piece together an itinerary, but the sheer volume of information, the fear of missing out on the best experiences, and the stress of coordinating everything on your own keeps holding you back.

Statue of Liberty New York (1)

Easy to follow itineraries to help you save time, avoid overwhelm, and make the most of your trip so you can enjoy the best of New York City. Create unforgettable memories without having to stress over the details or second-guess your choices.

It’s time to say:

Yes to…

✓ Curated Experiences

✓ Stress Free Planning

✓ Seamless Experiences

✓ Unforgettable Memories

No to…

Ⓧ Wasting Hours on Research

Ⓧ Feeling Overwhelmed with Choices

Ⓧ Falling Into Tourist Traps

Ⓧ Missed Opportunities

What people are saying…

As someone who travels frequently for work, I was looking for a way to make my downtime in New York more enjoyable without spending hours researching. The custom itinerary was a game-changer. It included everything I want to see, plus some amazing suggestions I wouldn’t have ever thought of. Everything was so well-organized that I could actually relax and enjoy the city between meetings.

Nadja Y

Raleigh, NC

We were overwhelmed with the idea of planning our trip to NYC, but this service made everything so easy. The itinerary was perfectly customized to our tastes, balancing all the famous sights with unique experiences we would have never discovered on our own. It felt like we had a local friend guiding us every step of the way. Highly recommend!

The Mills

Fair Play, SC

For our anniversary trip to New York, we wanted something special and personalized. The Concierge Experience exceeded our expectations. From the moment we landed, everything was taken care of – luxury accommodations, romantic dining experiences, and even surprise touches during a private sunset cruise. It was the most special trip we’ve ever had, thanks to the incredible attention to detail.

Leila S

Miami, FL

Before we go any further…

Does this sound like you?

Information Overload: With so many guides, reviews, and recommendations out there, it’s easy to feel overwhelmed by the sheer volume of information and unsure of where to start.

Time Constraints: Balancing a busy schedule while trying to plan the perfect trip can be incredibly stressful, leaving little time to thoroughly research and book everything.

Fear of Missing Out: The worry that you might miss out on the best experiences or make the wrong choices can create anxiety and detract from the excitement of your trip.

Lack of Local Insight: Without insider knowledge, it’s hard to know which neighborhoods to explore, where to eat, or what hidden gems are worth visiting, leading to a less authentic experience.

C.I.T.Y. Service Pricing

Let New York locals with over 20 years of experience curate the perfect NYC itinerary tailored to your interests, travel style, and budget. Skip the hours of research and avoid missing out on the city’s most iconic and hidden gems. We’ll ensure your trip is seamless, unforgettable, and uniquely New York.

Ask Us Anything
Let’s connect via video or phone for a 60-minute consultation to discuss your trip to NYC. Whether you have questions, or concerns, or need expert advice, we’re here to help you plan the perfect NYC experience.
$
129
USD
  • One-On-One Consultation
  • Expert Local NYC Advice
  • Tailored Recommendations
  • Personalized Travel Tips
Custom Tailored Trip
A fully customized itinerary designed to match your unique interests and preferences, ensuring a personalized experience that reflects your style and comfort level with the city.
$
299
USD*
  • Smooth Start Questionnaire
  • One-on-One Consultation
  • Expert Local NYC Advice
  • Personalized Itinerary
  • Custom Google Map
  • One Round of Revisions
Concierge Experience
Our premium service where we not only create your bespoke itinerary but also handle your bookings and reservations, providing you with a seamless and worry-free travel experience.
$
499
USD*
  • Everything Included In Our Custom Tailored Package Plus:
  • Reservations and Bookings Made on Your Behalf**
  • Plus, Enjoy Access to Exclusive Bonuses!

*Prices shown for 3-day custom itineraries. Additional days can be added at a rate of $99 per day

**Cost of ticket purchases, reservation fees, etc. not included

Beautiful, Responsive Itineraries Ready to Use

Our itineraries are designed with you in mind – easy to use, visually stunning, and fully responsive on any device. Whether you’re exploring on foot or planning from your hotel, our itineraries adapt seamlessly to your needs, ensuring a smooth and enjoyable experience in New York City.

Daily Breakdown

Enjoy a clear and organized daily plan that’s easy to follow, with recommendations for meals, activities, and sightseeing. Each day is thoughtfully curated to maximize your time and ensure you experience the best of NYC without the stress.

Custom Google Maps

Navigate the city like a local with our custom Google Maps. Each itinerary comes with personalized maps highlighting your daily routes, must-visit spots, and hidden gems. No more getting lost or wasting time – just tap and go!

Access Across Devices

Access your itinerary anytime, anywhere – whether on your phone, tablet, or laptop. Our itineraries are fully responsive, so you can check your plans on the go, on all your devices.

FAQs

You’ve got questions, and we’ve got answers. We specialize in showcasing the unique and elevated side of NYC. Our bespoke services include personalized guidance during the planning process, ensuring you feel confident and prepared before your trip. We’re here to help you navigate every detail so you can focus on enjoying your journey without ever feeling lost or overwhelmed.

What’s included in each itinerary package?

We offer two distinct packages: Custom Tailored Trip (custom-built itineraries), and Concierge Experience (custom itineraries with full booking services). Each package includes detailed daily plans, insider tips, and recommendations tailored to your preferences. Both the Tailored Trip and Concierge Experience packages include a one-on-one discovery call to learn more about you and what you are looking to get out of your NYC adventure!

How do you customize my itinerary?

We start with a in-depth personalized travel assessment, then we schedule a one-on-one consultation to better understand your interests, preferences, and travel style. Based on this, we create a personalized itinerary that includes activities, dining options, and experiences tailored specifically to you.

Can I make changes to my itinerary after it’s been finalized?

Absolutely! We understand that plans can change and we want to ensure the details of your trip are perfect. For Tailored Trip and Concierge Experience packages, we offer flexibility to revise your itinerary one time after it’s been finalized.

What if I don’t know what I want to do in NYC?

No problem! We’re here to guide you. In our detailed questionnaire and during our consultation call, we’ll ask about your general interests and preferences, and based on that, we’ll suggest activities and experiences that we think you’ll love.

How far in advance should I book my itinerary package?

We recommend booking at least 4-6 weeks before your trip to allow ample time for consultation, planning, and securing any necessary reservations, especially during peak travel seasons.

Step 01

Discover Your Preferences

We begin by getting to know you with a brief Smooth Start questionnaire designed to uncover your specific interests, preferences, and travel style. Whether you’re drawn to iconic landmarks, culinary adventures, or off-the-beaten-path experiences, this step helps us understand exactly what you’re looking to get out of your trip to NYC. Your responses allow us to tailor every aspect of your itinerary to suit your unique desires, ensuring that no detail is overlooked.

Step 02

Personal Consultation

Next, we’ll schedule a personal consultation to dive deeper into your travel goals and aspirations. This one-on-one conversation, which can be done via phone or video call, is your opportunity to share more about why you’re coming to New York and what you hope to experience. Whether you’re celebrating a special occasion or simply exploring the city for the first time, this step allows us to connect with you on a personal level and refine your itinerary to match your vision perfectly.

Step 03

Custom Itinerary Creation

Armed with all the insights from our questionnaire and consultation, we get to work on crafting a bespoke itinerary that’s as unique as you are. We carefully select activities, dining spots, and experiences that align with your interests, from must-see attractions to hidden gems known only to locals. Our goal is to create an itinerary that not only meets but exceeds your expectations, offering a seamless blend of iconic New York experiences and personalized touches that make your trip truly unforgettable.

Step 04

Digital Delivery & Walkthrough

Once your custom itinerary is complete, we’ll deliver it to you electronically in a convenient, easy-to-access format. Along with the itinerary, you’ll receive a detailed walkthrough that explains our recommendations and the reasoning behind each choice. We’ll make sure you’re comfortable with every aspect of the plan, providing you with all the information you need to navigate the city confidently and make the most of your time in NYC. And if you have any questions or need further adjustments, we’re just a call or email away.

Everyone needs a little…

Guidance

Whether you’re a first-time visitor to New York or a seasoned traveler, having expert advice on where to go and what to do can make all the difference in creating a memorable trip.

Peace of Mind

Planning a trip to a bustling city like New York can be daunting. Everyone needs a little help to ensure their experience is seamless and stress-free, allowing them to fully enjoy every moment.

Personalization

No two travelers are the same. Everyone needs a personalized touch to ensure their trip reflects their unique tastes and interests, making their visit truly special and tailored to them.

Plus our exclusive bonuses…

BONUS 01

Photo Op Hotspot Map

Capture your trip with stunning photos at the city’s most iconic and hidden spots. Our guide highlights the best locations and times for perfect shots, ensuring you leave New York with beautiful memories to share.

Manhattan Skyline View From Brooklyn

BONUS 02

Exclusive NYC Playlist

Set the mood for your New York City adventure with a curated Spotify playlist. Featuring songs that capture the energy and spirit of the city, this playlist is the perfect soundtrack for your trip, from exploring the streets to unwinding after a day of sightseeing.

BONUS 03

Ultimate Central Park Guide

Discover the best of Central Park with a detailed guide tailored to one of the most iconic places in NYC! Explore scenic routes, picture-perfect locations, hidden gems, and iconic landmarks with insider tips to make the most of your visit to New York City’s most famous park. At 843 acres, you’re gonna need this!

Bow Bridge in Central Park

Let us plan your trip for you

Avoid the hassle of planning and the overwhelm of endless options…just let the experts take over.

We can’t wait to help!

Let us ask you a question…

Does this sound a little too familiar?

You’ve spent hours researching online, but the more you read, the more overwhelmed you feel.

You’re excited about your trip to New York, but with so many options and opinions out there, it’s hard to know where to start. You’re left wondering if you’ll end up missing out on the best experiences or making decisions you’ll regret.

You want your trip to be perfect, but you’re too busy to plan it all yourself.

Between work, family, and everything else on your plate, finding the time to meticulously plan your New York City itinerary feels impossible. You wish someone could just take the reins and create the ideal experience for you, without the added stress.

You’ve been to New York before, but you’re looking for a deeper, more authentic experience this time.

The last time you visited, you stuck to the typical tourist spots, but now you want to explore the city like a local. You’re craving unique experiences and hidden gems that will make this trip truly special, but you’re not sure where to find them.

You’re worried about wasting time on things that aren’t worth it.

With limited time in the city, you want to make sure every moment counts. But the fear of choosing the wrong activities, restaurants, or neighborhoods is holding you back from feeling confident about your plans. You need a trusted guide to help you make the right decisions.

We get to know you, so that we can plan the perfect trip for you.

Now is your chance to finally experience the best of New York City and feel the excitement of discovery while still enjoying a stress-free trip and making unforgettable memories.

A bit about us…

Who are Ben & JoJo Anyway?

We’re Ben and JoJo, a couple with a lot of love for the greatest city on Earth. JoJo, a true veteran of the city has lived, worked, and played in New York for the past 18 years! She brings deep and invaluable insight into the city’s ever-evolving landscape. Her expertise ensures that every recommendation on Smooth Trips NYC comes with a backstory and a local’s approval.

While Ben, an experienced world traveler, arrived years later, and found his love of the city by finding the love of his life while visiting New York for a long weekend. Little did he know that talking to a city girl at the bar all night would lead this adventurous southern boy to settle down in the Best City On Earth!

Behind the Scenes at Eleven Madison Park

And then this happened…

When you live in New York long enough, you receive a steady stream of calls and texts from relatives or long-lost friends planning a trip to the city. It just comes with the territory. They’re always excited but often overwhelmed, practically begging for help! Over the years, we’ve lost count of how many of these calls we’ve received. The conversations have become almost comical in their predictability…

“I don’t know anything about the city…HELP! Where do I even begin?”

“I’m too busy and don’t have time to research and plan, can you just do it for me?”

“I’m so overwhelmed…there are so many neighborhoods and options for everything, how can I narrow it down?”

We wanted to show off the city we love so much, we were always eager to help! Before we knew it, we inadvertently became experts at planning trips to New York.

And then finally this happened…

Eventually, we thought, “Why not turn this passion project into a business?”

So, together, we started Smooth Trips NYC, where we showcase our love for the city by sharing all it has to offer – through the lens of locals who enjoy the finer things in life. We made it our mission to curate the best possible experiences for anyone visiting New York, hoping they would fall every bit as in love with the city as we have!

Let’s do a quick recap…

Here’s what you get with your bespoke itinerary:


Personalized Itinerary Tailored to Your Interests

Receive a custom-built itinerary that perfectly matches your unique preferences, from must-see landmarks to hidden gems. Every detail is carefully selected to ensure your New York City experience is exactly what you’ve dreamed of.

Expert Consultation and Insider Knowledge

Benefit from a one-on-one consultation with NYC experts, who bring years of local experience to the table. We’ll dive deep into your travel goals to create a plan that highlights the city’s best, often overlooked by tourists.

Rowboats in Central Park

Custom Google Maps for Seamless Navigation

Navigate the city like a pro with our custom Google Maps, designed specifically for your itinerary. Whether you’re walking, using public transport, or taking a cab, you’ll have all the directions and tips you need at your fingertips.

Stress-Free Planning and Support

Save yourself the headache of planning and let us handle the details. From booking your reservations to providing expert guidance before your trip, we ensure your journey is smooth, enjoyable, and truly memorable.

Let us build your trip today

Stop wasting your time endlessly researching when you could be enjoying it exploring the city. Let us craft the perfect itinerary for you in just a few days to save you all of the trouble.

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