09 Oct

How to Plan a City Tour

We love to travel. Taking a long road trip is one of our favorite vacations. Sometimes it’s fun to just hop in the car and see where the road takes you, but when we are planning one of our famous road trips and city tours, it’s important to do some preplanning. Here are some planning tools and resources to help you plan your next city tour.

Amazon affiliate links are included in this post.

How to Plan a City Tour

Whether you are visiting one of the big cities like New York City, Washington DC, Boston, Philadelphia or Louisville, or are planning to head to a smaller area like Frankfort or Springfield, Massachusetts, the key to a successful city tour is a little bit of planning. Over the past few years, our family has had the opportunity to visit many of the tourist destination cities, but we’ve also ventured off the beaten path and found some smaller cities that are worthy of some time well spent. But how do you discover what is there to see and figure out how to make the most of your time in each city?

Do your Research

One of the most important parts of any city tour is the beginning research. Are you planning an epic road trip through many states and across many miles or do you have a more specific destination in mind? Do you have a specific date in mind?  There are some times of year that offer cheaper hotels, less dense crowds or better scenery.  If your dates are flexible, then consider going during the off season.

Ask the right questions

The first thing I do when I decide on a destination is to call the visitor center. That is the #1 best way to find out the inside scoop on the area and a great way to find out if there are any special events happening during your time in that city. They can steer you toward the best areas of town for lodging options and can direct you to the best options for tickets, transportation tips and places to eat.

We also like to talk to the people we personally know who have lived in that city. Are there travel tricks to getting around rush hour traffic? Are there neighborhoods that are traditionally known for their shady activities that we should avoid? Where is the best place to get coffee and a donut? Locals know these things!

Save up to 10% off for AAA members at over 4,000 hotels worldwide, across 12 Hilton brands. Book your next stay and save now!

Figure out your budget

It cost money to take a trip and discover a new city. But there are ways to cut your cost.

Decide if it is cheaper to stay in a hotel outside the city and take public transportation or be right in the thick of things near the destinations you plan to explore. When we did a Boston vacationlast summer, we stayed about 15 miles outside the city and rode the subway into town. This was a much cheaper option than staying in the hotels downtown near the historic destinations we wanted to explore.

Boston T

Another cost saving option is taking advantage of the hotel’s complimentary breakfast. Many of the hotels will include this in your room fee. We love staying in the Hilton family of hotels because we can earn points and rewards PLUS many of them offer the included complimentary breakfast.

Opt to only eat out once a day if possible. We often choose to eat the hot breakfast in the hotel and pack a protein shake or nutrition bar to tide us over for lunch and then eat out for an early dinner before the crowds get busy. Some families choose to reverse that and eat lunch when the menu is cheaper and then do the snack option for supper. Decide what works best for your family’s schedule and then plan ahead so you can save some money on food.

Write it Down!

If you’re like me, I have to have things written down so I can remember the important details. Some people are paper and pen notetakers, but I prefer Google docs. I like keeping all my important information in one place so I can access it from anywhere. Things like travel contacts, ticket information, admission times, confirmation numbers and travel tips go straight into a google doc.

Real life tip: Before I leave on the trip, I print the entire document and put it with my trusty atlas in the front seat of the car. That way I have everything on paper in case I get in a place where there is no phone service.

Do you work better with a notebook? Here are some travel diaries to help you get started!

Get Coupons

Look for the Entertainment book or restaurant coupons for the area where you will be visiting. If you can find coupons for the local restaurants you will save money and be able to stretch your dollars.

Read all about it!

Last Christmas one of my coworkers gave me this great book because she knows how much we love to travel. USA’s Best Trips 52 Amazing Road Trips is a perfect resource to help you plan your next road trip and city tour. I’ve been reading the chapters where we hope to go this summer and have already found several ideas for historic destinations that I didn’t know were near by! Definitely worth picking up! Thanks Kristin!

Now is the time to start planning a spring break or summer road trip! Start dreaming of where you want to go and then get busy planning! The world is waiting! Let’s get out there and explore!

Hilton Hotels

To follow along our adventures, search #williamsonthego on Instagram! See you out there!

Related Posts

Leave A Comment

This site uses Akismet to reduce spam. Learn how your comment data is processed.