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Our Epic Trip North (Part 1)

by Tony · 11 comments

The UnRulli Caravan

Didn't think the Camry could pull that much... but she made it!

The Stats:

  • 28 hours of driving.
  • 6 days of total travel.
  • 12 states crossed.
  • Ridiculous amounts of good food eaten.
  • 3 belly aches.
  • A 45 minute stretch of awkward silence near Jacksonville.
  • 1st of our 2 US road trips completed (Pacific NW coming up before Thanksgiving!)

After a year and a half of dreaming about quitting our jobs and traveling… 6 months after deciding to actually take the leap and plan this crazy adventure… 6 days after leaving Miami… we finally made it back to Boston and phase II of our 3 phase plan to travel RTW has begun!

You have read about the steps I took to quit my job and how Meg got her sabbatical.

You have seen some of the early things we have done to prepare.

Now you can see why LandingStanding has been quiet these past 2 weeks as I recount the epic journey that was our East Coast US road trip.

Adios, Miami

Goodbye, Miami

To my beautiful pool on 8th floor of our building: I think I will miss you most of all...

2 years into my job in banking, I was accepted into a credit management training program which relocated me to San Francisco for 5 months.  At the end of this training, I was able to interview all over the bank and basically had my choice of location. We chose Miami for the job opportunity that was presented and because it sounded like one heck of an adventure.

It was.

Being able to go tan at the beach through December and having a nice pool 100 feet from our condo made every second in Miami worth it. But living these past few months with our RTW trip looming in front of us was extremely difficult.

Which is why that as sad as it was to leave behind such good weather and the friends we made in Miami, we were so enthused for our East Coast road trip. It meant it was finally time to stop dreaming. It was time to pack up, move out, and get our RTW planning into high gear!

On The Road


Just wondering who thought it was a good idea to drive to Boston from Miami...

Pondering the 28 hours of road that lays before us

We hit the road only an hour later than expected Thursday morning, but after 5 hours of packing and loading the the Uhaul trailer. The only thing that saved my back after all of that lifting and then sitting in the car for 9 hours was the adrenaline of actually starting the next phase of our RTW adventure.

The first day was purposefully planned to be our hardest day of driving. We assumed the excitement from moving would carry us through most of the day and we were right. We did not even glance at how far we had gone until 5 hours into the drive.

If anybody else is making this road trip, I highly recommend just cruising through Florida. It is the least scenic, most boring drive there is unless you decide to spend some time at Disney or Universal.

I also recommend paying close attention to your map or GPS… there are very few exits on the Florida Turnpike in Northern Florida. Due to my having put the GPS navigation on mute from earlier in the week when I did a conference call for work while driving, we missed an exit that added 50 minutes to our trip… 50 MINUTES!!!

Meg was not necessarily mad at me for the innocent mistake… but she also didn’t talk to me until we made the next exit 50 minutes later.

Savannah, GA

Ferry in Savannah

Savannah was as quaint and beautiful as described

Our first true non-gas station stop of the day was our day 1 destination of Savannah, GA and man was it a nice change of of pace from the monotonous drive of Florida.

From the romantically lit parks to the incredibly nice people, Savannah felt magical.

It all started at check-in when our incredibly nice front desk person, Dot from the Avia hotel, heard about our upcoming plans to travel the world and said: “Oh my lord… you two are the most interesting people I have met in the last 2.5 years!”

I hear this all of the time from our parents, but it sure was nice to hear from a stranger… but seriously, Dot… who the heck did you meet 2.5 years ago that was more interesting than us?

We dined at the Old Pink House and had one of the better meals of my life (Meg will write all about the food we ate on our trip in the next post). But then it was off to bed as we had another long drive the next day heading to Raleigh, NC.

The Carolinas


South Carolina Legend!

Fun, casual, delicious!

Apparently, Charleston is only 2.5 hours up the coast from Savannah… who knew! My family used to vacation in Charleston (at the Wild Dunes Resort in Isles of Palm) every year when I was younger and was the scene of Meg’s first Rulli Family vacation so we had to stop!

As with everything else on this drive North, we had thoroughly researched our food options and found Amen Street to be the perfect balance of price, good seafood, and great location. Only a block from the water, we were able to take some great pictures and even see the aircraft carrier across the bay (always a favorite of mine)!

Meg In Charleston

It's hard to take pictures of scenery when Meg is right next to me!

To Be Continued…

We had many more miles to drive, but that is for part 2 of our epic road trip North. For now, check out the road map below to see how far we had come and how much further we still had to go!

[mappress mapid=”1″]

About Tony
Quit his job to try actually following his dreams for once... and is currently loving it. He is working hard to to make this life-style permanent by writing about his adventures and brainstorming money making opportunities with his partner-in-crime, Meg.

Kipp November 13, 2011 at 11:52 am

Good post but I’m also left wondering who Dot met 2.5 years ago. You should have interviewed her and found out.

Did you follow it up by ordering a sazerac from her?

Tony November 15, 2011 at 6:48 pm

Little known fact: A sazerac is the oldest american whiskey drink and will always impress a bartender when ordered. You can thank me later.

Hindsight is 20/20 Kipp… but everyday since, I regret not asking Dot who she met 2.5 yrs ago.

osmani June 7, 2012 at 11:22 pm

We are planing a road trip with inlaws and two kids to Boston and New York from Miami. for August 4th through the 13th. Just starting the planning process.
Thank You
Osmani Gonzalez

Tony June 8, 2012 at 3:36 pm

Hi Osmani!

The inlaws and two kids? Quite the full car! Make sure the A/C in your car is working for that Summer drive up the coast! If you have any questions feel free to ask.


Nikki January 13, 2013 at 7:53 pm

Where can I find the rest of this blog??? Planning the same journey from BOSTON to MIAMI and was hoping to pick up tips of good places to eat/see since neither of us are yanks! Looking forward to the next chapter!

Tony January 13, 2013 at 9:45 pm

What a fun trip! The second half of our road trip can be found here: http://www.landingstanding.com/our-epic-road-trip-north-part-2/

Please let us know how it goes!

Yoli May 18, 2015 at 12:46 pm

This is great, and I know it was a long time ago but I’ve been looking for a detailed trip. I will be making this trip from Miami to Boston this weekend! with my fiance and mom. It was random and spontaneous and we have little time to plan (and to get there) I have an appointment in Boston on Tuesday 9:30AM and we will be leaving Saturday (early, early, early – 4-5AM) How long would you say it took to get to North Carolina?
We are planning Saturday traveling all the way and staying in North Carolina to rest for the night. Sunday waking up and driving all the way to New Jersey (we have some friends who just made the trip by boat and will be staying on their boat lol!) that will probably be a drive of approx 12 hours right?? and then Monday morning driving the last hours to Boston.
Would you say this is do-able???
Thank you for your time!!!

Robyn April 29, 2016 at 10:50 am

I’m going to Florida from Boston. Leaving on May 18th to get there by the 20th for a graduation. I have a full car with both my daughters and their 3 children (10, 7, 5). Going will be exhausting because we are in a hurry but I plan on taking our time coming back to Boston. Any kid friendly tips for the ride home?

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