How to Best Prepare for Your Massachusetts to Florida Road Trip

The easiest way to get from Massachusetts to Florida is, of course, flying. Sometimes, however, it’s much more fun to take the time to stop and smell the roses! That’s why you should go on a Massachusetts to Florida road trip at least once in your life. There are so many fun things to do along the East Coast, and plenty of Southern hospitality waiting for you in Fort Lauderdale, Florida—your final road trip destination. Below, we’ve compiled the most important things to keep in mind as you prepare for the journey. For more information about what to do once you reach Fort Lauderdale, be sure to check out our free Travel Guide to the “Venice of America!”

Your Guide to Fort Lauderdale

How to Prepare for Your Massachusetts to Florida Road Trip

Bring the Whole Crew

Driving around 2,000 miles one way (and 4,000 round-trip) can seem like a daunting task. The best way to make such a feat more doable is to bring along some of your closest friends or family members! While the drive is possible to complete solo, you’ll appreciate having someone else on hand to do the driving when the roads start becoming blurry and you can’t fathom sitting in that same position for another minute.

Leave Time to Make Several Stops

What’s a road trip without making memories in every state you visit? For a Massachusetts to Florida road trip, there are countless detour options. Here are the stops we recommend making (not including lodging or dining options):

New York

  • Make it to the top of the Statue of Liberty
  • Walk the High Line linear park

D.C. and Maryland

  • Visit a free Smithsonian Museum in D.C.
  • Spot wild ponies on Assateague Island, Maryland


North Carolina

  • Visit a beach in the Outer Banks
  • Stroll through Uptown Charlotte

South Carolina


  • Do some shopping on Broughton Street in Savannah
  • Visit Forsyth Park in downtown Savannah


Rest in Your Private Home Away from Home in Fort Lauderdale!

When you finally reach Fort Lauderdale, you’ll be so thankful for your private vacation rental’s spacious interior, tropical yard, sparkling pool, and other premium amenities. You and your crew will love having enough space to stretch out, relax, and enjoy some silence for a while! When you’ve regained your energy, you’ll love being close to everything Fort Lauderdale has to offer like waterfront restaurants, beaches, and shopping spots. There are even plenty of free things to do (if you went over budget on the way down).

What are you waiting for? It’s time to cross a Massachusetts to Florida road trip off your bucket list! Book your stay with us now—we can’t wait to welcome you.