Florida to New York Road Trip

Find out if you’re getting ripped off on your car insurance in less than two minutes.
No long forms · No spam · No fees
  • Miami
  • Orlando
  • Jacksonville
  • Savannah
  • Charleston
  • Virginia Beach
  • Baltimore
  • Philadelphia
  • New York
  • Roadside assistance
Want to head out on a road trip that immerses you in bustling major cities and also allows you to soak up the sun at pristine coastal beaches? We’ve got the ultimate Florida to New York East Coast trip all planned out for you.
You’ll start in Miami, FL and work your way through Orlando and Jacksonville, then to Savannah, GA, Charleston, SC, Virginia Beach, VA, Baltimore, MD, Philadelphia, PA, and ultimately end in New York City, NY.
Car insurance comparison app Jerry has put together everything you need for your Florida to New York road trip itinerary. From beaches to museums to countless historical sites, this road trip promises to keep you entertained!
Make sure you prepare for your trip by getting emergency roadside assistance. Roadside assistance with Jerry gives you access to tows, winches, fuel delivery, roadside reimbursement, and more! At a super affordable monthly rate, it’s a deal you can’t pass up—especially if you want to make sure your next big road trip goes smoothly.
We hope you’re as excited about your next Florida to New York road trip as we are, and no need to stress over figuring out where to go or what to do on your trip—we’ve got you covered.
RECOMMENDED
Compare auto insurance policies
No spam or unwanted phone calls · No long forms · No fees, ever
Find savings (100% Free)

Start in—Miami, FL

You’ll start your off trip in Miami, Florida. Enjoy the subtropical climate and vibrant beaches that will beg you to sit back and relax before you hit the road.
Miami, Florida
Miami, Florida

Where to eat in Miami:

Cvi.che 105 For fresh ceviches and other traditional Peruvian dishes, check out the award-winning Cvi.che 105. They have three locations in Miami (in Downtown Miami, South Beach-Lincoln Road, and Aventura Mall), so you’re bound to find a location that’s convenient for you.
Mister O1 Extraordinary Pizza Chef Renato Viola uses the finest Italian and locally sourced ingredients and his acute attention to detail to cook up some unbelievable pies at this Miami pizzeria. Fun fact: the restaurant’s name originates from Renato Viola’s visa designation. He came to the US from Italy to cook pizzas on an O1 Visa, which is reserved for those with “Extraordinary Artistic Ability.”

Things to do in Miami:

Zoo Miami A great stop for kids and animal lovers alike. And you’d be a fool to spend time in Miami without going to Miami Beach for some fun, sunny, affordable entertainment.
Want something more adventurous? Check out parasailing, jet skiing, or boat tours in Everglades National Park—and see if you can spot a gator!
Pro Tip For only a slightly higher price than a day pass, consider getting an annual National Parks Pass. This will get you into any national park in the country for a year—so you can use it on your next road trip, too.
Everglades National Park, Florida
Everglades National Park, Florida

Miami to Orlando

Orlando has a whole lot more to offer than just Disney World. Of course, Disney World might be a great place to stop off for a day (or two or three), but why not add even more Orlando fun to your itinerary?
Length: 240 miles
Orlando, Florida
Orlando, Florida

Where to eat in Orlando:

La Luce For thin crust pizza and housemade pasta, check out this fine-dining destination. Taking inspiration from both Italy and the Napa Valley, foodies are sure to love La Luce.
Bosphorous Turkish Cuisine This Turkish bar, bistro, and restaurant has several locations around Orlando and focuses on bringing you the most authentic, flavorful Turkish cuisine you can hope for. Make sure to order some lavas and hummus for the table!

Things to do in Orlando:

Universal Orlando Resort, Walt Disney World Resort, Discovery Cove, and Gatorland will definitely keep theme-park lovers happy—but there’s more to Orlando than theme parks!
For affordable activities, swing by Lake Eola Park for a nice stroll—or check out a 360-degree view of the city from ICON Orlando, the highest observation wheel on the east coast. Orlando also has great museums, like the Orlando Museum of Art.
Walt Disney World Resort, Orlando
Walt Disney World Resort, Orlando

Orlando to Jacksonville

In northern Florida, you’ll come through Jacksonville, your last stop in the state. This is a great, upbeat city that will help you get your fill of Florida before moving on to Georgia.
Length: 140 miles
Jacksonville, Florida
Jacksonville, Florida

Where to eat in Jacksonville:

Terra Gaucha Brazilian Steakhouse There’s a reason this steakhouse is the winner of Tripadvisor’s Travelers’ Choice Best of the Best for 2020. Terra Gaucha will bring you the best of the best steak, and you’ll definitely get your fill with the gourmet salad and hot bar and the wide array of side offerings that come with your meal.
Biscottis This small bistro-style restaurant brings some southern charm to classic American cuisine. They have everything you’ll need—from a full cocktail menu and happy hour, to weekend brunch, to a daily cheese and charcuterie selection.

Things to do in Jacksonville:

Jacksonville Zoo and Gardens and MOSH (Museum of Science and History) are great family destinations, and museum lovers will also enjoy The Cummer Museum of Art and Gardens.
Traveling with a shopaholic (or two)? Stop by St. Johns Town Center, an upscale shopping center, or Riverside Arts Market, a weekly Saturday farmers market where you can get produce and local craftsmanship.
Like the Market, Jacksonville Arboretum and Gardens can give you pleasant and free entertainment—walk around, take a hike, and enjoy the breathtaking nature.
Jacksonville Zoo
Jacksonville Zoo
RECOMMENDED
Compare auto insurance policies
No spam or unwanted phone calls · No long forms · No fees, ever
Find savings (100% Free)

Jacksonville to Savannah, GA

You’ll cross over the Florida-Georgia line into Savannah, Georgia for a historic, charming, and delightfully southern day or two. And you’ll still be on the coast, so you’ll be able to enjoy those warm Atlantic beaches.
Length: 140 miles
Savannah, Georgia
Savannah, Georgia

Where to eat in Savannah:

Chive Sea Bar & Lounge This 1920s-inspired stop brings you a unique, intimate dining experience in Savannah’s Historic District. Try out their Panko-fried oysters, stuffed chicken wings, or Prawn Risotto.
Jazz’d Tapas Bar Featuring live music Thursday through Saturday, Jazz’d Tapas Bar will keep you well-fed and entertained. Try out one (or five) of their various American “tapas,” inspired by traditional Spanish tapas—and don’t forget to pair it with a craft cocktail from the bar!

Things to do in Savannah:

The Historic District in Savannah is a great place for all—whether you’re a total history buff or you just appreciate charming architecture. You can take a History Tour through the town—or meander through the Savannah City Market to pick up some souvenirs.
For some more free fun, take a short car ride to the beach at Tybee Island.
Make sure to check out Wormsloe State Historic Site and its photogenic mile-long stretch of road that leads to an old plantation.
Tybee Island, Georgia
Tybee Island, Georgia

Savannah to Charleston, SC

Next up is Charleston, South Carolina. As the fourth largest city in colonial America, Charleston has loads of history and southern charm. Take a carriage ride through the old downtown and relish in the ambiance.
Length: 105 miles
Charleston, South Carolina
Charleston, South Carolina

Where to eat in Charleston:

167 Raw Oyster Bar 167 is a New England-style oyster bar that is serving up the freshest seafood from the East Coast. You’ll definitely want to order some oysters, but there’s more than just that—fish tacos, lobster rolls, and ceviche also make up 167’s menu.
Swig & Swine Get some slow-cooked, smoky meats at this prized BBQ joint, headed by pitmaster and owner Anthony DiBernardo, where all the meat is smoked with oak, hickory, and other hardwoods. Beware—this is the ultimate destination for meat-lovers, but vegetarians might have a little more trouble finding something to eat at Swig & Swine.

Things to do in Charleston:

Start by strolling through downtown Charleston—the downtown area has a historic ambiance, and you can take a guided tour to experience it best!
Folly Beach and Isle of Palms are both nearby if you want to spend some time by the water.
Check out some of the historic houses in Charleston: Drayton Hall, the Nathaniel Russell House, and Magnolia Plantation and Gardens are a few popular sites. Or, go to The Aiken-Rhett House Museum for another look at historic antebellum life in the south.
Want to make the most of being on the coast? See Charleston in a new way by taking a guided boat tour in the harbor.
Folly Beach, South Carolina
Folly Beach, South Carolina

Charleston to Virginia Beach, VA

Next up, Virginia Beach, Virginia! This mostly suburban coastal town is sure to relax you as you continue on your long trip up the East Coast.
Length: 450 miles
Virginia Beach, Virginia
Virginia Beach, Virginia

Where to eat in Virginia Beach:

The Hunt Room Tucked away in the Cavalier Hotel, this tavern is sure to give you the ultimate cozy dining experience. Pick dishes from a rustic, seasonal menu—and pair your food with some yummy craft cocktails.
The Bee & The Biscuit Every town needs a good charming breakfast spot, and this is the one. Feast on classic farm-to-table brunch dishes in the outdoor garden before setting off for the day.

Things to do in Virginia Beach:

Virginia Beach has loads of entertainment offerings—from kid-friendly activities and museums to beaches and guided tours.
The Virginia Boardwalk can easily keep you occupied with multiple museums and restaurants.
Relax on the beach —or for some activity, surf or stand-up paddleboard in the water.
First Landing State Park hosts beautiful wildlife and is a great way to get a sense of all Virginia Beach has to offer.
Virginia Boardwalk, Virginia Beach
Virginia Boardwalk, Virginia Beach
RECOMMENDED
Compare auto insurance policies
No spam or unwanted phone calls · No long forms · No fees, ever
Find savings (100% Free)

Virginia Beach to Baltimore, MD

As you make your way into the continental northeast, stop off in Baltimore, Maryland to take in some of that fresh East Coast atmosphere.
Length: 255 miles
Baltimore, Maryland
Baltimore, Maryland

Where to eat in Baltimore:

Thames Street Oyster House More oysters, anyone? Add this award-winning oyster house to your list, and fill up on all the oysters and seafood (and even mac ‘n’ cheese!) that your heart desires.
La Tavola In the heart of Baltimore’s Little Italy district, La Tavola offers all the traditional Italian cuisine you love: rich homemade pasta, fresh focaccia bread, and brick oven pizza.

Things to do in Baltimore:

Looking for some art in Baltimore? At the Baltimore Museum of Art you can find impressionist paintings by Picasso, Matisse, and Cézanne.
Want to just stroll around with no obligations? Take a walk through Inner Harbor or Federal Hill Park for some lax time outside. You can also stop by Mount Vernon to see Baltimore’s Washington Monument.
Sports fans can catch a game at Oriole Park at Camden Yards, just a few miles from Inner Harbor.
Mount Vernon, Baltimore
Mount Vernon, Baltimore

Baltimore to Philadelphia, PA

After hitting up Baltimore, you’ll drive up to Philadelphia, Pennsylvania, where you can enjoy another historic and exciting city—equipped with endless activity options, sightseeing, and unmatched big-city energy.
Length: 105 miles
Philadelphia, Pennsylvania
Philadelphia, Pennsylvania

Where to eat in Philadelphia:

Cafe La Maude Here you’ll find brunch served daily until 4 pm! Chef Nathalie Richan and her husband, Gabi, run the cafe, which is inspired by Parisian cafes and Nathalie’s hometown in Lebanon.
Terakawa Ramen This top-of-the-line ramen house serves ramen in house-made broth (that’s cooked over a two-day period!) with traditional ramen egg noodles. Plus, you can get some gyoza (potstickers) or shrimp tempura on the side.

Things to do in Philadelphia:

Philadelphia, like many of the other cities on our itinerary, is packed full of historical sites: from Independence Hall, where the Declaration of Independence was signed, to the Liberty Bell, that marked the Declaration of Independence’s first reading.
For a true taste of Philly, stop by Reading Terminal Market in the Market East District, where you can buy baked goods, coffee, produce, and more.
Rittenhouse Square—once a grazing area for livestock—is now the perfect spot for a sophisticated night on the town, with some great dining and shopping options.
And for avid hikers and lovers of the outdoors, Wissahickon Valley Park, just a few miles north of downtown, is going to be your one-stop-shop in Philly,
Want to feel like a true tourist through and through? Make sure to snap a shot in front of the LOVE sign in John F. Kennedy Plaza (LOVE Park).
Liberty Bell, Philadelphia
Liberty Bell, Philadelphia

Philadelphia to New York, NY

And finally, you’ll end your big trip in the Big Apple! There’s a reason New York, New York is one of the top tourist cities in the nation. Over 800 languages are spoken in NYC, and the city’s diverse population of immigrants make it a treasure trove of cultural history.
It’s hard to pick out activities and restaurants to appreciate in New York, but we’ve thrown a few together for you—and we hope you take your time to soak in this magnificent city!
Length: 95 miles
New York, New York
New York, New York

Where to eat in New York:

Piccola Cucina Osteria For the most authentic and satisfying Italian food, check out chef Philip Guardione’s Piccola Cucina Osteria and indulge in some creamy pasta.
ICHIRAN Times Square This restaurant focuses exclusively on Tonkotsu Ramen, making them true experts in the craft. You won’t be disappointed in their classic pork-bone broth or house-made egg noodles—plus, the location puts you right in the middle of all of the action in NYC!

Things to do in New York:

In New York City, you’ll be occupied enough just by taking a few rides on the subway and strolling through the different bureaus. But for a more climactic end to your East Coast road trip, go to the Top of the Rock Observation Deck or take a helicopter ride for an aerial view of the Big Apple.
For a pricier but completely-worth-it activity, catch a live show on Broadway—and don’t forget to check out whatever new installations are displaying in the Met or the Guggenheim.
And don’t worry—if you’re concerned about knowing where to go or what to see in this bustling city, you can sign up for a guided tour.
New York City Subway
New York City Subway
RECOMMENDED
Compare auto insurance policies
No spam or unwanted phone calls · No long forms · No fees, ever
Find savings (100% Free)

Why you need roadside assistance

In addition to having a well-designed itinerary, you’ll want to make sure you have emergency roadside assistance for your road trip. Roadside assistance is always beneficial, but even moreso on a long, multi-state trek.
And for affordable roadside assistance, you have to look no further than Jerry. Jerry’s roadside assistance program offers services ranging from tire changes, to jump-starts, to winching, to fuel delivery, to roadside reimbursement. Enjoy vehicle towing up to 10 miles, and up to $100 for key replacement. You’ll also receive up to $750 trip interruption credits, car advice from certified mechanics, and more! At a low monthly rate, it’s a no-brainer.
Trust us: having support for any potential roadside emergencies when you’re in your car traveling cross-country will make your trip all the more smooth and enjoyable.
While you’re at it, don’t forget to check out your car insurance options with Jerry. By compiling customized car insurance quotes online from top insurance providers, Jerry ensures you find the cheapest rates on your car insurance—for the same good coverage.
Your job? Just spend less than a minute putting in your information, and shop away! Once you pick a new policy, Jerry will do all the calls and paperwork for you to cancel your old policy and set up your new one. No hassle, no stress, no overpaying.
“An app that does practically everything for you: noninvasive, full transparency, and only clicks away to get savings.” —Satisfied Jerry user
RECOMMENDED
Haven’t shopped for insurance in the last six months? There might be hundreds $$$ in savings waiting for you.
avatar
Judith switched to Progressive
icon savingsSaved $725 annually
avatar
Alexander switched to Travelers
icon savingsSaved $834 annually
avatar
Annie switched to Nationwide
icon savingsSaved $668 annually

Easiest way to compare and buy car insurance

√
No long forms
√
No spam or unwanted phone calls
√
Quotes from top insurance companies