5 days in Jacksonville & Hilton Head Itinerary

5 days in Jacksonville & Hilton Head Itinerary

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Route & dates

5 days in Jacksonville & Hilton Head Itinerary

Start: New York City
Fly + bus:  6​h 45​min
1
Jacksonville
— 2 nights
Drive:  3​h 15​min
2
Hilton Head
— 2 nights
+2
bus + Fly + bus:  9​h
End: New York City

2
nights
Jacksonville

Jacksonville ©
The sprawling city of Jacksonville is not only Florida's most populous city, but also the largest city by land area in the continental United States.
On your second day here, take a stroll through Jekyll Island Historic District, then tour the pleasant surroundings at Seaside Park, and then tour the pleasant surroundings at Atlantic Beach.

For other places to visit, reviews, and more tourist information, read our Jacksonville tour itinerary maker tool .

New York City to Jacksonville is an approximately 7-hour combination of flight and bus. You can also do a combination of flight and bus; or drive. Traveling from New York City in October, you will find days in Jacksonville are somewhat warmer (81°F), and nights are about the same (62°F). Wrap up your sightseeing on the 1st (Fri) to allow time to drive to Hilton Head.

Things to do in Jacksonville

Parks Outdoors Beaches

Side Trips

St. Augustine, Jekyll Island Historic District, Seaside Park, Crescent Beach Public Beach
Highlights from your plan
Jekyll Island Historic District ©
Jekyll Island Historic District
Vilano Beach ©
Vilano Beach
Medieval Torture Museum ©
Medieval Torture Museum

2
nights
Hilton Head

Hilton Head ©
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Start off your visit on the 2nd (Sat): take a stroll through Old Town Bluffton, then enjoy the sand and surf at Folly Field Beach Park, then kick back and relax at Driessen Beach Park, and finally brush up on your knowledge of spirits at Hilton Head Distillery. Here are some ideas for day two: walk around Henry C. Chambers Waterfront Park and then examine the collection at Pat Conroy Literary Center.

To see ratings, traveler tips, more things to do, and tourist information, refer to the Hilton Head trip maker website .

Getting from Jacksonville to Hilton Head by car takes about 3.5 hours. Other options: do a combination of train and taxi. When traveling from Jacksonville in November, plan for slightly colder days in Hilton Head, with highs around 68°F, while nights are about the same with lows around 51°F. On the 3rd (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Hilton Head

Parks Outdoors Beaches

Side Trips

Beaufort, Old Town Bluffton
Highlights from your plan
Pat Conroy Literary Center ©
Pat Conroy Literary Center
Old Town Bluffton ©
Old Town Bluffton
Driessen Beach Park ©
Driessen Beach Park

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