7 days in Hilton Head, Jacksonville & Charleston Itinerary

7 days in Hilton Head, Jacksonville & Charleston Itinerary

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Route & dates

7 days in Hilton Head, Jacksonville & Charleston Itinerary

Start: Detroit
Fly:  7​h
1
Hilton Head
— 3 nights
Drive:  3​h 15​min
2
Jacksonville
— 1 night
Drive:  4​h 15​min
3
Charleston
— 2 nights
Fly:  5​h
End: Detroit

3
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.
You'll explore the less-touristy side of things at Sea Pines Forest Preserve and Parasailing & Paragliding. Next up on the itinerary: putt your heart out at Pirate's Island Adventure Golf, look for gifts at Wine & Cheese, If You Please?, sample the fine beverages at Hilton Head Distillery, and take in the exciting artwork at The Silver Garden Silversmiths and Art Gallery.

To see more things to do, photos, other places to visit, and tourist information, go to the Hilton Head travel itinerary planner.

Detroit to Hilton Head is an approximately 7-hour flight. You can also do a combination of flight and bus; or drive. Traveling from Detroit in April, expect nights in Hilton Head to be warmer, around 59°F, while days are somewhat warmer, around 74°F. Finish up your sightseeing early on the 30th (Tue) so you can go by car to Jacksonville.

Things to do in Hilton Head

Parks Wildlife Fun & Games
Highlights from your plan
Sea Pines Forest Preserve ©
Sea Pines Forest Preserve
St. Francis by the Sea Catholic Church ©
Hilton Head Distillery ©
Hilton Head Distillery

1
night
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.
Kick off your visit on the 1st (Wed): pause for some serene contemplation at St. John's Cathedral, explore the world behind art at The Cummer Museum of Art and Gardens, and then stroll through Little Talbot Island State Park.

To see where to stay, photos, reviews, and tourist information, refer to the Jacksonville route planner .

You can drive from Hilton Head to Jacksonville in 3.5 hours. Other options are to do a combination of taxi and train; or do a combination of bus and train. Traveling from Hilton Head in April, expect nights in Jacksonville to be about the same, around 58°F, while days are a bit warmer, around 80°F. Wrap up your sightseeing on the 1st (Wed) to allow time to drive to Charleston.

Things to do in Jacksonville

Parks Museums Historic Sites
Highlights from your plan
The Cummer Museum of Art and Gardens ©
Little Talbot Island State Park ©
Little Talbot Island State Park
St. John's Cathedral ©
St. John's Cathedral

2
nights
Charleston

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Start off your visit on the 2nd (Thu): admire the landmark architecture of Cathedral of Saint John the Baptist, appreciate the history behind Fort Moultrie, and then see what you can catch with a fishing tour. On your second day here, test your team's savvy at popular escape rooms, then take an in-depth tour of Old Exchange & Provost Dungeon, then take in the spiritual surroundings of St. Michael's Church, and finally get a tailor-made plan with Charleston History Tours.

To see traveler tips, other places to visit, photos, and other tourist information, you can read our Charleston online vacation maker .

You can drive from Jacksonville to Charleston in 4.5 hours. Another option is to do a combination of train and car. In May, daily temperatures in Charleston can reach 81°F, while at night they dip to 64°F. Cap off your sightseeing on the 3rd (Fri) early enough to travel back home.

Things to do in Charleston

Tours Outdoors Wildlife

Side Trip

Fort Moultrie
Highlights from your plan
Fishing Charters & Tours
Fort Moultrie ©
Fort Moultrie
St. Michael's Church ©
St. Michael's Church

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