8 days in Hilton Head, Jacksonville & St. Augustine Itinerary

8 days in Hilton Head, Jacksonville & St. Augustine Itinerary

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Route & dates

8 days in Hilton Head, Jacksonville & St. Augustine Itinerary

Start: Austin
Fly:  8​h
1
Hilton Head
— 2 nights
Drive:  3​h 15​min
2
Jacksonville
— 2 nights
Drive:  1​h
3
St. Augustine
— 3 nights
+2
Bus + Taxi + Fly:  7​h 30​min
End: Austin

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 12th (Sun): trek along Hilton Head Island Bike Trails, see the interesting displays at Pat Conroy Literary Center, then look for gifts at The Oilerie Hilton Head Island, and finally relax and rejuvenate at some of the best spas. On the 13th (Mon), you'll have a packed day of sightseeing: take in the architecture and atmosphere at The Church of the Cross, then tour the pleasant surroundings at Coligny Beach, then get up close to creatures of the deep with a dolphin and whale watching tour, and finally sample the fine beverages at Hilton Head Distillery.

For photos, other places to visit, more things to do, and other tourist information, refer to the Hilton Head tour itinerary planning app .

Austin to Hilton Head is an approximately 8-hour flight. You can also do a combination of flight and bus; or drive. You'll lose 1 hour traveling from Austin to Hilton Head due to the time zone difference. Traveling from Austin in January, expect nights in Hilton Head to be about the same, around 42°F, while days are a bit cooler, around 58°F. Wrap up your sightseeing on the 13th (Mon) to allow time to drive to Jacksonville.

Things to do in Hilton Head

Outdoors Parks Tours

Side Trips

Pat Conroy Literary Center, The Church of the Cross
Highlights from your plan
Pat Conroy Literary Center ©
Pat Conroy Literary Center
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails
Coligny Beach ©
Coligny Beach

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 the 14th (Tue), look for all kinds of wild species at Catty Shack Ranch Wildlife Sanctuary, then immerse yourself in nature at Fort Clinch State Park, and then explore the world behind art at The Cummer Museum of Art and Gardens. Get ready for a full day of sightseeing on the 15th (Wed): admire nature's wide array of creatures at Jacksonville Zoo & Gardens, sample the fine beverages at Marlin & Barrel Distillery, then test your team's savvy at popular escape rooms, and finally examine the collection at Ritz Theatre & LaVilla Museum.

For other places to visit, more things to do, ratings, and other tourist information, read Jacksonville route planner.

Getting from Hilton Head to Jacksonville by car takes about 3.5 hours. Other options: do a combination of taxi and train. When traveling from Hilton Head in January, plan for somewhat warmer days in Jacksonville, with highs around 65°F, while nights are about the same with lows around 43°F. Wrap up your sightseeing on the 15th (Wed) early enough to drive to St. Augustine.

Things to do in Jacksonville

Parks Museums Wildlife

Side Trip

Amelia Island
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Room Escape Games
Jacksonville Zoo & Gardens ©
Jacksonville Zoo & Gardens

3
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Change things up with a short trip to Stetson Mansion in DeLand (about 1h 25 min away). There's still lots to do: sample the fine beverages at St. Augustine Distillery, look for all kinds of wild species at St. Augustine Wild Reserve, pause for some serene contemplation at Cathedral Basilica of St. Augustine, and deepen your understanding at Flagler College.

To see maps, where to stay, photos, and more tourist information, you can read our St. Augustine online trip itinerary builder .

Traveling by car from Jacksonville to St. Augustine takes an hour. Alternatively, you can take a bus. Traveling from Jacksonville in January, plan for a bit warmer nights in St. Augustine, with lows around 49°F. Wrap up your sightseeing on the 18th (Sat) early enough to travel back home.

Things to do in St. Augustine

Parks Historic Sites Wildlife

Side Trip

Stetson Mansion
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
St. Augustine Distillery ©
St. Augustine Distillery

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