14 days in Charleston, Hilton Head & Savannah Itinerary

14 days in Charleston, Hilton Head & Savannah Itinerary

Created using Inspirock United States Trip Planner

Make it your trip
Fly
1
Charleston
— 5 nights
Drive
2
Hilton Head
— 2 nights
Drive
3
Savannah
— 5 nights
Drive
4
Charleston
— 1 night
Fly

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Charleston

— 5 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Your day by day itinerary now includes Charleston Pirate Tours, Fort Sumter Visitor Education Center, Charleston Footprints Walking Tours, and other attractions you added. There's still lots to do: contemplate the long history of Fort Sumter National Monument, go on a hair-raising tour with a ghost and vampire tour, and shop like a local with Charleston City Market.

To see reviews, ratings, other places to visit, and other tourist information, refer to the Charleston online trip itinerary builder.

Boston to Charleston is an approximately 4-hour flight. You can also drive; or do a combination of train and bus. Plan for a bit warmer temperatures traveling from Boston in September, with highs in Charleston at 84°F and lows at 70°F. Finish your sightseeing early on the 29th (Fri) so you can drive to Hilton Head.

Things to do in Charleston

Museums · Tours · Historic Sites · Nightlife

Side Trips

Hilton Head

— 2 nights
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Fishing Charters & Tours has been added to your itinerary. On the 30th (Sat), see majestic marine mammals with a dolphin and whale watching tour and then get a new perspective on things with Boat Tours & Water Sports.

To see ratings, reviews, maps, and other tourist information, read our Hilton Head trip planner.

Drive from Charleston to Hilton Head in 2.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 84°F, and evening lows to 71°F. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Savannah.

Things to do in Hilton Head

Outdoors · Tours · Wildlife

Savannah

— 5 nights

The Hostess City of the South

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Your day by day itinerary now includes Beaufort History Museum, Historic Savannah By Foot, Haunted Savannah Tours, and other attractions you added. And it doesn't end there: wander the streets of Savannah Historic District, get thoroughly spooked out with a ghost and vampire tour, stroll around Forsyth Park, and get the lay of the land with Walking tours.

To find more things to do, traveler tips, reviews, and tourist information, refer to the Savannah day trip website.

Traveling by car from Hilton Head to Savannah takes an hour. Alternatively, you can take a bus. Expect a daytime high around 79°F in October, and nighttime lows around 60°F. On the 6th (Fri), wrap the sightseeing up by early afternoon so you can drive to Charleston.

Things to do in Savannah

Tours · Museums · Historic Sites · Neighborhoods

Side Trips

Charleston

— 1 night
For reviews, maps, ratings, and other tourist information, use the Charleston trip itinerary planner.

Traveling by car from Savannah to Charleston takes 2.5 hours. Alternatively, you can take a bus. You'll set off for home on the 7th (Sat).

Things to do in Charleston

Tours · Outdoors · Parks · Historic Sites