9 days in Charleston, St. Augustine & Key West Itinerary

9 days in Charleston, St. Augustine & Key West Itinerary

Created using Inspirock United States trip itinerary planner

Plan created by another user. Make it yours
1
Charleston
— 2 nights
2
St. Augustine
— 2 nights
3
Key West
— 4 nights

S M T W T F S
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2
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Attractions like Horse-Drawn Carriage Tours and Magnolia Plantation & Gardens make great kid-friendly stops. Next up on the itinerary: take a memorable tour with Tours, admire the masterpieces at City Gallery at Waterfront Park, browse the eclectic array of goods at Charleston City Market, and go on a hair-raising tour with a ghost and vampire tour.

Plan trip to Charleston with our itinerary maker to find out where to go and what to do.

Eldersburg to Charleston is an approximately 9-hour car ride. You can also do a combination of car and flight; or drive. Traveling from Eldersburg in August, expect a bit warmer with lows of 75°F in Charleston. Wrap up your sightseeing on the 23rd (Sun) to allow time to drive to St. Augustine.

Things to do in Charleston

Historic Sites · Parks · Tours · Museums

Side Trip

Highlights from your plan
Magnolia Plantation & Gardens ©
Magnolia Plantation & Gardens
Horse-Drawn Carriage Tours
Dolphin & Whale Watching

2
nights
St. Augustine

St. Augustine ©
St. On the 24th (Mon), identify plant and animal life at St. Augustine Alligator Farm Zoological Park, deepen your understanding at Flagler College, take an in-depth tour of Medieval Torture Museum, then look for all kinds of wild species at St. Augustine Wild Reserve, and finally brush up on your knowledge of spirits at St. Augustine Distillery. Get ready for a full day of sightseeing on the 25th (Tue): enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc. and then enjoy the sand and surf at St. Augustine Beach.

For ratings, maps, photos, and tourist information, refer to the St. Augustine road trip site.

Traveling by car from Charleston to St. Augustine takes 5 hours. Alternatively, you can fly; or take a bus. In August, daytime highs in St. Augustine are 89°F, while nighttime lows are 75°F. On the 25th (Tue), wrap the sightseeing up by early afternoon so you can travel to Key West.

Things to do in St. Augustine

Parks · Wildlife · Museums · Beaches
Highlights from your plan
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
St. Augustine Beach ©
St. Augustine Beach
St. Augustine Alligator Farm Zoological Park ©

4
nights
Key West

Key West ©

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Attractions like Scuba & Snorkeling and Bahia Honda State Park make great kid-friendly stops. Change things up with these side-trips from Key West: Marathon (Shady Palm Art Gallery & Photography & Sombrero Beach). There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, contemplate the long history of Truman Little White House, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and make a trip to Southernmost Point.

For ratings, photos, where to stay, and tourist information, you can read our Key West itinerary planner.

Traveling by car from St. Augustine to Key West takes 9 hours. Alternatively, you can do a combination of bus and flight; or drive; or take a bus. Traveling from St. Augustine in August, Key West is a bit warmer at night with lows of 81°F. Wrap up your sightseeing on the 29th (Sat) early enough to travel back home.

Things to do in Key West

Parks · Outdoors · Beaches · Museums

Side Trips

Highlights from your plan
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Scuba & Snorkeling
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

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