18 days in East Coast of USA Itinerary

18 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA trip builder

Make it your trip
Fly
1
Charleston
— 2 nights
Drive
2
Hilton Head
— 3 nights
Drive
3
Savannah
— 2 nights
Drive
4
St. Augustine
— 3 nights
Drive
5
Marathon
— 2 nights
Drive
6
Key West
— 4 nights
Fly

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Charleston

— 2 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Fort Sumter National Monument and Old St. Andrew's Parish Church are good opportunities to explore the local culture. The adventure continues: take in the local highlights with Walking tours, snap pictures at Arthur Ravenel Jr. Bridge, identify plant and animal life at Wildlife Areas, and admire the natural beauty at Magnolia Plantation & Gardens.

To see maps and more tourist information, you can read our Charleston trip itinerary builder website.

Boston to Charleston is an approximately 4.5-hour flight. You can also drive; or do a combination of train and bus. Plan for somewhat warmer temperatures traveling from Boston in May, with highs in Charleston at 81°F and lows at 64°F. Finish your sightseeing early on the 18th (Sat) so you can drive to Hilton Head.

Things to do in Charleston

Historic Sites · Parks · Tours · Museums

Hilton Head

— 3 nights
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Eschew the tourist crowds and head to Speed Boats Tours and Fishing Charters & Tours. We've included these beaches for you: Coligny Beach and Alder Lane Beach Access. Next up on the itinerary: hike along Hilton Head Island Bike Trails, take a memorable tour with Tours, view the masterpieces at Endangered Arts, and take a tour by water with Boat Tours & Water Sports.

To see photos, traveler tips, reviews, and tourist information, read our Hilton Head tour itinerary planner.

Traveling by car from Charleston to Hilton Head takes 2.5 hours. Alternatively, you can take a bus. May in Hilton Head sees daily highs of 80°F and lows of 66°F at night. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Savannah.

Things to do in Hilton Head

Outdoors · Tours · Parks · Wildlife

Savannah

— 2 nights

The Hostess City of the South

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 22nd (Wed): stroll the grounds of Bonaventure Cemetery, then appreciate the extensive heritage of Fort Pulaski National Monument, and then get up close to creatures of the deep with a dolphin and whale watching tour. Get ready for a full day of sightseeing on the 23rd (Thu): stroll the grounds of Colonial Park Cemetery, stroll around Forsyth Park, then contemplate the long history of Olde Pink House, and finally enjoy the sea views from Tybee Island Lighthouse Museum.

To see more things to do, ratings, other places to visit, and tourist information, go to the Savannah online itinerary planner.

You can drive from Hilton Head to Savannah in an hour. Another option is to take a bus. May in Savannah sees daily highs of 83°F and lows of 64°F at night. Finish your sightseeing early on the 23rd (Thu) so you can drive to St. Augustine.

Things to do in Savannah

Historic Sites · Outdoors · Museums · Tours

Side Trip

St. Augustine

— 3 nights
St. Step out of the city life by going to St. Augustine Beach and Frank Butler County Park West. Popular historic sites such as Memorial Presbyterian Church and St. Augustine Lighthouse & Maritime Museum, Inc. are in your itinerary. Step out of St. Augustine with an excursion to Beach at Daytona Beach in Daytona Beach--about 1h 15 min away. Next up on the itinerary: brush up on your knowledge of spirits at St. Augustine Distillery, gain insight at Flagler College, and look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park.

To see maps, photos, where to stay, and other tourist information, read our St. Augustine itinerary app.

Traveling by car from Savannah to St. Augustine takes 3.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In May, plan for daily highs up to 83°F, and evening lows to 67°F. Finish your sightseeing early on the 26th (Sun) so you can drive to Marathon.

Things to do in St. Augustine

Parks · Beaches · Outdoors · Historic Sites

Side Trip

Marathon

— 2 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore hidden gems such as Sombrero Beach and Crane Point Museum & Nature Center. Get in touch with nature at Dolphin Research Center and Parasailing & Paragliding. Take a break from Marathon with a short trip to Fishing Charters & Tours in Islamorada, about 40 minutes away. There's still lots to do: enjoy the sand and surf at Bahia Honda State Park and identify plant and animal life at The Turtle Hospital.

For more things to do, photos, other places to visit, and tourist information, use the Marathon tour planning website.

You can drive from St. Augustine to Marathon in 7.5 hours. Alternatively, you can do a combination of flight and shuttle; or take a bus. Traveling from St. Augustine in May, Marathon is a bit warmer at night with lows of 77°F. Finish your sightseeing early on the 29th (Wed) so you can drive to Key West.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trips

Key West

— 4 nights

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.
Get a sense of the local culture at Key West Lighthouse and Keeper's Quarters Museum and Truman Little White House. Get outdoors at Scuba & Snorkeling and Key West Butterfly & Nature Conservatory. Spend the 31st (Fri) exploring nature at Dry Tortugas National Park. There's lots more to do: get interesting insight from Tours, explore the different monuments and memorials at Key West Cemetery, stroll through Fort Zachary Taylor, and cruise along The Overseas Highway.

To see traveler tips, reviews, ratings, and other tourist information, read our Key West route planner.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Key West are 85°F, while nighttime lows are 77°F. Finish your sightseeing early on the 2nd (Sun) so you can travel back home.

Things to do in Key West

Outdoors · Wildlife · Tours · Parks