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

This plan was created by another user.  Make it your plan

Route & dates

18 days in East Coast of USA Itinerary

Start: Boston
Fly:  4​h 45​min
1
Charleston
— 2 nights
Drive:  2​h 30​min
2
Hilton Head
— 3 nights
Drive:  1​h
3
Savannah
— 2 nights
Drive:  3​h 15​min
4
St. Augustine
— 3 nights
+2
Drive + Fly + shuttle:  6​h 15​min
5
Marathon
— 2 nights
bus:  1​h 15​min
6
Key West
— 4 nights
Fly:  6​h 30​min
End: Boston

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.
Satisfy your inner culture vulture at Magnolia Plantation & Gardens and Old St. Andrew's Parish Church. And it doesn't end there: steep yourself in history at Fort Sumter National Monument, look for all kinds of wild species at Wildlife Areas, get the lay of the land with Walking tours, and take in the views from Arthur Ravenel Jr. Bridge.

To find photos, where to stay, and tourist information, read our Charleston tour planner.

Boston to Charleston is an approximately 5-hour flight. You can also do a combination of flight and bus; or drive. In May, Charleston is somewhat warmer than Boston - with highs of 81°F and lows of 64°F. Wrap up your sightseeing on the 18th (Sat) early enough to drive to Hilton Head.

Things to do in Charleston

Historic Sites Parks Tours
Highlights from your plan
Magnolia Plantation & Gardens ©
Magnolia Plantation & Gardens
Fort Sumter National Monument ©
Fort Sumter National Monument
Dolphin & Whale Watching

3
nights
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.
Get in touch with nature at Fishing Charters & Tours and Waterskiing & Jetskiing. Discover out-of-the-way places like Speed Boats Tours and Alder Lane Beach Access. There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, hike along Hilton Head Island Bike Trails, kick back and relax at Coligny Beach, and take in the exciting artwork at Endangered Arts.

For where to stay, photos, ratings, and tourist information, go to the Hilton Head trip itinerary maker app .

Traveling by car from Charleston to Hilton Head takes 2.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Hilton Head can reach 80°F, while at night they dip to 66°F. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Savannah.

Things to do in Hilton Head

Outdoors Tours Parks
Highlights from your plan
Waterskiing & Jetskiing
Fishing Charters & Tours
Speed Boats Tours

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Start off your visit on the 22nd (Wed): explore the different monuments and memorials at Bonaventure Cemetery, steep yourself in history at Fort Pulaski National Monument, and then see majestic marine mammals with a dolphin and whale watching tour. On the next day, stroll the grounds of Colonial Park Cemetery, stroll through Forsyth Park, then steep yourself in history at Olde Pink House, and finally visit a coastal fixture at Tybee Island Lighthouse Museum.

Inspirock's itinerary builder makes planning a Savannah trip simple and quick.

Traveling by car from Hilton Head to Savannah takes an hour. Alternatively, you can 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 Wildlife Tours

Side Trip

Tybee Island
Highlights from your plan
Fort Pulaski National Monument ©
Fort Pulaski National Monument
Dolphin & Whale Watching
Olde Pink House ©
Olde Pink House

3
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Escape the urban bustle at Frank Butler County Park West and Beach at Daytona Beach. Get some cultural insight at Memorial Presbyterian Church and St. Augustine Lighthouse & Maritime Museum, Inc.. The adventure continues: enjoy the sand and surf at St. Augustine Beach, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, explore and take pictures at Flagler College, and brush up on your knowledge of spirits at St. Augustine Distillery.

Discover how to plan a St. Augustine trip in just a few steps with Inspirock's itinerary builder.

Drive from Savannah to St. Augustine in 3.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 83°F in May, and nighttime lows around 67°F. Wrap up your sightseeing on the 26th (Sun) early enough to travel to Marathon.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trip

Beach at Daytona Beach
Highlights from your plan
Memorial Presbyterian Church ©
Memorial Presbyterian Church
St. Augustine Beach ©
St. Augustine Beach

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Step off the beaten path and head to Dolphin Research Center and Parasailing & Paragliding. You'll get in some beach time at Bahia Honda State Park and Sombrero Beach. Go for a jaunt from Marathon to Islamorada to see Fishing Charters & Tours about 38 minutes away. It doesn't end there: look for all kinds of wild species at Crane Point Museum & Nature Center.

To see other places to visit, traveler tips, reviews, and tourist information, go to the Marathon trip planner.

Traveling by combination of car, flight, and shuttle from St. Augustine to Marathon takes 6.5 hours. Alternatively, you can drive; or do a combination of bus, flight, and shuttle. Traveling from St. Augustine in May, you can expect nighttime temperatures to be a bit warmer in Marathon, with lows of 77°F. Finish your sightseeing early on the 29th (Wed) so you can take a bus to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Islamorada, Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©
Bahia Honda State Park ©
Bahia Honda State Park

4
nights
Key West

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 some cultural insight at Key West Lighthouse and Keeper's Quarters Museum and Truman Little White House. Take a break from the city and head to Key West Butterfly & Nature Conservatory and Fort Zachary Taylor. Spend the 31st (Fri) exploring nature at Dry Tortugas National Park. The adventure continues: explore the different monuments and memorials at Key West Cemetery, get a new perspective on things with Boat Tours & Water Sports, cruise along The Overseas Highway, and get interesting insight from Tours.

To find maps, other places to visit, reviews, and other tourist information, refer to the Key West trip maker .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 85°F in May, and nighttime lows around 77°F. Wrap up your sightseeing on the 2nd (Sun) early enough to travel back home.

Things to do in Key West

Outdoors Wildlife Tours
Highlights from your plan
Scuba & Snorkeling
Dolphin & Whale Watching

Similar Plans

22 days in East Coast of USA BY A USER FROM AUSTRALIA September, teens, kids, popular sights PREFERENCES: September, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 19 days in East Coast of USA BY A USER FROM INDIA May, kids, popular sights PREFERENCES: May, kids ATTRACTION STYLE: Popular sights PACE: Medium 21 days in East Coast of USA BY A USER FROM INDIA May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 20 days in East Coast of USA BY A USER FROM INDIA May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 20 days in East Coast of USA BY A USER FROM INDIA April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium 19 days in East Coast of USA BY A USER FROM CANADA April, wildlife, popular sights PREFERENCES: April, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 21 days in East Coast of USA BY A USER FROM SWITZERLAND June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 21 days in East Coast of USA BY A USER FROM CANADA July, teens, kids, outdoors, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: July, teens, kids, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 21 days in East Coast of USA BY A USER FROM QATAR July, kids, culture, outdoors, historic sites, museums, wildlife, popular sights PREFERENCES: July, kids, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 19 days in East Coast of USA BY A USER FROM INDIA May, hidden gems PREFERENCES: May ATTRACTION STYLE: Hidden gems PACE: Medium 20 days in East Coast of USA BY A USER FROM IRELAND September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium
View more plans