14 days in East Coast of USA Itinerary

14 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA trip planner

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Route & dates

14 days in East Coast of USA Itinerary

Start: Toronto
Fly + shuttle:  9​h
1
Marathon
— 2 nights
bus:  1​h 15​min
2
Key West
— 2 nights
Fly + Drive:  5​h 45​min
3
St. Augustine
— 1 night
Drive:  3​h 30​min
4
Tybee Island
— 1 night
Drive:  1​h 30​min
5
Hilton Head
— 2 nights
Fly + Drive:  6​h 45​min
6
Nags Head
— 1 day
Drive + Fly:  5​h
7
New York City
— 3 nights
bus + Fly:  4​h 45​min
End: Toronto

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.
Get ready for a full day of sightseeing on the 25th (Tue): kick back and relax at Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, and then admire the majestic nature at Bahia Honda State Park.

For more things to do, photos, where to stay, and other tourist information, refer to the Marathon trip planner .

Toronto, Canada to Marathon is an approximately 9-hour combination of flight and bus. You can also do a combination of flight and shuttle; or drive. In June, Marathon is a bit warmer than Toronto - with highs of 38°C and lows of 30°C. Finish your sightseeing early on the 26th (Wed) to allow enough time to take a bus to Key West.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trips

Bahia Honda State Park, Fishing Charters & Tours
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Fishing Charters & Tours
Bahia Honda State Park ©
Bahia Honda State Park

2
nights
Key West

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.
Kick off your visit on the 27th (Thu): take a memorable drive along The Overseas Highway, browse the exhibits of Truman Little White House, then brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and finally admire the majestic nature at Fort Zachary Taylor. On the 28th (Fri), you'll have a packed day of sightseeing: zoom along the surf with a waterskiing or jet-skiing adventure, then get up close to creatures of the deep with a dolphin and whale watching tour, and then explore the different monuments and memorials at Key West Cemetery.

To find maps, ratings, traveler tips, and tourist information, you can read our Key West day trip tool .

Take a bus from Marathon to Key West in 1.5 hours. Alternatively, you can drive. In June, daytime highs in Key West are 36°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 28th (Fri) early enough to travel to St. Augustine.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Dolphin & Whale Watching
Truman Little White House ©
Truman Little White House

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Kick off your visit on the 29th (Sat): take in the architecture and atmosphere at Cathedral Basilica of St. Augustine, then enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., then enjoy the sand and surf at St. Augustine Beach, and finally sample the fine beverages at St. Augustine Distillery. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Fort Matanzas National Monument.

To see photos, reviews, more things to do, and other tourist information, refer to the St. Augustine trip builder tool .

You can do a combination of flight and car from Key West to St. Augustine in 6 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from Key West in June, plan for little chillier nights in St. Augustine, with lows around 26°C. Wrap up your sightseeing on the 30th (Sun) to allow time to drive to Tybee Island.

Things to do in St. Augustine

Parks Historic Sites Nature
Highlights from your plan
Cathedral Basilica of St. Augustine ©
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument

1
night
Tybee Island

Tybee Island ©
Tybee Island is a city and barrier island located in Chatham County, Georgia, 18 miles (29 km) east of Savannah, United States. Kick off your visit on the 1st (Mon): contemplate the long history of Fort Pulaski National Monument, get up close to creatures of the deep with a dolphin and whale watching tour, and then enjoy the sea views from Tybee Island Lighthouse Museum.

To see other places to visit, traveler tips, maps, and tourist information, read our Tybee Island road trip planning app .

You can drive from St. Augustine to Tybee Island in 3.5 hours. Another option is to take a train. In June in Tybee Island, expect temperatures between 36°C during the day and 26°C at night. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Hilton Head.

Things to do in Tybee Island

Historic Sites Outdoors Museums
Highlights from your plan
Fort Pulaski National Monument ©
Fort Pulaski National Monument
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum
Dolphin & Whale Watching

2
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.
Kick off your visit on the 2nd (Tue): look for all kinds of wild species at Wildlife Areas, get up close to creatures of the deep with a dolphin and whale watching tour, and then hike along Hilton Head Island Bike Trails. On the next day, zoom along the surf with a waterskiing or jet-skiing adventure, then take a tour by water with Boat Tours & Water Sports, and then enjoy the sand and surf at Coligny Beach.

Take the guesswork out of planning a Hilton Head vacation by using our trip itinerary maker.

You can drive from Tybee Island to Hilton Head in 1.5 hours. July in Hilton Head sees daily highs of 37°C and lows of 28°C at night. Wrap up your sightseeing on the 3rd (Wed) to allow time to travel to Nags Head.

Things to do in Hilton Head

Outdoors Tours Parks
Highlights from your plan
Speed Boats Tours
Coligny Beach ©
Coligny Beach
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails

1
day
Nags Head

Nags Head ©
Most visitors take a trip to Nags Head to enjoy the beach, but this Outer Banks town offers more than just waterside entertainment.
Kick off your visit on the 4th (Thu): visit a coastal fixture at Bodie Island Lighthouse, then admire the majestic nature at Jockey's Ridge State Park, and then get engrossed in the history at Wright Brothers National Memorial.

To find other places to visit, reviews, maps, and more tourist information, use the Nags Head trip planning app .

Traveling by combination of flight and car from Hilton Head to Nags Head takes 7 hours. Alternatively, you can drive; or do a combination of bus, flight, and car. In July, daily temperatures in Nags Head can reach 34°C, while at night they dip to 26°C. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to New York City.

Things to do in Nags Head

Historic Sites Parks Nature

Side Trip

Wright Brothers National Memorial
Highlights from your plan
Bodie Island Lighthouse ©
Bodie Island Lighthouse
Wright Brothers National Memorial ©
Jockey's Ridge State Park ©
Jockey's Ridge State Park

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
9/11 Memorial and St. Patrick's Cathedral will appeal to history buffs. Do some cultural sightseeing at The Metropolitan Museum of Art and St. Paul's Chapel. The adventure continues: take in the pleasant sights at Central Park, take in panoramic vistas at Empire State Building, admire all the interesting features of The High Line, and make a trip to Statue of Liberty National Monument.

For where to stay, more things to do, photos, and more tourist information, use the New York City route planner.

Do a combination of car and flight from Nags Head to New York City in 5 hours. Alternatively, you can do a combination of car, flight, and bus; or drive. In July, daytime highs in New York City are 35°C, while nighttime lows are 26°C. Cap off your sightseeing on the 7th (Sun) early enough to travel back home.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
St. Patrick's Cathedral ©
St. Patrick's Cathedral

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