31 days in East Coast of USA Itinerary

31 days in East Coast of USA Itinerary

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Route & dates

31 days in East Coast of USA Itinerary

Start: Orlando
Drive:  4​h 15​min
1
Marco Island
— 2 nights
Drive:  4​h
2
Marathon
— 3 nights
bus:  1​h 15​min
3
Key West
— 5 nights
Fly + bus:  6​h
4
New York City
— 5 nights
Fly + Drive:  5​h
5
Nags Head
— 3 nights
Drive + Fly:  6​h 45​min
6
Hilton Head
— 4 nights
Drive:  1​h
7
Savannah
— 4 nights
Drive:  3​h 15​min
8
St. Augustine
— 4 nights
Drive:  2​h
End: Orlando

2
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Visiting Speed Boats Tours and Parasailing & Paragliding will get you outdoors. Step off the beaten path and head to Dolphin & Whale Watching and Waterskiing & Jetskiing. There's still lots to do: cast your line with a fishing tour, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and kick back and relax at South Marco Beach.

To see other places to visit, traveler tips, photos, and tourist information, you can read our Marco Island trip planner .

Orlando to Marco Island is an approximately 4.5-hour car ride. You can also do a combination of flight and bus; or take a bus. In May, plan for daily highs up to 88°F, and evening lows to 69°F. Finish your sightseeing early on the 3rd (Sun) so you can drive to Marathon.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Fishing Charters & Tours

3
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.
Discover out-of-the-way places like John Pennekamp Coral Reef State Park and Dolphin Research Center. Step out of the city life by going to Scuba & Snorkeling and Fishing Charters & Tours. Explore the numerous day-trip ideas around Marathon: Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Swim with Dolphins (in Key Largo). There's still lots to do: identify plant and animal life at The Turtle Hospital and enjoy the sand and surf at Bahia Honda State Park.

To find more things to do, maps, where to stay, and other tourist information, use the Marathon route maker tool .

Traveling by car from Marco Island to Marathon takes 4 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of bus and flight. Traveling from Marco Island in May, you can expect nighttime temperatures to be somewhat warmer in Marathon, with lows of 77°F. Wrap up your sightseeing on the 6th (Wed) to allow time to take a bus to Key West.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Key Largo, Bahia Honda State Park, Scuba & Snorkeling
Highlights from your plan
Scuba & Snorkeling
The Turtle Hospital ©
The Turtle Hospital

5
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.
Let the collections at Truman Little White House and Key West Lighthouse and Keeper's Quarters Museum capture your imagination. Get outdoors at Fort Zachary Taylor and Dolphin & Whale Watching. Spend the 8th (Fri) exploring nature at Dry Tortugas National Park. Next up on the itinerary: cast your line with a fishing tour, stroll the grounds of Key West Cemetery, see the interesting displays at The Ernest Hemingway Home and Museum, and add some adventure to your tour with a kayaking and canoeing tour.

For other places to visit, photos, and other tourist information, refer to the Key West vacation planner.

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In May in Key West, expect temperatures between 85°F during the day and 77°F at night. Cap off your sightseeing on the 11th (Mon) early enough to travel to New York City.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Dry Tortugas National Park ©
Dry Tortugas National Park
Fishing Charters & Tours

5
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.
Appreciate the collections at The Metropolitan Museum of Art and New York Public Library. Get some historical perspective at 9/11 Memorial and Ellis Island. There's still lots to do: admire the masterpieces at Frick Collection, don't miss a visit to Statue of Liberty National Monument, take in the architecture and atmosphere at St. Paul's Chapel, and go for a walk through Central Park.

To see reviews, other places to visit, more things to do, and other tourist information, use the New York City road trip planner.

You can do a combination of flight and bus from Key West to New York City in 6 hours. Other options are to fly; or drive. While traveling from Key West, expect slightly colder days and colder nights in New York City, ranging from highs of 69°F to lows of 55°F. Cap off your sightseeing on the 16th (Sat) early enough to travel to Nags Head.

Things to do in New York City

Museums Historic Sites Parks
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
New York Public Library ©
New York Public Library

3
nights
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.
Take a break from the city and head to Jockey's Ridge State Park and Nature & Wildlife Tours. Explore hidden gems such as Wright Brothers National Memorial and Jennette's Pier. Change things up with these side-trips from Nags Head: Cape Hatteras Lighthouse (in Buxton) and Currituck Beach Lighthouse and Museum (in Corolla). Next up on the itinerary: visit a coastal fixture at Bodie Island Lighthouse and admire nature's wide array of creatures at North Carolina Aquarium on Roanoke Island.

To see photos, traveler tips, other places to visit, and tourist information, read Nags Head online travel planner .

You can do a combination of flight and car from New York City to Nags Head in 5 hours. Other options are to do a combination of bus, flight, and car; or drive. Expect somewhat warmer temperatures when traveling from New York City in May; daily highs in Nags Head reach 75°F and lows reach 62°F. Wrap up your sightseeing on the 19th (Tue) early enough to travel to Hilton Head.

Things to do in Nags Head

Historic Sites Parks Zoos & Aquariums

Side Trips

Corolla, Wright Brothers National Memorial, Cape Hatteras Lighthouse, North Carolina Aquarium on Roanoke Island
Highlights from your plan
Cape Hatteras Lighthouse ©
Cape Hatteras Lighthouse
Wright Brothers National Memorial ©
Wright Brothers National Memorial
Nature & Wildlife Tours

4
nights
Hilton Head

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.
Explore hidden gems such as Dolphin & Whale Watching and Coligny Beach. Get in touch with nature at Angel Oak Tree and Hilton Head Island Bike Trails. There's still lots to do: identify plant and animal life at Pinckney Island National Wildlife Refuge, zoom along the surf with a waterskiing or jet-skiing adventure, glide through the air with a parasailing or paragliding tour, and get interesting insight from Tours.

To find where to stay, traveler tips, ratings, and tourist information, read our Hilton Head itinerary tool .

Traveling by combination of car and flight from Nags Head to Hilton Head takes 7 hours. Alternatively, you can drive; or do a combination of car, flight, and bus. In May in Hilton Head, expect temperatures between 80°F during the day and 66°F at night. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Savannah.

Things to do in Hilton Head

Outdoors Wildlife Tours

Side Trip

Angel Oak Tree
Highlights from your plan
Sea Pines Forest Preserve ©
Sea Pines Forest Preserve
Dolphin & Whale Watching
Fishing Charters & Tours

4
nights
Savannah

Savannah
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Get outdoors at Driftwood Beach and Dolphin & Whale Watching. Step off the beaten path and head to Cathedral of St. John the Baptist and Georgia Sea Turtle Center. Step out of Savannah with an excursion to Tybee Island Lighthouse Museum in Tybee Island--about 30 minutes away. And it doesn't end there: get to know the fascinating history of Fort Pulaski National Monument, steep yourself in history at Juliette Gordon Low's Birthplace, explore the different monuments and memorials at Colonial Park Cemetery, and take an unorthodox tour of Olde Pink House.

To find where to stay, reviews, maps, and more tourist information, refer to the Savannah trip itinerary maker website .

Drive from Hilton Head to Savannah in an hour. Alternatively, you can take a bus. Expect a daytime high around 83°F in May, and nighttime lows around 64°F. Cap off your sightseeing on the 27th (Wed) early enough to go by car to St. Augustine.

Things to do in Savannah

Historic Sites Museums Parks

Side Trips

Tybee Island, Jekyll Island, National Museum of the Mighty Eighth Air Force
Highlights from your plan
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum
Dolphin & Whale Watching

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get a sense of the local culture at St. Augustine Lighthouse & Maritime Museum, Inc. and Ponce de Leon Inlet Lighthouse & Museum. Explore hidden gems such as St. Augustine Alligator Farm Zoological Park and Fort Matanzas National Monument. Explore St. Augustine's surroundings by going to Beach at Daytona Beach (in Daytona Beach) and Fort Clinch State Park (in Fernandina Beach). There's lots more to do: tour the pleasant surroundings at St. Augustine Beach, deepen your understanding at Flagler College, examine the collection at St. Augustine Pirate & Treasure Museum, and sample the fine beverages at St. Augustine Distillery.

For traveler tips, ratings, other places to visit, and other tourist information, you can read our St. Augustine sightseeing website .

You can drive from Savannah to St. Augustine in 3.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 83°F, and evening lows to 67°F. Finish your sightseeing early on the 31st (Sun) to allow enough time to drive back home.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trips

Ponce de Leon Inlet Lighthouse & Museum, Fort Clinch State Park, Beach at Daytona Beach
Highlights from your plan
Ponce de Leon Inlet Lighthouse & Museum ©
Fort Clinch State Park ©
Fort Clinch State Park

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