29 days in United States Itinerary

29 days in United States Itinerary

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Route & dates

29 days in United States Itinerary

Start: New York City
1
New York City
— 2 nights
Fly:  3 h 15 min
2
Washington DC
— 2 nights
Fly:  3 h
3
Myrtle Beach
— 1 night
Drive:  4 h 45 min
4
Hilton Head
— 2 nights
Drive:  5 h 30 min
5
Orlando
— 5 nights
Fly:  4 h
6
Miami
— 1 night
Fly:  2 h 30 min
7
Key West
— 1 night
Ferry:  4 h
8
Fort Myers
— 1 night
Drive:  1 h 30 min
9
Sarasota
— 2 nights
Fly:  5 h 45 min
10
Panama City
— 2 nights
Drive:  2 h 30 min
11
Pensacola
— 2 nights
+2
Bus + Foot + Fly:  8 h 30 min
12
Salem
— 1 night
Train:  30 min
13
Boston
— 2 nights
Drive:  1 h 45 min
14
Hartford
— 1 day
Drive:  45 min
15
New Haven
— 2 nights
Drive:  1 h 45 min
End: New York City

2
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.
Visiting Bay Head Beach and Manasquan Beach will get you outdoors. You'll get in some beach time at Belmar Beach and 8th Ave Jetty. Change things up with these side-trips from New York City: Ocean Grove Beach (in Ocean Grove), Brick Beach 1 (in Brick) and Bliss Price Arboretum and Wildlife Sanctuary (in Eatontown). There's still lots to do: look for gifts at The Music Man Singing Ice Cream Shoppe and browse the eclectic array of goods at Chelsea Market.

To see ratings and more tourist information, read our New York City trip itinerary planning website .

If you are flying in from United Kingdom, the closest major airports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In August, plan for daily highs up to 34°C, and evening lows to 25°C. Cap off your sightseeing on the 18th (Sun) early enough to travel to Washington DC.

Things to do in New York City

Parks Outdoors Beaches

Side Trips

Bay Head Beach, Manasquan Beach, 8th Ave Jetty, Ocean Grove Beach, Brick Beach 1
Highlights from your plan
Ocean Grove Beach ©
Ocean Grove Beach
Bay Head Beach ©
Bay Head Beach
Chelsea Market ©
Chelsea Market

2
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Start off your visit on the 19th (Mon): take in the exciting artwork at Torpedo Factory Art Center, take a stroll through Old Town, then get to know the fascinating history of Tomb of the Unknowns, then see the interesting displays at National Air and Space Museum, and finally explore the activities along Tidal Basin. On your second day here, explore the activities along Great Falls Park.

To find other places to visit, traveler tips, photos, and other tourist information, go to the Washington DC online trip maker .

Traveling by flight from New York City to Washington DC takes 3.5 hours. Alternatively, you can take a train; or drive. Expect a daytime high around 36°C in August, and nighttime lows around 25°C. Cap off your sightseeing on the 20th (Tue) early enough to travel to Myrtle Beach.

Things to do in Washington DC

Parks Nature Museums

Side Trips

Alexandria, The Tomb of the Unknown Soldier, Great Falls Park
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Old Town ©
Old Town
National Air and Space Museum ©
National Air and Space Museum

1
night
Myrtle Beach

Myrtle Beach is a coastal city on the east coast of the United States in Horry County, South Carolina. Start off your visit on the 21st (Wed): get some thrills out on the water with a waterskiing or jet-skiing adventure, then surround yourself with nature on a nature and wildlife tour, then pause for some serene contemplation at St. John the Baptist Greek Orthodox Church, and finally shop like a local with Broadway at the Beach.

To find where to stay, reviews, maps, and tourist information, read our Myrtle Beach online itinerary planner .

Getting from Washington DC to Myrtle Beach by flight takes about 3 hours. Other options: do a combination of train and flight; or drive. In August, daily temperatures in Myrtle Beach can reach 36°C, while at night they dip to 26°C. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Hilton Head.

Things to do in Myrtle Beach

Tours Outdoors Wildlife
Highlights from your plan
Nature & Wildlife Tours
Broadway at the Beach ©
Broadway at the Beach
Waterskiing & Jetskiing

2
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.
Kick off your visit on the 22nd (Thu): surround yourself with nature on Commander Zodiac, then kick back and relax at Coligny Beach, and then hike along Hilton Head Island Bike Trails. Keep things going the next day: tour the pleasant surroundings at Driessen Beach Park, kick back and relax at Folly Field Beach Park, then race across the water with a speed boat tour, and finally zoom along the surf with a waterskiing or jet-skiing adventure.

To find where to stay, other places to visit, and other tourist information, read our Hilton Head day trip planning tool .

Traveling by car from Myrtle Beach to Hilton Head takes 5 hours. Alternatively, you can do a combination of bus and car; or fly. In August, plan for daily highs up to 36°C, and evening lows to 28°C. Wrap up your sightseeing on the 24th (Sat) early enough to drive to Orlando.

Things to do in Hilton Head

Outdoors Parks Beaches
Highlights from your plan
Coligny Beach ©
Coligny Beach
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails
Waterskiing & Jetskiing

5
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Visit Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion for their historical value. You'll enjoy a bit of beach vacationing at Beach at Daytona Beach and Lighthouse Point Park. Venture out of the city with trips to Gallery of Local Art (in Flagler Beach), Cocoa Beach (in Cocoa Beach) and Ormond Beach (in Ormond Beach). The adventure continues: see what you can catch with a fishing tour, find something for the whole family at SeaWorld Orlando, get some fabulous bargains at Orlando Vineland Premium Outlets, and wander the streets of International Drive.

To find maps, other places to visit, photos, and tourist information, you can read our Orlando trip maker website .

Getting from Hilton Head to Orlando by car takes about 5.5 hours. Other options: do a combination of taxi and train; or take a bus. In August, daytime highs in Orlando are 39°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 29th (Thu) early enough to drive to Miami.

Things to do in Orlando

Outdoors Parks Shopping

Side Trips

Ponce Inlet, Port Canaveral, Cocoa Beach, Stetson Mansion, Ormond Beach
Highlights from your plan
Ponce de Leon Inlet Lighthouse & Museum ©
Stetson Mansion ©
Stetson Mansion
Ormond Beach ©
Ormond Beach

1
night
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Start off your visit on the 30th (Fri): enjoy the sand and surf at Haulover Beach Park, then wander the streets of Lincoln Road, then enjoy the sand and surf at South Beach, and finally admire the landmark architecture of Art Deco Historic District.

For photos, reviews, other places to visit, and tourist information, use the Miami travel route app .

Getting from Orlando to Miami by car takes about 4 hours. Other options: take a bus; or take a train. In August in Miami, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 30th (Fri) early enough to travel to Key West.

Things to do in Miami

Parks Beaches Outdoors

Side Trips

Miami Beach, Haulover Beach Park
Highlights from your plan
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District
South Beach ©
South Beach

1
night
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.
Start off your visit on the 31st (Sat): add some adventure to your tour with a kayaking and canoeing tour, find your balance on the water with some of the best stand-up paddleboarding in the area, and then immerse yourself in nature at Fort Zachary Taylor.

To see other places to visit and tourist information, you can read our Key West trip maker tool .

You can fly from Miami to Key West in 2.5 hours. Other options are to do a combination of bus and flight; or drive. In August, daily temperatures in Key West can reach 38°C, while at night they dip to 32°C. Finish your sightseeing early on the 31st (Sat) so you can travel to Fort Myers.

Things to do in Key West

Outdoors Adventure Tours
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Kayaking & Canoeing
Stand-Up Paddleboarding

1
night
Fort Myers

Fort Myers ©
Fort Myers is the county seat and commercial center of Lee County, Florida, United States. Kick off your visit on the 1st (Sun): kick back and relax at Blind Pass Beach Park, choose your vessel at Tarpon Bay Explorers, then take in nature's colorful creations at Edison & Ford Winter Estates, and finally contemplate the long history of Edison Park. Get ready for a full day of sightseeing on the next day: catch a movie at Coconut Point Mall, stroll through Bonita Springs Public Beach, and then enjoy the sand and surf at Fort Myers Beach.

To find maps, other places to visit, photos, and more tourist information, you can read our Fort Myers tour itinerary planner.

You can do a combination of ferry and taxi from Key West to Fort Myers in 4 hours. Other options are to do a combination of flight and bus; or drive. Traveling from Key West in September, you can expect nighttime temperatures to be little chillier in Fort Myers, with lows of 27°C. Finish your sightseeing early on the 2nd (Mon) so you can drive to Sarasota.

Things to do in Fort Myers

Parks Outdoors Beaches

Side Trips

Sanibel Island, Coconut Point, Bonita Springs Public Beach, Fort Myers Beach
Highlights from your plan
Blind Pass Beach Park ©
Blind Pass Beach Park
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates
Fort Myers Beach ©
Fort Myers Beach

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Start off your visit on the 3rd (Tue): kick back and relax at Siesta Beach, then kick back and relax at Bradenton Beach, and then stroll through Bean Point. Keep things going the next day: kick back and relax at Crescent Beach, enjoy the sand and surf at Nokomis Beach, and then kick back and relax at Manasota Key Beach.

For other places to visit, photos, traveler tips, and more tourist information, read our Sarasota travel route builder site .

You can drive from Fort Myers to Sarasota in 1.5 hours. Alternatively, you can take a bus. In September in Sarasota, expect temperatures between 37°C during the day and 27°C at night. Finish your sightseeing early on the 4th (Wed) to allow enough time to travel to Panama City.

Things to do in Sarasota

Parks Beaches Outdoors

Side Trips

Siesta Key, Manasota Key Beach, Bean Point, Nokomis Beach, Bradenton Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
Crescent Beach ©
Crescent Beach
Nokomis Beach ©
Nokomis Beach

2
nights
Panama City

Panama City ©
Panama City is a city and the county seat of Bay County, Florida, United States. Kick off your visit on the 5th (Thu): see majestic marine mammals with Shell Island Blue Dolphin Tours, then admire the majestic nature at Eden Gardens State Park, and then stroll through Seaside Beach. On the next day, buy something for everyone on your list at Pier Park, enjoy the sand and surf at Panama City Beach, and then fulfill a lifelong dream with a swim-with-the-dolphins experience.

To see ratings, traveler tips, maps, and tourist information, go to the Panama City trip itinerary maker .

You can do a combination of bus and flight from Sarasota to Panama City in 6 hours. Alternatively, you can do a combination of bus, flight, and car; or drive. The time zone difference when traveling from Sarasota to Panama City is minus 1 hour. September in Panama City sees daily highs of 35°C and lows of 26°C at night. Finish your sightseeing early on the 6th (Fri) to allow enough time to drive to Pensacola.

Things to do in Panama City

Outdoors Parks Tours

Side Trips

Panama City Beach, Eden Gardens State Park, Seaside Beach
Highlights from your plan
Panama City Beach ©
Panama City Beach
Eden Gardens State Park ©
Eden Gardens State Park
Pier Park ©
Pier Park

2
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
On the 7th (Sat), look for gifts at Joe Patti's Seafood Company, tour the water at your own pace with Dolphin Express, then enjoy the sand and surf at Pensacola Beach, and finally steep yourself in history at Fort Pickens Area. On the 8th (Sun), you'll have a packed day of sightseeing: brush up on your military savvy at National Naval Aviation Museum.

To find photos, maps, other places to visit, and tourist information, you can read our Pensacola trip planner .

Drive from Panama City to Pensacola in 2.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Pensacola can reach 36°C, while at night they dip to 26°C. Wrap up your sightseeing by early afternoon on the 8th (Sun) to allow enough time to travel to Salem.

Things to do in Pensacola

Outdoors Museums Parks

Side Trip

Pensacola Beach
Highlights from your plan
Pensacola Beach ©
Pensacola Beach
National Naval Aviation Museum ©
National Naval Aviation Museum
Fort Pickens Area ©
Fort Pickens Area

1
night
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
On the 9th (Mon), steep yourself in history at Saugus Iron Works, enjoy the sand and surf at Nahant Beach, look for gifts at Ye Olde Pepper Companie, then steep yourself in history at The House of the Seven Gables, and finally steep yourself in history at The Custom House.

To see where to stay, reviews, photos, and other tourist information, you can read our Salem trip planner .

Traveling by combination of taxi, flight, bus, and train from Pensacola to Salem takes 8.5 hours. Alternatively, you can do a combination of car, flight, bus, and train; or drive. Traveling from Pensacola to Salem, you'll lose 1 hour due to the time zone difference. In September, Salem is a bit cooler than Pensacola - with highs of 28°C and lows of 14°C. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Boston.

Things to do in Salem

Historic Sites Parks Beaches

Side Trips

Saugus Iron Works, Nahant Beach
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Nahant Beach ©
Nahant Beach
Saugus Iron Works ©
Saugus Iron Works

2
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 10th (Tue), get to know the fascinating history of Freedom Trail, take in the spiritual surroundings of Old North Church & Historic Site, wander the streets of Newbury Street, then browse the eclectic array of goods at Quincy Market, and finally get a taste of the local shopping with Faneuil Hall Marketplace.

For maps, photos, where to stay, and tourist information, go to the Boston trip itinerary planner.

Boston is just a stone's throw from Salem. Expect a daytime high around 28°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 11th (Wed) so you can drive to Hartford.

Things to do in Boston

Shopping Historic Sites Neighborhoods
Highlights from your plan
Old North Church & Historic Site ©
Old North Church & Historic Site
Quincy Market ©
Quincy Market
Newbury Street ©
Newbury Street

1
day
Hartford

Hartford ©
Hartford is the capital of the U.S. On the 11th (Wed), appreciate the extensive heritage of Old Wethersfield, explore the different monuments and memorials at Cedar Hill Cemetery, contemplate the long history of The Mark Twain House & Museum, then take in the exciting artwork at Real Art Ways, and finally stroll the grounds of Ancient Burying Ground.

To find ratings, where to stay, more things to do, and tourist information, go to the Hartford tour builder .

Drive from Boston to Hartford in 2 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 30°C in September, and nighttime lows around 16°C. Cap off your sightseeing on the 11th (Wed) early enough to go by car to New Haven.

Things to do in Hartford

Historic Sites Museums Shopping

Side Trip

Old Wethersfield
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Old Wethersfield ©
Old Wethersfield
Cedar Hill Cemetery ©
Cedar Hill Cemetery

2
nights
New Haven

New Haven ©
New Haven, in the U.S. Kick off your visit on the 12th (Thu): explore the striking landscape of Weir Farm National Historic Site and then relax in the rural setting at Blue Jay Orchards. On the 13th (Fri), you'll have a packed day of sightseeing: kick back and relax at Cedar Beach, look for gifts at Fromage Fine Foods & Coffees, and then immerse yourself in nature at Hammonasset Beach State Park.

To see where to stay, reviews, maps, and more tourist information, you can read our New Haven online trip builder .

You can drive from Hartford to New Haven in an hour. Alternatively, you can take a train; or take a bus. September in New Haven sees daily highs of 29°C and lows of 17°C at night. Wrap up your sightseeing on the 13th (Fri) early enough to drive back home.

Things to do in New Haven

Parks Nature Historic Sites

Side Trips

Fromage Fine Foods & Coffees, Weir Farm National Historic Site, Hammonasset Beach State Park, Cedar Beach, Blue Jay Orchards
Highlights from your plan
Weir Farm National Historic Site ©
Weir Farm National Historic Site
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Cedar Beach ©
Cedar Beach

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