28 days in United States Itinerary

28 days in United States Itinerary

Created using Inspirock United States tour planner

Make it your trip
Fly to Tampa International Airport, Drive to Siesta Key
1
Siesta Key
— 1 day
Drive
2
Miami
— 2 nights
Drive
3
Big Pine Key
— 1 night
Drive
4
Key West
— 3 nights
Fly
5
New York City
— 3 nights
Drive
6
Madison
— 2 nights
+2
Drive to La Guardia Airport, Fly to Ronald Reagan Washington National Airport, Drive to Washington DC
7
Washington DC
— 3 nights
Fly
8
San Francisco
— 4 nights
Fly
9
Los Angeles
— 6 nights
Fly

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Siesta Key

— 1 day
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Kick off your visit on the 24th (Mon): kick back and relax at Crescent Beach and then kick back and relax at Siesta Beach.

For more things to do, maps, ratings, and more tourist information, go to the Siesta Key planning site.

Kalamata, Greece to Siesta Key is an approximately 22-hour combination of flight and car. Traveling from Kalamata to Siesta Key, you'll gain 7 hours due to the time zone difference. Traveling from Kalamata in June, expect a bit warmer with lows of 28°C in Siesta Key. Cap off your sightseeing on the 24th (Mon) early enough to go by car to Miami.

Things to do in Siesta Key

Parks · Outdoors · Beaches
Highlights from your trip

Miami

— 2 nights

Magic City

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 25th (Tue): enjoy the sand and surf at South Beach, then browse the different shops at Lincoln Road, and then enjoy the sand and surf at Haulover Beach Park. Here are some ideas for day two: enjoy the sand and surf at Fort Lauderdale Beach, look for gifts at Coast Boutique, and then get to know the fascinating history of Art Deco Historic District.

For photos, where to stay, reviews, and tourist information, refer to the Miami road trip planning tool.

Traveling by car from Siesta Key to Miami takes 4 hours. Alternatively, you can take a bus; or fly. June in Miami sees daily highs of 37°C and lows of 29°C at night. Wrap up your sightseeing on the 26th (Wed) to allow time to drive to Big Pine Key.

Things to do in Miami

Parks · Outdoors · Beaches · Neighborhoods

Side Trips

Big Pine Key

— 1 night
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. On the 27th (Thu), examine the collection at Crane Point Museum & Nature Center, then enjoy the sand and surf at Sombrero Beach, and then stroll through Bahia Honda State Park.

To see where to stay, other places to visit, traveler tips, and tourist information, go to the Big Pine Key attractions planner.

Traveling by car from Miami to Big Pine Key takes 3 hours. Alternatively, you can do a combination of flight and bus; or take a shuttle. In June, daytime highs in Big Pine Key are 38°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 27th (Thu) to allow time to drive to Key West.

Things to do in Big Pine Key

Parks · Outdoors · Beaches · Wildlife

Side Trip

Key West

— 3 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.
Take a break from the city and head to Fun In The Sun Key West and Fort Zachary Taylor. Museum-lovers will get to explore The Ernest Hemingway Home and Museum and Truman Little White House. There's lots more to do: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, see the interesting displays at Oldest House & Garden Museum, look for gifts at De La Gallery, and stroll the grounds of Key West Cemetery.

To find photos, reviews, more things to do, and tourist information, read our Key West trip itinerary planner.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In June, daily temperatures in Key West can reach 36°C, while at night they dip to 30°C. Finish your sightseeing early on the 30th (Sun) so you can travel to New York City.

Things to do in Key West

Outdoors · Parks · Historic Sites · Tours

New York City

— 3 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Visit 9/11 Memorial and Ellis Island for their historical value. Let the collections at The Metropolitan Museum of Art and American Museum of Natural History capture your imagination. The adventure continues: stop by Times Square, enjoy breathtaking views from Empire State Building, see the interesting displays at New York Public Library, and go for a walk through Central Park.

To see other places to visit, where to stay, photos, and more tourist information, read New York City trip maker app.

You can fly from Key West to New York City in 7 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in July, expect a bit cooler with lows of 26°C in New York City. Finish your sightseeing early on the 4th (Thu) so you can travel to Madison.

Things to do in New York City

Museums · Parks · Neighborhoods · Historic Sites

Madison

— 2 nights
Madison is a town in the southeastern corner of New Haven County, Connecticut, United States, occupying a central location on Connecticut's Long Island Sound shoreline. On the 5th (Fri), stroll through Meschutt Beach and then enjoy the sand and surf at Ponquogue Beach. Keep things going the next day: enjoy the sand and surf at Sasco Beach and then kick back and relax at Hammonasset Beach State Park.

To see where to stay, more things to do, ratings, and other tourist information, read Madison vacation planner.

Getting from New York City to Madison by car takes about 2 hours. Traveling from New York City in July, things will get slightly colder in Madison: highs are around 32°C and lows about 22°C. Finish your sightseeing early on the 6th (Sat) to allow enough time to travel to Washington DC.

Things to do in Madison

Parks · Outdoors · Beaches · Nature

Side Trips

Washington DC

— 3 nights
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.
National Air and Space Museum and United States Holocaust Memorial Museum will appeal to museum buffs. Do some cultural sightseeing at Smithsonian National Museum of Natural History and National Gallery of Art. The adventure continues: examine the collection at The National Archives Museum, contemplate in the serene atmosphere at Washington National Cathedral, get a sense of history and politics at White House, and explore the activities along Tidal Basin.

To find where to stay, photos, maps, and tourist information, you can read our Washington DC driving holiday planning app.

The Route module can help you plan travel from Madison to Washington DC. Expect somewhat warmer temperatures when traveling from Madison in July; daily highs in Washington DC reach 37°C and lows reach 26°C. Finish up your sightseeing early on the 9th (Tue) so you can travel to San Francisco.

Things to do in Washington DC

Museums · Historic Sites · Parks · Nature

Side Trip

San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get a sense of the local culture at Alcatraz Island and Golden Gate Bridge. Head to Ferry Building Marketplace and Union Squarefor plenty of shopping. And it doesn't end there: take in the waterfront at Fisherman's Wharf, take a stroll through Nob Hill, visit SoMa, and see the interesting displays at Exploratorium.

To find photos, ratings, more things to do, and more tourist information, refer to the San Francisco sightseeing website.

Traveling by flight from Washington DC to San Francisco takes 7.5 hours. Alternatively, you can drive; or do a combination of subway and train. Due to the time zone difference, you'll gain 3 hours traveling from Washington DC to San Francisco. Expect slightly colder temperatures when traveling from Washington DC in July; daily highs in San Francisco reach 26°C and lows reach 16°C. Finish your sightseeing early on the 13th (Sat) to allow enough time to travel to Los Angeles.

Things to do in San Francisco

Neighborhoods · Shopping · Parks · Historic Sites

Los Angeles

— 6 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Get a sense of the local culture at Montana Avenue and Hollywood Walk of Fame. Shop till you drop at Abbot Kinney Boulevard and Amoeba Music. Change things up with these side-trips from Los Angeles: Manhattan Beach (in Manhattan Beach), Santa Monica (Third Street Promenade & Bergamot Station) and Zuma Beach (in Malibu). Next up on the itinerary: kick back and relax at Santa Monica State Beach, stroll through Venice Beach and Boardwalk, get to know the fascinating history of Venice Canals Walkway, and admire the landmark architecture of Walt Disney Concert Hall.

For traveler tips, more things to do, reviews, and tourist information, use the Los Angeles travel planner.

Fly from San Francisco to Los Angeles in 4 hours. Alternatively, you can drive; or take a bus. Prepare for a bit warmer weather when traveling from San Francisco in July: high temperatures in Los Angeles hover around 33°C and lows are around 22°C. Finish up your sightseeing early on the 19th (Fri) so you can travel back home.

Things to do in Los Angeles

Parks · Outdoors · Beaches · Shopping

Side Trips

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Connecticut travel guide

4.3
Historic Sites · Aquariums · Theaters
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.