44 days in United States Itinerary

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.

Kick off your visit on the 2nd (Fri): relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, then kick back and relax at Kahaluu Beach, then look for all kinds of wild species at Kanaloa Octopus Farm, and finally fulfill a lifelong dream with a swim-with-the-dolphins experience.

Discover how to plan a Kailua-Kona trip in just a few steps with Inspirock's itinerary builder.

Seattle to Kailua-Kona is an approximately 10-hour flight. Traveling from Seattle to Kailua-Kona, you'll gain 2 hours due to the time zone difference. Expect a bit warmer temperatures when traveling from Seattle in July; daily highs in Kailua-Kona reach 86°F and lows reach 76°F. Wrap up your sightseeing on the 2nd (Fri) early enough to travel to Haleiwa.

Haleiwa is a North Shore community and census-designated place (CDP) in the Waialua District of the island of Oahu, City and County of Honolulu. To see photos, where to stay, other places to visit, and other tourist information, use the Haleiwa trip planner.

You can fly from Kailua-Kona to Haleiwa in 4.5 hours. Traveling from Kailua-Kona in July, Haleiwa is slightly colder at night with lows of 69°F. On the 3rd (Sat), you're off to San Diego.

Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.

Start off your visit on the 4th (Sun): appreciate the history behind Cabrillo National Monument and then get to know the resident critters at San Diego Zoo. Keep things going the next day: examine the collection at USS Midway Museum and then let little ones run wild at Balboa Park.

To find where to stay, more things to do, traveler tips, and other tourist information, use the San Diego trip itinerary site.

Getting from Haleiwa to San Diego by flight takes about 10.5 hours. The time zone difference moving from Hawaii-Aleutian Standard Time (HST) to Pacific Standard Time (PST) is 2 hours. When traveling from Haleiwa in July, plan for slightly colder days and about the same nights in San Diego: temperatures range from 77°F by day to 68°F at night. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Santa Monica.

A famed resort town since the early 20th century, Santa Monica sits on the picturesque Santa Monica Bay, bordered on three sides by the city of Los Angeles.

Explore Santa Monica's surroundings by going to Ronald Reagan Presidential Library and Museum (in Simi Valley), Six Flags Magic Mountain (in Santa Clarita) and Malibu Wine Safaris (in Malibu). Next up on the itinerary: explore and take pictures at Mulholland Drive, take in the waterfront at Santa Monica Pier, shop like a local with Two Rodeo Drive, and tour the pleasant surroundings at Santa Monica Bay.

For more things to do, other places to visit, reviews, and other tourist information, read our Santa Monica journey builder.

Getting from San Diego to Santa Monica by car takes about 2.5 hours. Other options: fly; or do a combination of train and tram. In July, plan for daily highs up to 76°F, and evening lows to 65°F. Finish up your sightseeing early on the 10th (Sat) so you can go by car to Santa Barbara.

Nestled between the Pacific Ocean and the Santa Ynez Mountains, Santa Barbara is a solid vacation destination with its wide beaches, renowned wineries, and some of California's finest shopping and dining options.

Start off your visit on the 10th (Sat): awaken your taste buds at some of the top wineries in the area and then take a leisurely stroll along Stearns Wharf.

To find other places to visit, traveler tips, maps, and other tourist information, read our Santa Barbara trip planning site.

Traveling by car from Santa Monica to Santa Barbara takes 2 hours. Alternatively, you can fly; or take a bus. Traveling from Santa Monica in July, plan for little chillier nights in Santa Barbara, with lows around 60°F. Wrap up your sightseeing on the 11th (Sun) to allow time to travel to San Francisco.

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.

You'll find plenty of places to visit near San Francisco: B Cellars Vineyards and Winery (in Oakville), Wine Tours & Tastings (in Napa) and Anderson's Conn Valley Vineyards (in St. Helena). And it doesn't end there: snap pictures at Golden Gate Bridge, delve into the lush surroundings at Muir Woods National Monument, look for all kinds of wild species at Safari West, and take in the waterfront at Fisherman's Wharf.

Ask Inspirock to suggest an itinerary and make planning a trip to San Francisco fast, fun, and easy.

Getting from Santa Barbara to San Francisco by flight takes about 4.5 hours. Other options: drive; or take a bus. Expect a daytime high around 73°F in July, and nighttime lows around 57°F. Wrap up your sightseeing on the 23rd (Fri) early enough to travel to Chicago.

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Explore Chicago's surroundings by going to Wheaton (First Division Museum at Cantigny & Cantigny Park), Whiskey Acres Distilling Co. (in DeKalb) and Saint Joseph (Silver Beach Carousel & Whirlpool Compass Fountain). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, make a trip to Skydeck Chicago - Willis Tower, get in on the family fun at Navy Pier, and tour the pleasant surroundings at Millennium Park.

To see traveler tips, reviews, ratings, and tourist information, use the Chicago road trip planning app.

Fly from San Francisco to Chicago in 6.5 hours. Alternatively, you can drive; or do a combination of subway and train. Traveling from San Francisco to Chicago, you'll lose 2 hours due to the time zone difference. Expect a bit warmer temperatures when traveling from San Francisco in July; daily highs in Chicago reach 83°F and lows reach 67°F. Finish your sightseeing early on the 1st (Sun) to allow enough time to travel to 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.

Change things up with these side-trips from Boston: Dolphin & Whale Watching (in Gloucester), Marginal Way Walkway (in Ogunquit) and Fisherman's Walk (in York Harbor). The adventure continues: explore the world behind art at Museum of Fine Arts, take an in-depth tour of Boston Tea Party Ships & Museum, walk around Boston Common, and admire the natural beauty at Boston Public Garden.

You can plan Boston trip in no time by asking Inspirock to help create your itinerary.

Getting from Chicago to Boston by flight takes about 4.5 hours. Other options: drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. In August in Boston, expect temperatures between 81°F during the day and 65°F at night. Cap off your sightseeing on the 5th (Thu) early enough to travel to 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.

For traveler tips, more things to do, maps, and other tourist information, refer to the New York City journey site.

Traveling by flight from Boston to New York City takes 3.5 hours. Alternatively, you can drive; or take a train. Plan for a bit warmer nights when traveling from Boston in August since evenings lows in New York City dip to 71°F. You will leave for Washington DC on the 5th (Thu).

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.

Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: examine the collection at National Air and Space Museum, contemplate in the serene atmosphere at Washington National Cathedral, ponder the world of politics at United States Capitol, and admire the masterpieces at National Gallery of Art.

For traveler tips, photos, ratings, and tourist information, read our Washington DC journey builder website.

Getting from New York City to Washington DC by train takes about 3.5 hours. Other options: fly; or drive. In August, plan for daily highs up to 87°F, and evening lows to 71°F. Wrap up your sightseeing on the 8th (Sun) to allow time to travel to 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.

On the 9th (Mon), don't miss a visit to Duval Street, see the interesting displays at The Ernest Hemingway Home and Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, then shop like a local with 7 Artists & Friends Gallery, and finally fly like a bird with a parasailing or paragliding tour.

To see ratings, reviews, where to stay, and more tourist information, go to the Key West trip planner.

Traveling by flight from Washington DC to Key West takes 6 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Washington DC in August, you can expect nighttime temperatures to be a bit warmer in Key West, with lows of 81°F. Finish your sightseeing early on the 9th (Mon) to allow enough time to travel to Miami.

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.

Kick off your visit on the 10th (Tue): get to know the fascinating history of Art Deco Historic District, tour the pleasant surroundings at South Beach, then wander the streets of Lincoln Road, and finally enjoy some diversion at Lock & Load Miami.

To find where to stay, ratings, more things to do, and tourist information, refer to the Miami attractions planner.

Traveling by flight from Key West to Miami takes 3 hours. Alternatively, you can drive; or take a bus. In August, daily temperatures in Miami can reach 91°F, while at night they dip to 78°F. Cap off your sightseeing on the 10th (Tue) early enough to travel to New Orleans.

Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.

For ratings, where to stay, reviews, and more tourist information, read New Orleans trip itinerary planning app.

Getting from Miami to New Orleans by flight takes about 4.5 hours. Other options: drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Miami in August, you will find days in New Orleans are slightly colder (82°F), and nights are about the same (82°F). You will leave for Houston on the 10th (Tue).

Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.

Kick off your visit on the 11th (Wed): have fun and explore at Children's Museum of Houston, take in the dramatic scenery at Water Wall, then explore the world behind art at The Menil Collection, and finally take in the spiritual surroundings of Rothko Chapel.

For traveler tips, ratings, more things to do, and more tourist information, read Houston visit website.

Fly from New Orleans to Houston in 4.5 hours. Alternatively, you can drive; or take a bus. When traveling from New Orleans in August, plan for a bit warmer days in Houston, with highs around 95°F, while nights are little chillier with lows around 77°F. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to San Antonio.

As the state’s second largest city, San Antonio embodies Texas’ rich cultural heritage while maintaining the Old West charm of an oil town.

For other places to visit, traveler tips, photos, and tourist information, read our San Antonio online tour builder.

You can drive from Houston to San Antonio in 3.5 hours. Alternatively, you can take a bus; or fly. August in San Antonio sees daily highs of 98°F and lows of 76°F at night. You'll set off for Austin on the 11th (Wed).

Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.

To find reviews, maps, other places to visit, and tourist information, go to the Austin trip itinerary planner.

Getting from San Antonio to Austin by car takes about 1.5 hours. Other options: take a bus; or take a train. In August, plan for daily highs up to 98°F, and evening lows to 75°F. You'll set off for Dallas on the 11th (Wed).

One of the country's most popular shopping destinations, Dallas and its sprawling suburbs include more shopping centers per capita than any other urban center in America.

Kick off your visit on the 12th (Thu): see the interesting displays at The Sixth Floor Museum at Dealey Plaza, then see the interesting displays at Perot Museum of Nature and Science, then examine the collection at The George W. Bush Presidential Library and Museum, and finally pause for some photo ops at John F. Kennedy Memorial Plaza.

To find more things to do, other places to visit, maps, and tourist information, refer to the Dallas online itinerary builder.

Getting from Austin to Dallas by car takes about 3.5 hours. Other options: fly; or take a bus. In August in Dallas, expect temperatures between 96°F during the day and 78°F at night. Wrap up your sightseeing on the 12th (Thu) to allow time to travel to Salt Lake City.

Utah's capital and most populous city, Salt Lake City boasts a small-town feel, big-city amenities, and plenty of nature on its doorstep.

Kick off your visit on the 13th (Fri): get a sense of history and politics at Utah State Capitol, then stroll through Temple Square, then contemplate in the serene atmosphere at Salt Lake Temple, and finally contemplate in the serene atmosphere at Assembly Hall.

To find other places to visit, reviews, and other tourist information, read our Salt Lake City online tour planner.

You can fly from Dallas to Salt Lake City in 5.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Dallas to Salt Lake City is minus 1 hour. Traveling from Dallas in August, plan for slightly colder nights in Salt Lake City, with lows around 67°F. Finish up your sightseeing early on the 13th (Fri) so you can travel back home.