26 days in United States Itinerary

26 days in United States Itinerary

Created using Inspirock United States travel route planner

Make it your trip
+2
Drive to New London, Ferry to Orient Point, Drive to Montauk
1
Montauk
— 4 nights
Train to New York JFK, Fly to Norfolk
2
Nags Head
— 4 nights
Drive
3
Charleston
— 3 nights
Fly
4
Key West
— 4 nights
Fly
5
Los Angeles
— 4 nights
Fly
6
San Francisco
— 5 nights
Fly

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Montauk

— 4 nights
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. You'll get in some beach time at Kirk Park Beach and Amsterdam Beach Preserve. Eschew the tourist crowds and head to Montauk Point State Park and Ditch Plains. There's lots more to do: tour the pleasant surroundings at Gin Beach, tee off at Montauk Downs State Park Golf Course, contemplate the long history of Pollock-Krasner House and Study Center, and immerse yourself in nature at Camp Hero State Park.

To see photos and other tourist information, read Montauk trip planner.

Boston to Montauk is an approximately 5.5-hour combination of car and ferry. You can also do a combination of car and ferry; or do a combination of bus and ferry; or do a combination of train, ferry, and car. In August, daytime highs in Montauk are 79°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 31st (Mon) to allow time to travel to Nags Head.

Things to do in Montauk

Parks · Outdoors · Beaches · Nature

Side Trip

Nags Head

— 4 nights
Most visitors take a trip to Nags Head to enjoy the beach, but this Outer Banks town offers more than just waterside entertainment.
Your itinerary includes some good beach time at Pea Island National Wildlife Refuge and Grog's Watersports. Step off the beaten path and head to Nags Head Woods Ecological Preserve and Nags Head Fishing Pier. Next up on the itinerary: sample the fine beverages at Outer Banks Distilling, get your game on at Mutiny Bay Adventure Golf, revel in the low prices at Outlets Nags Head, and get interesting insight from Tours.

Inspirock's itinerary builder makes planning a Nags Head trip simple and quick.

Traveling by combination of train and flight from Montauk to Nags Head takes 9 hours. Alternatively, you can drive; or do a combination of train, bus, and car. Traveling from Montauk in August, you can expect nighttime temperatures to be somewhat warmer in Nags Head, with lows of 72°F. Wrap up your sightseeing on the 4th (Fri) early enough to travel to Charleston.

Things to do in Nags Head

Outdoors · Parks · Beaches · Wildlife

Side Trips

Charleston

— 3 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
You'll explore the less-touristy side of things at Audubon Swamp Garden and Kahal Kadosh Beth Elohim. There's still lots to do: take in the spiritual surroundings of Cathedral of Saint John the Baptist, contemplate the long history of Heyward-Washington House, see the interesting displays at Edmondston-Alston House, and don't miss a visit to McLeod Plantation Historic Site.

To find photos, more things to do, traveler tips, and more tourist information, use the Charleston trip tool.

Drive from Nags Head to Charleston in 8 hours. Alternatively, you can fly; or drive; or do a combination of car, bus, and train. In September, daytime highs in Charleston are 84°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 8th (Tue) early enough to travel to Key West.

Things to do in Charleston

Historic Sites · Museums · Parks · Fun & Games

Key West

— 4 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.
Step out of the city life by going to Sombrero Reef and Smathers Beach. We've included these beaches for you: Higgs Beach and Calusa Beach. Take a break from Key West with a short trip to Long Beach in Big Pine Key, about 44 minutes away. There's lots more to do: look for all kinds of wild species at Vandenberg Wreck, take a leisurely stroll along Key West Historic Seaport, take a tour of U.S. Coast Guard Cutter Ingham Maritime Museum, and take in the architecture and atmosphere at Saint Mary Star of the Sea.

For reviews, maps, more things to do, and more tourist information, read our Key West online trip builder.

You can fly from Charleston to Key West in 6.5 hours. Other options are to drive; or do a combination of car, train, and bus. Traveling from Charleston in September, expect a bit warmer with lows of 80°F in Key West. Wrap up your sightseeing on the 12th (Sat) early enough to travel to Los Angeles.

Things to do in Key West

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Los Angeles

— 4 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.
Step off the beaten path and head to Marina Beach and Pierce Brothers Westwood Village Memorial Park. There's much more to do: partake in some friendly competition at Fantastic Race, walk around Lake Hollywood Park, pause for some serene contemplation at Cathedral of Our Lady of the Angels, and stop by Hollywood Hills.

Use Inspirock's suggestions to plan your Los Angeles trip and find the best activities and attractions for your vacation.

Traveling by flight from Key West to Los Angeles takes 10.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time (EST) to Pacific Standard Time (PST) is minus 3 hours. Traveling from Key West in September, Los Angeles is a bit cooler at night with lows of 66°F. Finish your sightseeing early on the 16th (Wed) to allow enough time to travel to San Francisco.

Things to do in Los Angeles

Historic Sites · Neighborhoods · Parks · Outdoors

Side Trip

San Francisco

— 5 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get in touch with nature at Half Moon Bay State Beach and Mount Tamalpais State Park. Your itinerary includes some good beach time at Fitzgerald J V Marine Reserve and Ocean Beach. Change things up with these side-trips from San Francisco: Stinson Beach (in Stinson Beach) and Half Moon Bay Coastal Trail (in Half Moon Bay). There's lots more to do: walk around Crissy Field, contemplate in the serene atmosphere at Grace Cathedral, don't miss a visit to Dragon's Gate, and take a stroll through Little Italy.

To see reviews, more things to do, maps, and more tourist information, read San Francisco holiday tool.

You can fly from Los Angeles to San Francisco in 4 hours. Other options are to drive; or take a bus. Expect slightly colder temperatures when traveling from Los Angeles in September; daily highs in San Francisco reach 76°F and lows reach 58°F. Wrap up your sightseeing by early afternoon on the 21st (Mon) to allow enough time to travel back home.

Things to do in San Francisco

Parks · Outdoors · Beaches · Neighborhoods

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.

Outer Banks travel guide

4.6
Lighthouses · Historic Sites · Piers & Boardwalks
A trip to Outer Banks takes visitors to a string of barrier islands just off the North Carolina coast. A holiday in Outer Banks is a chance to explore 320 km (200 mi) of state parks, open sea beaches, and wreck diving sites. It's also the perfect chance to visit Roanoke Island, England's original settlement in the New World. For those looking to add a bit of adrenaline to their experience, a vacation in Outer Banks delivers many different fishing options and methods, some of which hark back to the first European settlers in this part of the world.