35 days in United States Itinerary

Created using Inspirock United States trip builder
Make it your trip
Fly
1
Portland
— 11 nights
Fly to John F Kennedy International Airport, Drive to Southold
2
Southold
— 3 nights
Drive
3
Fire Island
— 2 nights
Drive
4
Montauk
— 5 nights
+2
Drive to John F Kennedy International Airport, Fly to Chicago O'Hare International Airport, Drive to Kenosha
5
Kenosha
— 7 nights
+2
Drive to Chicago O'Hare International Airport, Fly to Spokane International Airport, Drive to Coeur d'Alene
6
Coeur d'Alene
— 6 nights
Fly

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Portland — 11 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
You'll find plenty of places to visit near Portland: Cascade Locks (Elowah Falls & Starvation Creek State Park), Multnomah Falls (in Bridal Veil) and Cannon Beach (Haystack Rock, Cannon Beach, &more). Dedicate the 31st (Thu) to wine at some of the top wineries in the area. The adventure continues: admire the natural beauty at Portland Japanese Garden, tour the pleasant surroundings at Astoria Column, admire the striking features of Pittock Mansion, and examine the collection at Oregon Museum of Science and Industry.

To find where to stay, ratings, maps, and other tourist information, refer to the Portland trip tool.

Sacramento to Portland is an approximately 3-hour flight. You can also drive; or take a bus. When traveling from Sacramento in August, plan for little chillier days and about the same nights in Portland: temperatures range from 85°F by day to 60°F at night. You'll have a few hours on the 7th (Thu) to wrap things up before traveling to Southold.
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Parks · Outdoors · Tours · Trails
Side Trips

Southold — 3 nights

The Town of Southold is one of ten towns in Suffolk County, New York, United States. Explore Southold's surroundings by going to Joel L. Lefkowitz Park at West Meadow Beach (in Stony Brook), Cupsogue Beach County Park (in Westhampton Beach) and Massage Envy (in Rocky Point). And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, tour the pleasant surroundings at Orient Beach State Park, indulge your senses at some of the top wineries in the area, and enjoy the sea views from Southold Historical Museum.

For reviews, more things to do, maps, and tourist information, use the Southold trip itinerary builder app.

Explore your travel options from Portland to Southold with the Route module. You'll lose 3 hours traveling from Portland to Southold due to the time zone difference. In September, daytime highs in Southold are 72°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Fire Island.
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Outdoors · Parks · Beaches · Wineries
Side Trips

Fire Island — 2 nights

Fire Island is the large center island of the outer barrier islands parallel to the south shore of Long Island, New York. Kick off your visit on the 11th (Mon): kick back and relax at Kismet Beach and then admire the majestic nature at Robert Moses State Park. Keep things going the next day: take a peaceful walk through The Sunken Forest, then examine the collection at Long Island Maritime Museum, and then tour the pleasant surroundings at Fire Island National Seashore.

For traveler tips, maps, other places to visit, and more tourist information, go to the Fire Island tour planning site.

Traveling by car from Southold to Fire Island takes 2 hours. Alternatively, you can drive. In September, daily temperatures in Fire Island can reach 77°F, while at night they dip to 60°F. Cap off your sightseeing on the 12th (Tue) early enough to go by car to Montauk.
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Parks · Nature · Beaches · Outdoors
Side Trips

Montauk — 5 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 find plenty of places to visit near Montauk: Sag Harbor (Custom House Museum & Foster Memorial Beach) and LongHouse Reserve (in East Hampton). The adventure continues: cast your line with a fishing tour, kick back and relax at Atlantic Avenue Beach, tour the pleasant surroundings at Gin Beach, and make a trip to Montauk Point Lighthouse.

For other places to visit, ratings, reviews, and more tourist information, use the Montauk trip itinerary builder tool.

You can drive from Fire Island to Montauk in 2.5 hours. Another option is to drive. In September, plan for daily highs up to 74°F, and evening lows to 62°F. Finish your sightseeing early on the 17th (Sun) to allow enough time to travel to Kenosha.
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Outdoors · Parks · Beaches · Museums
Side Trips

Kenosha — 7 nights

Kenosha is a city in and the county seat of Kenosha County in State of Wisconsin. You'll find plenty of places to visit near Kenosha: Beloit (Turtle Island Playground & The Apple Hut), Historic Auto Attractions (in Roscoe) and Lake Geneva (Geneva Lake Shore Path & Safari Lake Geneva). Plan for a day of cool, family-friendly fun on the 24th (Sun) at Six Flags Great America. There's still lots to do: explore the activities along Lake Michigan, walk around Whirlpool Compass Fountain, visit a coastal fixture at Wind Point Lighthouse, and experience rural life at Northwind Perennial Farm.

To see more things to do, where to stay, and more tourist information, refer to the Kenosha road trip tool.

Explore your travel options from Montauk to Kenosha with the Route module. You'll gain 1 hour traveling from Montauk to Kenosha due to the time zone difference. Traveling from Montauk in September, expect little chillier with lows of 54°F in Kenosha. Finish your sightseeing early on the 24th (Sun) to allow enough time to travel to Coeur d'Alene.
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Parks · Outdoors · Theme Parks · Wildlife
Side Trips

Coeur d'Alene — 6 nights

Coeur d'Alene is the largest city and county seat of Kootenai County, Idaho, United States. Explore Coeur d'Alene's surroundings by going to Wallace (Historic Wallace, Northern Pacific Depot, &more) and Sandpoint (Pend Oreille Scenic Byway, Bonner County History Museum, &more). And it doesn't end there: contemplate the waterfront views at Coeur d'Alene Lake, look for all kinds of wild species at Tubbs Hill Nature Trails, walk around McEuen Park, and see human ingenuity at work at Falls Park.

For reviews, maps, other places to visit, and more tourist information, go to the Coeur d'Alene trip planner.

Explore your travel options from Kenosha to Coeur d'Alene with the Route module. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. Traveling from Kenosha in September, you can expect nighttime temperatures to be a bit cooler in Coeur d'Alene, with lows of 47°F. Finish up your sightseeing early on the 30th (Sat) so you can catch the flight back home.
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Parks · Outdoors · Museums · Nature
Side Trips

United States travel guide

4.6
Specialty Museums · Historic Sites · Nightlife
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.
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Long Island travel guide

4.4
Wineries & Vineyards · Beaches · Lighthouses
Stretching northeast from New York Harbor to the Atlantic Ocean, Long Island is the largest island in the continental U.S. It technically includes the New York City boroughs of Brooklyn and Queens, but generally refers to the suburban counties of Nassau and Suffolk exclusively. Known for its cookie-cutter suburban neighborhoods, the island is also home to a wealth of intriguing places to visit, including beaches, scenic countryside, wineries, and numerous historical sites. In the summer months, wealthy New Yorkers flock here to relax in their exclusive Hamptons properties.
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