23 days in United States Itinerary

23 days in United States Itinerary

Created using Inspirock United States tour planner

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Route & dates

23 days in United States Itinerary

Start: Omaha
Fly:  6​h 30​min
1
New York City
— 3 nights
Bus + Fly:  4​h 45​min
2
Charleston
— 2 nights
Fly:  4​h 15​min
3
Chicago
— 1 night
Drive:  3​h 30​min
4
Wisconsin Dells
— 1 night
+2
Drive + Fly + Drive:  6​h 15​min
5
Pilot Point
— 1 night
+2
Drive + Fly + Drive:  8​h 30​min
6
Calipatria
— 1 night
+2
Drive + Fly + Drive:  13​h 30​min
7
Lahaina, Maui
— 3 nights
Fly:  3​h 15​min
8
Honolulu, Oahu
— 5 nights
Fly:  7​h 30​min
9
San Francisco
— 1 night
Fly:  6​h 15​min
End: Omaha

3
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.
Escape the urban bustle at Edwin B. Forsythe National Wildlife Refuge and Speed Boats Tours. Do your shopping at Golden Fish Gallery and Chelsea Market. Explore New York City's surroundings by going to Upper Delaware River (in Narrowsburg), The Shawnee Gallery (in Shawnee on Delaware) and Freehold Raceway Mall (in Freehold). There's more to do: explore the galleries of The Metropolitan Museum of Art and admire the sheer force of Bushkill Falls.

For photos, reviews, ratings, and other tourist information, use the New York City trip planner .

Omaha to New York City is an approximately 6.5-hour flight. You can also fly; or drive. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. While traveling from Omaha, expect a bit cooler days and about the same nights in New York City, ranging from highs of 69°F to lows of 55°F. Wrap up your sightseeing on the 4th (Sat) to allow time to travel to Charleston.

Things to do in New York City

Parks Museums Nature

Side Trips

Golden Fish Gallery, Freehold Raceway Mall, The Shawnee Gallery, Upper Delaware River, Bushkill Falls
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Bushkill Falls ©
Bushkill Falls

2
nights
Charleston

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Kick off your visit on the 5th (Sun): see what you can catch with a fishing tour, hunt for treasures at Charleston City Market, and then look for gifts at One Of A Kind. Here are some ideas for day two: take in nature's colorful creations at Washington Square, identify plant and animal life at The Center for Birds of Prey, and then get interesting insight from Tours.

For ratings, other places to visit, where to stay, and other tourist information, use the Charleston trip itinerary app .

Traveling by combination of bus and flight from New York City to Charleston takes 5 hours. Alternatively, you can fly; or drive. Prepare for a bit warmer weather when traveling from New York City in May: high temperatures in Charleston hover around 81°F and lows are around 64°F. Cap off your sightseeing on the 7th (Tue) early enough to travel to Chicago.

Things to do in Charleston

Wildlife Tours Outdoors

Side Trips

The Center for Birds of Prey, Dolphin & Whale Watching
Highlights from your plan
Fishing Charters & Tours
Dolphin & Whale Watching
Charleston City Market ©
Charleston City Market

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 7th (Tue): trek along Cowles Bog and then admire the majestic nature at Indiana Dunes State Park. Get ready for a full day of sightseeing on the 8th (Wed): hike along Lakefront Trail and then get a taste of the local shopping with The Magnificent Mile.

To see more things to do, maps, reviews, and more tourist information, refer to the Chicago itinerary planner .

Fly from Charleston to Chicago in 4.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Charleston to Chicago is minus 1 hour. In May, Chicago is a bit cooler than Charleston - with highs of 71°F and lows of 52°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Wisconsin Dells.

Things to do in Chicago

Parks Trails Outdoors

Side Trip

Chesterton
Highlights from your plan
Lakefront Trail ©
Lakefront Trail
The Magnificent Mile ©
The Magnificent Mile
Cowles Bog ©
Cowles Bog

1
night
Wisconsin Dells

Wisconsin Dells ©
Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
Wizard Quest has been added to your itinerary. Kick off your visit on the 9th (Thu): identify plant and animal life at International Crane Foundation, look for gifts at Market Square Cheese, then have some family-friendly fun at Dells Zombie Outbreak, and finally look for all kinds of wild species at Witches Gulch. Get ready for a full day of sightseeing on the 10th (Fri): examine the collection at Mr Marvel's Wondertorium and then get your game on at Wizard Quest.

For maps, other places to visit, more things to do, and other tourist information, refer to the Wisconsin Dells road trip planner.

Traveling by car from Chicago to Wisconsin Dells takes 3.5 hours. Alternatively, you can take a train; or do a combination of flight and train. Traveling from Chicago in May, plan for little chillier nights in Wisconsin Dells, with lows around 46°F. Wrap up your sightseeing on the 10th (Fri) early enough to travel to Pilot Point.

Things to do in Wisconsin Dells

Parks Wildlife Fun & Games

Side Trips

International Crane Foundation, Market Square Cheese
Highlights from your plan
International Crane Foundation ©
International Crane Foundation
Wizard Quest ©
Wizard Quest
Witches Gulch ©
Witches Gulch

1
night
Pilot Point

Pilot Point ©
Pilot Point is a city in Denton County, Texas, United States. Texas Tulips has been added to your itinerary. Kick off your visit on the 11th (Sat): admire all the interesting features of Texas Tulips, identify plant and animal life at Hagerman National Wildlife Refuge, and then look for gifts at Recycled Books.

To see maps, where to stay, reviews, and tourist information, read Pilot Point road trip planning website .

Explore your travel options from Wisconsin Dells to Pilot Point with the Route module. Traveling from Wisconsin Dells in May, expect Pilot Point to be somewhat warmer, temps between 81°F and 60°F. Finish your sightseeing early on the 11th (Sat) to allow enough time to travel to Calipatria.

Things to do in Pilot Point

Parks Outdoors Wildlife

Side Trips

Hagerman National Wildlife Refuge, Recycled Books
Highlights from your plan
Hagerman National Wildlife Refuge ©
Hagerman National Wildlife Refuge
Recycled Books ©
Recycled Books

1
night
Calipatria

Calipatria ©
Calipatria is a city in Imperial County, California. Salvation Mountain has been added to your itinerary. On the 12th (Sun), take in the spiritual surroundings of Salvation Mountain.

For ratings, reviews, traveler tips, and more tourist information, use the Calipatria holiday maker app .

Use the Route module to find suitable travel options from Pilot Point to Calipatria. The time zone difference moving from Central Standard Time to Pacific Standard Time is minus 2 hours. Expect a bit warmer weather when traveling from Pilot Point in May: highs in Calipatria hover around 93°F, while lows dip to 64°F. On the 13th (Mon), you'll travel to Lahaina.

Things to do in Calipatria

Historic Sites
Highlights from your plan
Salvation Mountain ©
Salvation Mountain

3
nights
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
You'll get in some beach time at Ho'okipa Beach Park and Ka'anapali Beach. Get outdoors at Dolphin & Whale Watching and Baby Beach. When in Lahaina, make a side trip to see Karen Lei's Gallery in Kahakuloa, approximately 38 minutes away. There's more to do: get interesting insight from Tours and get a new perspective on things with Boat Tours & Water Sports.

For traveler tips, maps, more things to do, and tourist information, go to the Lahaina online trip maker .

Use the Route module to find suitable travel options from Calipatria to Lahaina. The time zone changes from Pacific Standard Time to Hawaii Standard Time, which is usually a -2 hour difference. While traveling from Calipatria, expect little chillier days and somewhat warmer nights in Lahaina, ranging from highs of 81°F to lows of 70°F. Wrap up your sightseeing on the 16th (Thu) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors Beaches Parks

Side Trips

Karen Lei's Gallery, Ho'okipa Beach Park, Parasailing & Paragliding
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Parasailing & Paragliding
Kayaking & Canoeing

5
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Visiting Lanikai Beach and Nature & Wildlife Tours will get you outdoors. Discover out-of-the-way places like Koko Crater Railway Trail and Swim with Dolphins. There's still lots to do: enjoy the sand and surf at Waikiki Beach, contemplate the waterfront views at Hanauma Bay Nature Preserve, explore the gorgeous colors at Pele's Chair, and stroll the grounds of National Memorial Cemetery of the Pacific.

To find more things to do, ratings, traveler tips, and other tourist information, go to the Honolulu trip website .

Getting from Lahaina to Honolulu by flight takes about 3.5 hours. Other options: do a combination of ferry and flight; or do a combination of bus and flight. May in Honolulu sees daily highs of 84°F and lows of 71°F at night. Finish your sightseeing early on the 21st (Tue) so you can travel to San Francisco.

Things to do in Honolulu

Outdoors Parks Wildlife

Side Trips

Pele's Chair, Lanikai Beach
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Nature & Wildlife Tours
Lanikai Beach ©
Lanikai Beach

1
night
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
The Gregangelo Museum has been added to your itinerary. Kick off your visit on the 21st (Tue): engage your brain at The Gregangelo Museum. Get ready for a full day of sightseeing on the next day: delve into the lush surroundings at Muir Woods National Monument and then snap pictures at Golden Gate Bridge.

To see photos, traveler tips, and other tourist information, you can read our San Francisco trip planning tool .

Traveling by flight from Honolulu to San Francisco takes 7.5 hours. Alternatively, you can do a combination of flight and train. The time zone difference when traveling from Honolulu to San Francisco is 2 hours. In May, San Francisco is little chillier than Honolulu - with highs of 69°F and lows of 53°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel back home.

Things to do in San Francisco

Nature Parks Museums

Side Trip

Muir Woods National Monument
Highlights from your plan
Muir Woods National Monument ©
Muir Woods National Monument
Golden Gate Bridge ©
Golden Gate Bridge
The Gregangelo Museum ©
The Gregangelo Museum

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