32 days in United States Itinerary

32 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

32 days in United States Itinerary

Start: New York City
Fly:  4​h
1
Shenandoah National Park
— 1 night
Fly:  6​h 30​min
2
Hilton Head
— 3 nights
bus + Fly:  9​h 15​min
3
Key West
— 3 nights
Fly:  17​h 45​min
4
Lahaina, Maui
— 3 nights
Fly:  3​h 45​min
5
Kailua-Kona, Island of Hawaii
— 5 nights
Fly + Drive:  12​h 45​min
6
Yellowstone National Park
— 4 nights
+2
Drive + Fly + taxi:  6​h 45​min
7
Custer
— 2 nights
taxi + Fly:  10​h 45​min
8
Bar Harbor, Mount Desert Island
— 4 nights
Fly + bus:  7​h 15​min
End: New York City

1
night
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Your day-by-day itinerary now includes Appalachian Trail. On the 1st (Mon), hike along Appalachian Trail and then take your sightseeing to a higher altitude at Bearfence Mountain. On your second day here, cruise along Skyline Drive.

To find other places to visit, where to stay, maps, and tourist information, use the Shenandoah National Park vacation planning tool .

New York City to Shenandoah National Park is an approximately 4-hour flight. You can also do a combination of train and flight; or drive. In July, plan for daily highs up to 88°F, and evening lows to 68°F. Finish your sightseeing early on the 2nd (Tue) so you can travel to Hilton Head.

Things to do in Shenandoah National Park

Parks Nature Outdoors
Highlights from your plan
Appalachian Trail ©
Appalachian Trail
Skyline Drive ©
Skyline Drive
Bearfence Mountain ©
Bearfence Mountain

3
nights
Hilton Head

Hilton Head ©
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Discover out-of-the-way places like Parasailing & Paragliding and Hilton Head Island Bike Trails. You'll get in some beach time at Alder Lane Beach Access and Folly Field Beach Park. There's still lots to do: cast your line with a fishing tour, get up close to creatures of the deep with a dolphin and whale watching tour, get some thrills on the water with a speed boat tour, and soothe aching muscles at some of the top local wellness centers.

For other places to visit, more things to do, ratings, and more tourist information, you can read our Hilton Head day trip planner.

Getting from Shenandoah National Park to Hilton Head by flight takes about 6.5 hours. Other options: do a combination of flight and bus; or drive. Traveling from Shenandoah National Park in July, you can expect nighttime temperatures to be somewhat warmer in Hilton Head, with lows of 75°F. Wrap up your sightseeing on the 6th (Sat) to allow time to travel to Key West.

Things to do in Hilton Head

Outdoors Parks Beaches
Highlights from your plan
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails
Waterskiing & Jetskiing
Speed Boats Tours

3
nights
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.
You'll discover tucked-away gems like Stand-Up Paddleboarding and Key West First Legal Rum Distillery. Take a break from the city and head to Waterskiing & Jetskiing and Dry Tortugas National Park. There's much more to do: brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, sample the fine beverages at Key West Distilling, contemplate the long history of Truman Little White House, and admire the majestic nature at Fort Zachary Taylor.

To see where to stay, photos, traveler tips, and more tourist information, use the Key West road trip planning website .

You can do a combination of bus and flight from Hilton Head to Key West in 9.5 hours. Alternatively, you can fly; or drive. Expect a bit warmer evenings in Key West when traveling from Hilton Head in July, with lows around 81°F. Wrap up your sightseeing on the 10th (Wed) early enough to travel to Lahaina.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Stand-Up Paddleboarding
Dolphin & Whale Watching
Waterskiing & Jetskiing

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.
Step out of the city life by going to Kahekili Beach Park and Kapalua Beach. We've included these beaches for you: Wailea Beach and Napili Beach. Take a break from Lahaina with a short trip to Scuba & Snorkeling in Kihei, about 40 minutes away. There's lots more to do: take a tour by water with Boat Tours & Water Sports, wander the streets of Lahaina Front Street, explore the fascinating landscape at Surf Ripper Shave Ice Co, and identify plant and animal life at Wildlife Areas.

To find ratings, other places to visit, traveler tips, and tourist information, go to the Lahaina trip builder app .

Traveling by flight from Key West to Lahaina takes 18 hours. Alternatively, you can do a combination of flight and bus. Traveling from Key West to Lahaina, you'll gain 5 hours due to the time zone difference. Traveling from Key West in July, Lahaina is a bit cooler at night with lows of 73°F. Wrap up your sightseeing on the 14th (Sun) to allow time to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailea Beach, Parasailing & Paragliding, Scuba & Snorkeling, Kapalua Beach
Highlights from your plan
Kahekili Beach Park ©
Kahekili Beach Park
Wailea Beach ©
Wailea Beach
Kapalua Beach ©
Kapalua Beach

5
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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.
Your itinerary includes some good beach time at Manini'owali Beach (Kua Bay) and Hapuna Beach State Recreation Area. Step out of the city life by going to Kilauea Iki Trailhead and Punalu‘U Beach. Get out of town with these interesting Kailua-Kona side-trips: Hilo (Rainbow Falls & Akaka Falls State Park) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). There's lots more to do: get interesting insight from Tours, take your sightseeing to a higher altitude at Mauna Kea, identify plant and animal life at Kanaloa Octopus Farm, and see majestic marine mammals with a dolphin and whale watching tour.

To see traveler tips, more things to do, maps, and more tourist information, go to the Kailua-Kona trip planner .

You can fly from Lahaina to Kailua-Kona in 4 hours. Other options are to do a combination of bus and flight; or do a combination of bus and flight. In July in Kailua-Kona, expect temperatures between 86°F during the day and 76°F at night. Finish your sightseeing early on the 19th (Fri) so you can travel to Yellowstone National Park.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Hilo, Hapuna Beach State Recreation Area, Kilauea Iki Trailhead, Punalu‘U Beach, Kona Coffee Living History Farm
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©

4
nights
Yellowstone National Park

Yellowstone National Park ©
An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
Escape the urban bustle at Artist Point and Upper Geyser Basin. Discover out-of-the-way places like Lamar Valley and Grand Prismatic Spring. Spend the 22nd (Mon) surrounded by wildlife at Grand Teton. There's much more to do: take in the natural beauty of Midway Geyser Basin, get great views at Observation Point Trail, explore the stunning scenery at Grand Canyon of the Yellowstone, and take in the dramatic natural features at Gibbon Falls.

For traveler tips, reviews, maps, and more tourist information, go to the Yellowstone National Park road trip website .

You can do a combination of flight and car from Kailua-Kona to Yellowstone National Park in 13 hours. Other options are to do a combination of flight, shuttle, and car; or do a combination of flight, shuttle, and bus. The time zone difference when traveling from Kailua-Kona to Yellowstone National Park is 3 hours. Traveling from Kailua-Kona in July, expect nights in Yellowstone National Park to be much colder, around 39°F, while days are slightly colder, around 73°F. Finish your sightseeing early on the 24th (Wed) so you can travel to Custer.

Things to do in Yellowstone National Park

Parks Nature Wildlife

Side Trip

Grand Teton
Highlights from your plan
Artist Point ©
Artist Point
Lamar Valley ©
Lamar Valley
Upper Geyser Basin ©
Upper Geyser Basin

2
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Visiting Black Hills National Forest and Needles Eye Tunnel will get you outdoors. Eschew the tourist crowds and head to Presidential Trail and Wildlife Loop Road. Next up on the itinerary: explore and take pictures at Iron Mountain Road, do a tasting at Prairie Berry Winery, explore the wealth of natural beauty at Mount Rushmore National Memorial, and explore the activities along Sylvan Lake.

For more things to do, reviews, and more tourist information, refer to the Custer online travel route builder .

Traveling by combination of car, flight, and taxi from Yellowstone National Park to Custer takes 7 hours. Alternatively, you can drive; or do a combination of car and flight. Expect somewhat warmer temperatures when traveling from Yellowstone National Park in July; daily highs in Custer reach 80°F and lows reach 53°F. Cap off your sightseeing on the 27th (Sat) early enough to travel to Bar Harbor.

Things to do in Custer

Parks Nature Outdoors

Side Trips

Hill City, Keystone
Highlights from your plan
Sylvan Lake ©
Sylvan Lake
Black Hills National Forest ©
Black Hills National Forest
Needles Eye Tunnel ©
Needles Eye Tunnel

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step off the beaten path and head to Little Hunters Beach and Carriage Roads. Get outdoors at Gorham Mountain Trail and Shore Path. Spend the 30th (Tue) exploring nature at Acadia National Park. Next up on the itinerary: make a trip to Land Bridge to Bar Island, cruise along Park Loop Road, head off the coast to Mount Desert Island, and take in nature's colorful creations at Asticou Azalea Garden.

To see traveler tips, photos, reviews, and other tourist information, read our Bar Harbor attractions planner .

Getting from Custer to Bar Harbor by combination of taxi and flight takes about 11 hours. Other options: drive; or take a bus. Traveling from Custer to Bar Harbor, you'll lose 2 hours due to the time zone difference. Traveling from Custer in July, you will find days in Bar Harbor are little chillier (75°F), and nights are about the same (58°F). Wrap up your sightseeing on the 1st (Thu) early enough to travel back home.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, Asticou Azalea Garden
Highlights from your plan
Park Loop Road ©
Park Loop Road
Acadia National Park ©
Acadia National Park
Cadillac Mountain ©
Cadillac Mountain

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