60 days in California, New York City & Chicago Itinerary

60 days in California, New York City & Chicago Itinerary

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Route & dates

60 days in California, New York City & Chicago Itinerary

Start: Auckland
Fly:  15​h 45​min
1
Los Angeles
— 7 nights
Drive:  2​h 15​min
2
San Diego
— 7 nights
Fly + bus:  8​h 15​min
3
New York City
— 8 nights
bus + Fly:  4​h 45​min
4
Chicago
— 7 nights
Fly + Drive:  9​h
5
Yosemite National Park
— 7 nights
bus:  6​h 45​min
6
Sequoia and Kings Canyon National Park
— 5 nights
Drive:  4​h
7
Avila Beach
— 1 night
Drive:  1​h 15​min
8
San Simeon
— 2 nights
Drive:  3​h
9
Carmel
— 3 nights
Drive:  2​h 15​min
10
San Francisco
— 8 nights
Fly:  15​h 30​min
End: Auckland

7
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Visit Venice Beach and Boardwalk and Royal Palms State Beach for some beach relaxation. Get some historical perspective at La Brea Tar Pits and Museum and Santa Monica Pier. Explore Los Angeles' surroundings by going to Anaheim (Oak Canyon Nature Center & Disneyland Park) and Santa Monica Mountains (in Santa Monica). There's much more to do: see the interesting displays at The Getty Center, identify plant and animal life at Ballona Wetlands, look and learn at Griffith Observatory, and get engrossed in the history at Museum of Tolerance.

For other places to visit, traveler tips, reviews, and tourist information, read our Los Angeles trip itinerary planning website .

Auckland, New Zealand to Los Angeles is an approximately 16-hour flight. You can also do a combination of flight and bus; or do a combination of flight and train. The time zone difference when traveling from Auckland to Los Angeles is minus 20 hours. Traveling from Auckland in March, you will find days in Los Angeles are a bit warmer (27°C), and nights are a bit cooler (14°C). Finish your sightseeing early on the 8th (Sun) to allow enough time to drive to San Diego.

Things to do in Los Angeles

Parks Museums Wildlife

Side Trips

Santa Monica, Anaheim
Highlights from your plan
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
The Getty Center ©
The Getty Center
Los Angeles County Museum of Art ©
Los Angeles County Museum of Art

7
nights
San Diego

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.
Let the collections at USS Midway Museum and Maritime Museum of San Diego capture your imagination. You'll enjoy a bit of beach vacationing at La Jolla Cove and Mission Beach Park. You'll find plenty of places to visit near San Diego: inaja Memorial Picnic Sight (in Julian), San Elijo Lagoon Ecological Reserve (in Cardiff-by-the-Sea) and Lions, Tigers & Bears (in Alpine). There's much more to do: tour the pleasant surroundings at Torrey Pines State Natural Reserve, pause for some photo ops at Cabrillo National Monument, examine the collection at Mingei International Museum, and look for all kinds of wild species at Los Penasquitos Canyon Preserve.

To find photos, ratings, reviews, and more tourist information, go to the San Diego trip planner .

Drive from Los Angeles to San Diego in 2.5 hours. Alternatively, you can take a bus; or fly. Expect little chillier weather when traveling from Los Angeles in March: highs in San Diego hover around 24°C, while lows dip to 15°C. Finish up your sightseeing early on the 15th (Sun) so you can travel to New York City.

Things to do in San Diego

Parks Outdoors Wildlife

Side Trips

Laguna Mountain Recreation Area, San Elijo Lagoon Ecological Reserve, inaja Memorial Picnic Sight, Lions, Tigers & Bears
Highlights from your plan
Torrey Pines State Natural Reserve ©
USS Midway Museum ©
USS Midway Museum
La Jolla Cove ©
La Jolla Cove

8
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.
Deepen your sense of the past at sights like 9/11 Memorial and Cathedral Church of Saint John the Divine. The Metropolitan Museum of Art and New York Public Library will appeal to museum buffs. There's much more to do: explore and take pictures at Central Park, take in the architecture and atmosphere at St. Patrick's Cathedral, take in the pleasant sights at Times Square, and admire the masterpieces at Frick Collection.

To find photos, where to stay, more things to do, and more tourist information, read New York City day trip planning website .

You can do a combination of flight and bus from San Diego to New York City in 8.5 hours. Alternatively, you can fly; or drive. You'll lose 3 hours traveling from San Diego to New York City due to the time zone difference. Traveling from San Diego in March, expect New York City to be colder, temps between 11°C and 1°C. Cap off your sightseeing on the 24th (Tue) early enough to travel to Chicago.

Things to do in New York City

Museums Historic Sites Parks
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©
American Museum of Natural History

7
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Ernest Hemingway Birthplace and Millennium Park for their historical value. Take a break from the city and head to Swallow Cliff Stairs and Deer Grove Forest Preserve. Change things up with these side-trips from Chicago: Little Red Schoolhouse (in Willow Springs), Basilica of the Sacred Heart (in South Bend) and Glenview History Center (in Glenview). Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, take in the spiritual surroundings of Fourth Presbyterian Church, admire nature's wide array of creatures at Lincoln Park Zoo, and examine the collection at Oriental Institute Museum.

To see more things to do, maps, other places to visit, and other tourist information, read our Chicago trip planner .

Traveling by combination of bus and flight from New York City to Chicago takes 5 hours. Alternatively, you can fly; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect slightly colder evenings in Chicago when traveling from New York City in March, with lows around -1°C. Finish up your sightseeing early on the 31st (Tue) so you can travel to Yosemite National Park.

Things to do in Chicago

Parks Museums Wildlife

Side Trips

Oak Park, Basilica of the Sacred Heart, Swallow Cliff Stairs, Little Red Schoolhouse, Glenview History Center
Highlights from your plan
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

7
nights
Yosemite National Park

Yosemite National Park ©
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
Take a break from the city and head to Cathedral Beach Picnic Area and North Dome. Spend the 2nd (Thu) on the water with a fishing tour. Spend the 5th (Sun) exploring nature at Elizabeth Lake, Yosemite National Park. Next up on the itinerary: look for all kinds of wild species at McGurk Meadow, explore the striking landscape at Glacier Point, appreciate the extensive heritage of Big Trees Lodge, National Historic Landmark, and tour the pleasant surroundings at Yosemite Ski and Snowboard Area.

For maps, photos, where to stay, and more tourist information, read our Yosemite National Park trip maker .

You can do a combination of flight and car from Chicago to Yosemite National Park in 9 hours. Alternatively, you can do a combination of flight and bus; or drive. You'll gain 2 hours traveling from Chicago to Yosemite National Park due to the time zone difference. Traveling from Chicago in April, you can expect nighttime temperatures to be slightly colder in Yosemite National Park, with lows of -2°C. Finish your sightseeing early on the 8th (Wed) so you can take a bus to Sequoia and Kings Canyon National Park.

Things to do in Yosemite National Park

Parks Outdoors Trails
Highlights from your plan
Cathedral Beach Picnic Area ©
Cathedral Beach Picnic Area
Glacier Point ©
Glacier Point
Elizabeth Lake ©
Elizabeth Lake

5
nights
Sequoia and Kings Canyon National Park

Sequoia and Kings Canyon National Park ©
With mountain peaks reaching past 4,250 m (14,000 ft) and trees stretching to over 75 m (250 ft) high, Sequoia and Kings Canyon National Parks present nature on a grand scale.
Get in touch with nature at Big Baldy and Manzanar National Historic Site. You'll find plenty of places to visit near Sequoia and Kings Canyon National Park: Project Survival's Cat Haven (in Dunlap) and Fall Canyon (in Death Valley National Park). And it doesn't end there: take a peaceful walk through Giant Forest, look for all kinds of wild species at Grant Grove, tour the pleasant surroundings at Big Stump Basin, and admire the sheer force of Grizzly Falls.

For reviews, where to stay, traveler tips, and more tourist information, use the Sequoia and Kings Canyon National Park trip itinerary planner .

Getting from Yosemite National Park to Sequoia and Kings Canyon National Park by bus takes about 7 hours. Traveling from Yosemite National Park in April, you will find days in Sequoia and Kings Canyon National Park are a bit warmer (29°C), and nights are much warmer (11°C). Finish your sightseeing early on the 14th (Tue) to allow enough time to travel to Avila Beach.

Things to do in Sequoia and Kings Canyon National Park

Parks Trails Outdoors

Side Trips

Manzanar National Historic Site, Fall Canyon, Project Survival's Cat Haven
Highlights from your plan
Giant Forest ©
Giant Forest
Manzanar National Historic Site ©
Manzanar National Historic Site
Lakes Trail in Sequoia National Park ©

1
night
Avila Beach

Avila Beach is an unincorporated community in San Luis Obispo County, California, United States, located on San Luis Obispo Bay about 160 miles (257 km) northwest of Los Angeles, and about 200 miles south of San Francisco. Start off your visit on the 15th (Wed): grab your bike and head to Bob Jones City to Sea Bike Trail, then enjoy the sea views from Point San Luis Lighthouse, and then race across the water with a speed boat tour.

To see ratings, where to stay, other places to visit, and more tourist information, read Avila Beach journey planner .

The Route module can help you plan travel from Sequoia and Kings Canyon National Park to Avila Beach. Expect a bit cooler weather when traveling from Sequoia and Kings Canyon National Park in April: highs in Avila Beach hover around 26°C, while lows dip to 11°C. Finish your sightseeing early on the 15th (Wed) so you can travel to San Simeon.

Things to do in Avila Beach

Outdoors Parks Trails
Highlights from your plan
Speed Boats Tours
Point San Luis Lighthouse ©
Point San Luis Lighthouse

2
nights
San Simeon

San Simeon ©
When you arrive in tiny San Simeon, which lies halfway between San Francisco and Los Angeles, you can see why William Randolph Hearst chose this coastal locale for his famous hilltop castle.
On the 16th (Thu), trek along Pacific Valley Bluff Trail, then contemplate in the serene atmosphere at The Old Santa Rosa Creek Chapel, and then kick back and relax at Moonstone Beach. On the 17th (Fri), you'll have a packed day of sightseeing: look for all kinds of wild species at Elephant Seal Rookery and then enjoy the sand and surf at Piedras Blancas.

To see reviews, other places to visit, photos, and other tourist information, refer to the San Simeon route tool .

You can drive from Avila Beach to San Simeon in an hour. When traveling from Avila Beach in April, plan for a bit warmer days and a bit cooler nights in San Simeon: temperatures range from 30°C by day to 7°C at night. Wrap up your sightseeing on the 17th (Fri) to allow time to drive to Carmel.

Things to do in San Simeon

Parks Wildlife Outdoors

Side Trips

Cambria, Pacific Valley Bluff Trail
Highlights from your plan
Friends of the Elephant Seal ©
Friends of the Elephant Seal
Piedras Blancas ©
Piedras Blancas
Moonstone Beach ©
Moonstone Beach

3
nights
Carmel

Carmel ©
Carmel-by-the-Sea, often simply called Carmel, is a city in Monterey County, California, United States, founded in 1902 and incorporated on October 31, 1916. Get in touch with nature at Point Lobos and Asilomar State Beach. You'll enjoy a bit of beach vacationing at Carmel River State Beach and Breakwater. Change things up with these side-trips from Carmel: Dolphin & Whale Watching (in Moss Landing) and Shark Fin Cove (in Davenport). The adventure continues: don't miss a visit to Pacific Grove Oceanview Boulevard, enjoy the sand and surf at Pacific Grove Shoreline Parkway Marine Refuge, and stroll through Del Mar Beach.

To see photos, ratings, more things to do, and other tourist information, refer to the Carmel trip planner .

Traveling by car from San Simeon to Carmel takes 3 hours. Alternatively, you can do a combination of car and bus. When traveling from San Simeon in April, plan for slightly colder days in Carmel, with highs around 20°C, while nights are about the same with lows around 10°C. Finish your sightseeing early on the 20th (Mon) so you can drive to San Francisco.

Things to do in Carmel

Outdoors Parks Beaches

Side Trips

Pacific Grove, Breakwater, Shark Fin Cove, Dolphin & Whale Watching
Highlights from your plan
Point Lobos ©
Point Lobos
Dolphin & Whale Watching
Pacific Grove Oceanview Boulevard ©
Pacific Grove Oceanview Boulevard

8
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Alcatraz Island and Twin Peaks are good opportunities to explore the local culture. Your itinerary includes some good beach time at Fort Funston National Park and Baker Beach. There's lots more to do: take in the views from Golden Gate Bridge, identify plant and animal life at Strawberry Hill, take in the waterfront at Fisherman's Wharf, and immerse yourself in nature at Marin Headlands.

To find where to stay, ratings, reviews, and tourist information, refer to the San Francisco driving holiday tool .

Drive from Carmel to San Francisco in 2.5 hours. Alternatively, you can fly; or take a bus. Expect a daytime high around 22°C in April, and nighttime lows around 12°C. Wrap up your sightseeing by early afternoon on the 28th (Tue) to allow time for travel back home.

Things to do in San Francisco

Museums Parks Wildlife

Side Trip

Marin Headlands
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Exploratorium ©
Exploratorium

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