44 days in New York City, California & Florida Itinerary

44 days in New York City, California & Florida Itinerary

Created using Inspirock United States travel planner

Plan created by another user. Make it yours
Drive
1
New York City
— 5 nights
Fly
2
San Francisco
— 5 nights
Drive
3
Healdsburg
— 4 nights
Drive
4
Carmel
— 3 nights
Drive
5
Yosemite National Park
— 6 nights
Drive
6
Los Angeles
— 5 nights
Drive
7
San Diego
— 4 nights
Fly
8
Miami
— 1 night
Fly
9
Key West
— 5 nights
Fly
10
Orlando
— 4 nights
Fly to Baltimore, Bus to Ocean City

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5
nights
New York City

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Get some cultural insight at The Metropolitan Museum of Art and The Museum of Modern Art (MoMA). Head to Fifth Avenue and Yunhong Chopsticksfor some retail therapy. The adventure continues: pause for some photo ops at 9/11 Memorial, steep yourself in history at Ellis Island, take in the architecture and atmosphere at St. Patrick's Cathedral, and go for a walk through Times Square.

To see traveler tips, ratings, maps, and more tourist information, read New York City road trip app.

Ocean City to New York City is an approximately 4.5-hour car ride. You can also do a combination of flight and train; or do a combination of bus and flight. In November, plan for daily highs up to 57°F, and evening lows to 44°F. Wrap up your sightseeing on the 27th (Wed) early enough to travel to San Francisco.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods

5
nights
San Francisco

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Satisfy your inner culture vulture at Alcatraz Island and Fisherman's Wharf. Step out of the city life by going to Fort Funston National Park and Baker Beach. And it doesn't end there: don't miss a visit to Golden Gate Bridge, wander the streets of SoMa, take a leisurely stroll along The Embarcadero, and stop by Chinatown.

To see where to stay, photos, more things to do, and more tourist information, you can read our San Francisco sightseeing planning website.

Fly from New York City to San Francisco in 9 hours. Alternatively, you can drive; or do a combination of bus, train, and subway. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Prepare for a bit warmer weather when traveling from New York City in November: high temperatures in San Francisco hover around 64°F and lows are around 51°F. Finish your sightseeing early on the 2nd (Mon) so you can drive to Healdsburg.

Things to do in San Francisco

Neighborhoods · Historic Sites · Shopping · Parks

4
nights
Healdsburg

The quaint city of Healdsburg is one of northern California's wine capitals, serving as the meeting point for three of Sonoma's most important wine-producing regions.
You'll explore and learn at Mumm Napa and Patrick Amiot. Get a sense of the local culture at Anderson's Conn Valley Vineyards and Gracianna Winery. You'll find plenty of places to visit near Healdsburg: Sonoma Coast State Beach (in Sonoma), B Cellars Vineyards and Winery (in Oakville) and The Hess Collection Winery & Art Museum (in Napa). It doesn't end there: learn about winemaking at Modus Operandi Cellars.

To find photos, other places to visit, reviews, and tourist information, refer to the Healdsburg online day trip planner.

Drive from San Francisco to Healdsburg in 1.5 hours. Alternatively, you can take a bus; or do a combination of subway, bus, and train. Traveling from San Francisco in December, plan for a bit cooler nights in Healdsburg, with lows around 36°F. Finish your sightseeing early on the 6th (Fri) so you can drive to Carmel.

Things to do in Healdsburg

Wineries · Museums · Shopping · Parks

Side Trips

3
nights
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. Visiting Point Lobos and Carmel River State Beach will get you outdoors. You'll enjoy a bit of beach vacationing at Asilomar State Beach and Pacific Grove Shoreline Parkway Marine Refuge. Step out of Carmel with an excursion to Dolphin & Whale Watching in Moss Landing--about 44 minutes away. And it doesn't end there: don't miss a visit to Pacific Grove Oceanview Boulevard, look for gifts at AiX, trek along Scenic Road Walkway, and enjoy the sand and surf at Del Mar Beach.

For where to stay, photos, maps, and tourist information, read our Carmel online visit planner.

Traveling by car from Healdsburg to Carmel takes 3.5 hours. Alternatively, you can do a combination of flight and shuttle; or take a bus. Traveling from Healdsburg in December, expect somewhat warmer with lows of 43°F in Carmel. Wrap up your sightseeing on the 9th (Mon) to allow time to travel to Yosemite National Park.

Things to do in Carmel

Outdoors · Parks · Beaches · Nature

Side Trips

6
nights
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.
Satisfy your inner culture vulture at Yosemite Museum Gallery and Yosemite Valley Chapel. Get outdoors at Glacier Point and Four Mile Trail. The adventure continues: appreciate the extensive heritage of Wawona Hotel, National Historic Landmark, explore the wealth of natural beauty at Elizabeth Lake, hike along North Dome, and make a trip to Olmsted Point.

To find reviews, where to stay, photos, and more tourist information, you can read our Yosemite National Park trip itinerary planner.

Drive from Carmel to Yosemite National Park in 5 hours. When traveling from Carmel in December, plan for slightly colder days in Yosemite National Park, with highs around 46°F, while nights are colder with lows around 14°F. Finish your sightseeing early on the 15th (Sun) so you can travel to Los Angeles.

Things to do in Yosemite National Park

Parks · Outdoors · Trails · Wildlife

5
nights
Los Angeles

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.
Get some historical perspective at El Pueblo de Los Angeles and Venice Canals Walkway. Visit Santa Monica State Beach and Royal Palms State Beach for some beach relaxation. There's still lots to do: take a stroll through Montana Avenue, explore the activities along Santa Monica Bay, shop like a local with Abbot Kinney Boulevard, and stop by Craft Contemporary.

To find more things to do, reviews, ratings, and more tourist information, go to the Los Angeles itinerary planner.

Traveling by car from Yosemite National Park to Los Angeles takes 6 hours. Alternatively, you can do a combination of car and flight. In December, Los Angeles is much hotter than Yosemite National Park - with highs of 69°F and lows of 49°F. Wrap up your sightseeing on the 20th (Fri) to allow time to drive to San Diego.

Things to do in Los Angeles

Parks · Outdoors · Beaches · Museums

Side Trip

4
nights
San Diego

America's Finest City

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.
You'll get in some beach time at La Jolla Cove and Black's Beach. Do some cultural sightseeing at USS Midway Museum and Mingei International Museum. Step out of San Diego with an excursion to Lions, Tigers & Bears in Alpine--about 48 minutes away. There's lots more to do: admire the majestic nature at Torrey Pines State Natural Reserve, kick back and relax at Mission Beach Park, shop like a local with Gaslamp Quarter, and stroll through Children's Pool.

To see photos, maps, traveler tips, and other tourist information, use the San Diego trip planner.

Traveling by car from Los Angeles to San Diego takes 2.5 hours. Alternatively, you can take a bus; or fly. December in San Diego sees daily highs of 68°F and lows of 51°F at night. Finish your sightseeing early on the 24th (Tue) to allow enough time to travel to Miami.

Things to do in San Diego

Parks · Outdoors · Beaches · Museums

Side Trip

1
night
Miami

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kick off your visit on the 25th (Wed): see the interesting displays at Lock & Load Museum and then identify plant and animal life at Shark Valley Visitor Center. Get ready for a full day of sightseeing on the 26th (Thu): explore the world behind art at The Wolfsonian - Florida International University, wander the streets of Lincoln Road, then stroll through South Beach, and finally get to know the fascinating history of Art Deco Historic District.

To find ratings, where to stay, photos, and tourist information, go to the Miami route planner.

Traveling by flight from San Diego to Miami takes 6.5 hours. Alternatively, you can drive; or take a bus. You'll lose 3 hours traveling from San Diego to Miami due to the time zone difference. Expect a bit warmer temperatures when traveling from San Diego in December; daily highs in Miami reach 81°F and lows reach 68°F. Wrap up your sightseeing on the 26th (Thu) early enough to travel to Key West.

Things to do in Miami

Parks · Outdoors · Wildlife · Trails

Side Trips

5
nights
Key West

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.
You'll get in some beach time at Bahia Honda State Park and Fort Zachary Taylor. Escape the urban bustle at Key West Butterfly & Nature Conservatory and National Key Deer Refuge. Step out of Key West to go to Marathon and see Sombrero Beach, which is approximately 1h 5 min away. Spend the 30th (Mon) exploring nature at Dry Tortugas National Park. Next up on the itinerary: shop like a local with 7 Artists & Friends Gallery, examine the collection at The Ernest Hemingway Home and Museum, explore the different monuments and memorials at Key West Cemetery, and contemplate the long history of Curry Mansion.

To see photos, where to stay, maps, and tourist information, read Key West trip maker site.

You can fly from Miami to Key West in 3 hours. Alternatively, you can drive; or take a bus. In December in Key West, expect temperatures between 79°F during the day and 71°F at night. Finish your sightseeing early on the 31st (Tue) so you can travel to Orlando.

Things to do in Key West

Parks · Outdoors · Wildlife · Nature

Side Trips

4
nights
Orlando

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Do some cultural sightseeing at Stetson Mansion and Charles Hosmer Morse Museum of American Art. We've included these beaches for you: Discovery Cove and Andy Romano Beachfront Park. Get out of town with these interesting Orlando side-trips: Alpaca Magic USA (in Homosassa) and Scuba & Snorkeling (in Crystal River). Pack the 4th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: discover the magic at Happily Ever After Fireworks.

To find traveler tips, reviews, photos, and tourist information, use the Orlando trip itinerary maker site.

Fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in December, Orlando is a bit cooler at night with lows of 59°F. Wrap up your sightseeing on the 4th (Sat) early enough to travel back home.

Things to do in Orlando

Theme Parks · Outdoors · Parks · Beaches

Side Trips

California travel guide

4
Specialty Museums · Wineries & Vineyards · Beaches
The Golden State
The country's most populous state, California includes landscapes that range from the forested northern coast to harsh southern deserts. Sandwiched right in the middle of the state is a fertile valley, home to farms, vineyards, and orchards. California's cities offer diverse attractions, from amusement parks and upscale shops to award-winning restaurants and innovative art galleries. Outside the state's big urban centers, places to visit include some of the nation's most rugged national parks, ancient forests, towering mountain peaks, and ski resorts. More than just a surfing destination famous for its beaches and winding coastal roads, California also boasts one of the world's largest economies, bolstered by the booming tech industries.

Florida travel guide

4.3
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.