33 days in United States Itinerary

33 days in United States Itinerary

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Route & dates

33 days in United States Itinerary

Start: Roanoke
1
Roanoke
— 1 night
Fly:  5​h 45​min
2
Cleveland
— 3 nights
Fly:  6​h 45​min
3
San Francisco
— 6 nights
Drive:  1​h 15​min
4
Napa
— 3 nights
+2
Bus + Subway + Fly:  5​h
5
Mammoth Lakes
— 6 nights
Fly:  3​h
6
Los Angeles
— 4 nights
Drive:  2​h 15​min
7
San Diego
— 4 nights
Fly:  9​h 15​min
8
Key West
— 4 nights
Fly:  6​h 45​min
End: Roanoke

1
night
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Kick off your visit on the 7th (Mon): learn about all things military at Museum of Military Memorabilia, admire the landmark architecture of Moss Arts Center, and then stroll around Mill Mountain Star & Park. Here are some ideas for day two: appreciate the history behind National D-Day Memorial and then savor the flavors at Food & Drink.

To find photos, more things to do, other places to visit, and more tourist information, read our Roanoke trip planner .

Use the Route module to find suitable travel options from your home destination to Roanoke. In October, daily temperatures in Roanoke can reach 70°F, while at night they dip to 49°F. Finish your sightseeing early on the 8th (Tue) to allow enough time to travel to Cleveland.

Things to do in Roanoke

Tours Parks Museums

Side Trips

Moss Arts Center, Museum of Military Memorabilia, National D-Day Memorial
Highlights from your plan
National D-Day Memorial ©
National D-Day Memorial
Beer Tastings & Tours
Moss Arts Center ©
Moss Arts Center

3
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Go for a jaunt from Cleveland to Canfield to see Mill Creek Park about 1h 25 min away. Next up on the itinerary: explore the world behind art at The Cleveland Museum of Art, admire the natural beauty at Fellows Riverside Gardens, examine the collection at Rock & Roll Hall of Fame, and walk around Cleveland Metroparks.

To find traveler tips, photos, more things to do, and more tourist information, go to the Cleveland trip builder tool .

Traveling by flight from Roanoke to Cleveland takes 6 hours. Alternatively, you can drive; or do a combination of flight and bus. Traveling from Roanoke in October, expect nights in Cleveland to be about the same, around 51°F, while days are slightly colder, around 65°F. Finish your sightseeing early on the 11th (Fri) so you can travel to San Francisco.

Things to do in Cleveland

Parks Outdoors Trails

Side Trips

Mill Creek Park, Fellows Riverside Gardens, Bay Lanes Bowling
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Fellows Riverside Gardens ©
Fellows Riverside Gardens
Bay Lanes Bowling ©
Bay Lanes Bowling

6
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, museums, parks, nightlife, and shopping. Your plan includes some of its best attractions: snap pictures at Golden Gate Bridge, stroll around Golden Gate Park, take a leisurely stroll along Fisherman's Wharf, and awaken your taste buds at some of the top wineries in the area.

To find more things to do, maps, where to stay, and tourist information, go to the San Francisco trip builder .

You can fly from Cleveland to San Francisco in 7 hours. Alternatively, you can drive; or take a train. Traveling from Cleveland to San Francisco, you'll gain 3 hours due to the time zone difference. Expect somewhat warmer weather when traveling from Cleveland in October: highs in San Francisco hover around 73°F, while lows dip to 56°F. Finish up your sightseeing early on the 17th (Thu) so you can go by car to Napa.

Things to do in San Francisco

Tours Parks Neighborhoods
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

3
nights
Napa

Napa ©
Located just 80 km (50 mi) north of San Francisco, Napa sits at the southern end of the scenic Napa Valley, one of the world's major wine regions.
Get out of town with these interesting Napa side-trips: Healdsburg (Jordan Vineyard & Winery & Gracianna Winery), Petaluma Seed Bank (in Petaluma) and St. Helena (Anderson's Conn Valley Vineyards & Pride Mountain Vineyards). There's lots more to do: awaken your taste buds at some of the top wineries in the area, walk around Sonoma Plaza, learn about winemaking at V. Sattui Winery, and look for all kinds of wild species at Safari West.

For reviews, traveler tips, where to stay, and tourist information, you can read our Napa trip planning site .

Traveling by car from San Francisco to Napa takes 1.5 hours. Alternatively, you can do a combination of subway and bus; or take a bus. Traveling from San Francisco in October, expect a bit cooler with lows of 45°F in Napa. Finish your sightseeing early on the 20th (Sun) so you can travel to Mammoth Lakes.

Things to do in Napa

Wineries Parks Tours

Side Trips

St. Helena, Healdsburg, Petaluma Seed Bank, Sonoma Plaza, Safari West
Highlights from your plan
Gracianna Winery ©
Gracianna Winery
Wine Tours & Tastings
Jordan Vineyard & Winery ©
Jordan Vineyard & Winery

6
nights
Mammoth Lakes

Mammoth Lakes ©
Mammoth Lakes is a town in Mono County, California, the county's only incorporated community. Mammoth Lakes is known for nature, winter sports, breweries & distilleries, trails, and fun & games. Your plan includes some of its best attractions: explore the striking landscape at Glacier Point, trek along Mariposa Grove, admire the sheer force of Vernal Fall, and make a trip to Yosemite Village.

To see traveler tips, photos, reviews, and tourist information, use the Mammoth Lakes journey maker app .

Getting from Napa to Mammoth Lakes by combination of bus, subway, and flight takes about 5 hours. Other options: drive; or take a bus. In October, Mammoth Lakes is a bit cooler than Napa - with highs of 66°F and lows of 28°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Los Angeles.

Things to do in Mammoth Lakes

Parks Outdoors Trails

Side Trip

Yosemite National Park
Highlights from your plan
Glacier Point ©
Glacier Point
Half Dome ©
Half Dome
Tuolumne Meadows ©
Tuolumne Meadows

4
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.
Change things up with these side-trips from Los Angeles: Anaheim (Disneyland Park & Disney California Adventure Park). And it doesn't end there: find something for the whole family at Universal Studios Hollywood, admire the striking features of Bradbury Building, explore the different monuments and memorials at Hollywood Forever Cemetery, and see the interesting displays at Travel Town.

To see more things to do, reviews, other places to visit, and other tourist information, you can read our Los Angeles vacation site .

Fly from Mammoth Lakes to Los Angeles in 3 hours. Alternatively, you can drive; or do a combination of bus and train. When traveling from Mammoth Lakes in October, plan for a bit warmer days and warmer nights in Los Angeles: temperatures range from 82°F by day to 62°F at night. Cap off your sightseeing on the 30th (Wed) early enough to go by car to San Diego.

Things to do in Los Angeles

Theme Parks Museums Historic Sites

Side Trips

Anaheim, Santa Monica Pier
Highlights from your plan
Disneyland Park ©
Disneyland Park
Universal Studios Hollywood ©
Universal Studios Hollywood
The Getty Center ©
The Getty Center

4
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.
Step out of San Diego to go to Encinitas and see Self Realization Fellowship Hermitage & Meditation Gardens, which is approximately 30 minutes away. There's still lots to do: learn about wildlife with up-close encounters at San Diego Zoo, pause for some photo ops at Cabrillo National Monument, walk around Sunset Cliffs Natural Park, and take in nature's colorful creations at Botanical Building and Lily Pond.

To find ratings, maps, reviews, and more tourist information, read our San Diego trip itinerary builder website .

Traveling by car from Los Angeles to San Diego takes 2.5 hours. Alternatively, you can take a bus; or fly. In October, plan for daily highs up to 78°F, and evening lows to 64°F. Finish your sightseeing early on the 3rd (Sun) to allow enough time to travel to Key West.

Things to do in San Diego

Parks Zoos & Aquariums Museums

Side Trip

Self Realization Fellowship Hermitage & Meditation Gardens
Highlights from your plan
San Diego Zoo ©
San Diego Zoo
USS Midway Museum ©
USS Midway Museum
Balboa Park ©
Balboa Park

4
nights
Key West

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.
Go for a jaunt from Key West to Big Pine Key to see Bahia Honda State Park about 50 minutes away. Spend the 6th (Wed) exploring nature at Dry Tortugas National Park. There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, see majestic marine mammals with a dolphin and whale watching tour, don't miss a visit to Duval Street, and explore and take pictures at Mallory Square.

To see other places to visit, maps, traveler tips, and more tourist information, read Key West attractions site .

You can fly from San Diego to Key West in 9.5 hours. Other options are to do a combination of flight and shuttle; or drive. The time zone changes from Pacific Standard Time (PST) to Eastern Standard Time (EST), which is usually a 3 hour difference. Prepare for somewhat warmer weather when traveling from San Diego in November: high temperatures in Key West hover around 81°F and lows are around 73°F. Wrap up your sightseeing on the 8th (Fri) early enough to travel back home.

Things to do in Key West

Parks Outdoors Tours

Side Trip

Bahia Honda State Park
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©

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