45 days in North America & Cuba Itinerary

45 days in North America & Cuba Itinerary

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Route & dates

45 days in North America & Cuba Itinerary

Start: Perth, Australia
Fly:  25​h
1
San Francisco, United States
— 4 nights
Fly:  3​h 45​min
2
Los Angeles, United States
— 4 nights
Fly:  4​h
3
Las Vegas, United States
— 4 nights
Fly + Drive:  10​h 30​min
4
London, Canada
— 1 night
Fly + bus:  6​h 15​min
5
New York City, United States
— 4 nights
Fly:  3​h 15​min
6
Washington DC, United States
— 3 nights
Fly:  5​h 15​min
7
Havana, Cuba
— 2 nights
Fly:  8​h 15​min
8
Dallas, United States
— 1 night
bus:  3​h 15​min
9
Austin, United States
— 2 nights
Drive:  3​h
10
Houston, United States
— 1 night
Fly:  4​h
11
New Orleans, United States
— 3 nights
Fly:  6​h 30​min
12
Key West, United States
— 3 nights
Fly:  6​h
13
Charleston, United States
— 3 nights
Drive:  4​h 30​min
14
Asheville, United States
— 4 nights
Drive + Fly:  5​h
15
Chicago, United States
— 1 night
Fly:  29​h
End: Perth, Australia

4
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Alcatraz Island and Fisherman's Wharf are good opportunities to explore the local culture. Escape the urban bustle at Fishing Charters & Tours and Dolphin & Whale Watching. Change things up with these side-trips from San Francisco: Safari West (in Santa Rosa) and Armstrong Redwood State Reserve (in Guerneville). And it doesn't end there: snap pictures at Golden Gate Bridge, appreciate the extensive heritage of Filbert Street Stairs, kick back and relax at Fort Funston National Park, and look for all kinds of wild species at Strawberry Hill.

For other places to visit, maps, more things to do, and more tourist information, read San Francisco trip itinerary planning app .

Perth, Australia to San Francisco is an approximately 25-hour flight. You can also do a combination of flight and train. The time zone difference moving from Australian Western Standard Time (AWST) to Pacific Standard Time (PST) is minus 16 hours. May in San Francisco sees daily highs of 24°C and lows of 13°C at night. Cap off your sightseeing on the 31st (Sun) early enough to travel to Los Angeles.

Things to do in San Francisco

Wildlife Parks Historic Sites

Side Trips

Safari West, Dolphin & Whale Watching, Marin Headlands, Armstrong Redwood State Reserve
Find places to stay May 27 — 31:
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
SS Jeremiah O'Brien ©
SS Jeremiah O'Brien

4
nights
Los Angeles, United States

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Get some cultural insight at The Getty Center and Griffith Observatory. Get outdoors at Dolphin & Whale Watching and Santa Monica Mountains. Explore the numerous day-trip ideas around Los Angeles: Anaheim (Disneyland Park & Oak Canyon Nature Center). The adventure continues: appreciate the extensive heritage of Santa Monica Pier, examine the collection at Diorama-museum of Bhagavad-gita, Head underground at Bronson Caves, and enjoy the sand and surf at Santa Monica State Beach.

To see ratings, other places to visit, and other tourist information, use the Los Angeles online trip itinerary planner .

Traveling by flight from San Francisco to Los Angeles takes 4 hours. Alternatively, you can do a combination of train and flight; or drive. Expect somewhat warmer temperatures when traveling from San Francisco in May; daily highs in Los Angeles reach 28°C and lows reach 17°C. Finish your sightseeing early on the 4th (Thu) so you can travel to Las Vegas.

Things to do in Los Angeles

Theme Parks Parks Nature

Side Trips

Santa Monica, Anaheim, Dolphin & Whale Watching
Find places to stay May 31 — Jun 4:
Highlights from your plan
Dolphin & Whale Watching
The Getty Center ©
The Getty Center
Santa Monica Pier ©
Santa Monica Pier

4
nights
Las Vegas, United States

Las Vegas ©
Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
The Strip and The Mob Museum are good opportunities to explore the local culture. Visiting Red Rock Canyon National Conservation Area and Lake Mead National Recreation Area will get you outdoors. Change things up with these side-trips from Las Vegas: Ash Meadows National Wildlife Refuge (in Amargosa Valley) and Spring Mountains Visitor Center (in Mount Charleston). There's much more to do: admire the local landmark of Fountains of Bellagio, admire nature's extreme beauty at Escape Adventures and Las Vegas Cyclery, and admire the natural beauty at Bellagio Conservatory & Botanical Gardens.

To see ratings, maps, photos, and tourist information, refer to the Las Vegas trip planner .

Fly from Los Angeles to Las Vegas in 4 hours. Alternatively, you can drive; or do a combination of bus and flight. Expect much warmer weather when traveling from Los Angeles in June: highs in Las Vegas hover around 46°C, while lows dip to 29°C. On the 8th (Mon), you'll have the morning to explore before heading off to London.

Things to do in Las Vegas

Parks Nature Wildlife

Side Trips

Lake Mead National Recreation Area, Spring Mountains Visitor Center, Ash Meadows National Wildlife Refuge
Find places to stay Jun 4 — 8:
Highlights from your plan
Fountains of Bellagio ©
Fountains of Bellagio
The Strip ©
The Strip

1
night
London, Canada

London ©
It's home to a diverse population and perched on the River Thames, but that's where the similarities end between the city of London in Canada, and it's much more famous British counterpart.
Start off your visit on the 9th (Tue): get engrossed in the history at London Children's Museum, contemplate the long history of Fanshawe Pioneer Village, and then have some family-friendly fun at BATL - The Backyard Axe Throwing League.

For photos, other places to visit, maps, and other tourist information, use the London road trip planner.

The Route module can help you plan travel from Las Vegas to London. The time zone difference when traveling from Las Vegas to London is 2 hours. Finish your sightseeing early on the 9th (Tue) to allow enough time to travel to New York City.

Things to do in London

Fun & Games Historic Sites Museums
Find places to stay Jun 8 — 9:
Highlights from your plan
Fanshawe Pioneer Village ©
Fanshawe Pioneer Village
London Children's Museum ©
London Children's Museum

4
nights
New York City, United States

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.
Your cultural itinerary includes sights like The Metropolitan Museum of Art and St. Patrick's Cathedral. Take a break from the city and head to Edwin B. Forsythe National Wildlife Refuge and Hamilton Grange National Memorial. Take a break from New York City with a short trip to Hook Mountain State Park in Valley Cottage, about 50 minutes away. The adventure continues: pause for some photo ops at 9/11 Memorial, take in panoramic vistas at Empire State Building, take in the pleasant sights at Central Park, and take a memorable tour with Tours.

Plan my day in New York City using traveler tips and tourist information provided by Inspirock.

Getting from London to New York City by combination of flight and bus takes about 6.5 hours. Other options: do a combination of bus and flight; or drive. Due to the time zone difference, you'll lose 1 hour traveling from London to New York City. In June, plan for daily highs up to 31°C, and evening lows to 21°C. Finish your sightseeing early on the 13th (Sat) so you can travel to Washington DC.

Things to do in New York City

Parks Museums Outdoors

Side Trips

Edwin B. Forsythe National Wildlife Refuge, Hook Mountain State Park
Find places to stay Jun 9 — 13:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Ellis Island ©
Ellis Island

3
nights
Washington DC, United States

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Your cultural itinerary includes sights like National Air and Space Museum and Washington National Cathedral. Take a break from the city and head to Antietam National Battlefield and Audubon Naturalist Society Woodend Sanctuary. When in Washington DC, make a side trip to see Loch Raven Reservoir in Phoenix, approximately 1h 20 min away. There's lots more to do: explore the world behind art at National Gallery of Art, get a new perspective on nature at Smithsonian National Museum of Natural History, pause for some photo ops at Lincoln Memorial, and examine the collection at The National Archives Museum.

To see more things to do, traveler tips, where to stay, and tourist information, use the Washington DC trip itinerary planning tool .

Getting from New York City to Washington DC by flight takes about 3.5 hours. Other options: take a train; or drive. When traveling from New York City in June, plan for a bit warmer days in Washington DC, with highs around 35°C, while nights are about the same with lows around 24°C. Finish your sightseeing early on the 16th (Tue) to allow enough time to travel to Havana.

Things to do in Washington DC

Parks Museums Historic Sites

Side Trips

Antietam National Battlefield, Loch Raven Reservoir, Audubon Naturalist Society Woodend Sanctuary
Find places to stay Jun 13 — 16:
Highlights from your plan
Tidal Basin ©
Tidal Basin
Washington National Cathedral ©
Washington National Cathedral
National Air and Space Museum ©
National Air and Space Museum

2
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Get a sense of the local culture at Malecón of Havana and Christopher Columbus Cemetery (Cemetario de Colon). Get in touch with nature at Las Terrazas Complex and Nature & Wildlife Tours. Next up on the itinerary: contemplate the long history of Fortaleza de San Carlos de la Cabana, don't miss a visit to Revolution Plaza, appreciate the history behind Neptune Statue, and take an in-depth tour of Museo de Arte Colonial.

For other places to visit, maps, and other tourist information, refer to the Havana online trip planner .

You can fly from Washington DC to Havana in 5.5 hours. Another option is to do a combination of train and flight. In June, plan for daily highs up to 36°C, and evening lows to 26°C. Finish up your sightseeing early on the 19th (Fri) so you can travel to Dallas.

Things to do in Havana

Historic Sites Wildlife Parks

Side Trip

Las Terrazas Complex
Find places to stay Jun 16 — 19:
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
Fortaleza de San Carlos de la Cabana ©
Old Havana ©
Old Havana

1
night
Dallas, United States

Dallas ©
One of the country's most popular shopping destinations, Dallas and its sprawling suburbs include more shopping centers per capita than any other urban center in America.
Start off your visit on the 20th (Sat): explore the wealth of natural beauty at Arbor Hills Nature Preserve, then examine the collection at The George W. Bush Presidential Library and Museum, and then examine the collection at The Sixth Floor Museum at Dealey Plaza.

To see photos, more things to do, traveler tips, and other tourist information, go to the Dallas road trip planner.

You can fly from Havana to Dallas in 8.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Havana to Dallas. In June, plan for daily highs up to 39°C, and evening lows to 28°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to take a bus to Austin.

Things to do in Dallas

Parks Wildlife Nature

Side Trip

Arbor Hills Nature Preserve
Find places to stay Jun 19 — 20:
Highlights from your plan

2
nights
Austin, United States

Austin ©
Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Start off your visit on the 21st (Sun): admire the landmark architecture of Texas State Capitol, explore the landscape on two wheels at Barton Creek Greenbelt, admire the natural beauty at Lady Bird Johnson Wildflower Center, then explore the activities along Barton Springs Pool, and finally take in the views from Congress Avenue Bridge / Austin Bats. Get ready for a full day of sightseeing on the next day: steep yourself in history at The Driskill, stop by Wild About Music, hike along Lady Bird Lake Hike-and-Bike Trail, then take an in-depth tour of Bullock Texas State History Museum, then get engrossed in the history at LBJ Presidential Library, and finally get your game on at The Escape Game Austin.

To see other places to visit, traveler tips, maps, and tourist information, go to the Austin online tour planner .

Take a bus from Dallas to Austin in 3.5 hours. Alternatively, you can drive; or fly. Expect a daytime high around 39°C in June, and nighttime lows around 26°C. Finish up your sightseeing early on the 22nd (Mon) so you can go by car to Houston.

Things to do in Austin

Parks Museums Trails
Find places to stay Jun 20 — 22:
Highlights from your plan
Congress Avenue Bridge / Austin Bats ©
Lady Bird Lake Hike-and-Bike Trail ©
Lady Bird Lake Hike-and-Bike Trail
Barton Creek Greenbelt ©
Barton Creek Greenbelt

1
night
Houston, United States

Houston ©
Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.
On the 23rd (Tue), make a trip to Water Wall, engage your brain at Cockrell Butterfly Center, then stroll through Hermann Park, and finally see the interesting displays at Space Center Houston.

Use Inspirock's suggestions to plan your Houston trip and find the best activities and attractions for your vacation.

You can drive from Austin to Houston in 3 hours. Alternatively, you can take a bus; or fly. Expect a daytime high around 39°C in June, and nighttime lows around 28°C. Wrap up your sightseeing on the 23rd (Tue) early enough to travel to New Orleans.

Things to do in Houston

Museums Parks Golf
Find places to stay Jun 22 — 23:
Highlights from your plan
Cockrell Butterfly Center ©
Cockrell Butterfly Center
Space Center Houston ©
Space Center Houston
Hermann Park ©
Hermann Park

3
nights
New Orleans, United States

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Do some cultural sightseeing at The National WWII Museum and French Quarter. Take a break from the city and head to Jean Lafitte National Historical Park and Preserve and Nature & Wildlife Tours. There's lots more to do: take a stroll through Garden District, tour the pleasant surroundings at Chalmette National Historical Park, look for gifts at Faulkner House Books, and stroll the grounds of Lafayette Cemetery No.1.

For other places to visit, traveler tips, reviews, and other tourist information, you can read our New Orleans trip itinerary planner .

Fly from Houston to New Orleans in 4 hours. Alternatively, you can do a combination of flight and car; or drive. Traveling from Houston in June, expect nights in New Orleans to be somewhat warmer, around 33°C, while days are a bit cooler, around 33°C. Cap off your sightseeing on the 26th (Fri) early enough to travel to Key West.

Things to do in New Orleans

Historic Sites Parks Wildlife

Side Trip

Nature & Wildlife Tours
Find places to stay Jun 23 — 26:
Highlights from your plan
St. Louis Cathedral ©
St. Louis Cathedral
Garden District ©
Garden District
The National WWII Museum
The National WWII Museum

3
nights
Key West, United States

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.
The Ernest Hemingway Home and Museum and Curry Mansion are good opportunities to explore the local culture. Visiting Scuba & Snorkeling and Fishing Charters & Tours will get you outdoors. Spend the 29th (Mon) exploring nature at Dry Tortugas National Park. The adventure continues: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, enjoy the sand and surf at Fort Zachary Taylor, explore the different monuments and memorials at Key West Cemetery, and fly like a bird with a parasailing or paragliding tour.

To find photos, reviews, where to stay, and other tourist information, go to the Key West trip planner.

You can fly from New Orleans to Key West in 6.5 hours. Other options are to do a combination of flight and shuttle; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In June, plan for daily highs up to 36°C, and evening lows to 30°C. Finish up your sightseeing early on the 29th (Mon) so you can travel to Charleston.

Things to do in Key West

Outdoors Parks Tours
Find places to stay Jun 26 — 29:
Highlights from your plan
Scuba & Snorkeling
Fishing Charters & Tours

3
nights
Charleston, United States

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Get outdoors at The Center for Birds of Prey and Horse-Drawn Carriage Tours. Your cultural itinerary includes sights like Fort Sumter National Monument and Middleton Place. There's much more to do: get a new perspective on things with Boat Tours & Water Sports, admire the natural beauty at Magnolia Plantation & Gardens, contemplate the long history of Nathaniel Russell House, and take in the local highlights with Walking tours.

To see ratings, more things to do, and more tourist information, go to the Charleston vacation planner.

Traveling by flight from Key West to Charleston takes 6 hours. Alternatively, you can drive; or do a combination of bus, train, and car. Traveling from Key West in June, you can expect nighttime temperatures to be slightly colder in Charleston, with lows of 26°C. Wrap up your sightseeing on the 2nd (Thu) to allow time to drive to Asheville.

Things to do in Charleston

Historic Sites Parks Wildlife

Side Trip

The Center for Birds of Prey
Find places to stay Jun 29 — Jul 2:
Highlights from your plan
Fishing Charters & Tours
Fort Sumter National Monument ©
Fort Sumter National Monument
Dolphin & Whale Watching

4
nights
Asheville, United States

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Deepen your sense of the past at sights like Biltmore and Basilica of Saint Lawrence. Step out of the city life by going to Roaring Fork and Roaring Fork Motor Nature Trail. Explore the numerous day-trip ideas around Asheville: Great Smoky Mountains National Park (Mount LeConte & Chimney Tops Trail), River Rafting & Tubing (in Hartford) and Gatlinburg (Sugarlands Distilling Company & Zipline). There's lots more to do: get a dose of the wild on a nature and wildlife tour, look for gifts at New Morning Gallery, cast your line with a fishing tour, and explore the striking landscape of The North Carolina Arboretum.

For photos, reviews, ratings, and other tourist information, refer to the Asheville driving holiday planner.

Traveling by car from Charleston to Asheville takes 4.5 hours. Alternatively, you can fly; or do a combination of flight and car. Prepare for a bit cooler weather when traveling from Charleston in July: high temperatures in Asheville hover around 34°C and lows are around 21°C. Wrap up your sightseeing on the 6th (Mon) to allow time to travel to Chicago.

Things to do in Asheville

Outdoors Parks Tours

Side Trips

Great Smoky Mountains National Park, Gatlinburg, River Rafting & Tubing
Find places to stay Jul 2 — 6:
Highlights from your plan
Mount LeConte ©
Mount LeConte
Roaring Fork ©
Roaring Fork
Chimney Tops Trail ©
Chimney Tops Trail

1
night
Chicago, United States

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 7th (Tue), trek along Cowles Bog, get curious at Museum of Science and Industry, then admire the masterpieces at The Art Institute of Chicago, and finally take in the spiritual surroundings of Fourth Presbyterian Church. Keep things going the next day: admire the landmark architecture of Tribune Tower, look for all kinds of wild species at Prairie Wolf Slough, take a peaceful walk through Swallow Cliff Stairs, then contemplate the long history of Ernest Hemingway Birthplace, and finally admire the landmark architecture of Marquette Building.

To see where to stay and other tourist information, read our Chicago trip itinerary planning tool .

Getting from Asheville to Chicago by combination of car and flight takes about 5 hours. Other options: fly; or drive. The time zone difference when traveling from Asheville to Chicago is minus 1 hour. July in Chicago sees daily highs of 33°C and lows of 22°C at night. Wrap up your sightseeing on the 8th (Wed) early enough to travel back home.

Things to do in Chicago

Parks Wildlife Museums

Side Trips

Ernest Hemingway Birthplace, Prairie Wolf Slough, Swallow Cliff Stairs, Cowles Bog
Find places to stay Jul 6 — 8:
Highlights from your plan
Cowles Bog ©
Cowles Bog
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

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