39 days in United States, Canada & Caribbean Itinerary

39 days in United States, Canada & Caribbean Itinerary

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39 days in United States, Canada & Caribbean Itinerary

Start: Adelaide, Australia
Fly:  15​h 45​min
1
Honolulu, United States
— 1 night
Fly:  7​h 30​min
2
San Francisco, United States
— 2 nights
Drive:  4​h
3
Yosemite National Park, United States
— 1 night
bus + Fly:  8​h
4
Portland, United States
— 1 night
Fly:  3​h
5
Seattle, United States
— 1 night
Drive:  2​h 45​min
6
Vancouver, Canada
— 1 night
Fly + Drive:  8​h 30​min
7
Yellowstone National Park, United States
— 1 night
+2
Drive + Fly + bus:  7​h
8
Milwaukee, United States
— 1 night
train:  1​h 30​min
9
Chicago, United States
— 1 night
Fly:  4​h
10
Detroit, United States
— 1 night
Drive:  3​h
11
Cleveland, United States
— 1 night
Drive:  3​h 45​min
12
Niagara Falls, Canada
— 1 night
Drive:  1​h 30​min
13
Toronto, Canada
— 1 night
Fly:  4​h 15​min
14
Boston, United States
— 1 night
Fly + bus:  3​h
15
New York City, United States
— 1 night
Drive:  1​h 30​min
16
Princeton, United States
— 1 night
Drive:  1​h
17
Philadelphia, United States
— 1 night
train:  1​h 45​min
18
Washington DC, United States
— 1 night
Fly:  3​h 30​min
19
Charlotte, United States
— 1 night
Fly:  3​h
20
Atlanta, United States
— 1 night
Fly:  3​h 30​min
21
Orlando, United States
— 1 night
Fly:  3​h 15​min
22
Miami, United States
— 1 night
Fly:  3​h 45​min
23
Nassau, Bahamas
— 1 night
Fly:  5​h 30​min
24
Kingston, Jamaica
— 1 night
Fly:  6​h 30​min
25
Havana, Cuba
— 1 night
Fly:  7​h
26
New Orleans, United States
— 1 night
Fly:  4​h
27
Houston, United States
— 1 night
Fly:  3​h 45​min
28
Dallas, United States
— 1 night
Fly:  4​h 30​min
29
Denver, United States
— 1 night
Fly:  3​h
30
Aspen, United States
— 1 night
Fly:  5​h 30​min
31
Las Vegas, United States
— 1 night
Fly:  4​h
32
Los Angeles, United States
— 1 night
Fly:  21​h
End: Adelaide, Australia

1
night
Honolulu, United States

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Kick off your visit on the 1st (Sat): explore the different monuments and memorials at USS Arizona Memorial and then hit the best photo ops around with an inspiring photography tour.

For ratings, where to stay, other places to visit, and tourist information, read Honolulu visit planner.

Adelaide, Australia to Honolulu is an approximately 16-hour flight. Due to the time zone difference, you'll gain 19 hours traveling from Adelaide to Honolulu. Expect much hotter temperatures when traveling from Adelaide in July; daily highs in Honolulu reach 36°C and lows reach 28°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to travel to San Francisco.

Things to do in Honolulu

Outdoors Tours Wildlife
Highlights from your plan
Photography Tours
USS Arizona Memorial ©
USS Arizona Memorial

2
nights
San Francisco, United States

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Start off your visit on the 2nd (Sun): savor the flavors at Food & Drink. Here are some ideas for day two: head off the coast to Alcatraz Island, take in the waterfront at Fisherman's Wharf, and then take in the views from Golden Gate Bridge.

To see where to stay, more things to do, photos, and other tourist information, refer to the San Francisco online day trip planner .

Traveling by flight from Honolulu to San Francisco takes 7.5 hours. Alternatively, you can do a combination of flight and train. Traveling from Honolulu to San Francisco, you'll lose 2 hours due to the time zone difference. Traveling from Honolulu in August, expect San Francisco to be little chillier, temps between 26°C and 17°C. Finish your sightseeing early on the 4th (Tue) so you can drive to Yosemite National Park.

Things to do in San Francisco

Tours Historic Sites Nature
Highlights from your plan
Wine Tours & Tastings
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island

1
night
Yosemite National Park, United States

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.
On the 4th (Tue), trek along Four Mile Trail, then admire the sheer force of Vernal Fall, then don't miss a visit to Yosemite Village, and finally take in the dramatic natural features at Glacier Point. Get ready for a full day of sightseeing on the 5th (Wed): take in the dramatic natural features at Lembert Dome and then make a trip to Pothole Dome.

For where to stay, reviews, more things to do, and tourist information, you can read our Yosemite National Park online route planner .

Traveling by car from San Francisco to Yosemite National Park takes 4 hours. Alternatively, you can do a combination of flight and car; or do a combination of flight and bus. Expect a bit warmer weather when traveling from San Francisco in August: highs in Yosemite National Park hover around 32°C, while lows dip to 7°C. Finish up your sightseeing early on the 5th (Wed) so you can travel to Portland.

Things to do in Yosemite National Park

Parks Outdoors Nature
Highlights from your plan
Glacier Point ©
Glacier Point
Vernal Fall ©
Vernal Fall
Lembert Dome ©
Lembert Dome

1
night
Portland, United States

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Start off your visit on the 6th (Thu): snap pictures at Tilikum Crossing, then admire the natural beauty at International Rose Test Garden, then admire the natural beauty at Portland Japanese Garden, and finally look for gifts at Powell's City of Books.

To find ratings, more things to do, other places to visit, and other tourist information, use the Portland sightseeing planning site .

Do a combination of bus and flight from Yosemite National Park to Portland in 8 hours. Alternatively, you can take a bus; or do a combination of bus and train. Plan for somewhat warmer nights when traveling from Yosemite National Park in August since evenings lows in Portland dip to 18°C. Cap off your sightseeing on the 6th (Thu) early enough to travel to Seattle.

Things to do in Portland

Parks Shopping
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

1
night
Seattle, United States

Seattle ©
Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.
Kick off your visit on the 7th (Fri): enjoy breathtaking views from Space Needle, then admire the masterpieces at Chihuly Garden and Glass, and then enjoy breathtaking views from Sky View Observatory.

To find more things to do, photos, ratings, and more tourist information, refer to the Seattle holiday planner .

Traveling by flight from Portland to Seattle takes 3 hours. Alternatively, you can drive; or take a bus. When traveling from Portland in August, plan for a bit cooler days in Seattle, with highs around 31°C, while nights are about the same with lows around 19°C. Wrap up your sightseeing on the 7th (Fri) early enough to drive to Vancouver.

Things to do in Seattle

Museums Shopping
Highlights from your plan
Chihuly Garden and Glass ©
Chihuly Garden and Glass
Sky View Observatory ©
Sky View Observatory
Space Needle ©
Space Needle

1
night
Vancouver, Canada

Vancouver ©
Known as "Hollywood North," Vancouver boasts one of the largest film/television industries in the world, second only to Los Angeles and New York.
Kick off your visit on the 8th (Sat): admire all the interesting features of Scotiabank Field at Nat Bailey Stadium and then snap pictures at Lions Gate Bridge.

For more things to do, reviews, and more tourist information, you can read our Vancouver trip builder app .

You can drive from Seattle to Vancouver in 3 hours. Other options are to fly; or take a bus. When traveling from Seattle in August, plan for a bit cooler days in Vancouver, with highs around 28°C, while nights are about the same with lows around 17°C. Wrap up your sightseeing by early afternoon on the 8th (Sat) to allow enough time to travel to Yellowstone National Park.
Highlights from your plan
Lions Gate Bridge ©
Lions Gate Bridge

1
night
Yellowstone National Park, United States

Yellowstone National Park ©
An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
Kick off your visit on the 9th (Sun): take a memorable drive along Grand Loop Road, take in the natural beauty of Grand Prismatic Spring, then witness a stunning natural landmark at Old Faithful, and finally take in the natural beauty of Castle Geyser. On your second day here, appreciate the extensive heritage of Uncle Tom's Trail, then witness a stunning natural landmark at Midway Geyser Basin, and then take in the natural beauty of West Thumb Geyser Basin.

To find more things to do, where to stay, photos, and more tourist information, refer to the Yellowstone National Park road trip app .

You can do a combination of flight and car from Vancouver to Yellowstone National Park in 8.5 hours. Other options are to do a combination of train, flight, and car; or drive. The time zone changes from Pacific Standard Time to Mountain Standard Time, which is usually a 1 hour difference. While traveling from Vancouver, expect little chillier days and colder nights in Yellowstone National Park, ranging from highs of 24°C to lows of 3°C. Finish your sightseeing early on the 10th (Mon) so you can travel to Milwaukee.

Things to do in Yellowstone National Park

Nature Parks Outdoors
Highlights from your plan
Old Faithful ©
Old Faithful
Grand Prismatic Spring ©
Grand Prismatic Spring
Uncle Tom's Trail ©
Uncle Tom's Trail

1
night
Milwaukee, United States

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Start off your visit on the 11th (Tue): explore and take pictures at Miller Park, sample some tasty brews at a beer tour and tasting, and then walk around Henry Maier Festival Park.

To see traveler tips, where to stay, other places to visit, and more tourist information, read Milwaukee trip site .

Traveling by combination of car, flight, and bus from Yellowstone National Park to Milwaukee takes 7 hours. Alternatively, you can do a combination of car and flight; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Yellowstone National Park to Milwaukee. When traveling from Yellowstone National Park in August, plan for a bit warmer days and warmer nights in Milwaukee: temperatures range from 30°C by day to 20°C at night. Wrap up your sightseeing on the 12th (Wed) to allow time to take a train to Chicago.

Things to do in Milwaukee

Tours Parks
Highlights from your plan
Beer Tastings & Tours
Miller Park ©
Miller Park
Henry Maier Festival Park ©
Henry Maier Festival Park

1
night
Chicago, United States

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 12th (Wed), admire the masterpieces at The Art Institute of Chicago, sample some tasty brews at a beer tour and tasting, and then appreciate the extensive heritage of Chicago Riverwalk. On your second day here, immerse yourself in nature at Indiana Dunes State Park.

To find maps, ratings, other places to visit, and other tourist information, read our Chicago online attractions planner .

You can take a train from Milwaukee to Chicago in 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 33°C in August, and nighttime lows around 22°C. On the 13th (Thu), wrap the sightseeing up by early afternoon so you can travel to Detroit.

Things to do in Chicago

Tours Nature Parks

Side Trip

Indiana Dunes State Park
Highlights from your plan
Beer Tastings & Tours
The Art Institute of Chicago ©
The Art Institute of Chicago
Indiana Dunes State Park ©
Indiana Dunes State Park

1
night
Detroit, United States

Detroit ©
Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Kick off your visit on the 14th (Fri): admire all the interesting features of Comerica Park, explore the world behind art at Detroit Institute of Arts, and then examine the collection at The Ford Piquette Avenue Plant.

To find maps, more things to do, and tourist information, refer to the Detroit trip planning website .

Getting from Chicago to Detroit by flight takes about 4 hours. Other options: do a combination of flight and bus; or drive. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. In August, daytime highs in Detroit are 32°C, while nighttime lows are 20°C. Cap off your sightseeing on the 14th (Fri) early enough to go by car to Cleveland.

Things to do in Detroit

Museums Historic Sites
Highlights from your plan
Detroit Institute of Arts ©
Detroit Institute of Arts
Comerica Park ©
Comerica Park
The Ford Piquette Avenue Plant ©
The Ford Piquette Avenue Plant

1
night
Cleveland, United States

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.
Start off your visit on the 15th (Sat): browse the collection at Cleveland Public Library, pause for some photo ops at James A. Garfield Monument, and then explore the world behind art at The Cleveland Museum of Art.

For photos, other places to visit, more things to do, and other tourist information, you can read our Cleveland trip itinerary planning app .

Traveling by car from Detroit to Cleveland takes 3 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and flight. In August, plan for daily highs up to 31°C, and evening lows to 22°C. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Niagara Falls.

Things to do in Cleveland

Museums
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
James A. Garfield Monument ©
James A. Garfield Monument
Cleveland Public Library ©
Cleveland Public Library

1
night
Niagara Falls, Canada

Niagara Falls ©
Indisputably one of the world's most impressive natural sights, Niagara Falls straddle the United States/Canada border, marking the spot at which a thundering river plunges over a major escarpment.
Start off your visit on the 16th (Sun): enjoy breathtaking views from Skylon Tower and then explore the striking landscape at Journey Behind the Falls.

To see traveler tips, more things to do, other places to visit, and more tourist information, you can read our Niagara Falls online travel planner .

You can drive from Cleveland to Niagara Falls in 4 hours. Other options are to take a bus; or take a train. Traveling from Cleveland in August, you can expect nighttime temperatures to be little chillier in Niagara Falls, with lows of 19°C. On the 16th (Sun), wrap the sightseeing up by early afternoon so you can drive to Toronto.

Things to do in Niagara Falls

Nature Parks
Highlights from your plan
Journey Behind the Falls ©
Journey Behind the Falls
Skylon Tower ©
Skylon Tower

1
night
Toronto, Canada

Toronto
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
For reviews, maps, photos, and other tourist information, refer to the Toronto trip itinerary planning site .

Getting from Niagara Falls to Toronto by car takes about 1.5 hours. Other options: take a bus; or take a train. In August in Toronto, expect temperatures between 30°C during the day and 20°C at night. Cap off your sightseeing on the 17th (Mon) early enough to travel to Boston.
Highlights from your plan
CN Tower
CN Tower

1
night
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 17th (Mon), contemplate the long history of Old North Church & Historic Site, then wander the streets of Waterfront, and then admire all the interesting features of Fenway Park.

To see maps, other places to visit, reviews, and tourist information, read Boston day trip planning website .

You can fly from Toronto to Boston in 4.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In August, plan for daily highs up to 32°C, and evening lows to 21°C. Finish your sightseeing early on the 18th (Tue) so you can travel to New York City.

Things to do in Boston

Neighborhoods Historic Sites
Highlights from your plan
Waterfront ©
Waterfront
Old North Church & Historic Site ©
Old North Church & Historic Site
Fenway Park ©
Fenway Park

1
night
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.
On the 18th (Tue), walk around Central Park and then get a new perspective on things with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 19th (Wed): walk around World Trade Center's Liberty Park and then indulge in some culinary diversions at a local gastronomic tour.

For maps, traveler tips, where to stay, and tourist information, go to the New York City visit planner .

Getting from Boston to New York City by combination of flight and bus takes about 3 hours. Other options: fly; or drive. Traveling from Boston in August, plan for a bit warmer nights in New York City, with lows around 25°C. Wrap up your sightseeing by early afternoon on the 19th (Wed) to allow time for the car ride to Princeton.

Things to do in New York City

Parks Tours Outdoors
Highlights from your plan
Central Park ©
Central Park
Food Tours
Speed Boats Tours

1
night
Princeton, United States

Princeton ©
Best known as the home of Princeton University, the town of Princeton centers around the Ivy League school and its stone, vine-covered buildings.
Kick off your visit on the 19th (Wed): contemplate in the serene atmosphere at St. Paul's Catholic Church and then steep yourself in history at Princeton University Chapel.

To find reviews, ratings, where to stay, and other tourist information, go to the Princeton trip itinerary site .

You can drive from New York City to Princeton in 1.5 hours. Other options are to do a combination of train and bus; or take a bus. Expect a bit cooler evenings in Princeton when traveling from New York City in August, with lows around 20°C. On the 20th (Thu), you'll have the morning to explore before heading off to Philadelphia.

Things to do in Princeton

Historic Sites
Highlights from your plan
Princeton University Chapel ©
Princeton University Chapel
Princeton Battle Monument ©
Princeton Battle Monument
St. Paul's Catholic Church ©
St. Paul's Catholic Church

1
night
Philadelphia, United States

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Start off your visit on the 20th (Thu): admire the natural beauty at Chanticleer, don't miss a visit to Wanamaker Organ, and then steep yourself in history at Cathedral Basilica of Saints Peter and Paul.

To find ratings, photos, maps, and other tourist information, you can read our Philadelphia online itinerary planner .

Traveling by car from Princeton to Philadelphia takes an hour. Alternatively, you can do a combination of bus and train. In August, plan for daily highs up to 34°C, and evening lows to 24°C. Finish your sightseeing early on the 21st (Fri) so you can take a train to Washington DC.

Things to do in Philadelphia

Parks Nightlife Classes

Side Trips

Chanticleer, Longwood Gardens
Highlights from your plan
Chanticleer ©
Chanticleer
Longwood Gardens ©
Longwood Gardens
Liberty Bell Center ©
Liberty Bell Center

1
night
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.
To find ratings, photos, where to stay, and tourist information, refer to the Washington DC trip maker .

Traveling by train from Philadelphia to Washington DC takes 2 hours. Alternatively, you can drive; or take a bus. In August, daytime highs in Washington DC are 36°C, while nighttime lows are 25°C. You will leave for Charlotte on the 22nd (Sat).

Things to do in Washington DC

Parks Tours Nightlife

1
night
Charlotte, United States

Charlotte ©
A rapidly growing city in central North Carolina, Charlotte is the state's largest urban center and a major regional hub for finance, industry, technology, and entertainment.
Start off your visit on the 22nd (Sat): browse the collection at Billy Graham Library, brush up on your knowledge of spirits at Muddy River Distillery, and then find something for the whole family at Carowinds. Here are some ideas for day two: examine the collection at NASCAR Hall of Fame, see the interesting displays at Levine Museum of the New South, and then have fun and explore at ImaginOn: The Joe & Joan Martin Center.

For photos, ratings, other places to visit, and more tourist information, refer to the Charlotte travel route site .

Traveling by flight from Washington DC to Charlotte takes 3.5 hours. Alternatively, you can do a combination of train and flight; or drive. August in Charlotte sees daily highs of 36°C and lows of 24°C at night. Finish up your sightseeing early on the 23rd (Sun) so you can travel to Atlanta.

Things to do in Charlotte

Museums Theme Parks Childrens Museums

Side Trip

Muddy River Distillery
Highlights from your plan
Billy Graham Library ©
Billy Graham Library
NASCAR Hall of Fame ©
NASCAR Hall of Fame

1
night
Atlanta, United States

Atlanta ©
Georgia’s largest city and capital, Atlanta is a thriving metropolis anchored by its southern roots.
Kick off your visit on the 24th (Mon): admire nature's wide array of creatures at Georgia Aquarium and then ponder the world of politics at Georgia State Capitol.

To see ratings, other places to visit, more things to do, and other tourist information, go to the Atlanta route planner .

Fly from Charlotte to Atlanta in 3 hours. Alternatively, you can drive; or take a bus. August in Atlanta sees daily highs of 36°C and lows of 25°C at night. Finish your sightseeing early on the 24th (Mon) so you can travel to Orlando.

Things to do in Atlanta

Zoos & Aquariums Parks
Highlights from your plan
Georgia Aquarium ©
Georgia Aquarium
Georgia State Capitol ©
Georgia State Capitol

1
night
Orlando, United States

Orlando ©
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.
On the 25th (Tue), discover the magic at Walt Disney World Resort.

For more things to do, where to stay, traveler tips, and other tourist information, read Orlando tour planner.

Traveling by flight from Atlanta to Orlando takes 3.5 hours. Alternatively, you can drive; or take a bus. In August, daytime highs in Orlando are 39°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 25th (Tue) so you can travel to Miami.

Things to do in Orlando

Theme Parks
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort

1
night
Miami, United States

Miami ©
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 26th (Wed): zoom along the surf with a waterskiing or jet-skiing adventure, admire all the interesting features of Marlins Park, and then examine the collection at Lock & Load Museum.

For other places to visit, maps, where to stay, and other tourist information, refer to the Miami trip itinerary builder site .

You can fly from Orlando to Miami in 3.5 hours. Alternatively, you can drive; or do a combination of flight and train. Expect a daytime high around 38°C in August, and nighttime lows around 30°C. Wrap up your sightseeing on the 26th (Wed) to allow time to travel to Nassau.

Things to do in Miami

Outdoors Adventure Tours
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Marlins Park ©
Marlins Park
Waterskiing & Jetskiing

1
night
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
On the 27th (Thu), admire nature's wide array of creatures at Marine Habitat at Atlantis and then enjoy the sand and surf at Cable Beach.

To find where to stay, more things to do, other places to visit, and tourist information, read Nassau online driving holiday planner .

Traveling by flight from Miami to Nassau takes 4 hours. Alternatively, you can do a combination of train and flight; or do a combination of bus and ferry. Expect a daytime high around 38°C in August, and nighttime lows around 30°C. Wrap up your sightseeing on the 27th (Thu) early enough to travel to Kingston.

Things to do in Nassau

Parks Zoos & Aquariums Beaches

Side Trip

Marine Habitat at Atlantis
Highlights from your plan
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Cable Beach ©
Cable Beach

1
night
Kingston, Jamaica

Kingston ©
The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
Start off your visit on the 28th (Fri): head outdoors with Lime Cay, then make a trip to 41 Fleet Street, and then make a trip to Craighton Estate Great House. On your second day here, head outdoors with This Is Jamaica Co. Ltd. and then look for gifts at Chocolate Dreams.

For more things to do, reviews, ratings, and other tourist information, read our Kingston trip planning website .

Getting from Nassau to Kingston by flight takes about 5.5 hours. In August, plan for daily highs up to 38°C, and evening lows to 30°C. Finish up your sightseeing early on the 29th (Sat) so you can travel to Havana.

Things to do in Kingston

Outdoors Shopping

Side Trip

Craighton Estate Great House
Highlights from your plan
Lime Cay ©
Lime Cay
Chocolate Dreams ©
Chocolate Dreams

1
night
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Quickly create a custom-made itinerary for Havana using our trip planner.

Traveling by flight from Kingston to Havana takes 6.5 hours. Traveling from Kingston in August, plan for little chillier nights in Havana, with lows around 26°C. On the 30th (Sun), wrap the sightseeing up by early afternoon so you can travel to New Orleans.

Things to do in Havana

Historic Sites Parks
Highlights from your plan
El Malecon ©
El Malecon
Central Park ©
Central Park

1
night
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.
Start off your visit on the 31st (Mon): head outdoors with Ultimate Swamp Adventures, then sample the fine beverages at Old New Orleans Rum Distillery, and then pause for some serene contemplation at St. Louis Cathedral.

To see traveler tips, reviews, maps, and other tourist information, read New Orleans trip itinerary maker app .

You can fly from Havana to New Orleans in 7 hours. Traveling from Havana to New Orleans, you'll gain 1 hour due to the time zone difference. While traveling from Havana, expect slightly colder days and somewhat warmer nights in New Orleans, ranging from highs of 32°C to lows of 32°C. Finish your sightseeing early on the 31st (Mon) to allow enough time to travel to Houston.

Things to do in New Orleans

Outdoors Historic Sites Breweries & Distilleries

Side Trip

Ultimate Swamp Adventures
Highlights from your plan
Ultimate Swamp Adventures ©
Ultimate Swamp Adventures
St. Louis Cathedral ©
St. Louis Cathedral
Old New Orleans Rum Distillery ©
Old New Orleans Rum Distillery

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.
Start off your visit on the 1st (Tue): take in the dramatic scenery at Water Wall, explore the different monuments and memorials at Glenwood Cemetery, and then admire all the interesting features of Minute Maid Park.

For ratings, more things to do, maps, and tourist information, read our Houston day trip tool .

You can fly from New Orleans to Houston in 4 hours. Other options are to do a combination of car and flight; or drive. When traveling from New Orleans in August, plan for a bit warmer days in Houston, with highs around 41°C, while nights are slightly colder with lows around 29°C. Wrap up your sightseeing on the 1st (Tue) early enough to travel to Dallas.

Things to do in Houston

Historic Sites Nature Parks
Highlights from your plan
Glenwood Cemetery ©
Glenwood Cemetery
Minute Maid Park ©
Minute Maid Park
Water Wall ©
Water Wall

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.
On the 2nd (Wed), look for gifts at Wild Bill's Western Store and then walk around White Rock Lake Park.

For other places to visit, traveler tips, more things to do, and other tourist information, you can read our Dallas road trip planning tool .

Traveling by flight from Houston to Dallas takes 4 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 39°C, and evening lows to 26°C. Finish your sightseeing early on the 2nd (Wed) to allow enough time to travel to Denver.

Things to do in Dallas

Nature Parks Shopping
Highlights from your plan
White Rock Lake Park ©
White Rock Lake Park
Wild Bill's Western Store ©
Wild Bill's Western Store

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Denver, United States

Denver ©
Aptly nicknamed the "Mile-High City," Denver sits at an altitude of 1,600 m (5,280 ft) above sea level, located right where the Great Plains give way to the Rocky Mountains.
Kick off your visit on the 3rd (Thu): take in the architecture and atmosphere at Trinity United Methodist Church, sample the fine beverages at Stranahan's Colorado Whiskey Tour, and then explore and take pictures at Coors Field.

To find other places to visit, more things to do, ratings, and tourist information, refer to the Denver online itinerary maker .

Fly from Dallas to Denver in 4.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Dallas to Denver. When traveling from Dallas in September, plan for little chillier days and colder nights in Denver: temperatures range from 30°C by day to 13°C at night. Wrap up your sightseeing on the 3rd (Thu) early enough to travel to Aspen.

Things to do in Denver

Breweries & Distilleries Historic Sites
Highlights from your plan
Trinity United Methodist Church ©
Trinity United Methodist Church
Coors Field ©
Coors Field

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Aspen, United States

Known as a ski resort town, Aspen's history goes back to its roots as a silver-mining village tucked away in an isolated valley of the Rocky Mountains.
Kick off your visit on the 4th (Fri): explore and take pictures at The John Denver Sanctuary and then take a memorable tour with Tours.

To see photos, ratings, other places to visit, and more tourist information, you can read our Aspen online sightseeing planner .

Fly from Denver to Aspen in 3 hours. Alternatively, you can drive; or do a combination of bus and car. Plan for a bit cooler temperatures traveling from Denver in September, with highs in Aspen at 26°C and lows at 5°C. Finish up your sightseeing early on the 4th (Fri) so you can travel to Las Vegas.

Things to do in Aspen

Outdoors Adventure Tours
Highlights from your plan
River Rafting & Tubing
The John Denver Sanctuary
The John Denver Sanctuary

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Las Vegas, United States

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Start off your visit on the 5th (Sat): get some thrills out on the water with a waterskiing or jet-skiing adventure.

Plan my trip to Las Vegas with suggested itineraries provided by Inspirock.

Traveling by flight from Aspen to Las Vegas takes 5.5 hours. Alternatively, you can do a combination of car and flight; or drive. The time zone difference moving from Mountain Standard Time (MST) to Pacific Standard Time (PST) is minus 1 hour. Traveling from Aspen in September, expect Las Vegas to be warmer, temps between 39°C and 25°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to travel to Los Angeles.

Things to do in Las Vegas

Outdoors Adventure Tours
Highlights from your plan
Waterskiing & Jetskiing

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Los Angeles, United States

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Kick off your visit on the 6th (Sun): look and learn at Griffith Observatory and then see the interesting displays at The Nethercutt Collection.

To see maps, more things to do, traveler tips, and other tourist information, read our Los Angeles online trip itinerary planner .

Fly from Las Vegas to Los Angeles in 4 hours. Alternatively, you can drive; or do a combination of flight and bus. Traveling from Las Vegas in September, expect Los Angeles to be little chillier, temps between 34°C and 22°C. Finish up your sightseeing early on the 6th (Sun) so you can travel back home.

Things to do in Los Angeles

Museums Childrens Museums
Highlights from your plan
Griffith Observatory ©
Griffith Observatory

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