29 days in United States & Canada Itinerary

29 days in United States & Canada Itinerary

Created using Inspirock travel route builder

Make it your trip
Fly
1
New York City, United States
— 4 nights
Train
2
Philadelphia, United States
— 2 nights
Train
3
Washington DC, United States
— 3 nights
Fly
4
Buffalo, United States
— 2 nights
Drive
5
Toronto, Canada
— 3 nights
Ferry to Billy Bishop Toronto City, Fly to Ottawa
6
Ottawa, Canada
— 2 nights
Drive
7
Montreal, Canada
— 2 nights
Fly
8
Boston, United States
— 2 nights
Drive
9
Newport, United States
— 1 night
Drive
10
Providence, United States
— 1 night
Drive
11
Bridgeport, United States
— 1 night
Drive
12
New York City, United States
— 2 nights
Fly

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New York City, United States

— 4 nights

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.
New York City is known for museums, nightlife, and shopping. Your trip includes some of its best attractions: go for a walk through Central Park, pause for some photo ops at Statue of Liberty National Monument, take in panoramic vistas at Empire State Building, and wander the streets of Times Square.

To see other places to visit, more things to do, reviews, and other tourist information, go to the New York City online itinerary planner.

Sydney, Australia to New York City is an approximately 26-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Sydney to New York City. In April, New York City is slightly colder than Sydney - with highs of 19°C and lows of 8°C. Wrap up your sightseeing on the 29th (Wed) early enough to take a train to Philadelphia.

Things to do in New York City

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Philadelphia, United States

— 2 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Kick off your visit on the 30th (Thu): take an in-depth tour of Eastern State Penitentiary, then admire the masterpieces at Philadelphia Museum of Art, and then hunt for treasures at Reading Terminal Market. Here are some ideas for day two: get a sense of history and politics at Independence Hall, then appreciate the history behind Liberty Bell Center, then explore the world behind art at Barnes Foundation, and finally take in the architecture and design of University of Pennsylvania.

For where to stay, ratings, reviews, and other tourist information, you can read our Philadelphia day trip site.

Getting from New York City to Philadelphia by train takes about 1.5 hours. Other options: drive; or take a bus. Expect a daytime high around 21°C in April, and nighttime lows around 8°C. Wrap up your sightseeing on the 1st (Fri) early enough to take a train to Washington DC.

Things to do in Philadelphia

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Washington DC, United States

— 3 nights
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.
Washington DC is known for museums, historic sites, and nightlife. Your trip includes some of its best attractions: explore the activities along Tidal Basin, pause for some photo ops at Vietnam Veterans Memorial, get a sense of history and politics at United States Capitol, and examine the collection at National Air and Space Museum.

Plan my Washington DC trip by asking Inspirock to come up with tips and suggestions.

You can take a train from Philadelphia to Washington DC in 2.5 hours. Other options are to drive; or take a bus. In May, daytime highs in Washington DC are 28°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 4th (Mon) early enough to fly to Buffalo.

Things to do in Washington DC

Museums · Nature · Parks
Find places to stay May 1 — 4:
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Buffalo, United States

— 2 nights

Queen City

The most populous city in the state after New York, Buffalo serves as the gateway to Niagara Falls and Canada for many travelers.
Start off your visit on the 5th (Tue): learn about all things military at Buffalo & Erie County Naval and Military Park and then try to win big at Seneca Niagara Casino. Here are some ideas for day two: steep yourself in history at Frank Lloyd Wright's Martin House, then pause for some serene contemplation at St. Mary of the Cataract R. C. Parish, then enjoy breathtaking views from Niagara Falls Observation Tower, and finally take in the dramatic scenery at Niagara Falls.

Make your Buffalo itinerary with Inspirock to find out what to see and where to go.

Fly from Washington DC to Buffalo in 3 hours. Alternatively, you can drive; or do a combination of train and taxi. Traveling from Washington DC in May, things will get a bit cooler in Buffalo: highs are around 24°C and lows about 11°C. Cap off your sightseeing on the 7th (Thu) early enough to go by car to Toronto.

Things to do in Buffalo

Casinos · Fun & Games · Nature · Parks

Side Trip

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Toronto, Canada

— 3 nights

New York City of Canada

Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Toronto is known for zoos & aquariums, museums, and shopping. Your trip includes some of its best attractions: see the interesting displays at Royal Ontario Museum, take in the spiritual surroundings of St Michael's Cathedral Basilica, appreciate the extensive heritage of The Distillery District, and meet the residents at Ripley's Aquarium of Canada.

To see other places to visit and tourist information, refer to the Toronto trip planner.

Drive from Buffalo to Toronto in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In May in Toronto, expect temperatures between 22°C during the day and 11°C at night. Finish your sightseeing early on the 10th (Sun) so you can travel to Ottawa.

Things to do in Toronto

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Ottawa, Canada

— 2 nights

Silicon Valley North

A major center of technology nicknamed "Silicon Valley North," Ottawa offers visitors a modern flavor with its range of trendy hotels, shops, and restaurants.
Kick off your visit on the 10th (Sun): see the interesting displays at National Gallery of Canada, then contemplate in the serene atmosphere at Notre Dame Basilica, then indulge your thirst for a good beer at Waller St. Brewing, and finally take in the views from Corktown Footbridge. Get ready for a full day of sightseeing on the 11th (Mon): ponder the world of politics at Parliament Hill and Buildings, take a stroll through ByWard Market, and then appreciate the history behind Oscar Peterson Statue.

To find traveler tips, where to stay, reviews, and more tourist information, use the Ottawa vacation planner.

Traveling by combination of ferry and flight from Toronto to Ottawa takes 3.5 hours. Alternatively, you can drive; or take a train. In May, daily temperatures in Ottawa can reach 23°C, while at night they dip to 9°C. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Montreal.

Things to do in Ottawa

Historic Sites · Museums · Neighborhoods · Shopping
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Montreal, Canada

— 2 nights

Quebec's Metropolis

Quebec's economic and cultural capital, Montreal serves as the province's major point of entry, known for its rich history and high standard of living.
Montreal is known for historic sites, parks, and museums. Your trip includes some of its best attractions: pause for some serene contemplation at Notre-Dame Basilica, contemplate in the serene atmosphere at Saint Joseph's Oratory of Mount Royal, admire the natural beauty at Montreal Botanical Garden, and appreciate the history behind Place d'Armes.

To find ratings, more things to do, where to stay, and more tourist information, read Montreal trip tool.

Traveling by car from Ottawa to Montreal takes 2.5 hours. Alternatively, you can take a train; or take a bus. May in Montreal sees daily highs of 23°C and lows of 11°C at night. Wrap up your sightseeing by early afternoon on the 14th (Thu) to allow time for the flight to Boston.

Things to do in Montreal

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Boston, United States

— 2 nights

Beantown

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.
Kick off your visit on the 15th (Fri): explore the different monuments and memorials at Granary Burying Ground, take in nature's colorful creations at Boston Public Garden, and then explore the world behind art at Museum of Fine Arts. On the 16th (Sat), you'll have a packed day of sightseeing: get to know the fascinating history of Freedom Trail, then take a stroll through North End, and then walk around Boston Common.

For traveler tips, maps, ratings, and other tourist information, you can read our Boston trip maker site.

You can fly from Montreal to Boston in 4.5 hours. Other options are to drive; or take a bus. In May, daytime highs in Boston are 22°C, while nighttime lows are 11°C. Cap off your sightseeing on the 16th (Sat) early enough to go by car to Newport.

Things to do in Boston

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Newport, United States

— 1 night

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 17th (Sun), explore and take pictures at Ocean Drive Historic District, then get advice or help at Redwood Library & Athenaeum, and then explore and take pictures at Cliff Walk.

For other places to visit, where to stay, ratings, and tourist information, read Newport trip itinerary builder website.

You can drive from Boston to Newport in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In May, plan for daily highs up to 21°C, and evening lows to 11°C. Cap off your sightseeing on the 17th (Sun) early enough to go by car to Providence.

Things to do in Newport

Historic Sites · Outdoors · Parks · Trails
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Providence, United States

— 1 night

The Renaissance City

Providence has undergone a major upgrade in recent years, transforming from a rough-around-the-edges industrial city into an epicenter of culture.
Start off your visit on the 18th (Mon): get lost in a book at Barrington Public Library, then take an in-depth tour of Lizzie Borden House, then get to know the resident critters at Roger Williams Park Zoo, and finally get engrossed in the history at Lippitt House Museum.

To see photos, reviews, traveler tips, and other tourist information, read our Providence trip itinerary planning site.

Drive from Newport to Providence in an hour. Alternatively, you can take a bus; or ride a ferry. Expect a daytime high around 24°C in May, and nighttime lows around 11°C. Wrap up your sightseeing on the 18th (Mon) to allow time to travel to Bridgeport.

Things to do in Providence

Zoos & Aquariums · Parks · Museums · Historic Sites

Side Trips

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Bridgeport, United States

— 1 night
Bridgeport is a seaport city in the U.S. state of Connecticut. On the 19th (Tue), meet the residents at Beardsley Zoo, then walk around Seaside Park, and then make a trip to Housatonic Museum of Art.

To see traveler tips, photos, maps, and tourist information, read our Bridgeport online trip itinerary maker.

Traveling by car from Providence to Bridgeport takes 2 hours. In May in Bridgeport, expect temperatures between 24°C during the day and 13°C at night. Wrap up your sightseeing on the 19th (Tue) to allow time to drive to New York City.

Things to do in Bridgeport

Parks · Zoos & Aquariums
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New York City, United States

— 2 nights

Big Apple

On the 20th (Wed), pause for some serene contemplation at Church of St. Paul the Apostle, learn more about the world around you at American Museum of Natural History, and then take in the pleasant sights at The High Line. Here are some ideas for day two: admire the striking features of Chrysler Building, take in the architecture and atmosphere at St. Patrick's Cathedral, then see the interesting displays at New York Public Library, and finally make a trip to Rockefeller Center.

Start your trip to New York City by creating a personalized itinerary on Inspirock.

Traveling by car from Bridgeport to New York City takes 1.5 hours. Wrap up your sightseeing on the 21st (Thu) to allow time to fly back home.

Things to do in New York City

Museums · Parks · Historic Sites
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United States travel guide

4.5
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Canada travel guide

4.6
Most people remember their holiday in Canada by the country's great outdoors, yet this sprawling land of hulking mountains and rocky coastlines also boasts numerous modern cities, home to some of the world's finest dining, shopping, and entertainment options. Made for leisurely road trips, North America's biggest country features vast landscapes still unspoiled by mass tourism. A tour of Canada reveals a place packed with diverse cultures, living in tolerance and enjoying one of the highest standards of living in the world. If the vastness of those natural landscapes overwhelms you at any point during your Canada vacation, head to the openhearted cities of Vancouver, Toronto, or Montreal, ideal destinations for art lovers, history buffs, shopaholics, fashionistas, and impassioned foodies.