29 days in United States & Canada Itinerary

Created using Klarna Trips tour planner
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Drive
1
Niagara Falls, United States
— 1 night
Drive
2
Toronto, Canada
— 4 nights
Ferry to Billy Bishop Toronto City, Fly to Ottawa
3
Ottawa, Canada
— 2 nights
Drive
4
Montreal, Canada
— 3 nights
Fly
5
Key West, United States
— 3 nights
Fly
6
Houston, United States
— 2 nights
Fly
7
Los Angeles, United States
— 3 nights
Fly
8
San Francisco, United States
— 4 nights
Fly
9
Koloa, United States
— 2 nights
Fly
10
Honolulu, United States
— 2 nights
Fly
11
Lahaina, United States
— 2 nights
Drive to Kahului Airport, Fly to Sioux City

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Niagara Falls, United States — 1 night

Honeymoon Capital of the World

Start off your visit on the 6th (Sat): brush up on your military savvy at Buffalo and Erie County Naval & Military Park, explore the fascinating underground world of Cave of the Winds, then admire the sheer force of Niagara Falls, and finally take in the dramatic scenery at Bridal Veil Falls.

To find maps, ratings, other places to visit, and tourist information, you can read our Niagara Falls trip itinerary builder.

Sioux City to Niagara Falls is an approximately 16.5-hour car ride. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect a daytime high around 70°F in May, and nighttime lows around 49°F. Finish your sightseeing early on the 6th (Sat) so you can drive to Toronto.
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Nature · Parks · Museums
Side Trip
Find places to stay May 5 — 6:

Toronto, Canada — 4 nights

New York City of Canada

You'll discover tucked-away gems like Horseshoe Falls and High Park. Explore Toronto's surroundings by going to Niagara Falls (Boat Tours & Water Sports, Niagara Glen Nature Areas, &more). There's much more to do: enjoy breathtaking views from CN Tower, walk around Toronto Island Park, sample the tasty concoctions at Steam Whistle Brewery, and get the lay of the land with Walking tours.

Klarna Trips's itinerary builder makes planning a Toronto trip simple and quick.

You can drive from Niagara Falls to Toronto in 2 hours. Alternatively, you can take a bus; or take a train. In May in Toronto, expect temperatures between 67°F during the day and 50°F at night. Finish your sightseeing early on the 10th (Wed) to allow enough time to travel to Ottawa.
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Parks · Tours · Nature · Outdoors
Side Trip
Find places to stay May 6 — 10:

Ottawa, Canada — 2 nights

Silicon Valley North

Start off your visit on the 11th (Thu): contemplate the waterfront views at Rideau Canal National Historic Site, then take in the spiritual surroundings of Notre Dame Basilica, and then see the interesting displays at National Gallery of Canada. On the next day, ponder the world of politics at Parliament Hill and Buildings, pause for some photo ops at National War Memorial, and then get the lay of the land with Walking tours.

To find where to stay, more things to do, maps, and more tourist information, you can read our Ottawa tour itinerary planner.

Getting from Toronto to Ottawa by combination of ferry and flight takes about 3.5 hours. Other options: drive; or take a train. In May in Ottawa, expect temperatures between 68°F during the day and 47°F at night. Finish up your sightseeing early on the 12th (Fri) so you can go by car to Montreal.
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Historic Sites · Nature · Parks · Museums
Find places to stay May 10 — 12:

Montreal, Canada — 3 nights

Quebec's Metropolis

Explore hidden gems such as Notre-Dame-de-Bon-Secours Chapel and Rue St-Paul. The adventure continues: sample some tasty brews at a beer tour and tasting, pause for some photo ops at Place d'Armes, take in the architecture and atmosphere at Saint Joseph's Oratory of Mount Royal, and appreciate the extensive heritage of Old Port of Montreal.

To see other places to visit, reviews, ratings, and tourist information, read Montreal driving holiday planner.

Getting from Ottawa to Montreal by car takes about 2.5 hours. Other options: take a train; or take a bus. In May in Montreal, expect temperatures between 68°F during the day and 50°F at night. Finish your sightseeing early on the 15th (Mon) to allow enough time to fly to Key West.
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Find places to stay May 12 — 15:

Key West, United States — 3 nights

Conch Republic

You'll explore the less-touristy side of things at Dry Tortugas National Park and Truman Little White House. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, cruise along The Overseas Highway, see the vivid underwater world at Vandenberg Wreck, and enjoy the sand and surf at Fort Zachary Taylor.

To find ratings, photos, reviews, and more tourist information, read Key West road trip planning site.

Fly from Montreal to Key West in 8.5 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer weather when traveling from Montreal in May: highs in Key West hover around 85°F, while lows dip to 77°F. Wrap up your sightseeing on the 18th (Thu) early enough to fly to Houston.
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Parks · Outdoors · Nature · Wildlife
Find places to stay May 15 — 18:

Houston, United States — 2 nights

Bayou City

Kick off your visit on the 19th (Fri): meet the residents at Houston Zoo, admire the masterpieces at Museum of Fine Arts, Houston, and then stroll around Gerald D. Hines Waterwall Park. Get ready for a full day of sightseeing on the 20th (Sat): get to know the fascinating history of The Seawall, then contemplate the long history of 1892 Bishop's Palace, and then have fun and explore at Children's Museum Houston.

To see where to stay, other places to visit, photos, and more tourist information, you can read our Houston trip planner.

You can fly from Key West to Houston in 6 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Key West in May, you can expect nighttime temperatures to be little chillier in Houston, with lows of 68°F. Wrap up your sightseeing on the 20th (Sat) to allow time to fly to Los Angeles.
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Parks · Zoos & Aquariums · Museums · Historic Sites
Side Trip
Find places to stay May 18 — 20:

Los Angeles, United States — 3 nights

City of Angels

Eschew the tourist crowds and head to The Huntington Library, Art Museum and Botanical Gardens and Venice Canals Walkway. Pack the 22nd (Mon) with family-friendly diversions at Disneyland Park. There's still lots to do: explore the world behind art at The Broad, see the interesting displays at The Getty Center, take in the waterfront at Santa Monica Pier, and kick back and relax at Santa Monica Bay.

Ask Klarna Trips to suggest an itinerary and make planning a trip to Los Angeles fast, fun, and easy.

Getting from Houston to Los Angeles by flight takes about 5 hours. Other options: drive; or take a bus. You'll gain 2 hours traveling from Houston to Los Angeles due to the time zone difference. In May, Los Angeles is little chillier than Houston - with highs of 75°F and lows of 59°F. Wrap up your sightseeing on the 23rd (Tue) to allow time to fly to San Francisco.
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Theme Parks · Parks · Historic Sites · Museums
Side Trips
Find places to stay May 20 — 23:

San Francisco, United States — 4 nights

City by the Bay

Eschew the tourist crowds and head to Wine Tours & Tastings and Golden Gate Park. The adventure continues: snap pictures at Golden Gate Bridge, examine the collection at de Young Museum, don't miss a visit to Lombard Street, and take a stroll through Fisherman's Wharf.

To see maps and tourist information, read our San Francisco day trip planning site.

Getting from Los Angeles to San Francisco by flight takes about 3 hours. Other options: drive; or take a bus. Expect little chillier temperatures when traveling from Los Angeles in May; daily highs in San Francisco reach 69°F and lows reach 53°F. Finish your sightseeing early on the 27th (Sat) to allow enough time to fly to Koloa.
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Tours · Parks · Wineries · Historic Sites
Find places to stay May 23 — 27:

Koloa, United States — 2 nights

On the 28th (Sun), relax in the rural setting at Kauai Coffee Company and then discover the deep blue sea with Holo Holo Charters. Get ready for a full day of sightseeing on the 29th (Mon): enjoy the sand and surf at Poipu Beach Park, then stroll through Maha'ulepu Heritage Trail, and then take in the dramatic scenery at Wailua Falls.

Take the guesswork out of planning a Koloa vacation by using our trip itinerary maker.

Fly from San Francisco to Koloa in 7.5 hours. You'll gain 2 hours traveling from San Francisco to Koloa due to the time zone difference. Traveling from San Francisco in May, expect Koloa to be somewhat warmer, temps between 82°F and 71°F. Wrap up your sightseeing on the 29th (Mon) early enough to fly to Honolulu.
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Outdoors · Parks · Wildlife · Tours
Side Trips
Find places to stay May 27 — 29:

Honolulu, United States — 2 nights

Big Pineapple

On the 30th (Tue), contemplate the long history of USS Arizona Memorial, examine the collection at USS Bowfin Submarine Museum & Park, and then see the world from above with a helicopter tour. On the 31st (Wed), you'll have a packed day of sightseeing: steep yourself in history at Iolani Palace, indulge your taste buds at Food & Drink, then stroll through Diamond Head State Monument, and finally stroll the grounds of National Memorial Cemetery of the Pacific.

To see more things to do, photos, where to stay, and other tourist information, read Honolulu online sightseeing planner.

Getting from Koloa to Honolulu by flight takes about 2.5 hours. May in Honolulu sees daily highs of 84°F and lows of 71°F at night. Finish your sightseeing early on the 31st (Wed) to allow enough time to fly to Lahaina.
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Historic Sites · Museums · Tours · Parks
Find places to stay May 29 — 31:

Lahaina, United States — 2 nights

Crown Jewel of Maui

On the 1st (Thu), fly like a bird with a parasailing or paragliding tour, then get outside with Outdoor Activities, then take a stroll through Lahaina Front Street, and finally walk around Lahaina Banyan Court.

To find ratings, traveler tips, where to stay, and tourist information, read Lahaina online trip itinerary builder.

You can fly from Honolulu to Lahaina in 2.5 hours. In May, daily temperatures in Lahaina can reach 81°F, while at night they dip to 70°F. Finish your sightseeing early on the 2nd (Fri) so you can travel back home.
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Adventure · Outdoors · Tours · Neighborhoods
Side Trip
Find places to stay May 31 — Jun 2:

United States travel guide

4.6
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.
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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.
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Quebec travel guide

4.3
Canada's only predominately French-speaking province, Quebec boasts a French heritage that not only sets it apart from other parts of this sprawling country, but also from the rest of the continent. A trip to Quebec allows tourists to discover a land with a European look and feel, which you can best appreciate by immersing yourself in the region's bistro culture. Like the rest of Canada, this province features impressive natural attractions, which many choose to discover on a network of nearly 3,500 km (2,100 mi) of bicycle paths. For an urban experience, add Montreal to your Quebec sightseeing itinerary and discover a busy metropolis with a perfect blend of history-steeped neighborhoods and trendy districts offering modern distractions for every traveler's taste.
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Florida travel guide

4.3
Disney Parks & Activities · Theme Parks · Beaches
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.
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Hawaii travel guide

4.4
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.
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