56 days in United States & Toronto Itinerary

56 days in United States & Toronto Itinerary

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1
Honolulu, United States
— 6 nights
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2
Koloa, United States
— 3 nights
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3
Lahaina, United States
— 6 nights
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4
Kailua-Kona, United States
— 5 nights
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San Francisco, United States
— 8 nights
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Los Angeles, United States
— 8 nights
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Madison, United States
— 2 nights
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New York City, United States
— 8 nights
Fly to Billy Bishop Toronto City, Ferry to Toronto
9
Toronto, Canada
— 7 nights
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Honolulu, United States — 6 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Step off the beaten path and head to Koko Crater Railway Trail and Nature & Wildlife Tours. USS Arizona Memorial and Saint Augustine by-the-Sea are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Honolulu: Pupukea (Banzai Pipeline & Shark's Cove), Kaneohe (Tropical Farms (The Macadamia Nut Farm Outlet) & Byodo-In Temple) and Waimanalo (Bellows Field Beach Park & Waimanalo Beach). Next up on the itinerary: tour the pleasant surroundings at Makapuu Lighthouse Trail, trek along Pillbox Hike, enjoy the sand and surf at Waikiki Beach, and explore the different monuments and memorials at National Memorial Cemetery of the Pacific.

To find more things to do, where to stay, photos, and tourist information, read our Honolulu trip itinerary builder tool.

Perth, Australia to Honolulu is an approximately 18-hour flight. The time zone difference when traveling from Perth to Honolulu is minus 18 hours. Traveling from Perth in December, you can expect nighttime temperatures to be a bit warmer in Honolulu, with lows of 24°C. Finish up your sightseeing early on the 5th (Fri) so you can catch the flight to Koloa.
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Side Trips
Find places to stay Dec 29 — Jan 5:

Koloa, United States — 3 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. You'll explore the less-touristy side of things at Poipu Beach Park and Kauai Sea Rider Snorkel & Whale Watching Tours. Satisfy your inner culture vulture at Old Koloa Town and Menehune Fishpond. Change things up with these side-trips from Koloa: Kapaa (Kauai Path & Sleeping Giant Trail). There's lots more to do: hike along Maha'ulepu Heritage Trail, take in the dramatic natural features at Spouting Horn, kick back and relax at Kalapaki Beach, and tour the pleasant surroundings at Shipwreck Beach.

To see reviews, maps, more things to do, and more tourist information, read our Koloa online route maker.

You can fly from Honolulu to Koloa in 2.5 hours. Alternatively, you can fly. Expect a daytime high around 30°C in January, and nighttime lows around 21°C. Wrap up your sightseeing on the 8th (Mon) to allow time to fly to Lahaina.
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Outdoors · Parks · Beaches · Trails
Side Trips
Find places to stay Jan 5 — 8:

Lahaina, United States — 6 nights

Crown Jewel of Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Get a sense of the local culture at Saint Theresa Roman Catholic Church and Old Lahaina Courthouse. Explore hidden gems such as River Rafting & Tubing and Kapalua Coastal Trail. Explore the numerous day-trip ideas around Lahaina: Kihei (Kamaole Beach Park II & Kamaole Beach Park III) and Wailea (Ulua Beach, Polo Beach, &more). There's lots more to do: explore the activities along Lahaina Harbor, enjoy the sand and surf at Ka'anapali Beach, tour the pleasant surroundings at Kapalua Beach, and identify plant and animal life at Wildlife Areas.

For traveler tips, more things to do, maps, and more tourist information, use the Lahaina road trip app.

Traveling by flight from Koloa to Lahaina takes 2.5 hours. In January in Lahaina, expect temperatures between 30°C during the day and 22°C at night. Finish up your sightseeing early on the 14th (Sun) so you can catch the flight to Kailua-Kona.
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Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay Jan 8 — 14:

Kailua-Kona, United States — 5 nights

Heart of the Kona Coast

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Satisfy your inner culture vulture at Pu'uhonua O Honaunau National Historical Park and Puukohola National Historic Park. Eschew the tourist crowds and head to Nature & Wildlife Tours and Boat Tours & Water Sports. Explore the numerous day-trip ideas around Kailua-Kona: Waialea Beach (in Waimea), Captain Cook (The Painted Church & Kealakekua Bay) and Puako Bay (in Puako). Spend the 19th (Fri) exploring nature at Kaloko-Honokohau National Historical Park. There's much more to do: kick back and relax at White Sand Beach, stroll through Makalawena/Pu'u Ali'i, relax in the rural setting at Kona Coffee Living History Farm, and stop by The Original Donkey Ball Store.

For where to stay, maps, more things to do, and other tourist information, read our Kailua-Kona trip planning tool.

You can fly from Lahaina to Kailua-Kona in 2.5 hours. Another option is to fly. Expect a daytime high around 31°C in January, and nighttime lows around 22°C. Wrap up your sightseeing by early afternoon on the 19th (Fri) to allow enough time to fly to San Francisco.
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Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Jan 14 — 19:

San Francisco, United States — 8 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Head to Ferry Building Marketplace and Embarcadero Centerfor plenty of shopping. You'll explore the less-touristy side of things at Lands End and Exploratorium. Change things up with these side-trips from San Francisco: San Gregorio State Beach (in San Gregorio), Poplar Beach (in Half Moon Bay) and Santa Cruz (West Cliff Drive & Natural Bridges State Beach). There's still lots to do: identify plant and animal life at Marin Headlands, contemplate the waterfront views at San Francisco Bay, step off the mainland to explore Alcatraz Island, and explore the world behind art at Legion of Honor.

For photos, other places to visit, traveler tips, and other tourist information, go to the San Francisco trip site.

Traveling by flight from Kailua-Kona to San Francisco takes 7 hours. The time zone difference when traveling from Kailua-Kona to San Francisco is 2 hours. Traveling from Kailua-Kona in January, things will get cooler in San Francisco: highs are around 17°C and lows about 9°C. Finish up your sightseeing early on the 27th (Sat) so you can catch the flight to Los Angeles.
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Parks · Outdoors · Beaches · Neighborhoods
Side Trips
Find places to stay Jan 19 — 27:

Los Angeles, United States — 8 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Satisfy your inner culture vulture at The Getty Center and Petersen Automotive Museum. Get some historical perspective at Santa Monica Pier and Ocean Avenue. Get out of town with these interesting Los Angeles side-trips: Encinitas (Self Realization Fellowship Hermitage & Meditation Gardens & Moonlight State Beach), Huntington Dog Beach (in Huntington Beach) and Newport Beach (Dolphin & Whale Watching & Fashion Island). Pack the 2nd (Fri) with family-friendly diversions at Disneyland Park. There's much more to do: stop by LA Farmers' Market, see the interesting displays at The Getty Villa, get a new perspective on nature at Natural History Museum of Los Angeles County, and shop like a local with The Grove.

For reviews, where to stay, traveler tips, and more tourist information, use the Los Angeles vacation planner.

You can fly from San Francisco to Los Angeles in 3 hours. Alternatively, you can drive; or take a bus. Traveling from San Francisco in January, you will find days in Los Angeles are somewhat warmer (24°C), and nights are about the same (11°C). Cap off your sightseeing on the 4th (Sun) early enough to catch the flight to Madison.
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Museums · Outdoors · Shopping · Parks
Side Trips
Find places to stay Jan 27 — Feb 4:

Madison, United States — 2 nights

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Start off your visit on the 5th (Mon): stop by Mousehouse Cheesehaus, then fly down the slopes at Cascade Mountain, and then relax and rejuvenate at Spa Serenity. Keep things going the next day: tour the pleasant surroundings at University of Wisconsin-Madison Arboretum, then brush up on your military savvy at Wisconsin Veterans Museum, and then explore the world behind art at Chazen Museum of Art.

Discover how to plan a Madison trip in just a few steps with Inspirock's itinerary builder.

Traveling by flight from Los Angeles to Madison takes 5.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Pacific Standard Time to Central Standard Time is 2 hours. Prepare for colder weather when traveling from Los Angeles in February: high temperatures in Madison hover around -1°C and lows are around -13°C. Wrap up your sightseeing on the 6th (Tue) to allow time to fly to New York City.
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Outdoors · Parks · Museums · Spas
Side Trips
Find places to stay Feb 4 — 6:

New York City, United States — 8 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.
Discover out-of-the-way places like St. Patrick's Cathedral and Fifth Avenue. Get some cultural insight at 9/11 Memorial and The Metropolitan Museum of Art. Get out of town with these interesting New York City side-trips: Mount Peter (in Warwick), Woodbury Common Premium Outlets (in Central Valley) and Vanderbilt Mansion National Historic Site (in Hyde Park). There's much more to do: wander the streets of SoHo, examine the collection at New York Public Library, browse the eclectic array of goods at Chelsea Market, and witness the site of a historic battle at Valley Forge National Historical Park.

For ratings, other places to visit, where to stay, and tourist information, use the New York City travel route planner.

You can fly from Madison to New York City in 4.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Madison in February, things will get a bit warmer in New York City: highs are around 9°C and lows about -1°C. Finish up your sightseeing early on the 14th (Wed) so you can travel to Toronto.
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Museums · Shopping · Parks · Neighborhoods
Side Trips
Find places to stay Feb 6 — 14:

Toronto, Canada — 7 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.
The Distillery District and Evergreen Brick Works will appeal to history buffs. Get some cultural insight at Royal Ontario Museum and Casa Loma. Explore the numerous day-trip ideas around Toronto: Cambridge Butterfly Conservatory (in Cambridge), Lynde Shores Conservation Area (in Whitby) and Ken Seiling Waterloo Region Museum (in Kitchener). There's still lots to do: browse the eclectic array of goods at St. Lawrence Market, take a stroll through Bloor West Village, stroll through Rattlesnake Point Conservation Area, and grab your bike and head to Burlington Waterfront Trail.

To see reviews, more things to do, other places to visit, and more tourist information, use the Toronto travel itinerary planner.

Do a combination of flight and ferry from New York City to Toronto in 5 hours. Alternatively, you can drive; or take a bus. Prepare for little chillier weather when traveling from New York City in February: high temperatures in Toronto hover around 0°C and lows are around -8°C. Finish your sightseeing early on the 21st (Wed) so you can fly back home.
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Side Trips
Find places to stay Feb 14 — 21:

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.
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Wisconsin travel guide

4.3
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.
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