22 days in United States & Canada Itinerary

Created using Inspirock trip itinerary planner
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Fly
1
Kailua-Kona, United States
— 2 nights
Drive
2
Hilo, United States
— 2 nights
Fly
3
Lahaina, United States
— 2 nights
Fly
4
Koloa, United States
— 2 nights
Fly
5
Honolulu, United States
— 2 nights
Fly
6
Banff National Park, Canada
— 1 night
Bus to Calgary, Fly to New York City
7
New York City, United States
— 2 nights
Fly
8
Fort Myers Beach, United States
— 2 nights
Drive
9
Marathon, United States
— 1 night
Drive
10
Key West, United States
— 2 nights
Fly

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Kailua-Kona, United States — 2 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.
Kick off your visit on the 25th (Sun): stroll through Hapuna Beach State Recreation Area and then make a trip to Saddle Road. On the 26th (Mon), you'll have a packed day of sightseeing: take a memorable excursion with My Kona Adventures, explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, then hike along The 1871 Trail, and finally stroll through Manini'owali Beach (Kua Bay).

To see ratings, other places to visit, reviews, and other tourist information, you can read our Kailua-Kona trip planning tool.

Melbourne, Australia to Kailua-Kona is an approximately 16-hour flight. Due to the time zone difference, you'll gain 20 hours traveling from Melbourne to Kailua-Kona. Traveling from Melbourne in December, expect somewhat warmer with lows of 24°C in Kailua-Kona. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Hilo.
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Outdoors · Parks · Beaches · Nature
Side Trips

Hilo, United States — 2 nights

America's Wettest City

One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Kick off your visit on the 27th (Tue): admire the sheer force of Akaka Falls State Park, admire the natural beauty at Hawaii Tropical Bioreserve and Garden, browse the fresh offerings at Hilo Farmers Market, admire the sheer force of Rainbow Falls, then take in nature's colorful creations at Liliuokalani Gardens, and finally take an unforgettable tour with a helicopter tour. Keep things going the next day: stroll through Napau-Makaopuhi Crater Trail, hike along Kipuka Puaulu (Bird Park) Trail, then tour the pleasant surroundings at Kilauea Iki Trailhead, then take in the dramatic natural features at Thurston Lava Tube (Nahuku), and finally take a memorable drive along Devastation Trail.

To see other places to visit, ratings, traveler tips, and other tourist information, read our Hilo trip planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. Traveling from Kailua-Kona in December, expect a bit cooler with lows of 21°C in Hilo. Finish up your sightseeing early on the 28th (Wed) so you can catch the flight to Lahaina.
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Parks · Outdoors · Trails · Nature
Side Trips

Lahaina, United States — 2 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.
Kick off your visit on the 29th (Thu): tour the pleasant surroundings at Ho'okipa Beach Park, take an unforgettable tour with a helicopter tour, enjoy the sand and surf at Kamaole Beach Park III, then see some colorful creatures with a scuba or snorkeling tour, and finally kick back and relax at Wailea Beach. Keep things going the next day: walk around Lahaina Banyan Court, then wander the streets of Lahaina Front Street, then whizz through the canopy at some of the top local zipline courses and adventure parks, and finally kick back and relax at Napili Beach.

To see other places to visit, reviews, where to stay, and other tourist information, refer to the Lahaina road trip planning app.

You can fly from Hilo to Lahaina in 2.5 hours. In December, plan for daily highs up to 30°C, and evening lows to 23°C. Finish up your sightseeing early on the 30th (Fri) so you can catch the flight to Koloa.
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Parks · Outdoors · Beaches · Tours
Side Trips

Koloa, United States — 2 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 31st (Sat): take in the dramatic scenery at Wailua Falls, trek along Kalalau Trail, and then stroll through Waimea Canyon State Park. Get ready for a full day of sightseeing on the next day: walk around Poipu Beach Park, then trek along Maha'ulepu Heritage Trail, then surround yourself with nature on Kauai Safaris, and finally add some adventure to your tour with a kayaking and canoeing tour.

To see other places to visit, ratings, photos, and other tourist information, refer to the Koloa vacation builder website.

You can fly from Lahaina to Koloa in 2.5 hours. In December, plan for daily highs up to 30°C, and evening lows to 22°C. Finish up your sightseeing early on the 1st (Sun) so you can catch the flight to Honolulu.
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Outdoors · Parks · Wildlife · Trails
Side Trips

Honolulu, United States — 2 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.
Kick off your visit on the 2nd (Mon): appreciate the history behind USS Arizona Memorial, then make a trip to Battleship Missouri Memorial, then see the interesting displays at USS Bowfin Submarine Museum & Park, and finally have unforgettable encounters with a shark diving experience. Get ready for a full day of sightseeing on the 3rd (Tue): contemplate the long history of Iolani Palace, explore and take pictures at Diamond Head State Monument, then trek along Koko Crater Railway Trail, and finally tour the pleasant surroundings at Makapuu Lighthouse Trail.

For where to stay, ratings, reviews, and tourist information, use the Honolulu trip itinerary builder site.

You can fly from Koloa to Honolulu in 2.5 hours. In January, daily temperatures in Honolulu can reach 32°C, while at night they dip to 22°C. Finish up your sightseeing early on the 3rd (Tue) so you can catch the flight to Banff National Park.
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Outdoors · Historic Sites · Trails · Parks
Side Trip

Banff National Park, Canada — 1 night

Among the world's oldest national parks, Banff National Park serves as a World Heritage-listed mecca for cyclists, hikers, skiers, bird-watchers, mountain climbers, and anyone else with a passion for exploring vast untouched wildernesses.
Start off your visit on the 4th (Wed): hike along Johnston Canyon, then look for all kinds of wild species at Kingmik Dog Sled Tours, and then fly down the slopes at SkiBig3 Adventure Hub. Get ready for a full day of sightseeing on the 5th (Thu): fly down the slopes at The Lake Louise Ski Resort and then explore and take pictures at Morant's Curve.

To see ratings, reviews, photos, and tourist information, you can read our Banff National Park trip planner.

Fly from Honolulu to Banff National Park in 10 hours. The time zone difference moving from Hawaii-Aleutian Standard Time to Mountain Standard Time is 3 hours. Traveling from Honolulu in January, things will get cooler in Banff National Park: highs are around -7°C and lows about -16°C. Wrap up your sightseeing on the 5th (Thu) early enough to travel to New York City.
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Outdoors · Parks · Winter Sports · Tours

New York City, United States — 2 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.
Your cultural itinerary includes sights like St. Patrick's Cathedral and New York Public Library. Discover out-of-the-way places like Horse-Drawn Carriage Tours and The Museum of Modern Art (MoMA). There's much more to do: admire the masterpieces at The Metropolitan Museum of Art, take in the pleasant sights at Central Park, snap pictures at Brooklyn Bridge, and admire the landmark architecture of Rockefeller Center.

To see ratings, other places to visit, reviews, and more tourist information, read our New York City online sightseeing planner.

Traveling by combination of bus and flight from Banff National Park to New York City takes 12 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Banff National Park to New York City, you'll lose 2 hours due to the time zone difference. Traveling from Banff National Park in January, expect New York City to be a bit warmer, temps between 5°C and -5°C. Finish your sightseeing early on the 8th (Sun) to allow enough time to fly to Fort Myers Beach.
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Museums · Parks · Historic Sites · Neighborhoods

Fort Myers Beach, United States — 2 nights

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. On the 9th (Mon), look for all kinds of wild species at Corkscrew Swamp, admire the majestic nature at Lovers Key State Park, then tour the pleasant surroundings at Fort Myers Beach, and finally admire the natural beauty at Edison and Ford Winter Estates. Get ready for a full day of sightseeing on the 10th (Tue): see what you can catch with a fishing tour, then tour the pleasant surroundings at Bowman's Beach, and then identify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge.

To see more things to do, ratings, reviews, and more tourist information, read Fort Myers Beach trip itinerary builder site.

Traveling by flight from New York City to Fort Myers Beach takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from New York City in January, expect Fort Myers Beach to be warmer, temps between 28°C and 15°C. Finish your sightseeing early on the 10th (Tue) so you can drive to Marathon.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Marathon, United States — 1 night

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 11th (Wed): kick back and relax at Sombrero Beach, then get a new perspective on things with Boat Tours & Water Sports, then identify plant and animal life at The Turtle Hospital, and finally stroll through Bahia Honda State Park.

For maps, other places to visit, traveler tips, and tourist information, go to the Marathon travel planner.

You can drive from Fort Myers Beach to Marathon in 5 hours. Other options are to do a combination of ferry and bus; or take a bus. Traveling from Fort Myers Beach in January, Marathon is somewhat warmer at night with lows of 22°C. Cap off your sightseeing on the 11th (Wed) early enough to go by car to Key West.
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Outdoors · Parks · Beaches · Wildlife
Side Trip

Key West, United States — 2 nights

Conch Republic

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.
Kick off your visit on the 12th (Thu): pause for some serene contemplation at Saint Mary Star of the Sea, steep yourself in history at Truman Little White House, explore the galleries of Florida Keys Eco-Discovery Center, enjoy the sand and surf at Fort Zachary Taylor, then visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and finally stroll the grounds of Key West Cemetery. Get ready for a full day of sightseeing on the 13th (Fri): examine the collection at The Ernest Hemingway Home and Museum, examine the collection at Mel Fisher Maritime Heritage Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, then cast your line with a fishing tour, and finally take a memorable drive along The Overseas Highway.

For more things to do, photos, ratings, and more tourist information, use the Key West trip planner.

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In January, plan for daily highs up to 28°C, and evening lows to 22°C. Wrap up your sightseeing on the 13th (Fri) to allow time to fly back home.
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Outdoors · Historic Sites · Museums · Parks

United States travel guide

4.6
Specialty Museums · Historic Sites · Nightlife
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
Parks · Specialty Museums · Wineries & Vineyards
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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