29 days in United States, Vancouver & Whistler Itinerary

29 days in United States, Vancouver & Whistler Itinerary

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Route & dates

29 days in United States, Vancouver & Whistler Itinerary

Start: Sydney, Australia
Fly + taxi:  12​h 30​min
1
Kihei, United States
— 1 night
+2
taxi + Fly + taxi:  2​h
2
Princeville, United States
— 4 nights
Drive:  1​h 15​min
3
Poipu, United States
— 2 nights
taxi + Fly:  8​h 15​min
4
Seattle, United States
— 1 night
Drive:  2​h 45​min
5
Vancouver, Canada
— 1 night
Fly:  1​h
6
Whistler, Canada
— 2 nights
Drive:  11​h
7
New York City, United States
— 5 nights
bus:  1​h 45​min
8
Philadelphia, United States
— Few hours
train:  1​h 45​min
9
Washington DC, United States
— 3 nights
Fly + bus:  3​h
10
Boston, United States
— 2 nights
bus + Fly:  6​h 45​min
11
Las Vegas, United States
— 2 nights
Fly:  3​h 45​min
12
Los Angeles, United States
— 1 night
train + Fly:  3​h 30​min
13
San Francisco, United States
— 3 nights
Fly:  16​h 30​min
End: Sydney, Australia

1
night
Kihei, United States

Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Start off your visit on the 4th (Thu): don't miss a visit to Lahaina Banyan Court, then see majestic marine mammals with a dolphin and whale watching tour, and then kick back and relax at Wailea Beach. Get ready for a full day of sightseeing on the 5th (Fri): kick back and relax at Wailea Beach Path and then see some colorful creatures with a scuba or snorkeling tour.

To see other places to visit, ratings, where to stay, and more tourist information, refer to the Kihei online route planner .

Sydney, Australia to Kihei is an approximately 12.5-hour combination of flight and taxi. The time zone changes from Australian Eastern Standard Time (New South Wales) to Hawaii Standard Time, which is usually a -20 hour difference. Traveling from Sydney in October, things will get a bit warmer in Kihei: highs are around 36°C and lows about 24°C. Wrap up your sightseeing on the 5th (Fri) early enough to travel to Princeville.

Things to do in Kihei

Outdoors Wildlife Tours

Side Trips

Wailea, Lahaina Banyan Court
Find places to stay Oct 3 — 5:
Highlights from your plan
Scuba & Snorkeling
Wailea Beach ©
Wailea Beach
Dolphin & Whale Watching

4
nights
Princeville, United States

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. Eschew the tourist crowds and head to Kayaking & Canoeing and Hanalei Bay. Step out of the city life by going to Na Pali Coast State Park and Hanalei Beach. There's lots more to do: look for all kinds of wild species at Kalalau Trail, take in the architecture and atmosphere at Waioli Huiia Church, enjoy the sand and surf at Secret Beach, and examine the collection at Waioli Mission House.

Plan my Princeville trip by asking Inpirock to come up with tips and suggestions.

Getting from Kihei to Princeville by combination of taxi and flight takes about 2 hours. In October, daytime highs in Princeville are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Poipu.

Things to do in Princeville

Outdoors Parks Beaches

Side Trips

Kauai, Hanalei, Na Pali Coast State Park, Kayaking & Canoeing
Find places to stay Oct 5 — 9:
Highlights from your plan
Kayaking & Canoeing
Hanalei Beach ©
Hanalei Beach
Kalalau Trail ©
Kalalau Trail

2
nights
Poipu, United States

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Start off your visit on the 10th (Wed): enjoy the sand and surf at Poipu Beach Park, then explore the striking landscape at Makawehi Bluff, then see the world from above with a helicopter tour, and finally take in the dramatic natural features at Spouting Horn.

For maps, traveler tips, more things to do, and tourist information, go to the Poipu trip builder website .

Traveling by car from Princeville to Poipu takes 1.5 hours. In October, daytime highs in Poipu are 33°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 11th (Thu) early enough to travel to Seattle.

Things to do in Poipu

Parks Outdoors Beaches

Side Trip

Helicopter Tours
Find places to stay Oct 9 — 11:
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Helicopter Tours
Makawehi Bluff ©
Makawehi Bluff

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.
Start off your visit on the 12th (Fri): wander the streets of Pike Place Market, take in the exciting artwork at Chihuly Garden and Glass, and then enjoy breathtaking views from Space Needle.

To see photos, traveler tips, where to stay, and more tourist information, refer to the Seattle trip itinerary builder website .

You can do a combination of taxi and flight from Poipu to Seattle in 8.5 hours. Traveling from Poipu to Seattle, you'll lose 2 hours due to the time zone difference. Plan for cooler temperatures traveling from Poipu in October, with highs in Seattle at 19°C and lows at 11°C. Finish up your sightseeing early on the 12th (Fri) so you can go by car to Vancouver.

Things to do in Seattle

Shopping Neighborhoods Museums
Find places to stay Oct 11 — 12:
Highlights from your plan
Pike Place Market ©
Pike Place Market
Chihuly Garden and Glass ©
Chihuly Garden and Glass
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.
Start off your visit on the 13th (Sat): enjoy the sand and surf at Kitsilano Beach and then take a stroll through Granville Island.

To find photos, maps, reviews, and more tourist information, read our Vancouver travel route planner .

Drive from Seattle to Vancouver in 3 hours. Alternatively, you can fly; or take a bus. When traveling from Seattle in October, plan for slightly colder days and about the same nights in Vancouver: temperatures range from 16°C by day to 11°C at night. Wrap up your sightseeing on the 13th (Sat) to allow time to fly to Whistler.

Things to do in Vancouver

Parks Shopping Neighborhoods
Find places to stay Oct 12 — 13:
Highlights from your plan
Granville Island ©
Granville Island
Kitsilano Beach ©
Kitsilano Beach

2
nights
Whistler, Canada

Whistler ©
Home to one of the largest ski areas in North America, former logging town of Whistler provides activities and entertainment for avid nature lovers and adrenaline seekers.
Kick off your visit on the 14th (Sun): tee off at Whistler Blackcomb and then get great views at Peak 2 Peak Gondola.

For other places to visit, maps, reviews, and tourist information, go to the Whistler trip builder website .

You can fly from Vancouver to Whistler in an hour. Alternatively, you can drive; or take a bus. Traveling from Vancouver in October, expect Whistler to be a bit cooler, temps between 13°C and 4°C. Cap off your sightseeing on the 15th (Mon) early enough to travel to New York City.

Things to do in Whistler

Outdoors Winter Sports Wildlife
Find places to stay Oct 13 — 15:
Highlights from your plan
Whistler Blackcomb ©
Whistler Blackcomb
Peak 2 Peak Gondola ©
Peak 2 Peak Gondola

5
nights
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.
Get a sense of the local culture at The Metropolitan Museum of Art and 9/11 Memorial. Appreciate the collections at American Museum of Natural History and Solomon R. Guggenheim Museum. There's lots more to do: wander the streets of Fifth Avenue, take an in-depth tour of Ellis Island, explore the world behind art at The Museum of Modern Art, and don't miss a visit to Central Park.

To see more things to do, traveler tips, photos, and more tourist information, read New York City planning tool .

Do a combination of bus and flight from Whistler to New York City in 11 hours. Alternatively, you can drive; or do a combination of car, bus, and train. Due to the time zone difference, you'll lose 3 hours traveling from Whistler to New York City. Traveling from Whistler in October, things will get somewhat warmer in New York City: highs are around 23°C and lows about 15°C. Cap off your sightseeing on the 20th (Sat) early enough to catch the train to Philadelphia.

Things to do in New York City

Museums Parks Historic Sites
Find places to stay Oct 15 — 20:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Ellis Island ©
Ellis Island

few
hours
Philadelphia, United States

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Kick off your visit on the 20th (Sat): explore the world behind art at Philadelphia Museum of Art, then contemplate the long history of Powel House, and then ponder the world of politics at Independence Hall.

To find where to stay, maps, reviews, and tourist information, use the Philadelphia planner .

You can take a train from New York City to Philadelphia in 2 hours. Alternatively, you can drive; or take a bus. October in Philadelphia sees daily highs of 23°C and lows of 13°C at night. Finish up your sightseeing early on the 20th (Sat) so you can catch the train to Washington DC.

Things to do in Philadelphia

Historic Sites Museums
Find places to stay Oct 20 — 21:
Highlights from your plan
Independence Hall ©
Independence Hall
Powel House ©
Powel House

3
nights
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.
Kick off your visit on the 21st (Sun): take in the spiritual surroundings of Washington National Cathedral, then get a new perspective on nature at Smithsonian National Museum of Natural History, and then admire the masterpieces at National Gallery of Art. Keep things going the next day: see the interesting displays at National Air and Space Museum, see the interesting displays at United States Holocaust Memorial Museum, and then steep yourself in history at Arlington National Cemetery.

To find ratings, where to stay, other places to visit, and tourist information, read Washington DC attractions planner .

You can take a train from Philadelphia to Washington DC in 2 hours. Alternatively, you can drive; or fly. In October, plan for daily highs up to 24°C, and evening lows to 14°C. Finish your sightseeing early on the 23rd (Tue) so you can travel to Boston.

Things to do in Washington DC

Museums Historic Sites

Side Trip

Arlington National Cemetery
Find places to stay Oct 20 — 23:
Highlights from your plan
National Gallery of Art ©
National Gallery of Art
National Air and Space Museum ©
National Air and Space Museum
Arlington National Cemetery ©
Arlington National Cemetery

2
nights
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.
Kick off your visit on the 23rd (Tue): appreciate the extensive heritage of Louisburg Square, take a stroll through North End, and then appreciate the extensive heritage of Freedom Trail. Keep things going the next day: contemplate in the serene atmosphere at Trinity Church, then explore and take pictures at Fenway Park, and then explore the world behind art at Museum of Fine Arts.

For other places to visit, reviews, ratings, and more tourist information, you can read our Boston trip itinerary builder .

Do a combination of flight and bus from Washington DC to Boston in 3 hours. Alternatively, you can do a combination of flight and train; or drive. Traveling from Washington DC in October, things will get slightly colder in Boston: highs are around 20°C and lows about 11°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for travel to Las Vegas.

Things to do in Boston

Museums Historic Sites Neighborhoods

Side Trip

Orchard House
Find places to stay Oct 23 — 25:
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail
North End ©
North End

2
nights
Las Vegas, United States

Las Vegas ©
Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Kick off your visit on the 26th (Fri): don't miss a visit to The Strip, then admire the natural beauty at Bellagio Conservatory & Botanical Gardens, then ponder the design of Bellagio Fountains, and finally get the adrenaline pumping with an extreme tour. Here are some ideas for day two: try to win big at Wynn Las Vegas and then explore the stunning scenery at Hoover Dam Bypass.

To find reviews, where to stay, other places to visit, and tourist information, you can read our Las Vegas trip planner .

Traveling by combination of bus and flight from Boston to Las Vegas takes 7 hours. Alternatively, you can do a combination of bus and flight; or drive. Traveling from Boston to Las Vegas, you'll gain 3 hours due to the time zone difference. In October, Las Vegas is a bit warmer than Boston - with highs of 32°C and lows of 18°C. Wrap up your sightseeing by early afternoon on the 27th (Sat) to allow time for travel to Los Angeles.

Things to do in Las Vegas

Shopping Historic Sites Neighborhoods
Find places to stay Oct 25 — 27:
Highlights from your plan
Bellagio Fountains ©
Bellagio Fountains
The Strip ©
The Strip
Hoover Dam Bypass ©
Hoover Dam Bypass

1
night
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.
On the 28th (Sun), wander the streets of El Pueblo de Los Angeles and then see the interesting displays at Getty Center The Publications.

For where to stay, photos, other places to visit, and other tourist information, use the Los Angeles day trip planning site .

Traveling by flight from Las Vegas to Los Angeles takes 4 hours. Alternatively, you can drive; or do a combination of flight and bus. October in Los Angeles sees daily highs of 32°C and lows of 19°C at night. Wrap up your sightseeing on the 28th (Sun) to allow time to travel to San Francisco.

Things to do in Los Angeles

Museums Historic Sites Neighborhoods
Find places to stay Oct 27 — 28:
Highlights from your plan
The Getty Center ©
The Getty Center

3
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Start off your visit on the 29th (Mon): see the interesting displays at SS Jeremiah O'Brien, step off the mainland to explore Alcatraz Island, and then kick back and relax at China Beach. On the next day, take a stroll through Union Square, appreciate the extensive heritage of Filbert Steps, then take in the waterfront at Fisherman's Wharf, and finally snap pictures at Golden Gate Bridge.

Plan a San Francisco trip in moments using our itinerary builder.

Getting from Los Angeles to San Francisco by combination of train and flight takes about 3.5 hours. Other options: do a combination of train and flight; or drive. Traveling from Los Angeles in October, things will get little chillier in San Francisco: highs are around 26°C and lows about 15°C. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow time for travel back home.

Things to do in San Francisco

Parks Historic Sites Neighborhoods
Find places to stay Oct 28 — 31:
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Twin Peaks ©
Twin Peaks
Fisherman's Wharf ©
Fisherman's Wharf

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