28 days in United States Itinerary

28 days in United States Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

28 days in United States Itinerary

Start: Sydney
Fly + Bus:  9 h 30 min
1
New York City
— 3 nights
Bus + Fly:  6 h
2
Key West
— 5 nights
Fly:  10 h 15 min
3
San Francisco
— 4 nights
Fly:  9 h 45 min
4
Lahaina, Maui
— 3 nights
Bus + Fly:  4 h
5
Poipu, Kauai
— 3 nights
Fly:  2 h 30 min
6
Honolulu, Oahu
— 4 nights
Fly:  3 h 45 min
7
Kailua-Kona, Island of Hawaii
— 3 nights
Fly:  15 h 15 min
End: Sydney

3
nights
New York City

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 The Museum of Modern Art (MoMA). You'll explore and learn at 9/11 Memorial and New York Public Library. Next up on the itinerary: wander the streets of Times Square, go for a walk through Central Park, learn more about the world around you at American Museum of Natural History, and look for gifts at Kalustyan's.

For reviews, photos, maps, and tourist information, you can read our New York City online route maker.

Sydney, Australia to New York City is an approximately 26- hour combination of flight and bus. You can also fly; or do a combination of flight and train. Due to the time zone difference, you'll gain 15 hours traveling from Sydney to New York City. Traveling from Sydney in December, things will get cooler in New York City: highs are around 10°C and lows about 2°C. On the 15th (Thu), you'll have the morning to explore before heading off to Key West.

Things to do in New York City

Museums Parks Neighborhoods
Find places to stay Dec 12 — 15:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
New York Public Library ©
New York Public Library
9/11 Memorial ©
9/11 Memorial

5
nights
Key West

Key West ©
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.
Head to 7 Artists & Friends Gallery and Kermit's Key West Key Lime Shoppefor some retail therapy. You'll explore the less-touristy side of things at Fort Zachary Taylor and Uva Wine Shop & Bar. There's still lots to do: steep yourself in history at Truman Little White House, stop by The Shell Warehouse, and examine the collection at The Ernest Hemingway Home and Museum.

To find maps, where to stay, other places to visit, and tourist information, go to the Key West trip planning website.

Getting from New York City to Key West by combination of bus and flight takes about 6 hours. Other options: fly; or drive. Expect much hotter temperatures when traveling from New York City in December; daily highs in Key West reach 30°C and lows reach 25°C. Wrap up your sightseeing by early afternoon on the 20th (Tue) to allow time for travel to San Francisco.

Things to do in Key West

Shopping Parks Museums
Find places to stay Dec 15 — 20:
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
Truman Little White House ©
Truman Little White House
Fort Zachary Taylor ©
Fort Zachary Taylor

4
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Head to Ferry Building Marketplace and Union Squarefor plenty of shopping. Do some cultural sightseeing at Golden Gate Bridge and Alcatraz Island. There's much more to do: take in the waterfront at Fisherman's Wharf, take a stroll through Chinatown, take in panoramic vistas at Coit Tower, and take some stellar pictures from Twin Peaks.

For ratings, other places to visit, traveler tips, and tourist information, read San Francisco day trip planning website.

Fly from Key West to San Francisco in 10.5 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Prepare for much colder weather when traveling from Key West in December: high temperatures in San Francisco hover around 17°C and lows are around 8°C. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow enough time to travel to Lahaina.

Things to do in San Francisco

Neighborhoods Museums Historic Sites
Find places to stay Dec 20 — 24:
Highlights from your plan
Fisherman's Wharf ©
Fisherman's Wharf
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island

3
nights
Lahaina, Maui

Lahaina ©
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 some cultural insight at Maui Wine, Ulupalakua Vineyards and Whalers Village Museum. Discover out-of-the-way places like Kamaole Beach Park II and Kamaole Beach Park III. When in Lahaina, make a side trip to see Ali'i Kula Lavender Farm in Kula, approximately Kula away. There's more to do: get up close and personal with brilliant marine life at Maui Ocean Center and stroll through Ka'anapali Beach.

To see photos, where to stay, ratings, and tourist information, refer to the Lahaina attractions planning site.

Getting from San Francisco to Lahaina by flight takes about 10 hours. Other options: do a combination of flight and bus; or do a combination of train, flight, and bus. The time zone changes from Pacific Standard Time to Hawaii Standard Time, which is usually a -2 hour difference. While traveling from San Francisco, expect somewhat warmer days and much hotter nights in Lahaina, ranging from highs of 30°C to lows of 23°C. Finish your sightseeing early on the 27th (Tue) to allow enough time to travel to Poipu.

Things to do in Lahaina

Parks Beaches Outdoors

Side Trips

Kula, Kihei, Maui Ocean Center
Find places to stay Dec 24 — 27:
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Kamaole Beach Park III ©
Kamaole Beach Park III
Ka'anapali Beach ©
Ka'anapali Beach

3
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Head to The Wine Shop and Kapaia Stitcheryfor plenty of shopping. Discover out-of-the-way places like Poipu Beach Park and The Koa Store. There's much more to do: tour the pleasant surroundings at Shipwreck Beach, brush up on your knowledge of spirits at Koloa Rum Company, take in the dramatic natural features at Makawehi Bluff, and learn more about the world around you at Kauai Museum.

For reviews, ratings, and tourist information, use the Poipu tour builder.

Getting from Lahaina to Poipu by combination of bus and flight takes about 4 hours. Other options: fly. December in Poipu sees daily highs of 30°C and lows of 22°C at night. Wrap up your sightseeing on the 30th (Fri) early enough to travel to Honolulu.

Things to do in Poipu

Beaches Parks Outdoors

Side Trips

Lihue, Koloa
Find places to stay Dec 27 — 30:
Highlights from your plan
Makawehi Bluff ©
Makawehi Bluff
Poipu Beach Park ©
Poipu Beach Park
Shipwreck Beach ©
Shipwreck Beach

4
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
For shopping fun, head to Tropical Farms Macadamia Nut Farm and Farm Tour or Pakaloha Bikinis - Oahu. You'll discover tucked-away gems like Kailua Beach Park and Iolani Palace. The adventure continues: examine the collection at Bishop Museum, tour the pleasant surroundings at Waikiki Beach, look for gifts at Honolulu Cookie Company Hilton Hawaiian Village, and explore the different monuments and memorials at USS Arizona Memorial.

To see maps, traveler tips, and tourist information, use the Honolulu vacation maker.

Traveling by flight from Poipu to Honolulu takes 2.5 hours. In December, daily temperatures in Honolulu can reach 32°C, while at night they dip to 24°C. Wrap up your sightseeing on the 3rd (Tue) early enough to travel to Kailua-Kona.

Things to do in Honolulu

Beaches Parks Outdoors

Side Trips

Pakaloha Bikinis - Oahu, Tropical Farms Macadamia Nut Farm and Farm Tour, Kailua Beach Park
Find places to stay Dec 30 — Jan 3:
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Iolani Palace ©
Iolani Palace
USS Arizona Memorial ©
USS Arizona Memorial

3
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
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.
You'll explore the less-touristy side of things at Pu'uhonua O Honaunau National Historical Park and Honaunau Bay. Head to Big Island Bees and Waikoloa Beach Resortfor plenty of shopping. Take a break from Kailua-Kona with a short trip to The Painted Church in Captain Cook, about 40 minutes away. The adventure continues: explore the galleries of Kona Coffee Living History Farm, experience rural life at Hula Daddy Kona Coffee, get close to the beloved marine mammals with a swim-with-the-dolphins experience, and enjoy the sand and surf at Mauna Kea Beach.

To find reviews, where to stay, ratings, and more tourist information, use the Kailua-Kona holiday planner.

Traveling by flight from Honolulu to Kailua-Kona takes 4 hours. In January in Kailua-Kona, expect temperatures between 31°C during the day and 22°C at night. Finish up your sightseeing early on the 6th (Fri) so you can travel back home.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Captain Cook, Honaunau, Hula Daddy Kona Coffee, Mauna Kea Beach, Waikoloa Beach Resort
Find places to stay Jan 3 — 6:
Highlights from your plan
Honaunau Bay ©
Honaunau Bay
Kona Coffee Living History Farm ©
Kona Coffee Living History Farm

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