37 days in Continental USA & Mexico Itinerary

37 days in Continental USA & Mexico Itinerary

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Route & dates

37 days in Continental USA & Mexico Itinerary

Start: Melbourne, Australia
Fly:  13​h 30​min
1
Poipu, United States
— 2 nights
Fly:  2​h 45​min
2
Kailua-Kona, United States
— 3 nights
Fly:  3​h 30​min
3
Lahaina, United States
— 4 nights
Bus + Fly:  13​h 15​min
4
Cabo San Lucas, Mexico
— 3 nights
+3
Fly + Taxi + Ferry + Bus:  9​h 30​min
5
Tulum, Mexico
— 3 nights
+3
Bus + Foot + Fly + Shuttle:  7​h 45​min
6
Marathon, United States
— 2 nights
Bus:  1​h 15​min
7
Key West, United States
— 3 nights
Fly + Taxi:  3​h
8
Sanibel Island, United States
— 3 nights
Fly + Bus:  5​h 45​min
9
New York City, United States
— 3 nights
Bus + Fly:  14​h
10
Honolulu, United States
— 4 nights
Fly:  13​h 30​min
End: Melbourne, Australia

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. Bring the kids along to Dolphin & Whale Watching and Kalalau Trail. You'll explore the less-touristy side of things at Poipu Beach Park and Waimea Canyon State Park. And it doesn't end there: explore the striking landscape at Spouting Horn, tour the pleasant surroundings at Makawehi Bluff, kick back and relax at Shipwreck Beach, and take an unforgettable tour with a helicopter tour.

To find where to stay, more things to do, reviews, and other tourist information, go to the Poipu trip maker .

Melbourne, Australia to Poipu is an approximately 13.5-hour combination of flight and taxi. Due to the time zone difference, you'll gain 20 hours traveling from Melbourne to Poipu. Traveling from Melbourne in December, expect a bit warmer with lows of 22°C in Poipu. Wrap up your sightseeing on the 11th (Wed) early enough to travel to Kailua-Kona.

Things to do in Poipu

Parks Outdoors Beaches

Side Trips

Waimea Canyon State Park, Kalalau Trail, Helicopter Tours
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Shipwreck Beach ©
Shipwreck Beach
Makawehi Bluff ©
Makawehi Bluff

3
nights
Kailua-Kona, United States

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.
Kids will enjoy Dolphin & Whale Watching and Scuba & Snorkeling. You'll discover tucked-away gems like Hapuna Beach State Recreation Area and Mauna Kea. Go for a jaunt from Kailua-Kona to Honaunau to see Pu'uhonua O Honaunau National Historical Park about 42 minutes away. There's more to do: look and learn at Mauna Kea Observatories.

Plan my Kailua-Kona trip by asking Inpirock to come up with tips and suggestions.

Traveling by combination of taxi and flight from Poipu to Kailua-Kona takes 3 hours. In December, daily temperatures in Kailua-Kona can reach 32°C, while at night they dip to 24°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Nature Parks

Side Trips

Pu'uhonua O Honaunau National Historical Park, Hapuna Beach State Recreation Area, Mauna Kea Observatories
Highlights from your plan
Scuba & Snorkeling
Hapuna Beach State Recreation Area ©

4
nights
Lahaina, United States

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.
Kids will appreciate attractions like Dolphin & Whale Watching and Scuba & Snorkeling. You'll discover tucked-away gems like Lahaina Banyan Court and Helicopter Tours. Change things up with these side-trips from Lahaina: Haleakala Crater (in Haleakala National Park) and Ho'okipa Beach Park (in Paia). The adventure continues: admire nature's wide array of creatures at Maui Ocean Center, tour the pleasant surroundings at Baby Beach, and enjoy the sand and surf at Ka'anapali Beach.

To find ratings, traveler tips, and tourist information, use the Lahaina tour itinerary planning website .

Traveling by combination of flight and bus from Kailua-Kona to Lahaina takes 3.5 hours. Alternatively, you can do a combination of bus, taxi, and flight. Expect a daytime high around 30°C in December, and nighttime lows around 23°C. Cap off your sightseeing on the 18th (Wed) early enough to travel to Cabo San Lucas.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Ho'okipa Beach Park, Maui Ocean Center, Scuba & Snorkeling, Helicopter Tours, Haleakala Crater
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Maui Ocean Center ©
Maui Ocean Center
Ho'okipa Beach Park ©
Ho'okipa Beach Park

3
nights
Cabo San Lucas, Mexico

One of Mexico's premier vacation spots, Cabo San Lucas lures pleasure seekers with its trendy restaurant scene, raucous nightlife, and, of course, picture-perfect beaches.
Kids will enjoy Chileno Beach and Dolphin & Whale Watching. Step off the beaten path and head to Fishing Charters & Tours and Los Cabos Tarzan Boats. There's still lots to do: go for a stroll along the water at Marina Cabo San Lucas, make a trip to El Arco de Cabo San Lucas (Lands End), stop by Caboholic Store & Activity Center, and enjoy the sand and surf at Cannery Beaches.

To find reviews, where to stay, photos, and other tourist information, read Cabo San Lucas tour itinerary builder app .

Traveling by combination of bus, flight, and taxi from Lahaina to Cabo San Lucas takes 13.5 hours. Due to the time zone difference, you'll lose 3 hours traveling from Lahaina to Cabo San Lucas. In December in Cabo San Lucas, expect temperatures between 29°C during the day and 21°C at night. Finish up your sightseeing early on the 22nd (Sun) so you can travel to Tulum.

Things to do in Cabo San Lucas

Outdoors Parks Wildlife
Highlights from your plan
Swim with Dolphins
Chileno Beach ©
Chileno Beach
Fishing Charters & Tours

3
nights
Tulum, Mexico

Tulum ©
The only Mayan site built to overlook the ocean, Tulum remains a coastal paradise preserving the last vestiges of a pre-Hispanic civilization.
Family-friendly places like Xcaret Park and Xel-Ha will thrill your kids. Discover out-of-the-way places like Cenotes Dos Ojos and Playa Paraiso. Step out of Tulum to go to Coba and see Cobá Zona Arqueológica Cobá, which is approximately 44 minutes away.

To see photos, where to stay, and other tourist information, read our Tulum visit planner .

Do a combination of bus, taxi, and flight from Cabo San Lucas to Tulum in 9.5 hours. Alternatively, you can do a combination of bus, taxi, and flight; or drive. You'll lose 2 hours traveling from Cabo San Lucas to Tulum due to the time zone difference. In December, daily temperatures in Tulum can reach 31°C, while at night they dip to 23°C. Finish your sightseeing early on the 26th (Thu) to allow enough time to travel to Marathon.

Things to do in Tulum

Outdoors Wildlife Parks

Side Trips

Xcaret, Xel-Ha Park by Xcaret, Cobá Zona Arqueológica Cobá
Highlights from your plan
Xel-Ha Park by Xcaret ©
Xel-Ha Park by Xcaret
Xcaret ©
Xcaret
Paradise Beach ©
Paradise Beach

2
nights
Marathon, United States

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
You'll discover tucked-away gems like The Turtle Hospital and Bahia Honda State Park. You'll visit kid-friendly attractions like Dolphin Research Center and National Key Deer Refuge. Go for a jaunt from Marathon to Islamorada to see Fishing Charters & Tours about 38 minutes away. The adventure continues: kick back and relax at Sombrero Beach, soothe aching muscles at some of the top local wellness centers, snap pictures at Seven Mile Bridge, and look for all kinds of wild species at Crane Point Museum & Nature Center.

For photos, where to stay, more things to do, and tourist information, read Marathon trip itinerary builder tool .

Explore your travel options from Tulum to Marathon with the Route module. In December, daytime highs in Marathon are 31°C, while nighttime lows are 25°C. Cap off your sightseeing on the 29th (Sun) early enough to go by car to Key West.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Big Pine Key, Fishing Charters & Tours
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Bahia Honda State Park ©
Bahia Honda State Park

3
nights
Key West, United States

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.
Family-friendly places like Fort Zachary Taylor and Audubon House & Tropical Gardens will thrill your kids. Step off the beaten path and head to Truman Little White House and Florida Keys Eco-Discovery Center. The adventure continues: take a memorable drive along The Overseas Highway, make a trip to Southernmost Point, test your problem-solving skills at popular escape rooms, and stop by Uva Wine Shop & Bar.

To find traveler tips, other places to visit, where to stay, and more tourist information, refer to the Key West trip itinerary site .

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 30°C in December, and nighttime lows around 25°C. Finish up your sightseeing early on the 1st (Wed) so you can travel to Sanibel Island.

Things to do in Key West

Outdoors Wildlife Parks
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Florida Keys Eco-Discovery Center ©
Florida Keys Eco-Discovery Center

3
nights
Sanibel Island, United States

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kids will enjoy J.N. "Ding" Darling National Wildlife Refuge and Sanibel Community Playground. Discover out-of-the-way places like Bowman's Beach and In The Garden. Go for a jaunt from Sanibel Island to Fort Myers Beach to see Fort Myers Beach about 34 minutes away. The adventure continues: head outdoors with Whitney's Bait and Tackle, get up close to creatures of the deep with a dolphin and whale watching tour, and make a trip to St. Isabel Catholic Church.

To find photos, maps, reviews, and other tourist information, read our Sanibel Island tour builder tool .

You can do a combination of flight and taxi from Key West to Sanibel Island in 3 hours. Other options are to do a combination of ferry and taxi; or drive. Expect slightly colder evenings in Sanibel Island when traveling from Key West in January, with lows around 15°C. Wrap up your sightseeing on the 4th (Sat) early enough to travel to New York City.

Things to do in Sanibel Island

Outdoors Parks Wildlife

Side Trip

Fort Myers Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Fort Myers Beach ©
Fort Myers Beach
Sanibel Community Playground ©
Sanibel Community Playground

3
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.
Attractions like Central Park and American Museum of Natural History make great kid-friendly stops. The adventure continues: explore the world behind art at The Metropolitan Museum of Art, enjoy breathtaking views from Empire State Building, pause for some photo ops at 9/11 Memorial, and examine the collection at New York Public Library.

To see other places to visit, traveler tips, where to stay, and more tourist information, read New York City tour itinerary maker site .

Getting from Sanibel Island to New York City by combination of taxi, flight, and bus takes about 6 hours. Other options: do a combination of taxi and flight; or drive. In January, New York City is cooler than Sanibel Island - with highs of 5°C and lows of -5°C. Wrap up your sightseeing on the 8th (Wed) to allow time to travel to Honolulu.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Statue of Liberty National Monument ©

4
nights
Honolulu, United States

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Eschew the tourist crowds and head to Polynesian Cultural Center and Kailua Beach Park. Bring the kids along to Battleship Missouri Memorial and USS Bowfin Submarine Museum & Park. Step out of Honolulu with an excursion to Sunset Beach Park in Haleiwa--about 1h 05 min away. There's lots more to do: appreciate the history behind USS Arizona Memorial, take in the pleasant sights at Diamond Head State Monument, don't miss a visit to Makapu'u Point, and take in the dramatic scenery at Manoa Falls.

To see traveler tips, where to stay, reviews, and more tourist information, go to the Honolulu online itinerary maker .

Traveling by combination of bus and flight from New York City to Honolulu takes 14 hours. Alternatively, you can fly. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. In January, Honolulu is warmer than New York City - with highs of 32°C and lows of 22°C. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow enough time to travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Sunset Beach Park, Makapu'u Point, Polynesian Cultural Center, Kailua Beach Park
Highlights from your plan
Scuba & Snorkeling
Polynesian Cultural Center ©
Polynesian Cultural Center
Kailua Beach Park ©
Kailua Beach Park

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