21 days in Maui, Kauai & New York City Itinerary

21 days in Maui, Kauai & New York City Itinerary

Created using Inspirock United States vacation planner

Make it your trip
Fly
1
Lahaina
— 4 nights
Drive
2
Haleakala National Park
— 2 nights
Fly
3
Hanalei
— 3 nights
Drive
4
Waimea
— 3 nights
Fly
5
New York City
— 8 nights
Fly

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Lahaina

— 4 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.
Explore the numerous day-trip ideas around Lahaina: Makawao (Ho'omana Spa Maui & Maui Veterans Cemetery), Iao Valley (in Wailuku) and Wailea Beach (in Wailea). Next up on the itinerary: observe the fascinating underwater world at Maui Ocean Center, discover the deep blue sea with a scuba or snorkeling tour, pause for some photo ops at Lahaina Jodo Mission, and walk around Lahaina Banyan Court.

Plan a trip to Lahaina easily and quickly by telling Inspirock to suggest an itinerary.

Tel Aviv, Israel to Lahaina is an approximately 23-hour flight. The time zone changes from Israel Standard Time (IST) to Hawaii-Aleutian Standard Time (HST), which is usually a -12 hour difference. Expect a daytime high around 35°C in September, and nighttime lows around 27°C. Wrap up your sightseeing on the 14th (Tue) early enough to travel to Haleakala National Park.

Things to do in Lahaina

Parks · Outdoors · Beaches · Tours

Side Trips

Find places to stay Sep 10 — 14:
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Haleakala National Park

— 2 nights

A Rare and Sacred Landscape

Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Start off your visit on the 15th (Wed): explore and take pictures at Hana Highway - Road to Hana. Get ready for a full day of sightseeing on the 16th (Thu): take in the dramatic natural features at Haleakala Crater, explore and take pictures at Haleakala Highway (Crater Road), and then take in the dramatic scenery at Waikani Falls.

To find other places to visit, more things to do, where to stay, and tourist information, read Haleakala National Park holiday planner.

The Route module can help you plan travel from Lahaina to Haleakala National Park. In September in Haleakala National Park, expect temperatures between 38°C during the day and 26°C at night. Finish your sightseeing early on the 16th (Thu) to allow enough time to fly to Hanalei.

Things to do in Haleakala National Park

Outdoors · Scenic Drive · Nature · Parks

Side Trip

Find places to stay Sep 14 — 16:
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Hanalei

— 3 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Hanalei is known for wildlife, beaches, and adventure. Your trip includes some of its best attractions: immerse yourself in nature at Na Pali Coast State Park, discover the deep blue sea with a scuba or snorkeling tour, enjoy the sand and surf at Hanalei Bay, and stroll through Tunnels Beach.

To find reviews, ratings, traveler tips, and more tourist information, you can read our Hanalei travel planner.

Traveling by flight from Haleakala National Park to Hanalei takes 2.5 hours. In September in Hanalei, expect temperatures between 35°C during the day and 28°C at night. Cap off your sightseeing on the 19th (Sun) early enough to go by car to Waimea.

Things to do in Hanalei

Parks · Outdoors · Wildlife · Beaches

Side Trips

Find places to stay Sep 16 — 19:
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Waimea

— 3 nights
Kick off your visit on the 20th (Mon): take some stellar pictures from Puu Hinahina Lookout, stroll through Waimea Canyon State Park, then appreciate the extensive heritage of Kalalau Lookout, and finally take in the awesome beauty at Koke'e Mountains. On your second day here, get outside with Outdoor Activities, then enjoy the sand and surf at Salt Pond Beach Park, then explore the different monuments and memorials at Kauai Veteran's Cemetery, and finally snap pictures at Swinging Bridge.

For ratings, photos, other places to visit, and more tourist information, refer to the Waimea trip itinerary maker tool.

Traveling by car from Hanalei to Waimea takes 1.5 hours. In September in Waimea, expect temperatures between 35°C during the day and 27°C at night. Cap off your sightseeing on the 22nd (Wed) early enough to catch the flight to New York City.

Things to do in Waimea

Parks · Outdoors · Nature · Historic Sites

Side Trips

Find places to stay Sep 19 — 22:
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New York City

— 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.
New York City is known for museums, nightlife, and shopping. Your trip includes some of its best attractions: take in the pleasant sights at Central Park, enjoy breathtaking views from Empire State Building, pause for some photo ops at 9/11 Memorial, and take some stellar pictures from Top of the Rock.

To find reviews, ratings, more things to do, and other tourist information, use the New York City trip planner.

Traveling by flight from Waimea to New York City takes 14.5 hours. You'll lose 5 hours traveling from Waimea to New York City due to the time zone difference. Traveling from Waimea in September, things will get a bit cooler in New York City: highs are around 31°C and lows about 22°C. Wrap up your sightseeing on the 30th (Thu) to allow time to fly back home.

Things to do in New York City

Find places to stay Sep 22 — 30:
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Maui travel guide

4.5
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.