30 days in New York City & Hawaii Itinerary

30 days in New York City & Hawaii Itinerary

Created using Inspirock United States vacation planner

Make it your trip
Drive
1
New York City
— 5 nights
Fly
2
Lahaina, Maui
— 4 nights
Unknown
3
Lanai City, Lanai
— 1 night
Unknown
4
Honolulu, Oahu
— 5 nights
Fly
5
Waimea, Kauai
— 3 nights
Drive
6
Hanalei, Kauai
— 3 nights
Fly
7
Kailua-Kona, Island of Hawaii
— 3 nights
Drive
8
Volcano, Island of Hawaii
— 5 nights
Fly

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New York City

— 5 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: go for a walk through Central Park, walk around The High Line, don't miss a visit to Statue of Liberty National Monument, and admire the striking features of Rockefeller Center.

To find maps, traveler tips, photos, and more tourist information, use the New York City online sightseeing planner.

Newark to New York City is an approximately 1-hour car ride. You can also take a train; or take a bus. In September, daytime highs in New York City are 80°F, while nighttime lows are 66°F. Cap off your sightseeing on the 6th (Tue) early enough to catch the flight to Lahaina.

Things to do in New York City

Museums · Parks · Wildlife · Outdoors

Side Trips

Lahaina, Maui

— 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.
Take a break from the city and head to Scuba & Snorkeling and Ka'anapali Beach. Your itinerary includes some good beach time at Wailea Beach and Kapalua Beach. Venture out of the city with trips to Zipline (in Kula), Haleakala Crater (in Haleakala National Park) and Makena Beach (in Wailea). There's still lots to do: walk around Lahaina Banyan Court, get engrossed in the history at Baldwin Home Museum, and appreciate the history behind Lahaina Jodo Mission.

To see more things to do, reviews, and other tourist information, read our Lahaina route planner.

You can fly from New York City to Lahaina in 12.5 hours. Due to the time zone difference, you'll gain 5 hours traveling from New York City to Lahaina. In September, Lahaina is a bit warmer than New York City - with highs of 86°F and lows of 74°F. Cap off your sightseeing on the 10th (Sat) early enough to travel to Lanai City.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

Side Trips

Lanai City, Lanai

— 1 night
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. On the 11th (Sun), enjoy the sand and surf at Hulopoe Beach, then stroll through Lanai Cat Sanctuary, and then discover the deep blue sea with Trilogy Lana'i.

To see more things to do, maps, and other tourist information, go to the Lanai City trip itinerary builder website.

The Route module can help you plan travel from Lahaina to Lanai City. Expect a bit cooler evenings in Lanai City when traveling from Lahaina in September, with lows around 68°F. Cap off your sightseeing on the 11th (Sun) early enough to travel to Honolulu.

Things to do in Lanai City

Outdoors · Parks · Wildlife · Beaches

Side Trip

Honolulu, Oahu

— 5 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.
Step out of the city life by going to Waikiki Beach and Photography Tours. We've included these beaches for you: Kailua Beach Park and Ehukai Beach Park. Change things up with these side-trips from Honolulu: Kapolei (Trident Adventures & Rainbow Reef) and Haleiwa (Waimea Bay & Sunset Beach Park). There's still lots to do: contemplate the waterfront views at Hanauma Bay Nature Preserve, see the vivid underwater world at Pele's Chair, and go for a walk through Diamond Head State Monument.

To see where to stay, more things to do, ratings, and more tourist information, read Honolulu trip itinerary maker app.

The Route module can help you plan travel from Lanai City to Honolulu. In September, Honolulu is somewhat warmer than Lanai City - with highs of 88°F and lows of 76°F. Cap off your sightseeing on the 16th (Fri) early enough to catch the flight to Waimea.

Things to do in Honolulu

Outdoors · Parks · Beaches · Wildlife

Side Trips

Waimea, Kauai

— 3 nights
Take a break from the city and head to Waimea Canyon State Park and Scuba & Snorkeling. Relax by the water at Polihale State Park and Salt Pond Beach Park.

For maps, traveler tips, more things to do, and other tourist information, read our Waimea trip builder website.

You can fly from Honolulu to Waimea in 2.5 hours. In September, daytime highs in Waimea are 86°F, while nighttime lows are 74°F. Finish your sightseeing early on the 19th (Mon) to allow enough time to drive to Hanalei.

Things to do in Waimea

Parks · Outdoors · Nature · Beaches

Side Trips

Hanalei, Kauai

— 3 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Get outdoors at Scuba & Snorkeling and Na Pali Coast State Park. Your itinerary includes some good beach time at Hanalei Beach and Tunnels Beach. There's lots more to do: hike along Kalalau Trail, explore and take pictures at Hanalei Valley Lookout, and admire the sheer force of Hanakapiai Falls.

To find other places to visit, where to stay, reviews, and other tourist information, read our Hanalei online sightseeing planner.

Traveling by car from Waimea to Hanalei takes 1.5 hours. Expect a daytime high around 86°F in September, and nighttime lows around 76°F. Wrap up your sightseeing on the 22nd (Thu) to allow time to fly to Kailua-Kona.

Things to do in Hanalei

Parks · Outdoors · Wildlife · Beaches

Side Trips

Kailua-Kona, Island of Hawaii

— 3 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.
Relax by the water at Hapuna Beach State Recreation Area and Kahaluu Beach. Get in touch with nature at Swim with Dolphins and Pu'uhonua O Honaunau National Historical Park. You'll find plenty of places to visit near Kailua-Kona: Puukohola National Historic Park (in Kawaihae) and Kealakekua Bay (in Captain Cook). There's much more to do: tour the pleasant surroundings at Kona Cloud Forest, take a stroll through Holualoa Village, and tee off at Mauna Lani Resort .

Ask Inspirock to suggest an itinerary and make planning a trip to Kailua-Kona fast, fun, and easy.

You can fly from Hanalei to Kailua-Kona in 2.5 hours. In September, daily temperatures in Kailua-Kona can reach 87°F, while at night they dip to 76°F. Wrap up your sightseeing on the 25th (Sun) to allow time to drive to Volcano.

Things to do in Kailua-Kona

Parks · Outdoors · Wildlife · Nature

Side Trips

Volcano, Island of Hawaii

— 5 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Get in touch with nature at Kilauea Iki Trailhead and Nature & Wildlife Tours. Change things up with these side-trips from Volcano: Hawaii Tropical Bioreserve and Garden (in Papaikou) and Hilo (Rainbow Falls, Akaka Falls State Park, &more). There's still lots to do: take a memorable drive along Devastation Trail, tour the pleasant surroundings at Pu'u Huluhulu trail, trek along Sulphur Banks, and take in nature's colorful creations at Akatsuka Orchid Gardens.

To see photos, ratings, and tourist information, use the Volcano trip maker.

Drive from Kailua-Kona to Volcano in 2.5 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Kailua-Kona in September since evenings lows in Volcano dip to 71°F. Wrap up your sightseeing on the 30th (Fri) to allow time to fly back home.

Things to do in Volcano

Parks · Outdoors · Trails · Wildlife

Side Trips

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.