40 days in New York City & Hawaii Itinerary

40 days in New York City & Hawaii Itinerary

Created using Inspirock United States visit planner

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Route & dates

Start: Jerusalem
+2
Fly + Bus + Train:  15 h
1
New York City
— 8 nights
Bus + Fly:  13 h 45 min
2
Honolulu, Oahu
— 6 nights
Fly + Taxi:  3 h
3
Princeville, Kauai
— 6 nights
Taxi + Fly:  3 h 15 min
4
Kailua-Kona, Island of Hawaii
— 4 nights
Drive:  2 h 15 min
5
Volcano, Island of Hawaii
— 5 nights
+3
Bus + Taxi + Fly + Bus:  5 h
6
Lahaina, Maui
— 6 nights
Travel:  2 h 45 min
7
Lanai City, Lanai
— 2 nights
+2
Drive + Fly + Drive:  28 h
End: Jerusalem

8
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.
Do some cultural sightseeing at 9/11 Memorial and The Metropolitan Museum of Art. Ellis Island and Titanic Memorial Park will appeal to history buffs. Step out of New York City to go to Oceanville and see Edwin B. Forsythe National Wildlife Refuge, which is approximately 2 hours away. There's still lots to do: wander the streets of Fifth Avenue, learn more about the world around you at American Museum of Natural History, make a trip to Grand Central Terminal, and get great views at Top of the Rock.

To find more things to do, maps, other places to visit, and more tourist information, refer to the New York City trip itinerary planning app.

Jerusalem, Israel to New York City is an approximately 15.5- hour combination of flight and train. You can also do a combination of flight, train, and subway; or fly. You'll gain 7 hours traveling from Jerusalem to New York City due to the time zone difference. Traveling from Jerusalem in August, things will get slightly colder in New York City: highs are around 34°C and lows about 25°C. Wrap up your sightseeing on the 17th (Mon) early enough to travel to Honolulu.

Things to do in New York City

Museums Parks Shopping

Side Trip

Edwin B. Forsythe National Wildlife Refuge
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Times Square ©
Times Square

6
nights
Honolulu, Oahu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
USS Arizona Memorial and USS Bowfin Submarine Museum & Park are good opportunities to explore the local culture. We've included these beaches for you: Waikiki Beach and Maili Beach Park. Explore Honolulu's surroundings by going to Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua Beach Park (in Kailua) and Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more). There's still lots to do: get up close to creatures of the deep with a dolphin and whale watching tour, explore the striking landscape at Halona Blowhole, take an in-depth tour of Iolani Palace, and have unforgettable encounters with a shark diving experience.

For traveler tips, where to stay, and other tourist information, use the Honolulu online trip maker.

Traveling by combination of bus and flight from New York City to Honolulu takes 14 hours. Alternatively, you can do a combination of subway, train, and flight. Traveling from New York City to Honolulu, you'll gain 5 hours due to the time zone difference. In August in Honolulu, expect temperatures between 36°C during the day and 28°C at night. Finish your sightseeing early on the 23rd (Sun) to allow enough time to travel to Princeville.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Waianae, Pu’u O Mahuka Heiau State Monument, Kailua Beach Park, Halona Blowhole
Highlights from your plan
Swim with Dolphins
Kailua Beach Park ©
Kailua Beach Park
USS Arizona Memorial ©
USS Arizona Memorial

6
nights
Princeville, Kauai

Princeville ©
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. Wai`oli Hui`ia Church and Menehune Fishpond will appeal to history buffs. We've included these beaches for you: Hanalei Beach and Shipwreck Beach. Venture out of the city with trips to Scuba & Snorkeling (in Kekaha), Poipu (Spouting Horn & Poipu Beach Park) and Na Pali Coast State Park (in Wainiha). And it doesn't end there: take in the awesome beauty at Koke'e Mountains, take in nature's colorful creations at Limahuli Garden and Preserve, trek along Kalalau Trail, and tour the pleasant surroundings at Hanalei Bay.

For photos, more things to do, and more tourist information, read Princeville trip planner.

You can do a combination of flight and taxi from Honolulu to Princeville in 3 hours. In August, plan for daily highs up to 35°C, and evening lows to 28°C. Cap off your sightseeing on the 29th (Sat) early enough to travel to Kailua-Kona.

Things to do in Princeville

Parks Outdoors Beaches

Side Trips

Kauai, Hanalei, Poipu, Scuba & Snorkeling, Koke'e Mountains
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Scuba & Snorkeling
Poipu Beach Park ©
Poipu Beach Park

4
nights
Kailua-Kona, Island of Hawaii

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.
Your inner history buff will appreciate Pu'uhonua O Honaunau National Historical Park and Mokuaikaua Church. Do some cultural sightseeing at Puukohola National Historic Park and Kealakekua Bay. You'll find plenty of places to visit near Kailua-Kona: Anaehoomalu (in Waikoloa) and Hapuna Beach State Recreation Area (in Puako). And it doesn't end there: fulfill a lifelong dream with a swim-with-the-dolphins experience, enjoy the sand and surf at Kahaluu Beach, contemplate the long history of Puako Petroglyph Archaeological Preserve, and immerse yourself in nature at Lapakahi State Historical Park.

To see photos, where to stay, reviews, and tourist information, you can read our Kailua-Kona online visit planner.

Do a combination of taxi and flight from Princeville to Kailua-Kona in 3.5 hours. In August, plan for daily highs up to 36°C, and evening lows to 29°C. Wrap up your sightseeing on the 2nd (Wed) early enough to drive to Volcano.

Things to do in Kailua-Kona

Parks Outdoors Nature

Side Trips

Island of Hawaii, Anaehoomalu, Pu'uhonua O Honaunau National Historical Park, Kahaluu Beach, Mauna Lani Resort
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area
Pu'uhonua O Honaunau National Historical Park ©
Pu'uhonua O Honaunau National Historical Park

5
nights
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Step out of the city life by going to Kilauea Iki Trailhead and Papakōlea Green Sand Beach. Satisfy your inner culture vulture at Volcano Art Center Gallery and Jagger Museum. You'll find plenty of places to visit near Volcano: Akaka Falls State Park (in Hilo), Ka Lae (in Naalehu) and Laupahoehoe Beach Park (in Laupahoehoe). There's lots more to do: get a dose of the wild on a nature and wildlife tour, stroll through Pu'u Huluhulu trail, hike along Sulphur Banks, and look for all kinds of wild species at Devastation Trail.

To see other places to visit, more things to do, reviews, and tourist information, read our Volcano road trip planning tool.

Traveling by car from Kailua-Kona to Volcano takes 2.5 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in September, you can expect nighttime temperatures to be little chillier in Volcano, with lows of 25°C. Finish your sightseeing early on the 7th (Mon) to allow enough time to travel to Lahaina.

Things to do in Volcano

Outdoors Parks Trails

Side Trips

Hawaii Volcanoes National Park, Naalehu, Akaka Falls State Park, Laupahoehoe Beach Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Papakōlea Green Sand Beach ©
Papakōlea Green Sand Beach
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

6
nights
Lahaina, 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.
Get outdoors at Scuba & Snorkeling and Ka'anapali Beach. Satisfy your inner culture vulture at Laura Mango Art Gallery and Maui Hands. Explore Lahaina's surroundings by going to Wailea (Olavine Spa & Salon, Wailea Beach, &more), Ho'okipa Beach Park (in Paia) and Haleakala Crater (in Haleakala National Park). There's much more to do: explore and take pictures at Hana Highway - Road to Hana, enjoy the sand and surf at Napili Beach, take a memorable tour with Tours, and stroll through Kalepolepo Beach Park.

For reviews, ratings, other places to visit, and other tourist information, refer to the Lahaina journey planning website.

Traveling by combination of bus and flight from Volcano to Lahaina takes 5 hours. Alternatively, you can do a combination of bus and flight. In September, daily temperatures in Lahaina can reach 35°C, while at night they dip to 27°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to travel to Lanai City.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailea, Ho'okipa Beach Park, Hana Highway - Road to Hana, Laura Mango Art Gallery, Haleakala Crater
Highlights from your plan
Scuba & Snorkeling
Haleakala Crater ©
Haleakala Crater
Wailea Beach ©
Wailea Beach

2
nights
Lanai City, Lanai

Lanai City ©
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Start off your visit on the 14th (Mon): look for gifts at The Local Gentry, then identify plant and animal life at Lanai Cat Sanctuary, and then do some rugged touring at local off-road trails. On the next day, enjoy the sand and surf at Hulopoe Beach, then indulge in some personalized pampering at some of the best spas, and then view the masterpieces at Mike Carroll Gallery.

For where to stay, other places to visit, reviews, and more tourist information, refer to the Lanai City trip planner.

Use the Route module to find suitable travel options from Lahaina to Lanai City. Traveling from Lahaina in September, plan for little chillier nights in Lanai City, with lows around 23°C. Wrap up your sightseeing on the 15th (Tue) to allow time to travel back home.

Things to do in Lanai City

Parks Outdoors Shopping

Side Trip

Hulopoe Beach
Highlights from your plan
Mike Carroll Gallery ©
Mike Carroll Gallery
Hulopoe Beach ©
Hulopoe Beach
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary

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