27 days in New York City & Hawaii Itinerary

27 days in New York City & Hawaii Itinerary

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Route & dates

27 days in New York City & Hawaii Itinerary

Start: London
Fly:  11​h 15​min
1
New York City
— 5 nights
bus + Fly:  13​h 45​min
2
Honolulu, Oahu
— 4 nights
Fly + taxi:  3​h
3
Hanalei, Kauai
— 4 nights
Drive:  1​h 45​min
4
Kekaha, Kauai
— 1 night
taxi + Fly:  3​h
5
Kailua-Kona, Island of Hawaii
— 3 nights
Drive:  2​h 30​min
6
Volcano, Island of Hawaii
— 4 nights
Fly:  3​h
7
Wailea, Maui
— 3 nights
Fly:  17​h 45​min
End: London

5
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.
Visiting Tribeca Sailing and Narwhal Yacht Charters will get you outdoors. There's still lots to do: make a trip to Central Park, take in the pleasant sights at Times Square, admire all the interesting features of The High Line, and take in panoramic vistas at Empire State Building.

To see reviews and other tourist information, go to the New York City online journey planner .

London, UK to New York City is an approximately 11.5-hour flight. You can also do a combination of flight and bus; or do a combination of train and flight. The time zone changes from Greenwich Mean Time to Eastern Standard Time, which is usually a -5 hour difference. Plan for somewhat warmer temperatures traveling from London in July, with highs in New York City at 35°C and lows at 26°C. Wrap up your sightseeing on the 10th (Wed) early enough to travel to Honolulu.

Things to do in New York City

Parks Tours Outdoors
Highlights from your plan
Central Park ©
Central Park
Times Square ©
Times Square
Fifth Avenue ©
Fifth Avenue

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.
We've included these beaches for you: Kailua Beach Park and Lanikai Beach. Take a break from the city and head to Waikiki Beach and Hanauma Bay Nature Preserve. Get out of town with these interesting Honolulu side-trips: Pu’u O Mahuka Heiau State Monument (in Pupukea), Haleiwa (Sunset Beach Park & Waimea Bay) and Swim with Dolphins (in Waianae). Next up on the itinerary: take in the pleasant sights at Diamond Head State Monument, stroll the grounds of USS Arizona Memorial, take in the dramatic scenery at Manoa Falls, and see the vivid underwater world at Pele's Chair.

To see maps, ratings, traveler tips, and more tourist information, you can read our Honolulu route planner.

Do a combination of bus and flight from New York City to Honolulu in 14 hours. Alternatively, you can fly. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. In July in Honolulu, expect temperatures between 36°C during the day and 28°C at night. Cap off your sightseeing on the 15th (Mon) early enough to travel to Hanalei.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua, Pele's Chair, Pu’u O Mahuka Heiau State Monument, Swim with Dolphins
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Waikiki Beach ©
Waikiki Beach
Sunset Beach Park ©
Sunset Beach Park

4
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Get outdoors at Na Pali Coast State Park and Hanalei Beach. You'll enjoy a bit of beach vacationing at Tunnels Beach and Anini Beach. The adventure continues: see majestic marine mammals with a dolphin and whale watching tour, trek along Kalalau Trail, admire the sheer force of Hanakapiai Falls, and enjoy the sand and surf at Hanalei Bay.

To find photos, where to stay, more things to do, and more tourist information, go to the Hanalei road trip tool .

Traveling by combination of flight and taxi from Honolulu to Hanalei takes 3 hours. In July in Hanalei, expect temperatures between 34°C during the day and 27°C at night. Finish your sightseeing early on the 19th (Fri) so you can drive to Kekaha.

Things to do in Hanalei

Parks Outdoors Wildlife

Side Trips

Kauai, Kilauea, Na Pali Coast State Park
Highlights from your plan
Hanalei Beach ©
Hanalei Beach
Dolphin & Whale Watching
Tunnels Beach ©
Tunnels Beach

1
night
Kekaha, Kauai

Kekaha is a census-designated place in Kauai County, Hawaii, United States. Kick off your visit on the 20th (Sat): explore and take pictures at Waimea Canyon State Park and then take a memorable tour with Tours.

To see more things to do, where to stay, reviews, and other tourist information, you can read our Kekaha day trip planning site .

You can drive from Hanalei to Kekaha in 2 hours. In July, daytime highs in Kekaha are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to travel to Kailua-Kona.

Things to do in Kekaha

Tours Wildlife Outdoors

Side Trip

Waimea Canyon State Park
Highlights from your plan
Scuba & Snorkeling
Waimea Canyon State Park ©
Waimea Canyon State Park

3
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.
Step out of the city life by going to Swim with Dolphins and Pu'uhonua O Honaunau National Historical Park. Relax by the water at Hapuna Beach State Recreation Area and Mauna Kea Beach. There's lots more to do: get up close to creatures of the deep with a dolphin and whale watching tour, take a tour by water with Kona Boat Rentals, and enjoy the sand and surf at Kahaluu Beach.

For maps, more things to do, ratings, and more tourist information, go to the Kailua-Kona online day trip planner .

Getting from Kekaha to Kailua-Kona by combination of taxi and flight takes about 3 hours. Other options: do a combination of taxi, flight, and bus. In July, daily temperatures in Kailua-Kona can reach 35°C, while at night they dip to 28°C. Finish up your sightseeing early on the 23rd (Tue) so you can go by car to Volcano.

Things to do in Kailua-Kona

Outdoors Tours Parks

Side Trips

Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park, Kahaluu Beach, Mauna Kea Beach
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

4
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.
Visiting Kilauea Iki Trailhead and Devastation Trail will get you outdoors. Change things up with these side-trips from Volcano: Hawaii Volcanoes National Park (Holei Sea Arch & Pu'u Huluhulu trail), Laupahoehoe Beach Park (in Laupahoehoe) and Hilo (Liliuokalani Gardens & Akaka Falls State Park). Spend the 25th (Thu) among the fascinating landscape of Kulanaokuaiki Campground. The adventure continues: stroll through Kipuka Puaulu (Bird Park) Trail, get outside with Keanakakoi Crater Overlook, trek along Sulphur Banks, and view the masterpieces at Volcano Art Center.

For more things to do, other places to visit, maps, and tourist information, read our Volcano attractions planning site .

Getting from Kailua-Kona to Volcano by car takes about 2.5 hours. Other options: take a bus. Plan for a bit cooler nights when traveling from Kailua-Kona in July since evenings lows in Volcano dip to 25°C. Wrap up your sightseeing on the 27th (Sat) to allow time to travel to Wailea.

Things to do in Volcano

Outdoors Parks Trails

Side Trips

Hawaii Volcanoes National Park, Hilo, Laupahoehoe Beach Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail
Devastation Trail ©
Devastation Trail

3
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Visit Wailea Beach and Keawakapu Beach for some beach relaxation. Visiting Maluaka Beach and Oneloa Beach will get you outdoors. There's still lots to do: tour the pleasant surroundings at Makena Beach, enjoy the sand and surf at Po'olenalena Beach, and work some fitness into your day at Wailea Beach Path.

To see reviews, maps, ratings, and other tourist information, you can read our Wailea trip itinerary planning site .

Traveling by combination of bus, flight, and taxi from Volcano to Wailea takes 3 hours. July in Wailea sees daily highs of 37°C and lows of 26°C at night. Wrap up your sightseeing on the 30th (Tue) early enough to travel back home.

Things to do in Wailea

Parks Beaches Outdoors
Highlights from your plan
Wailea Beach ©
Wailea Beach
Ulua Beach ©
Ulua Beach
Po'olenalena Beach ©
Po'olenalena Beach

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