16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

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Route & dates

16 days in Hawaii Itinerary

Start: New York City
Bus + Fly:  9​h 30​min
1
Honolulu, Oahu
— 5 nights
Fly:  3​h 15​min
2
Lahaina, Maui
— 6 nights
Bus + Fly:  3​h 30​min
3
Kapaa, Kauai
— 3 nights
Fly:  15​h 15​min
End: New York City

5
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.
Visit Lanikai Beach and Kapiolani Regional Park for some beach relaxation. Get some historical perspective at Shangri La and Queen Emma Summer Palace. Change things up with these side-trips from Honolulu: Haleiwa (Waimea Bay & Sunset Beach Park), Kailua Beach Park (in Kailua) and Ko Olina Lagoons (in Kapolei). The adventure continues: examine the collection at USS Bowfin Submarine Museum & Park, kick back and relax at Kaimana Beach, steep yourself in history at Iolani Palace, and walk around Fort DeRussy Beach Park.

To find photos, more things to do, and more tourist information, use the Honolulu online travel planner .

New York City to Honolulu is an approximately 14-hour combination of bus and flight. You can also fly. Traveling from New York City to Honolulu, you'll gain 5 hours due to the time zone difference. Expect somewhat warmer temperatures when traveling from New York City in September; daily highs in Honolulu reach 88°F and lows reach 76°F. Wrap up your sightseeing on the 13th (Sun) to allow time to travel to Lahaina.

Things to do in Honolulu

Parks Beaches Outdoors

Side Trips

Haleiwa, Kailua, Ko Olina Lagoons
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach
USS Bowfin Submarine Museum & Park ©
USS Bowfin Submarine Museum & Park

6
nights
Lahaina, Maui

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.
Costantino Studio and Alexander & Baldwin Sugar Museum will appeal to museum buffs. Eschew the tourist crowds and head to Napili Beach and Kamaole Beach Park II. Change things up with these side-trips from Lahaina: Hale Ho'ike'ike at the Bailey House (in Wailuku), Kamaole Beach Park III (in Kihei) and Wailea (Ulua Beach & Wailea Beach). And it doesn't end there: enjoy the sand and surf at Kapalua Beach, contemplate the long history of Wo Hing Temple Museum, take an in-depth tour of Baldwin Home Museum, and stroll through Ka'anapali Beach.

For where to stay, reviews, ratings, and more tourist information, read our Lahaina trip planner.

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. In September, plan for daily highs up to 86°F, and evening lows to 74°F. Finish your sightseeing early on the 19th (Sat) so you can travel to Kapaa.

Things to do in Lahaina

Beaches Outdoors Parks

Side Trips

Kihei, Wailea, Hale Ho'ike'ike at the Bailey House, The Spa at Black Rock, Hui No‘eau Visual Arts Center
Highlights from your plan
Wailea Beach ©
Wailea Beach
Ulua Beach ©
Ulua Beach
Kapalua Beach ©
Kapalua Beach

3
nights
Kapaa, Kauai

Kapaa ©
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
You'll enjoy a bit of beach vacationing at Hanalei Beach and Kalapaki Beach. Your cultural itinerary includes sights like Waioli Mission House and Grove Farm Sugar Plantation Museum. Go for a jaunt from Kapaa to Wainiha to see Na Pali Coast State Park about 1h 05 min away. There's lots more to do: tour the pleasant surroundings at Tunnels Beach, head outdoors with Kilauea Lighthouse, and trek along Kalalau Trail.

To see traveler tips, maps, other places to visit, and other tourist information, go to the Kapaa trip planner.

Traveling by combination of bus and flight from Lahaina to Kapaa takes 3.5 hours. In September, daytime highs in Kapaa are 86°F, while nighttime lows are 76°F. Cap off your sightseeing on the 22nd (Tue) early enough to travel back home.

Things to do in Kapaa

Parks Outdoors Beaches

Side Trips

Kauai, Lihue, Hanalei Beach, Na Pali Coast State Park
Highlights from your plan
Hanalei Beach ©
Hanalei Beach
Tunnels Beach ©
Tunnels Beach
Kalapaki Beach ©
Kalapaki Beach

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