21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

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Route & dates

21 days in Hawaii Itinerary

Start: Verona
+2
Train + Bus + Fly:  26​h
1
Honolulu, Oahu
— 7 nights
Fly + Taxi:  3​h
2
Princeville, Kauai
— 5 nights
Fly + Bus:  4​h
3
Lahaina, Maui
— 6 nights
Bus + Fly:  27​h
End: Verona

7
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.
Your itinerary includes some good beach time at Waikiki Beach and Ko Olina Lagoons. Discover out-of-the-way places like Lanikai Beach and Kailua Beach Park. Explore Honolulu's surroundings by going to Sharks Cove (in Pupukea), Dolphin & Whale Watching (in Kapolei) and Haleiwa (Waimea Valley, Sunset Beach Park, & more). Next up on the itinerary: capture your vacation like a pro with an inspiring photography tour, explore the activities along Hanauma Bay Nature Preserve, pause for some photo ops at Statue of Duke Kahanamoku, and hike along Koko Crater Railway Trail.

To see maps, more things to do, reviews, and tourist information, read our Honolulu online vacation maker .

Verona, Italy to Honolulu is an approximately 26-hour combination of train and flight. You can also fly. You'll gain 11 hours traveling from Verona to Honolulu due to the time zone difference. Plan for somewhat warmer temperatures traveling from Verona in September, with highs in Honolulu at 36°C and lows at 28°C. Wrap up your sightseeing on the 29th (Sun) to allow time to travel to Princeville.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Oahu, Kailua, Sharks Cove, Ko Olina Lagoons
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

5
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. We've included these beaches for you: Hanalei Beach and Polihale State Park. Escape the urban bustle at Na Pali Coast State Park and Kalalau Trail. Take a break from Princeville with a short trip to Shipwreck Beach in Poipu, about 1h 15 min away. And it doesn't end there: see majestic marine mammals with a dolphin and whale watching tour, take in the dramatic natural features at Queen's Bath, stroll through Tunnels Beach, and explore and take pictures at Hanalei Valley Lookout.

To find photos, traveler tips, reviews, and more tourist information, use the Princeville trip itinerary maker .

Traveling by combination of flight and taxi from Honolulu to Princeville takes 3 hours. Expect a daytime high around 35°C in September, and nighttime lows around 28°C. Cap off your sightseeing on the 4th (Fri) early enough to travel to Lahaina.

Things to do in Princeville

Parks Outdoors Beaches

Side Trips

Kauai, Hanalei, Polihale State Park, Ke'e Beach, Shipwreck Beach
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Ke'e Beach ©
Ke'e Beach
Hanalei Beach ©
Hanalei Beach

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.
Relax by the water at Napili Beach and Ho'okipa Beach Park. Get outdoors at Wailea Beach and Kapalua Beach. Venture out of the city with trips to Wailea (Makena Beach, Ulua Beach, & more), Zipline (in Haiku) and Kihei (Stand-Up Paddleboarding, Kamaole Beach Park III, & more). There's still lots to do: look for all kinds of wild species at Honolua Bay, indulge in some personalized pampering at some of the best spas, fly like a bird with a parasailing or paragliding tour, and get engrossed in the history at Baldwin Home Museum.

To find other places to visit, where to stay, and other tourist information, read our Lahaina road trip planning app .

You can do a combination of flight and bus from Princeville to Lahaina in 4 hours. Another option is to fly. In October, daytime highs in Lahaina are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 10th (Thu) to allow enough time to travel back home.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailea, Kihei, Ho'okipa Beach Park, Scuba & Snorkeling, Zipline
Highlights from your plan
Napili Beach ©
Napili Beach
Wailea Beach Path ©
Wailea Beach Path
Wailea Beach ©
Wailea Beach

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