8 days in Hawaii Itinerary
8 days in Hawaii Itinerary
Created using Inspirock Hawaii tour itinerary maker
Start: Chicago
Fly
1
Hilo, Island of Hawaii
— Few hours
Fly
2
Honolulu, Oahu
— 7 nights
Fly
End: Chicago
Wed, Feb 10 - Wed, Feb 17
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9
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10
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11
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12
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14
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15
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16
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17
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18
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See full calendar
few
hours
few
hours

America's Wettest City
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.To find more things to do, other places to visit, maps, and more tourist information, read Hilo trip itinerary planner.
Chicago to Hilo is an approximately 15-hour flight. Traveling from Chicago to Hilo, you'll gain 4 hours due to the time zone difference. Plan for much warmer temperatures traveling from Chicago in February, with highs in Hilo at 81°F and lows at 65°F. You'll set off for Honolulu on the 10th (Wed).
Things to do in Hilo
7
nights
7
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.You've added Manoa Falls, Bishop Museum, Iolani Palace, and other attractions to your itinerary. You'll enjoy a bit of beach vacationing at Waikiki Beach and Sunset Beach Park. Do some cultural sightseeing at USS Arizona Memorial and Pu’u O Mahuka Heiau State Monument. Step out of Honolulu to go to Kailua and see Lanikai Beach, which is approximately 34 minutes away. Next up on the itinerary: take in the pleasant sights at Diamond Head State Monument, explore the activities along Hanauma Bay Nature Preserve, and take a memorable drive along Makapu'u Point.
To find reviews, maps, ratings, and tourist information, use the Honolulu driving holiday planner.
Traveling by flight from Hilo to Honolulu takes 3 hours. In February, daytime highs in Honolulu are 81°F, while nighttime lows are 69°F. Cap off your sightseeing on the 17th (Wed) early enough to travel back home.
Things to do in Honolulu
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Hawaii travel guide
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.