7 days in Hawaii & Charlottesville Itinerary
7 days in Hawaii & Charlottesville Itinerary
Created using Inspirock United States tour itinerary planner
Route & dates
7 days in Hawaii & Charlottesville Itinerary
Start: Roanoke
Fly:
14h 30min
1
Honolulu, Oahu
— 2 nights
Fly:
3h 30min
2
Wailuku, Maui
— 3 nights
Fly:
14h 30min
3
Charlottesville
— 1 night
Drive:
2h 30min
End: Roanoke
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2
nights
Honolulu, Oahu
2
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.Kick off your visit on the 28th (Thu): steep yourself in history at Battleship Missouri Memorial, then take an in-depth tour of USS Arizona Memorial, and then take in the pleasant sights at Diamond Head State Monument. Keep things going the next day: enjoy the sand and surf at Waikiki Beach and then explore the activities along Hanauma Bay Nature Preserve.
To find ratings, other places to visit, reviews, and tourist information, read Honolulu itinerary planner .
Roanoke to Honolulu is an approximately 14.5-hour flight. You can also do a combination of car and flight; or do a combination of train and flight. The time zone changes from Eastern Standard Time to Hawaii Standard Time, which is usually a -5 hour difference. Expect a bit warmer temperatures when traveling from Roanoke in May; daily highs in Honolulu reach 84°F and lows reach 71°F. Wrap up your sightseeing on the 29th (Fri) early enough to travel to Wailuku.
Things to do in Honolulu
Highlights from your plan

USS Arizona Memorial
12:00pm, Thu May 28

Diamond Head State Monument
3:30pm, Thu May 28

Waikiki Beach
10:00am, Fri May 29
3
nights
Wailuku, Maui
3
nights

Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Kick off your visit on the 30th (Sat): admire the majestic nature at Iao Valley, appreciate the history behind Lahaina Jodo Mission, then don't miss a visit to Lahaina Banyan Court, and finally get up close and personal with brilliant marine life at Maui Ocean Center. On the 31st (Sun), you'll have a packed day of sightseeing: whizz through the canopy at some of the top local zipline courses and adventure parks and then enjoy the sand and surf at Ka'anapali Beach.
To find more things to do, other places to visit, traveler tips, and more tourist information, read Wailuku vacation builder tool .
Getting from Honolulu to Wailuku by flight takes about 3.5 hours. Other options: do a combination of flight and bus; or do a combination of flight and ferry. In May in Wailuku, expect temperatures between 86°F during the day and 68°F at night. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Charlottesville.
To find more things to do, other places to visit, traveler tips, and more tourist information, read Wailuku vacation builder tool .
Getting from Honolulu to Wailuku by flight takes about 3.5 hours. Other options: do a combination of flight and bus; or do a combination of flight and ferry. In May in Wailuku, expect temperatures between 86°F during the day and 68°F at night. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Charlottesville.
Things to do in Wailuku
Side Trip
Lahaina
Highlights from your plan

Maui Ocean Center
3:30pm, Sat May 30

Ka'anapali Beach
1:00pm, Sun May 31

Lahaina Banyan Court
2:00pm, Sat May 30
1
night
Charlottesville
1
night
Hoo-Ville
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.Kick off your visit on the 2nd (Tue): sample some tasty brews at a beer tour and tasting, look for gifts at C'ville Arts: A Cooperative Gallery, and then take in nature's colorful creations at Monticello.
To find photos, other places to visit, traveler tips, and tourist information, read our Charlottesville road trip app .
Getting from Wailuku to Charlottesville by flight takes about 14.5 hours. Other options: do a combination of flight and train; or do a combination of flight and bus. The time zone difference moving from Hawaii Standard Time (HST) to Eastern Standard Time (EST) is 5 hours. Traveling from Wailuku in June, you can expect nighttime temperatures to be little chillier in Charlottesville, with lows of 64°F. Wrap up your sightseeing on the 2nd (Tue) early enough to drive back home.
Things to do in Charlottesville
Highlights from your plan
Beer Tastings & Tours
10:00am, Tue Jun 2

Monticello
4:30pm, Tue Jun 2

C'ville Arts: A Cooperative Gallery
3:30pm, Tue Jun 2
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