7 days in Jacksonville & Hawaii Itinerary

Created using Inspirock United States vacation planner
Make it your trip
— 1 night
Lahaina, Maui
— 2 nights
Honolulu, Oahu
— 3 nights


Jacksonville — 1 night

The River City

The sprawling city of Jacksonville is not only Florida's most populous city, but also the largest city by land area in the continental United States.
Kick off your visit on the 30th (Sun): look for gifts at Sweet Pete's Candy, sample the fine beverages at Marlin & Barrel Distillery, and then take a memorable tour with SemperFi Charters. On the 1st (Mon), you'll have a packed day of sightseeing: test your team's savvy at popular escape rooms and then learn about wildlife with up-close encounters at St. Augustine Wild Reserve.

To see more things to do, traveler tips, photos, and more tourist information, read our Jacksonville online trip itinerary builder.

Charlotte to Jacksonville is an approximately 3-hour flight. You can also drive; or do a combination of bus and train. Traveling from Charlotte in April, expect Jacksonville to be somewhat warmer, temps between 80°F and 58°F. Finish your sightseeing early on the 1st (Mon) so you can fly to Lahaina.
Outdoors · Tours · Wildlife · Shopping
Side Trips
Find places to stay Apr 30 — May 1:

Lahaina, Maui — 2 nights

Crown Jewel of Maui

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.
Kick off your visit on the 2nd (Tue): see the interesting displays at Hale Ho'ike'ike at the Bailey House, admire the majestic nature at Iao Valley, then get up close and personal with brilliant marine life at Maui Ocean Center, and finally walk around Lahaina Banyan Court. On the next day, appreciate the history behind Lahaina Jodo Mission, discover the deep blue sea with a scuba or snorkeling tour, and then stroll through Ka'anapali Beach.

Make your Lahaina itinerary with Inspirock to find out what to see and where to go.

You can fly from Jacksonville to Lahaina in 12.5 hours. The time zone difference when traveling from Jacksonville to Lahaina is minus 5 hours. Expect somewhat warmer evenings in Lahaina when traveling from Jacksonville in May, with lows around 70°F. Wrap up your sightseeing on the 3rd (Wed) to allow time to fly to Honolulu.
Parks · Outdoors · Beaches · Nature
Side Trip
Find places to stay May 1 — 3:

Honolulu, Oahu — 3 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.
Start off your visit on the 4th (Thu): get engrossed in the history at USS Arizona Memorial, then go for a walk through Diamond Head State Monument, and then identify plant and animal life at Wildlife Areas. Get ready for a full day of sightseeing on the next day: explore the activities along Hanauma Bay Nature Preserve and then kick back and relax at Waikiki Beach.

For where to stay, more things to do, other places to visit, and other tourist information, use the Honolulu trip planner.

Traveling by flight from Lahaina to Honolulu takes 2.5 hours. In May, daily temperatures in Honolulu can reach 84°F, while at night they dip to 71°F. Finish up your sightseeing early on the 6th (Sat) so you can catch the flight back home.
Outdoors · Parks · Beaches · Wildlife
Find places to stay May 3 — 6:

Hawaii travel guide

Scuba & Snorkeling · Beaches · Zipline
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.