16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

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Route & dates

16 days in Hawaii Itinerary

Start: Tampa, Florida
Fly:  14 h
1
Kihei, Maui
— 3 nights
Bus + Fly:  2 h 15 min
2
Kailua-Kona, Island of Hawaii
— 4 nights
Drive:  1 h 45 min
3
Volcano, Island of Hawaii
— 1 night
+2
Bus + Taxi + Fly:  3 h 45 min
4
Honolulu, Oahu
— 6 nights
Fly:  13 h 15 min
End: Tampa, Florida

3
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Step off the beaten path and head to Kamaole Beach Park II and Parasailing & Paragliding. Venture out of the city with trips to Proteas of Hawaii (in Kula), Lahaina Banyan Court (in Lahaina) and Haleakala Crater (in Haleakala National Park). There's much more to do: brush up on your knowledge of spirits at Ocean Vodka Organic Farm and Distillery, tour the pleasant surroundings at Wailea Beach, indulge in some culinary diversions at a local gastronomic tour, and experience rural life at Surfing Goat Dairy.

For traveler tips, photos, more things to do, and other tourist information, refer to the Kihei itinerary planner.

Tampa to Kihei is an approximately 14-hour flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. October in Kihei sees daily highs of 87°F and lows of 69°F at night. Finish your sightseeing early on the 6th (Fri) to allow enough time to travel to Kailua-Kona.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Kula, Wailea Beach, Parasailing & Paragliding, Haleakala Crater, Lahaina Banyan Court
Highlights from your plan
Wailea Beach ©
Wailea Beach
Kamaole Beach Park II ©
Kamaole Beach Park II
Parasailing & Paragliding

4
nights
Kailua-Kona, Island of Hawaii

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Eschew the tourist crowds and head to Swim with Dolphins and Jack's Diving Locker. Change things up with these side-trips from Kailua-Kona: Big Island Bees (in Captain Cook) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). And it doesn't end there: kick back and relax at Manini'owali Beach (Kua Bay), fly like a bird with a parasailing or paragliding tour, sample the tasty concoctions at Kona Brewing Co., and experience rural life at Mountain Thunder.

To find ratings, photos, more things to do, and other tourist information, read Kailua-Kona vacation trip planner.

Traveling by flight from Kihei to Kailua-Kona takes 2.5 hours. Expect a daytime high around 85°F in October, and nighttime lows around 74°F. Wrap up your sightseeing on the 10th (Tue) early enough to travel to Volcano.

Things to do in Kailua-Kona

Outdoors Wildlife Tours

Side Trips

Greenwell Farms, Big Island Bees, Pu'uhonua O Honaunau National Historical Park, Hula Daddy Kona Coffee
Highlights from your plan
Swim with Dolphins
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)
Greenwell Farms ©
Greenwell Farms

1
night
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Start off your visit on the 10th (Tue): trek along Kilauea Iki Trail and then get impressive views of Kilauea. Get ready for a full day of sightseeing on the next day: explore the striking landscape at Thurston Lava Tube (Nahuku) and then examine the collection at Jagger Museum.

To see maps, where to stay, other places to visit, and more tourist information, read our Volcano itinerary planner.

Traveling by car from Kailua-Kona to Volcano takes 2.5 hours. Plan for little chillier nights when traveling from Kailua-Kona in October since evenings lows in Volcano dip to 69°F. Wrap up your sightseeing by early afternoon on the 11th (Wed) to allow enough time to travel to Honolulu.

Things to do in Volcano

Parks Nature Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Kīlauea ©
Kīlauea
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

6
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.
You'll discover tucked-away gems like Zipline and King Kamehameha Statue. You'll find plenty of places to visit near Honolulu: Waimea Bay (in Haleiwa) and Ko Olina Lagoons (in Kapolei). The adventure continues: kick back and relax at Waikiki Beach, contemplate the long history of Battleship Missouri Memorial, admire the verdant scenery at Nuuanu Pali Lookout, and take an unforgettable tour with a helicopter tour.

To find traveler tips, reviews, where to stay, and other tourist information, you can read our Honolulu sightseeing planner.

Explore your travel options from Volcano to Honolulu with the Route module. In October in Honolulu, expect temperatures between 86°F during the day and 74°F at night. Wrap up your sightseeing on the 17th (Tue) early enough to travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Waimea Bay, Ko Olina Lagoons, Nu’uanu Pali
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

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