60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Fly
1
Lahaina, Maui
— 13 nights
Fly
2
Hilo, Island of Hawaii
— 11 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 11 nights
Fly
4
Lihue, Kauai
— 8 nights
Fly
5
Honolulu, Oahu
— 16 nights
Fly

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Lahaina, Maui

— 13 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.
Kids will appreciate attractions like Scuba & Snorkeling and Lahaina Banyan Court. You'll find plenty of places to visit near Lahaina: Helicopter Tours (in Kahului), Haleakala Crater (in Haleakala National Park) and Makawao (Maui Veterans Cemetery, Hui No‘eau Visual Arts Center, &more). Spend the 3rd (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: kick back and relax at Ka'anapali Beach, experience rural life at Punakea Palms, take in the architecture and atmosphere at Maria Lanakila Catholic Church, and walk around D.T. Fleming Park.

To find traveler tips, other places to visit, maps, and more tourist information, refer to the Lahaina trip site.

Durham to Lahaina is an approximately 12.5-hour flight. Traveling from Durham to Lahaina, you'll gain 5 hours due to the time zone difference. Expect a bit warmer temperatures when traveling from Durham in April; daily highs in Lahaina reach 80°F and lows reach 69°F. Cap off your sightseeing on the 14th (Wed) early enough to catch the flight to Hilo.

Things to do in Lahaina

Parks · Outdoors · Beaches · Nature

Side Trips

Hilo, Island of Hawaii

— 11 nights

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.
Kids will appreciate attractions like Akaka Falls State Park and Rainbow Falls. Explore Hilo's surroundings by going to Laupahoehoe Beach Park (in Laupahoehoe), Volcano (Jagger Museum & Akatsuka Orchid Gardens) and Hawaii Volcanoes National Park (Nature & Wildlife Tours, Napau-Makaopuhi Crater Trail, &more). There's still lots to do: admire the natural beauty at Liliuokalani Gardens, cruise along Chain of Craters Rd, see the world from above with a helicopter tour, and observe the fascinating underwater world at Mokupapapa Discovery Center.

To find maps, photos, more things to do, and more tourist information, read our Hilo trip planner.

Fly from Lahaina to Hilo in 2.5 hours. In April, plan for daily highs up to 81°F, and evening lows to 67°F. Finish up your sightseeing early on the 25th (Sun) so you can go by car to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Nature · Museums

Side Trips

Kailua-Kona, Island of Hawaii

— 11 nights

Heart of the Kona Coast

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.
Kids will enjoy Swim with Dolphins and Anaehoomalu. Get out of town with these interesting Kailua-Kona side-trips: Hapuna Beach State Recreation Area (in Puako), Honaunau (Pele Plantations, Pu'uhonua O Honaunau National Historical Park, &more) and Statue "King Kamehameha" (in Kapaau). Next up on the itinerary: take your sightseeing to a higher altitude at Mauna Kea, experience rural life at Heavenly Hawaiian Kona Coffee Farm, stroll through Kahaluu Beach, and get great views at Pololu Valley Lookout.

To find reviews, maps, and tourist information, refer to the Kailua-Kona trip planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. In April, plan for daily highs up to 83°F, and evening lows to 72°F. Cap off your sightseeing on the 6th (Thu) early enough to catch the flight to Lihue.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Lihue, Kauai

— 8 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You'll visit kid-friendly attractions like Waimea Canyon State Park and Hanalei Beach. Get out of town with these interesting Lihue side-trips: Hanalei Valley Lookout (in Hanalei), Na Pali Coast State Park (in Wainiha) and Waimea (Polihale State Park & Puu Hinahina Lookout). There's lots more to do: whizz through the canopy at some of the top local zipline courses and adventure parks, enjoy the sand and surf at Poipu Beach Park, see the world from above with a helicopter tour, and identify plant and animal life at Kilauea Point National Wildlife Refuge.

For maps, more things to do, other places to visit, and more tourist information, go to the Lihue travel planner.

Fly from Kailua-Kona to Lihue in 2.5 hours. In May in Lihue, expect temperatures between 82°F during the day and 71°F at night. Finish your sightseeing early on the 14th (Fri) so you can fly to Honolulu.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Honolulu, Oahu

— 16 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.
Kids will enjoy Diamond Head State Monument and USS Arizona Memorial. Venture out of the city with trips to Kailua (Kailua Beach Park, Lanikai Beach, &more), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more). There's much more to do: enjoy the sand and surf at Waikiki Beach, see the interesting displays at Bishop Museum, don't miss a visit to Battleship Missouri Memorial, and contemplate the long history of Iolani Palace.

To find photos, reviews, more things to do, and other tourist information, use the Honolulu trip planner.

Traveling by flight from Lihue to Honolulu takes 2.5 hours. Expect a daytime high around 84°F in May, and nighttime lows around 71°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to fly back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Hawaii travel guide

4.4
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.