59 days in Hawaii Itinerary

59 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary builder

Plan created by another user. Make it yours
Fly
1
Lahaina, Maui
— 11 nights
Fly
2
Kailua-Kona, Island of Hawaii
— 10 nights
Drive
3
Hilo, Island of Hawaii
— 9 nights
Fly to Kahului Airport, Drive to Lanai City
4
Lanai City, Lanai
— 5 nights
+2
Drive to Kahului Airport, Fly to Lihue Airport, Drive to Lihue
5
Lihue, Kauai
— 8 nights
Fly
6
Honolulu, Oahu
— 14 nights
Fly

S M T W T F S
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4

11
nights
Lahaina, Maui

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.
Get out of town with these interesting Lahaina side-trips: Makawao (Maui Veterans Cemetery, Hui No‘eau Visual Arts Center, &more), Haleakala Crater (in Haleakala National Park) and Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley). Spend the 5th (Tue) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: discover the deep blue sea with a scuba or snorkeling tour, observe the fascinating underwater world at Maui Ocean Center, kick your exploration up a notch at some of the top local zipline courses and adventure parks, and enjoy the sand and surf at Ka'anapali Beach.

For ratings, more things to do, photos, and tourist information, read Lahaina trip website.

Barcelona, Spain to Lahaina is an approximately 25-hour flight. The time zone difference moving from Central European Standard Time (CET) to Hawaii-Aleutian Standard Time (HST) is minus 11 hours. Traveling from Barcelona in October, things will get somewhat warmer in Lahaina: highs are around 34°C and lows about 26°C. Wrap up your sightseeing on the 14th (Thu) early enough to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors · Parks · Beaches · Nature

Side Trips

Find places to stay Oct 3 — 14:

10
nights
Kailua-Kona, Island of Hawaii

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.
Change things up with these side-trips from Kailua-Kona: Captain Cook (Two Step, Hala Tree, &more), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Waikoloa (Anaehoomalu & Waikoloa Beach Resort). The adventure continues: get interesting insight from Tours, explore the wealth of natural beauty at Puukohola National Historic Park, look for all kinds of wild species at Kona Cloud Forest, and admire the verdant scenery at Pololu Valley Lookout.

For traveler tips, maps, and more tourist information, read Kailua-Kona online day trip planner.

Getting from Lahaina to Kailua-Kona by flight takes about 4.5 hours. In October, plan for daily highs up to 35°C, and evening lows to 28°C. Finish your sightseeing early on the 24th (Sun) to allow enough time to drive to Hilo.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Find places to stay Oct 14 — 24:

9
nights
Hilo, Island of Hawaii

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.
Explore Hilo's surroundings by going to Steam Vents (in Pahoa), Volcano (Jagger Museum & Cooper Center) and Hawaii Volcanoes National Park (Kīlauea, Kilauea Iki Trailhead, &more). The adventure continues: take in nature's colorful creations at Liliuokalani Gardens, get a taste of the local shopping with Hilo Farmers Market, admire the sheer force of Akaka Falls State Park, and see the world from above with a helicopter tour.

To find reviews, more things to do, where to stay, and more tourist information, use the Hilo trip app.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in October, you can expect nighttime temperatures to be a bit cooler in Hilo, with lows of 24°C. Finish up your sightseeing early on the 2nd (Tue) so you can travel to Lanai City.

Things to do in Hilo

Parks · Outdoors · Museums · Nature

Side Trips

Find places to stay Oct 24 — Nov 2:

5
nights
Lanai City, Lanai

Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Lanai City is known for wildlife, museums, and adventure. Your plan includes some of its best attractions: get a taste of the local shopping with Mike Carroll Gallery, identify plant and animal life at Lanai Cat Sanctuary, hike along Munro Trail, and look for gifts at The Local Gentry.

To find reviews, other places to visit, photos, and tourist information, go to the Lanai City tour itinerary maker app.

Use the Route module to find suitable travel options from Hilo to Lanai City. In November in Lanai City, expect temperatures between 30°C during the day and 22°C at night. Finish up your sightseeing early on the 7th (Sun) so you can travel to Lihue.

Things to do in Lanai City

Outdoors · Parks · Tours · Wildlife

Side Trip

Find places to stay Nov 2 — 7:

8
nights
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Change things up with these side-trips from Lihue: Waimea Canyon State Park (in Waimea), Princeville Golf Club - Prince Course (in Princeville) and Hanalei (Hanalei Beach & Limahuli Garden and Preserve). And it doesn't end there: whizz through the canopy at some of the top local zipline courses and adventure parks, learn more about the world around you at Kauai Museum, take an unforgettable tour with a helicopter tour, and kick back and relax at Tunnels Beach.

To find ratings, other places to visit, reviews, and tourist information, you can read our Lihue road trip planner.

Explore your travel options from Lanai City to Lihue with the Route module. In November, daytime highs in Lihue are 32°C, while nighttime lows are 25°C. Cap off your sightseeing on the 15th (Mon) early enough to travel to Honolulu.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Nov 7 — 15:

14
nights
Honolulu, Oahu

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.
Explore Honolulu's surroundings by going to Kailua (Lanikai Beach & Kailua Beach Park), Haleiwa (Waimea Bay, Sunset Beach Park, &more) and Byodo-In Temple (in Kaneohe). The adventure continues: explore the different monuments and memorials at USS Arizona Memorial, browse the different shops at Ala Moana Center, explore the world behind art at Honolulu Museum of Art, and steep yourself in history at Battleship Missouri Memorial.

To find more things to do, maps, and more tourist information, read our Honolulu visit planner.

Fly from Lihue to Honolulu in 2.5 hours. In November in Honolulu, expect temperatures between 34°C during the day and 26°C at night. On the 29th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Find places to stay Nov 15 — 29:

Hawaii travel guide

4.3
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.