10 days in Hawaii Itinerary

10 days in Hawaii Itinerary

Created using Inspirock Hawaii tour planner

Make it your trip
Train to New York JFK, Fly to Honolulu
1
Honolulu, Oahu
— 5 nights
Fly
2
Lahaina, Maui
— 4 nights
Fly

S M T W T F S
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22

Honolulu, Oahu

— 5 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.
Venture out of the city with trips to Haleiwa (Ehukai Pillbox Hike, Sunset Beach Park, &more), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Kailua Beach Park (in Kailua). There's still lots to do: go for a walk through Diamond Head State Monument, kick back and relax at Waikiki Beach, explore the different monuments and memorials at USS Arizona Memorial, and look for all kinds of wild species at Hanauma Bay Nature Preserve.

For maps, ratings, photos, and tourist information, you can read our Honolulu road trip planning tool.

Philadelphia to Honolulu is an approximately 13-hour combination of train and flight. You'll gain 5 hours traveling from Philadelphia to Honolulu due to the time zone difference. Plan for somewhat warmer temperatures traveling from Philadelphia in May, with highs in Honolulu at 84°F and lows at 71°F. Wrap up your sightseeing on the 12th (Wed) early enough to fly to Lahaina.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Lahaina, Maui

— 4 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.
Spend the 13th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: get a new perspective on things with Boat Tours & Water Sports, get up close and personal with brilliant marine life at Maui Ocean Center, get engrossed in the history at Baldwin Home Museum, and stroll around Lahaina Banyan Court.

For other places to visit, where to stay, more things to do, and other tourist information, read our Lahaina trip planning tool.

You can fly from Honolulu to Lahaina in 2.5 hours. May in Lahaina sees daily highs of 81°F and lows of 70°F at night. Wrap up your sightseeing on the 16th (Sun) early enough to fly back home.

Things to do in Lahaina

Outdoors · Parks · Scenic Drive · Beaches

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.