Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
14-Day Family Friendly Adventure & Nature Itinerary in Hawaii
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
14-Day Family Friendly Adventure & Nature Itinerary in Hawaii
Viewed by 89 travelers
Save This Itinerary
Share
Day 1: Arrival in Oahu
Honolulu, Hawaii
10:00AM
Check-in at Hotel
Start your Hawaiian adventure by checking into your family-friendly hotel in Waikiki, where the fun begins!
Taxi or shuttle service available from the airport to Waikiki.
USD300, 1 hour
11:30AM
Waikiki Beach Fun
Spend the day soaking up the sun on the famous Waikiki Beach; try paddle boarding or take surf lessons with the kids.
Short walk from hotel to the beach.
USD50, 4 hours
4:00PM
Sunset Dinner
Enjoy a family dinner at Duke's Waikiki with stunning sunset views over the ocean.
Short walk from the beach.
USD180, 2 hours
Find Hotels in Honolulu
Day 2: Exploring Oahu
Oahu, Hawaii
8:00AM
Breakfast at Land of Lola
Start your day with a hearty breakfast featuring local ingredients and tasty pancakes.
Drive from hotel to the restaurant.
USD80, 1.5 hours
10:00AM
Hike Diamond Head
Take a family-friendly hike up Diamond Head for panoramic views of the island.
Drive to Diamond Head State Monument.
USD20, 3 hours
1:00PM
Lunch at Rainbow Drive-In
Savor a delicious lunch of local Hawaiian plate lunches that the entire family will enjoy.
Drive back towards Waikiki.
USD40, 1 hour
3:00PM
Visit Pearl Harbor
Explore the fascinating history at the Pearl Harbor National Park with the USS Arizona Memorial.
Drive to Pearl Harbor.
Free Entry, 3 hours
7:00PM
Dinner at Hula Grill
Enjoy a laid-back dinner accompanied by live music and a Hawaiian-style menu.
Back to Waikiki, walk to the restaurant.
USD150, 2 hours
Find Hotels in Oahu
Day 3: Adventure Day in Oahu
Oahu, Hawaii
8:00AM
Breakfast at Puzzled Coffee
Grab a coffee and fresh pastry to fuel your exciting day ahead.
Drive to the café.
USD30, 1 hour
9:30AM
Zipline Adventure
Experience the thrill of ziplining through the lush landscape with family-friendly options specifically designed for kids.
Drive to the North Shore area.
USD280 (family package), 4 hours
2:00PM
Lunch at Haleiwa Joe’s
Relax over a nutritious lunch with scenic views of the North Shore.
Short drive from ziplining.
USD120, 1.5 hours
3:30PM
Snorkeling at Hanauma Bay
Enjoy the beauty of marine life while snorkeling in the protected Hanauma Bay.
Drive to Hanauma Bay State Park.
USD30, 3.5 hours
7:00PM
Dinner at Roy's Hawaii Kai
End the day with a sophisticated dining experience featuring Hawaiian fusion cuisine.
Drive back to Hawaii Kai.
USD200, 2 hours
Find Hotels in Oahu
Day 4: Fly to Maui
Maui, Hawaii
9:00AM
Breakfast at Leonard’s Bakery
Indulge in delicious Malasadas before heading to the airport.
Drive to the bakery.
USD40, 1 hour
10:30AM
Flight to Maui
Take a short, scenic flight from Oahu to Maui.
Quick flight - 30 minutes.
USD600 (family ticket), 1 hour
12:00PM
Check-in at Hotel in Lahaina
Get settled in your hotel on the picturesque shores of Lahaina.
Taxi from airport to hotel.
USD100, 1 hour
1:30PM
Lunch at Down the Hatch
Grab a bite at this family-friendly spot known for its fun atmosphere and pub-style fare.
Short walk from hotel.
USD80, 1.5 hours
3:00PM
Visit Lahaina Historic District
Explore the charming streets filled with shops, galleries, and historical sites.
Explore on foot.
Free Entry, 2 hours
5:30PM
Dinner at Fleetwood's on Front St.
Dine within a concert-like atmosphere while enjoying delicious food with family.
Walk to the restaurant.
USD150, 2 hours
Find Hotels in Maui
Day 5: Exploring Maui
Maui, Hawaii
7:30AM
Breakfast at Gazebo Restaurant
Savor a delicious breakfast with an ocean view and famous macadamia nut pancakes.
Drive to Kapalua Bay.
USD70, 1.5 hours
9:30AM
Snorkeling at Molokini Crater
Take a family boat tour to the Molokini Crater for fantastic snorkeling opportunities.
Boat departs from Maalaea Harbor.
USD400 (family package), 4 hours
2:00PM
Lunch on the Boat
Enjoy lunch while soaking in the beauty of the ocean during your snorkeling tour.
Included with the snorkeling package.
Included, 1 hour
3:00PM
Relax at Kaanapali Beach
Spend the afternoon relaxing or swimming at the stunning Kaanapali Beach.
Drive to Kaanapali.
Free Entry, 3 hours
7:00PM
Dinner at Leilani’s on the Beach
Savor local specialties while watching the sunset from your table.
Short walk to the restaurant.
USD120, 2 hours
Find Hotels in Maui
Day 6: Scenic Road to Hana
Maui, Hawaii
6:30AM
Breakfast at the Hotel
Fuel up with a hearty breakfast at the hotel to start your day adventure to Hana.
Breakfast is included.
Included, 1 hour
8:00AM
Road to Hana Tour
Set off on a picturesque drive to Hana, with stops at waterfalls and rainforests along the way.
Drive along the Hana Highway.
Free Entry to stops, 8 hours
12:00PM
Picnic Lunch
Pack a picnic lunch (make sure to prepare some favorite family snacks!) at one of the scenic stops.
Bring food from the hotel.
USD30, 1 hour
4:00PM
Explore Hana Town
Discover the charm of Hana Town; visit the black sand beach at Waianapanapa State Park.
Continue from Hana.
USD10, 2 hours
6:30PM
Dinner at Hana Ranch Restaurant
Enjoy a dinner featuring local produce and meats while overlooking the ocean views.
Drive back after dinner.
USD120, 1.5 hours
Find Hotels in Maui
Day 7: Fly to Big Island
Big Island, Hawaii
8:30AM
Breakfast at Kihei Caffe
Comfort at the end of your Maui trip with a fantastic breakfast featuring hearty options.
Drive to Kihei.
USD90, 1.5 hours
10:00AM
Flight to Big Island
Hop on a short flight to the Big Island, ready for exciting adventures.
Taxi to Kahului Airport.
USD600 (family ticket), 1 hour
12:00PM
Check-in at Hotel in Kailua-Kona
Settle into your coastal hotel, embracing the island vibe.
Taxi from airport to hotel.
USD100, 1 hour
1:00PM
Lunch at Kona Brewing Company
Enjoy lunch at this family-friendly brewery known for its local beers and pizzas.
Drive to the brewery.
USD80, 1.5 hours
3:00PM
Snorkeling at Kealakekua Bay
Take a boat tour to the incredible Kealakekua Bay, known for its vibrant sea life.
Drive to launch point for boat.
USD300 (family package), 4 hours
7:30PM
Dinner at Kona Grill House
End the day with a hearty dinner featuring local ingredients and island flavors.
Drive back to the hotel.
USD150, 1.5 hours
Find Hotels in Big Island
Day 8: Explore Volcanoes National Park
Big Island, Hawaii
7:30AM
Breakfast at Hotel
Get energized with breakfast at your hotel before the exciting day ahead.
Breakfast is included.
Included, 1 hour
9:00AM
Visit Hawaii Volcanoes National Park
Exploring the stunning landscapes of Volcanoes National Park, including steam vents and lava tubes.
Drive to the park from Kailua-Kona.
USD25, 6 hours
1:00PM
Lunch at Volcano House
Lunch at the historic Volcano House with breathtaking views of Kilauea.
On-site at the park.
USD100, 1.5 hours
2:30PM
Explore Crater Rim Drive
Drive the scenic Crater Rim Drive with several stops to witness the power of nature.
Inside the park.
Included, 3 hours
6:00PM
Dinner at Hilo Bay Cafe
Head to Hilo for dinner with a range of choices made from locally sourced ingredients.
Drive to Hilo.
USD120, 2 hours
Find Hotels in Big Island
Day 9: Beach Day on Big Island
Big Island, Hawaii
8:00AM
Breakfast at Moku Kitchen
Savor a farm-to-table breakfast at this family-friendly restaurant in Kailua-Kona.
Drive from hotel.
USD70, 1.5 hours
9:30AM
Visit Punalu'u Black Sand Beach
Spend the morning relaxing at the stunning Punalu'u Beach with its unique black sand.
Drive to Punalu'u Beach.
Free Entry, 3 hours
12:30PM
Lunch at Punalu'u Bake Shop
Enjoy a fun lunch at the famous bake shop, known for its delicious treats.
Short walk from the beach.
USD50, 1 hour
2:00PM
Snorkeling at Honaunau National Historical Park
Snorkel in clear waters teeming with marine life, perfect for family adventure.
Drive to historical park.
USD20, 3 hours
6:00PM
Dinner at Umekes Fishmarket Bar & Grill
Taste local seafood specialties at this vibrant eatery perfect for families.
Drive back to Kailua-Kona.
USD120, 1.5 hours
Find Hotels in Big Island
Day 10: Fly to Kauai
Kauai, Hawaii
8:00AM
Breakfast at the Hotel
Enjoy a light breakfast at the hotel before catching your flight to Kauai.
Breakfast is included.
Included, 1 hour
9:00AM
Flight to Kauai
Catch a short flight to the beautiful island of Kauai, known as the Garden Isle.
Taxi to the airport.
USD600 (family ticket), 1 hour
10:30AM
Check-in at Hotel in Lihue
Settle into your hotel and prepare for a fun adventure on Kauai.
Taxi from the airport.
USD100, 1 hour
12:00PM
Lunch at Duke's Kauai
Enjoy a beachfront lunch featuring burgers and local dishes while taking in the views.
Drive to the restaurant.
USD90, 1.5 hours
2:00PM
Visit Wailua Falls
Marvel at the stunning Wailua Falls, perfect for family photos.
Drive to Wailua.
Free Entry, 1.5 hours
5:00PM
Dinner at Kintaro Japanese Restaurant
Enjoy a family dinner at this lovely Japanese restaurant offering diverse sushi options.
Drive back to Lihue.
USD150, 2 hours
Find Hotels in Kauai
Day 11: Discover Kauai
Kauai, Hawaii
7:30AM
Breakfast at the Hotel
Start your day with a delicious breakfast at the hotel.
Breakfast is included.
Included, 1 hour
9:00AM
Kayaking on the Wailua River
Go kayaking on the tranquil Wailua River with the family for beautiful surroundings.
Rent kayaks at the river.
USD100 (family rental), 3 hours
12:00PM
Lunch at Shrimp Station
Savor delicious garlic shrimp or other local delicacies at this casual eatery.
Drive to the restaurant.
USD60, 1.5 hours
2:00PM
Visit Na Pali Coast
Embark on a boat tour to the stunning Na Pali Coast, showcasing dramatic cliffs and emerald waters.
Drive to the tour location.
USD600 (family tour), 4 hours
7:00PM
Dinner at Josselin's Tapas Bar & Grill
Experience unique Hawaiian-inspired tapas with a variety of flavors for the family to enjoy.
Drive back to Lihue.
USD130, 2 hours
Find Hotels in Kauai
Day 12: Relaxing in Kauai
Kauai, Hawaii
8:00AM
Breakfast at the Hotel
Relax with breakfast overlooking the beautiful scenery.
Breakfast is included.
Included, 1 hour
9:30AM
Visit Hanalei National Wildlife Refuge
Take a leisurely stroll through the lush landscapes and observe the local wildlife.
Drive to Hanalei.
Free Entry, 2.5 hours
12:30PM
Lunch at Hanalei Bread Company
Enjoy freshly baked goods and sandwiches at this popular spot.
Short walk from the wildlife refuge.
USD50, 1.5 hours
2:00PM
Relax at Hanalei Bay
Unwind on the tranquil shores of Hanalei Bay, perfect for swimming and beach fun.
Drive to the bay.
Free Entry, 3 hours
6:00PM
Dinner at Postcards Cafe
Savor a delicious dinner made with local ingredients and Hawaiian flair.
Drive back to the restaurant.
USD130, 2 hours
Find Hotels in Kauai
Day 13: Return to Oahu
Oahu, Hawaii
7:00AM
Breakfast at the Hotel
Enjoy your final breakfast in Kauai before heading back to Oahu.
Breakfast is included.
Included, 1 hour
8:30AM
Flight to Oahu
Catch your flight back to Oahu for a relaxing last day.
Taxi to the airport.
USD600 (family ticket), 1 hour
10:00AM
Check-in at Hotel in Waikiki
Get settled back in Waikiki and prepare for a day of leisure.
Taxi from the airport.
USD100, 1 hour
12:00PM
Lunch at Duke's Waikiki
Return to Duke's for a nostalgic lunch on the beach.
Short walk from hotel.
USD150, 1.5 hours
2:00PM
Relax at the Beach
Spend your afternoon relaxing and swimming at the iconic Waikiki Beach.
Walk to the beach.
Free Entry, 3 hours
6:00PM
Farewell Dinner at House Without a Key
Wrap up your Hawaiian adventure with a beautiful sunset dinner featuring live Hawaiian music.
Walk to the restaurant.
USD200, 2 hours
Find Hotels in Oahu
Day 14: Departure from Oahu
Honolulu, Hawaii
8:00AM
Breakfast at Hotel
Enjoy one last breakfast at your hotel, reminiscing about your incredible journey.
Breakfast is included.
Included, 1 hour
10:00AM
Check-out and Transfer to Airport
Prepare to head to the airport for your departure; don't forget any final souvenirs!
Taxi to the airport.
USD100, 1 hour
1:00PM
Departure
Fly back home with cherished memories of your Hawaiian adventure!
Check-in for your flight.
USD0, Variable
Find Hotels in Honolulu
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About Hawaii
Best Hawaii Travel Deals
Travel Deals
Trip Packing List: Hawaii (Late February — current conditions)
Packing List
Trip Packing List: Hawaii — Late June to Early July (9 days)
Packing List
Honolulu Weather in July: Trade Winds & Summer Sun
Weather Guide
Hawaii Weather Guide: Year-Round Climate & Microclimates
Weather Guide
Hawaii vs St. Vincent: Best Choice for a Late-September Honeymoon
Travel Expert
Itinerary created by
Plantrip Team
August 20, 2024
AI-assisted, human-reviewed
Plan Your Hawaii Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email