New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

5-Day Oahu Adventure: Whales, Luau, and Island Wonders

5-Day Oahu Adventure: Whales, Luau, and Island Wonders Itinerary

Last updated: 2024 Jun 14

Island Welcome and Sunset Sail

Morning
Begin your Oahu adventure with a hearty breakfast at Duke's Waikiki, a local favorite with a view of the ocean. After breakfast, take a leisurely stroll along the famous Waikiki Beach to soak in the morning sun and the vibrant beach atmosphere.
Afternoon
For lunch, head to Tiki's Grill & Bar for a delicious meal with a tropical ambiance. Post-lunch, enjoy a guided Oahu Island Highlights Tour with Multiple Stops to get an overview of the island's key attractions, including the historical and natural landmarks.
Evening
Witness a stunning Oahu sunset on the Oahu Waikiki Sunset Catamaran Sail and Swim. Before the sail, grab a pre-sail cocktail at SWIM Restaurant & Bar, located conveniently close to the departure point. Enjoy the sail, and if weather permits, take a refreshing dip in the ocean.
Bedtime
Find amazing hotels in Honolulu.
Visit Waikiki Beach in Honolulu
star4.61

Waikiki Beach

Book Now
Visit Honolulu Oahu Island Highlights Tour with Multiple Stops in Honolulu
star4.27

Oahu Island Highlights Tour with Multiple Stops

Book Now
next arrow

History, Memorials, and Luau Night

Morning
Start with breakfast at DECK. at Queen Kapiʻolani Hotel | Waikiki / Honolulu | Restaurant / Large Group / Wedding, offering a panoramic view of Diamond Head. After breakfast, visit the solemn Pearl Harbor, USS Arizona, and City Tour to pay respects and learn about the history of the area.
Afternoon
Have lunch at Swell Restaurant and Pool Bar, where you can enjoy a meal by the poolside. Post-lunch, continue your historical journey with a visit to the National Memorial Cemetery of the Pacific (Punchbowl Cemetery) and then explore the beautiful Byodo-In Temple.
Evening
Conclude the day with the vibrant Oahu Ka Moana Luau Dinner and Show at Aloha Tower. Immerse yourself in the Polynesian culture, enjoy traditional performances, and savor a luau feast.
Bedtime
Find amazing hotels in Honolulu.
Visit Oahu Pearl Harbor, USS Arizona, and City Tour in Honolulu
star4.39

Pearl Harbor, USS Arizona, and City Tour

Book Now
Visit National Memorial Cemetery of the Pacific in Honolulu
star4.52

National Memorial Cemetery of the Pacific

Book Now
next arrow

Nature's Bounty and Water Adventures

Morning
Take a trip to Kailua and enjoy breakfast at ARISU Bar & Grill. Afterward, spend the morning at the stunning Lanikai Beach, known for its pristine white sand and turquoise waters. You can also opt for a Kailua Beach Park morning walk.
Afternoon
For lunch, head to Restaurant 604 and savor their local specialties. Post-lunch, indulge in a Waikiki Monk Seal Bay Dolphin and Turtle Jet Snorkel Tour to witness the marine life in their natural habitat.
Evening
As the sun sets, enjoy a relaxed dinner at 8 Fat Fat 8 Bar & Grille, and then take a serene Makapuu Lighthouse twilight hike to enjoy panoramic views of the coastline and the surrounding ocean.
Bedtime
Find amazing hotels in Kailua.
Visit Waikiki Monk Seal Bay Dolphin and Turtle Jet Snorkel Tour in Kailua
star4.44

Waikiki Monk Seal Bay Dolphin and Turtle Jet Snorkel Tour

Book Now
Visit Makapuu Lighthouse in Kailua
star4.82

Makapuu Lighthouse

Book Now

Thrills of the North Shore

Morning
Start with breakfast at Stinger Rays Tropical Bar and Grill and then head out for an exhilarating Oahu Shark Cage Dive on the North Shore. Experience the majestic sharks in their natural habitat with the guidance of professionals.
Afternoon
After the dive, enjoy a well-deserved lunch at 8 Fat Fat 8 Bar & Grille. Post-lunch, explore the laid-back charm of the Oahu North Shore, visit the famous surf spots, and if it's the right season, witness the massive waves.
Evening
For dinner, savor the flavors at La Mariana Sailing Club, a historic tiki bar and restaurant. Cap off the night with the Oahu Waikiki Glass Bottom Boat Sunset Cruise, where you can enjoy the marine life and the beautiful sunset.
Bedtime
Find amazing hotels in North Shore.
Visit Oahu Shark Cage Dive on the North Shore in North Shore
star4.84

Oahu Shark Cage Dive on the North Shore

Book Now
Visit Oahu North Shore in North Shore
star4.75

Oahu North Shore

Book Now
next arrow

Falls, Farms, and Farewells

Morning
Enjoy breakfast at Tropics Waikiki and then embark on a morning hike to the majestic Manoa Falls Waterfall (Manoa Falls). The hike takes you through a lush rainforest and culminates in the sight and sound of the 150-foot waterfall.
Afternoon
After the hike, have a leisurely lunch at Tropics Waikiki or Mai Tai Bar. Post-lunch, visit the Dole Plantation for a glimpse into the island's agricultural history and enjoy the Pineapple Express Train Tour and the Plantation Garden Tour.
Evening
Conclude your Oahu journey with a delightful dinner at Mai Tai's, where you can reminisce about your trip over great food and drinks. If time allows, take a stroll at the Honolulu Friday Night Fireworks Cruise with Music to enjoy the vibrant nightlife of the city.
Bedtime
Find amazing hotels in Honolulu.
Visit Milan Segway Tour in Honolulu
star4.85

Dole Plantation

Book Now
Visit Honolulu Friday Night Fireworks Cruise with Music in Honolulu
star4.22

Honolulu Friday Night Fireworks Cruise with Music

Book Now

Top Hawaiian Paradise Travel Videos

Adjacent Cities

kayakFind the right stay during your trip.
Got a question about your trip?