A Comprehensive Oahu Itinerary: 7 Days and 6 Nights

Itinerary Overview

Proposal created by Queenie Tong – Concierge 

Photo of a Woman Relaxing at Naio Bliss, a Must-Do Oahu Itinerary Activity.Thursday

2:00 PM – Rental car pick up via Enterprise after arrival
3:00 PM – Check-in to Prince Waikiki
4:00 PMAlihi Lani Escape Package at Naio Bliss

  • Relax and unwind with a 60-minute fusion of Pohaku hot lava stone and Hawaiian Lomi Lomi massage and finish with a signature Naio Bliss 30-minute hydrating facial. This exclusive treatment will soothe the body and the skin with the power of Hawaiian medicinal plants and hot volcanic stones.

5:30 PM – Dinner at KatsuMidori Sushi

  • Fresh, high-quality seafood flown straight from Tokyo, Japan. We highly recommend ordering Yokozuna, one of their most popular sets, and, of course, an accompanying glass of sake (or two).

Friday

Aerial View of Hawaii Prince Golf Club, a Must for any Oahu Itinerary.7:00 AM – Grab’ N ‘Go breakfast at Prince Express
8:00 AM – Tee off at Hawaii Prince Golf Club

  • Designed by Arnold Palmer and Ed Seay, Hawaii Prince offers 27 dramatic holes amid 270 acres of sheer beauty, offering stunning views of the rain-carved Waianae Mountains.

12:00 PM – Grab’ N ‘Go Lunch at Bird of Paradise

  • Airy eatery for Hawaiian & American fare, including pupu platters, plus views of our golf course.

1:30 PMHonolulu Museum of Art

  • Founded in 1922, the museum has one of the largest single collections of Asian and Pan-Pacific art in the United States. It is certainly a vital part of Hawaii’s cultural landscape.

4:30 PM – Return to hotel to freshen up
5:00 PM – Happy Hour & Sunsets Live at Hinana Bar

  • Celebrate Aloha Friday with live music and refreshing beverages while indulging in the breathtaking view of the dawn and the Pacific Ocean.
  • $2 off draught beer | $2 off wine by the glass | $2 off the cocktail of the month
  • Don’t forget to try our signature poke & Mai Tai

6:45 PM – Dinner at 100 Sails Restaurant & Bar

  • Prince Waikiki’s award-winning restaurant. Executive Chef Joseph Almoguera presents inspired, fresh island cuisine with a unique and innovative approach. 

Saturday

7:00 AM – Breakfast at Liliha Bakery (Nimitz location)

  • Serving Hawaii for 70 years, Liliha Bakery is known for its baked goods and pastries among the locals. Don’t miss out on their famous cocoa puffs and homemade sweet bread French toast.

8:00 AMUSS Arizona Memorial & USS Bowfin Submarine
10:15 AMAloha Stadium Swap Meet & Marketplace

  • Since 1979, the Aloha Stadium Swap Meet has become Hawaii’s premier outdoor market, featuring over 400 vendors, crafters, and artists from all over the world—a true melting pot of aloha.

12:15 PMRestaurant 604

  • Offering the best waterfront dining in Pearl Harbor, their fish & chips and coconut shrimp plates are very popular!

2:00 PMBishop Museum

  • Founded in 1889 by Charles Reed Bishop in honor of his late wife, Princess Bernice Pauahi Bishop. It is the largest museum in the state and the premier natural and cultural history institution in the Pacific, recognized throughout the world for its cultural collections, research projects, consulting services, and public educational programs. It also has one of the largest natural history specimen collections in the world. Serving and representing the interests of Native Hawaiians is a primary purpose of the museum.

6:00 PM – Dinner at Michel’s

  • Michel’s at the Colony Surf has been the definition of fine dining in Honolulu since 1962. The beachfront location is on the most intimate strip of pristine sand in Waikiki and has inspired romance for generations. You must try their lobster!

Sunday

7:00 AM – Shark cage dive with North Shore Shark Adventures

  • See sharks glide up from the deep cobalt waters on this thrilling shark cage diving tour on Oahu’s beautiful North Shore. Shark sightings are 100% guaranteed!

9:00 AM – Late breakfast at Kono’s Northshore

  • Kono’s opened its doors 19 years ago in 2002 on the North Shore. They’re best known for their 12-hour slow-roasted pulled kalua pork sandwich served with extra aloha.

Photo of North Shore's Sunset Beach. This 7-Day Oahu Itinerary is Full of Beachy Fun.

11:00 AM – Two-hour private surf lesson with Uncle Bryan’s Sunset Suratt Surf Academy

  • Born and raised on the North Shore of Oahu, Uncle Bryan is truly a Sunset Beach local. For five generations, the Suratt family has lived here. An experienced surfer since the 1960s, Uncle Bryan has coached some of the top surfers in the world.

2:00 PM – Return to hotel to freshen up
4:00 PMExperience Nutridge luau

  • The Nutridge Estate is located inside of the Pu’u Ualaka’a Wayside Park, the heart of Tantalus. They are a unique, hands-on, intimate, backyard-style luau that focuses on sharing the true meaning of aloha with each and every one of their guests.

Monday

7:15 AM – Breakfast at Hukilau Café

  • Modest, relaxed cafe serving breakfast and lunch dishes, including Hawaiian French toast and loco moco.

9:20 AMCLIMB Works’ (Keana Farms) three-hour guided zipline tour

  • Oahu’s longest ziplines, ranging from 500 feet to nearly half a mile long. Participants explore a working agricultural farm on eight world-class dual lines, two rappels, three sky bridges, a fun ATV adventure to the ridgetop, and other unique surprises. Along the way, you’ll learn about Hawaii’s rich history and culture while taking in constant panoramic ocean and mountain views of Oahu’s famous North Shore.

1:00 PM – Lunch at Giovanni’s Shrimp Truck

  • Established, graffiti-decorated pit stop for a variety of shrimp plate options.

2:00 PMMatsumoto’s Shave Ice in Haleiwa Town

  • A family-owned shop established in 1951 that serves shave ice in exotic flavors and combos, plus ice cream. Located in the small historic town of Haleʻiwa on Oahu’s North Shore.

5:00 PM – Sunset horseback riding with Hawaii Polo Trail Rides

  • Unlike your typical landlocked ranch trail rides, experience an unforgettable horseback ride along the breathtaking coast of Oahu’s North Shore with their expert guides!

7:30 PM – Dinner at Haleiwa Beach House

  • The Haleiwa Beach House is the most scenic and relaxing restaurant in Haleiwa, on Oahu’s North Shore. Their clam chowder with toasted onions and their mahi-mahi are outstanding.

Tuesday

8:30 AM – Dolphin snorkel sail with Hawaii Nautical

  • Set sail on West Oahu coast’s newest sailing catamaran to view dolphins, turtles, and other marine life, including whales (when in-season, December through April). Enjoy a sumptuous, catered continental breakfast, as well as a large catered lunch with hot dishes, salads, gourmet sandwich bar, sides, and sweets. Includes unlimited non-alcohol drinks and two free bar beverages.

1:00 PM – Return to hotel to freshen up
4:00 PM Mauna Loa Helicopter Tours

  • Enjoy the splendor of the islands by air on a private Hawaii helicopter tour from Mauna Loa Helicopter Tours.
  • Tour options: The Magnum P.I. Tour, Oahu Pro Photography Flight, The Ohu Experience VIP Private Tour

6:30 PM – Dinner at Fifty Three by the Sea

  • With sweeping views of Waikiki, Diamond Head, and the surf at Kakaʻako, guests are welcomed with sights that cannot be recreated anywhere else in the world. We recommend trying their “Seafood Showcase,” as well as their filet mignon.

Wednesday

7:00 AMNu’uanu Pali Lookout

  • The Nu’uanu Pali Lookout is a site of deep historical significance. Named “Pali,” meaning “cliff” in Hawaiian, the Pali Lookout is the site of the Battle of Nu’uanu, where, in 1795, King Kamehameha I won the struggle that finally united Oahu under his rule. This fierce battle claimed hundreds of soldiers’ lives, many of whom were forced off Pali’s sheer cliffs.

7:30 AM – Breakfast in the Kaneohe Pancake House

  • Family-owned & operated since 1988. We recommend trying their strawberry whip cream pancakes and crab cake eggs benedict.

Photo of a Row of UTVs at Kualoa Ranch, a No-Brainer Locale for any Type of Oahu Itinerary.

9:15 AMKualoa Ranch two-hour UTV ride

  • If the views look familiar, it’s because Kualoa has been the site of over 70 Hollywood movies since the 1950s. Blockbuster films, such as Jumanji, Kong Skull Island, Jurassic Park, and 50 First Dates, have all been filmed at Kualoa. Rambling through the mud and crossing seasonal streams, this two-hour UTV tour will take you over a saddle trail to visit movie sites located on their 1,000-acre Kaʻaʻawa “Jurassic” Valley.

12:00 PM – Lunch at Waiahole Poi Factory

  • Humble, long-standing joint for traditional Hawaiian comfort foods and ice cream with outdoor seats.

1:30 PM Byodo-In Temple

  • The Byodo-In Temple is a non-denominational Buddhist temple located in Oahu’s Valley of the Temples Memorial Park. It was dedicated in 1968 to commemorate the 100th anniversary of the first Japanese immigrants to Hawaii.

3:00 PM – Two-hour guided kayak and snorkel tour with Kailua Beach Adventures

  • Thirty-nine years of experience in guiding guests safely to and from the twin islands off the coast of Kailua Bay. Once you landed safely, you will be on a 20-minute guided eco-hike around a unique bird sanctuary. Your friendly guides will unlock the secrets of the ocean and share the volcanology, ecology, and history of Kailua with guests.

5:45 PM – Return to hotel to freshen up
7:00 PM – Dinner at The Signature Prime Steak & Seafood

  • Located on the 36th floor of the Ala Moana Hotel, The Signature offers one of Honolulu’s most epic views. We highly recommend getting their lobster mac n’ cheese, as well as their bone-in ribeye steaks.

Thursday

7:30 AM – Breakfast at the Highway Inn in Kaka’ako

  • Over 70 years of serving ono Hawaiian food. We highly recommend their Poi pancakes with ube sauce, as well as sweet potato haupia pie.

9:00 AMIolani Palace

  • Iolani Palace, the official residence of Hawaii’s monarchy, is a marvel of opulence, innovation, and political intrigue. Meticulously restored to its former grandeur, this National Historic Landmark in downtown Honolulu tells of a time when their Majesties, King Kalakaua, who built the palace in 1882, and his sister and successor, Queen Liliuokalani, walked its celebrated halls. You can enjoy one of the most spectacular living restorations in all of Polynesia and immerse yourself in Hawaii’s royal heritage before you depart our beautiful island of Oahu.

12:00 PM – Check-out of Prince Waikiki
2:00 PM – Rental car drop off at the airport

Accommodation

Photo of a Prince Waikiki Oceanfront Room. Start Your Oahu Itinerary at Prince!Hotel name: Prince Waikiki
Check-in time: 3:00 PM
Check-out time: 12:00 PM
Room category: Ocean Front Premier, our finest rooms on higher floors, featuring expansive views of the Pacific, surfing, and sunsets.
Room features:

  • 414 square feet
  • King or queen / queen bedding
  • Windows that open to natural ocean breezes
  • Sheer and blackout remote control blinds
  • 46-inch LCD SMART TV
  • Bedside outlets and USB charging ports
  • Separate shower, tub, private washlet
  • Large in-room safe
  • Mini refrigerator
  • Coffeemaker and hot tea kettle available upon request

Prince Waikiki
100 Holomoana Street
Honolulu, HI 96814
808-956-1111
[email protected]