Discover Oahu: A 6-Day Travel Itinerary for Couples

• Arrival at Daniel K. Inouye International Airport: Make sure you have your travel advisor book a transfer to Waikiki, where I recommend staying for your Hawaiian adventure. Alternatively, you can take a taxi to Waikiki ($45).

• Beach time: Relax at Waikiki Beach, a world-famous destination for its turquoise waters, long sandy stretches and vibrant atmosphere. Perfect for swimming, sunbathing or watching surfers ride the waves.
  
  If you don't like to sunbathe and if you are more of a sporty person, please remember that Waikiki is one of the best places in the world to learn how to surf. Thanks to its gentle, rolling waves. You can rent a board or take a lesson from a local instructor. If you don't feel like surfing yet, the calm waters make Waikiki a great place for stand-up paddleboarding (SUP), whether you're a beginner or experienced.

• Lunch: Stop at Cheeseburger in Paradise, located along the waterfront near Aston Beach Hotel. This casual eatery offers delicious burgers with a Hawaiian twist.
  
  In the afternoon, you can walk along Kalakaua Avenue. This lively street runs parallel to the beach and is packed with shops, restaurants and street performers, making it a great spot for a stroll. Some hotels and resorts host traditional Hawaiian luaus with hula dancing, fire performances and local cuisine.

• Evening: Explore Waikiki’s buzzing center, featuring luxury shopping, local boutiques and an energetic nightlife.

• Dinner: Indulge in flavorful Thai cuisine at Noi Thai, a popular restaurant with a modern ambiance. Highly recommended dishes include crab wontons, crispy garlic chicken, pad Thai and curry chicken — all beautifully prepared and bursting with flavor.

• Breakfast: Fuel up at Kona Coffee, a cozy café serving premium Hawaiian coffee and giant pastries.

• Rent a car and start exploring the North of the island! There is a Dollar car rental very close to the Moana Surfrider hotel, and if you are in that area, it is the perfect spot to rent a car.
  
  The North Shore has a more relaxed, country-like atmosphere compared to Waikiki. The first stop that I recommend is Haleiwa. This quaint surf town offers a laid-back vibe with its colorful, vintage-style wooden buildings. It’s a great spot for a quick stroll or to grab souvenirs. Known as "Historical Town," its charm lies more in its beach culture than its historical significance.

The North Shore is world-renowned for its massive winter waves, attracting the best surfers from around the globe. Some iconic surf spots include:

• Waimea Bay: Famous for big-wave surfing. A stunning crescent-shaped beach with crystal-clear waters and a famous rock for cliff diving. At the entrance, try freshly made pineapple juice served in the fruit itself—arguably the best on the island!

• Sunset Beach: Great for watching pro surfers in action. Known for its iconic curved palm tree and fiery sunsets, this long stretch of beach with golden-orange sand is a photographer’s dream.

• Banzai Pipeline: Known for its perfect barrel waves and worth visiting for surfers.

In the summer, the waves calm down, making the beaches perfect for swimming and snorkeling especially at Shark’s Cove. One of the best snorkeling and diving spots on the island.

• Lunch: Grab a poke bowl at Turtle Bay Resort. If you're exploring, food trucks along the road offer affordable and authentic Hawaiian flavors.
  
  It is worth mentioning also the Laniakea Beach (Turtle Beach) is a great spot to see Hawaiian green sea turtles basking on the sand.
  
  PS. If you visit between November and February, you can witness top-tier surf competitions like the Vans Triple Crown of Surfing at Pipeline, Sunset Beach and Haleiwa.

• Dinner: Dine at Hula Grill, a Hawaiian-inspired restaurant in Waikiki with its must-try dishes. Poke tacos with tuna, coconut-crusted calamari and the rich Coconut Seafood Chowder. While delicious, avoid the pumpkin hummus—its portion size is huge.

• Breakfast: Treat yourself to malasadas at Leonard’s Bakery. These Portuguese-inspired doughnuts are freshly fried and come in three flavors: classic sugar, spicy, and filled.

• Morning Hike: Arrive early, before A am to have the best experience, to hike Diamond Head Crater, one of Oahu’s most iconic landmarks. Diamond Head (Leʻahi) is one of the most famous landmarks in Oahu, offering a short but rewarding hike with breathtaking panoramic views of Waikiki and the Pacific Ocean.
  
  The hike is about 1.6 miles (2.6 km) round trip and takes about 1.5 to 2 hours to complete. While it's relatively short, it has steep inclines, staircases, and a tunnel, making it a moderate-level hike (about 560 feet/170 meters from the trailhead to the summit).
  
  Along the way, you'll pass old military bunkers and a Fire Control Station from World War II, adding a historical element to the hike. At the summit, you'll be rewarded with stunning views of Waikiki, Honolulu, the Pacific Ocean, and the Koolau Mountains.

Tips for a great experience:

• Go early (before 8 AM) to avoid the heat and crowds.

• Bring water, sunscreen, and a hat—the trail has very little shade.

• Entry Fee: $5 per person for non-residents ($10 per vehicle). Reservations are required for out-of-state visitors.

• Restrooms & Facilities: There are restrooms, a small gift shop, and a food truck at the base.

After the hiking head to Kalapawai Market for wraps and sandwiches. Nearby, explore scenic bridges over small rivers and dine at Buzz Steakhouse, a favorite spot of Presidents Obama and Clinton.

In the afternoon looks for these phenomenal beaches:

• Kailua Beach - A hidden gem on Oahu’s windward side. This pristine beach boasts soft white sand, crystal-clear waves, and a wild, untouched vibe. Access it via Kalama Beach Park and enjoy the peaceful surroundings.

• Waimanalo Beach - A 20-minute drive from Kailua, this serene and windy beach features a dramatic backdrop of lush green mountains.
  
  Remember to drive on the coastal route back to Waikiki, reminiscent of California’s Highway 1 with its dramatic cliffs and ocean views.

• Dinner: Share a steak at Wolfgang Steakhouse, known for its classic American-style dining. The portions are generous, and the attentive staff often go the extra mile—like offering complimentary cheesecake.

This was my favorite day on Oahu! This day will be extreme but incredibly rewarding, combining physical challenges, historical sites and the charm of the city. Get ready to sweat, be moved and enjoy some of Oahu's most iconic spots!

Morning: the challenge of Koko Head

Start your day with one of the island's most demanding yet spectacular experiences: the climb up Koko Head. This steep trail follows an old military railway, consisting of 1,048 wooden steps leading to the crater's summit. It may seem daunting, but each step brings you closer to an unparalleled view of Hanauma Bay, Waikiki and the endless ocean.

Tip: Begin early, preferably before 7 am, to avoid the oppressive heat and crowds. Bring plenty of water, wear appropriate footwear and prepare to challenge your legs! Once at the top, take a moment to enjoy the panorama and the refreshing breeze that rewards every drop of sweat.

After the descent, recharge with a refreshing breakfast. A fresh smoothie from Lanikai Juice or an iconic malasada from Leonard’s Bakery, the typical soft and sugary Hawaiian treat.

Relaxation and Snorkeling at Hanauma Bay

After the strenuous climb, it's time for some relaxation in the marine paradise of Hanauma Bay (note that it's closed on Tuesdays). This crescent-shaped bay is a protected marine area, perfect for snorkeling among tropical fish and sea turtles. The water is crystal clear, and the seabed is teeming with corals and marine life.

To make the most of the experience:

• Book in advance as access is regulated to preserve the ecosystem.

• Arrive early to avoid crowds and secure a good spot on the beach.

• Respect nature: don't touch the corals and use only eco-friendly sunscreen.

After a few hours in the water, you'll be ready for the next part of the day.

Afternoon: A Journey Through History at Pearl Harbor

No visit to Oahu is complete without a stop at Pearl Harbor, a place rich in emotion and history. Here, you can visit the USS Arizona Memorial, which floats above the remains of the battleship sunk during the Japanese attack in 1941. It's an intense and moving experience, especially seeing the oil droplets still rising to the surface, known as the tears of the Arizona.

If time permits, also explore the USS Missouri, the battleship where Japan's surrender was signed, marking the end of World War II. Walking on its deck is like taking a step back in time.

• Tip: Reserve tickets in advance and arrive early to avoid long waits.

• Late Afternoon: Discovering the Heart of Honolulu

After immersing yourself in history, it's time to explore downtown Honolulu, a blend of Hawaiian culture and colonial architecture. Stroll past Iolani Palace, the only royal palace in the United States, where Queen LiliʻUokalani once reigned. Did you know it had electricity before the White House?

Don't miss the obligatory photo in front of the golden statue of King Kamehameha, the ruler who unified the Hawaiian Islands. Then, take a peek into the Cathedral of St. Andrew, a Gothic gem that seems straight out of Europe.

Note: Chinatown? You can skip it — it's not particularly lively compared to other cities.

Dining spot and evening: Waikiki with shopping and live music

For lunch, consider Highway Inn, renowned for its traditional Hawaiian plate lunches featuring dishes like Kalua pork and poke. This spot offers an authentic taste of local cuisine and is conveniently located near your afternoon destinations.

Before returning to Waikiki, make a stop at the Ala Moana Shopping Center, the largest open-air shopping mall in the world. Even if you're not in the mood for shopping, it's a pleasant place to walk around and perhaps indulge in a Hawaiian sweet like mochi ice cream.

And to conclude the day in style? Sip a Mai Tai while listening to live music at Tiki’s Grill & Bar, with an ocean view and the tropical breeze embracing you.

After an action-packed few days, today offers a perfect balance of adventure and relaxation. Blending lush rainforests, charming city strolls and a dreamy sunset over the Pacific.

Morning: A rainforest escape to Manoa Falls

Start your day with a short journey into Hawaii’s emerald heart — the trail to Manoa Falls. This 1.7-mile round-trip hike takes you through a dense, tropical rainforest straight out of a movie (literally — parts of Jurassic Park and Lost were filmed here). Along the way, towering bamboo, giant ferns and draping vines’ll surround you, creating an almost mystical atmosphere.

When you reach the 150-foot waterfall, don’t expect a massive cascade, but rather an enchanting curtain of water tumbling down mossy cliffs, framed by jungle foliage. It’s a peaceful spot to pause, take photos and soak in the beauty of Oahu’s inland landscapes.

Pro tips:

The trail can be muddy, especially after rain — wear hiking shoes or sturdy sandals.

• Bring bug spray (mosquitoes love this place).

• Swimming is not recommended due to leptospirosis bacteria in the water.

Before leaving the area, consider a detour to the Lyon Arboretum, just next door. It’s a hidden botanical garden showcasing exotic Hawaiian plants, orchids and towering trees. A peaceful, uncrowded escape!

Afternoon: A leisurely walk back to Waikiki

Instead of rushing back, take the scenic route on foot (or a short Uber ride) toward Waikiki, weaving through some of Honolulu’s most charming neighborhoods. You’ll pass historic homes, local cafés and pockets of city life that feel a world away from the tourist buzz. If you have time, stop by:

• Tantalus Lookout – A quick drive or detour with incredible panoramic views of Honolulu and Diamond Head.

• Kaimuki – A trendy, artsy neighborhood with cool thrift shops, coffee spots and a laid-back local vibe.

By now, you’ve worked up an appetite!

Lunch: poke bowls with an ocean view

For lunch, head to the Hilton Hawaiian Village Beach for a fresh, flavorful poke bowl. This spot is perfect for a casual meal by the water, enjoying fresh tuna, salmon or octopus over rice with flavorful toppings.

If you’re craving something more local and less resort-style, grab a poke from Ono Seafood (one of the island’s best) and enjoy it picnic-style by the beach.

Sunset: set sail on a Waikiki catamaran

As the sun begins its slow descent, treat yourself to a sunset catamaran cruise. One of the most magical ways to see Oahu from a new perspective. The Maitai and Holokai catamarans set sail right from Waikiki Beach, offering an open-bar, golden-hour views and the chance to spot dolphins or even whales (if you're visiting in winter).

Why you’ll love it:

• Watching the sky explode in hues of pink, orange and purple as you glide across the Pacific.

• Tropical cocktails in hand, with the ocean breeze in your hair.

• The occasional surprise visit from a sea turtle swimming alongside the boat.

Dinner: Duke’s Waikiki – a classic Hawaiian farewell

After the cruise, wrap up the day with dinner at Duke’s Waikiki, a legendary beachfront restaurant named after Duke Kahanamoku, the father of modern surfing. It’s famous for its fresh seafood, tender ribs and laid-back island vibes. If you want to try something truly Hawaiian, order the Opah — a local moonfish rarely found outside of Hawai'i.

And of course, don’t leave without trying Duke’s iconic Hula Pie — a decadent macadamia nut ice cream cake with a chocolate cookie crust, topped with hot fudge. The perfect sweet ending to a dreamy day.

Your last morning on the island is all about embracing Waikiki’s surf culture. Whether you’re a first-time surfer or just want to soak up the iconic beach vibes one last time.

Morning: Catch some waves at Waikiki Beach

There’s no better place to try surfing than Waikiki Beach, where the waves are gentle, the water is warm and the atmosphere is full of energy. Whether you rent a board (about $20 for an hour) or take a lesson, this is the perfect way to say goodbye to Oahu in true Hawaiian style.

Pro tips for first-timers:

The best area for beginners is by the Duke Kahanamoku Statue, where waves are small and rolling. If you want a stress-free experience, book a lesson with Faith Surf School or Moniz Surf Co. After surfing, treat yourself to an açai bowl or iced coffee at Island Vintage Coffee nearby.

Lunch: A culinary farewell

Skip the touristy lines at Eggs ‘n Things and opt for a more refined, upscale meal before your flight. Two fantastic options:

• Momosan Waikiki: A casual-chic spot for ramen, sushi and sake by Iron Chef Masaharu Morimoto. The pork bao buns and duck tacos are must-tries.

• Morimoto Asia: If you’re up for something even fancier, this fusion restaurant at the Alohilani Resort serves high-end sushi, wagyu beef and innovative seafood dishes.

Departure: Aloha, until next time

With a heart full of memories (and probably a light sunburn), it’s time to bid farewell to Oahu and head to Maui for the next adventure. As your plane takes off, look out the window for one last glimpse of Diamond Head and the shimmering coastline, and start dreaming about your return to this paradise.

Because in Hawaii, it’s never goodbye — just “a hui hou” (until we meet again).