Escape to Oahu from February 3rd to 7th for four days of vibrant beaches, rich culture, and thrilling outdoor activities. This itinerary blends iconic sights with hidden gems, ensuring you experience the very best of Hawaii’s famed island lifestyle.
Day 1: Dive into Waikiki’s Beachside Energy
Morning: Arrival in Honolulu
Start your trip by checking in to your Waikiki hotel and easing into island time.
Brunch at Waikiki Favorites
Kick off with a classic Hawaiian brunch. Head to Eggs ‘n Things or Island Vintage Coffee for island-style treats like loco moco or fresh tropical fruit.
Afternoon: Waikiki Beach Bliss
Spend the afternoon soaking in the sun and iconic views at Waikiki Beach. Lounge on the sand, take a dip, or, if you’re up for it, rent a surfboard for your first taste of Hawaii’s waves.
Evening: Dinner & Luau
End your day at an authentic Hawaiian luau. Paradise Cove or the Polynesian Cultural Center offers feasts of local flavors, traditional hula performances, and Hawaiian music – the perfect cultural immersion.
Day 2: North Shore Excursion & Pineapple Paradise
Morning: Road Trip to the North Shore
Rent a car for a scenic drive up to Oahu’s legendary North Shore, about an hour from Waikiki.
Waimea Bay Beach Park
Winter on the North Shore means massive waves and pro surfers tackling the swells at Waimea Bay. Catch the action, or simply enjoy the breathtaking views.
Afternoon: Lunch in Haleiwa & Dole Plantation Stop
Grab lunch at Giovanni’s Shrimp Truck or a poke bowl in the charming town of Haleiwa. On the way back, swing by the Dole Plantation for a wander through the pineapple maze, a garden tour, and the must-try Dole Whip.
Evening: Dinner in Waikiki
Back in Waikiki, indulge in fusion flavors at Roy’s Waikiki or Monkeypod Kitchen for a unique take on Hawaiian cuisine.
Day 3: Diamond Head Hike & Honolulu’s Historic Heart
Morning: Diamond Head Sunrise Hike
Start early with a hike up Diamond Head Crater. The trek takes about an hour, rewarding you with panoramic views of Honolulu and the vast Pacific below.
Breakfast at Koko Head Café
Reward yourself post-hike at Koko Head Café, where you can indulge in the famous Cornflake French Toast or Koko Moco.
Afternoon: Iolani Palace & Historic Downtown
Spend your afternoon exploring Iolani Palace, the only royal palace in the U.S., before taking a leisurely stroll through downtown Honolulu’s historic sites, including the King Kamehameha Statue and Kawaiahao Church.
Evening: Sunset at Ala Moana Beach Park
Cap off the day with a serene sunset at Ala Moana Beach Park, where locals gather for unforgettable golden hour views over the water.
Day 4: Hanauma Bay & Scenic Eastern Shores
Morning: Snorkeling at Hanauma Bay
Arrive early at Hanauma Bay Nature Preserve to snag a prime snorkeling spot among vibrant coral reefs teeming with tropical fish. Be sure to reserve in advance!
Afternoon: Scenic Views at Makapu’u Point
Drive to Makapu’u Lookout for sweeping views of Oahu’s southeastern coastline. If you’re lucky, you might spot migrating whales in February.
Evening: Farewell Dinner & Last-Minute Shopping
Savor farm-to-table Hawaiian cuisine at Merriman’s Honolulu, then finish your evening with souvenir shopping at Ala Moana Center or Waikiki’s chic boutiques.
Optional Add-On: Pearl Harbor Memorial
For history enthusiasts, a visit to the Pearl Harbor Memorial is a powerful experience. Easily slot this into Day 3 or as a morning stop on Day 4 to pay tribute to a key chapter in American history.
