Featured Itinerary
Here's a sample itinerary from one of our expert agents—personalized experiences crafted with destination expertise and insider knowledge.
Oahu
Day 1Head to Waikīkī Beach for your first Hawaiian beach experience. Rent a surfboard or stand-up paddleboard, or simply relax on the famous golden sand. Take a beginner surfing lesson from Waikīkī Beach Services or similar outfitter. Stroll along Kalākaua Avenue and browse shops. Watch sunset at Waikīkī Beach with Diamond Head in the background. Dinner at Duke's Waikīkī, Hula Grill, or Marukame Udon for budget-friendly options. Enjoy live Hawaiian music at many beachfront restaurants.
Oahu
Day 2Visit Pearl Harbor National Memorial. Start at the Pearl Harbor Visitor Center, then tour the USS Arizona Memorial. Afternoon drive to downtown Honolulu. Visit Iolani Palace, the only royal palace on US soil, for a guided or self-guided tour. Walk to the nearby King Kamehameha Statue and Hawaii State Capitol with its unique open-air design. Explore Honolulu's Chinatown district. Browse art galleries, vintage shops, and lei stands. Dinner at The Pig and the Lady (Vietnamese-Hawaiian fusion), Lucky Belly (ramen), or Livestock Tavern. End with drinks at Bar Leather Apron or Manifest.
Oahu
Day 3Depart early for the North Shore while stopping at the Dole Plantation for fresh pineapple whip and the garden maze. Continue to Laniakea Beach (Turtle Beach) to see Hawaiian green sea turtles basking on shore. Visit iconic surf beaches: Waimea Bay (massive winter waves), Sunset Beach, and Banzai Pipeline. Stop at Pupukea for snorkeling at Shark's Cove or Three Tables (best in summer, calmer waters). Drive scenic Kamehameha Highway along Windward Coast.
Maui
Day 4Fly to Kahului Airport on Maui – 30-minute flight. Relax at one of Wailea's pristine beaches: Wailea Beach (perfect crescent with gentle waves), Ulua Beach (excellent snorkeling with sea turtles), or Makena Beach (Big Beach, less crowded). Rent snorkel gear from local shops if your hotel doesn't provide it.
Maui
Day 5Drive down to Kula in Upcountry Maui. Stop at Kula Bistro or Grandma's Coffee House for brunch. Visit Aliʻi Kula Lavender Farm or Surfing Goat Dairy for farm tours.
Maui
Day 6Road to Hāna journey. Stop at Twin Falls for a quick waterfall hike and fruit stand. Continue to Garden of Eden Arboretum for botanical gardens and views. Visit Waiʻanapanapa State Park for dramatic black sand beach, lava caves, and coastal trail.
Maui
Day 7Morning snorkel cruise to Molokini Crater. Molokini is a crescent-shaped volcanic crater with crystal-clear water, tropical fish, and excellent visibility. Most tours also stop at Turtle Town along Maui's south shore.