Day #1: Kaena Point State Park

Farrington Highway travels from the country town of Waialua to Mokuleia’s secluded beach and Dillingham Airfield. At the end of the road, you’ll find Kaena Point Natural Area Reserve and a trailhead to a rigorous coastal hike that’s notoriously hot but packed with incredible views – and sometimes special sightings of albatross and monk seals. Want to offroad? Register with the Hawaii Department of Land and Natural Resources. No permit is required for those on foot or bicycle.

Day #2: Haleiwa Town

The quintessential surf town, Haleiwa is popular among surfers, anglers, artists, and all types of visitors. The prevailing architectural style is paniolo (Hawaiian cowboy), with many structures build in the early 1900s. Running through the heart of the town, Kamehameha Highway is fringed with colorful surf shops, cool boutiques, and laid-back restaurants.

Haleiwa also has frequent events, like art walks, live entertainment, and farmers markets – not to mention local and international surfing contests held right at Haleiwa Ali‘i Beach Park (66-167 Haleiwa Rd).

Check out the colorful North Shore Marketplace (66-250 Kamehameha Highway #D203) that’s home to more than 20 unique shops and restaurants. A must-visit is Aloha General Store (66-250 Kamehameha Hwy # G130) – known for Hawaii’s best shave ice.

Day #3: Surf, SUP and Sunbathe

Along the “Seven Mile Miracle” between Haleiwa and Turtle Bay Resort are legendary Sunset Beach, Waimea Bay, and Banzai Pipeline at Ehukai Beach – all familiar to both amateur and professional board riders. Mellow summer waves make the area better suited for fishing, diving, snorkeling, swimming, and beginner surfing. It’s a more radical vibe when winter swells produce waves with up to 40-food faces. That’s when the Triple Crown of Surfing hits Haleiwa’s Ali‘i Beach, Sunset Beach and Banzai Pipeline.

Blue Planet Surf (1221 Kona St, Honolulu) is known as Hawaii’s SUP headquarters with the biggest selection of quality surfboards, stand up paddleboards (SUPs), single and double kayaks, and accessories. Rentals, lessons, clinics, and much more are available seven days per week. Paddle up the beautiful Anahulu River near Haleiwa’s famous Rainbow Bridge where you will often see honu (sea turtles) or out into Haleiwa Bay. Blue Planet Surf’s experienced instructors will give you guidance and help you launch right into the river.