The 2 Best Historical Tours in Kailua Kona
Kailua Kona offers a fascinating mix of ancient Hawaiian culture and modern island charm. Unlike many tourist spots, this area has deep-rooted stories of kings, legends, and even ghostly legends that shape the local identity. It’s a place where history isn’t just learned from books but experienced firsthand through engaging tours. Whether you’re interested in a memorable dinner cruise with stories and ocean views or a spooky ghost walk that uncovers Kailua Kona’s supernatural side, this list has options that will suit different interests and schedules.
In this guide, we’ll explore two top-rated tours. The first is a scenic dinner cruise to Kealakekua Bay that combines history, wildlife, and entertainment. The second is a haunted ghost walking tour that takes you through Kailua Kona’s darker, mysterious stories. Both offer a unique way to learn about the island’s past, either through the lens of maritime adventure or ghostly legends.
1. From Hawaii: Historical Dinner Cruise Tour to Kealakekua Bay
At number 1 on our list, the From Hawaii: Historical Dinner Cruise Tour to Kealakekua Bay offers a compelling blend of Hawaiian history, wildlife spotting, and relaxing dining. The 3-hour cruise departs from Kailua-Kona and takes you to Kealakekua Bay, a site famous for its connection to Captain Cook’s first contact with Hawaiians. During the voyage, a historian guide shares stories about the powerful kings and legends of the islands, making history come alive amidst the ocean breeze.
What sets this tour apart is its combination of storytelling, live traditional music, and wildlife observation. You may see dolphins, turtles, manta rays, and even seasonal humpback whales. The onboard dinner features island-style cuisine, and a complimentary cocktail helps set a relaxed tone as you watch the sunset. The reviews praise the friendly crew and entertaining music, though some note the dinner could be improved. This tour is perfect for travelers who want a mix of cultural storytelling, scenic beauty, and leisurely dining. It’s a great option for those interested in Hawaiian history coupled with wildlife encounters.
Bottom Line: If you’re looking for a memorable, multi-sensory experience that combines history, nature, and entertainment on the water, this cruise is an excellent pick.
2. Kailua-Kona: Haunted History Ghost Walking Tour
At number 2, the Kailua-Kona Haunted History Ghost Walking Tour offers a different kind of adventure—one rooted in supernatural tales and legends that have haunted the town for generations. This 2-hour guided walk immerses you in Kailua Kona’s spooky stories of Night Marchers, choking ghosts, and ancient Hawaiian deities. The tour visits key historic sites like Kamakahonu, Hulihe’e Palace, and Moku‘aikaua Church, all with a ghostly twist.
What makes this tour special is its focus on local folklore and supernatural occurrences. Your guide shares tales of kahuna magic, ancient curses, and spirits lingering in the town’s black lava landscapes. The tour is limited to small groups, making it intimate and engaging—perfect if you enjoy a bit of chilling storytelling. The reviews are glowing, with one traveler saying, “I had a great time and learned a lot about the legends of Hawaii,” and appreciated the personalized experience.
Bottom Line: For those interested in Hawaiian legends, supernatural stories, and a walk through Kailua Kona’s historic streets, this ghost tour provides a fun and spine-tingling insight into the island’s darker side.
How to Choose Between These Tours
Deciding between a scenic dinner cruise and a ghostly walking tour depends on your interests and schedule. If you want an interactive experience on the water that combines history, wildlife, and entertainment, the dinner cruise is your best fit. It’s ideal for travelers who enjoy relaxing scenery with a touch of storytelling and don’t mind spending a bit more for a comprehensive experience.
Conversely, if your passion is legends, local stories, and a bit of spooky fun, the haunted ghost walk offers a more intimate, walking exploration of Kailua Kona’s darker tales. It’s also more budget-friendly at $64 per person and requires less time.
Consider your budget, interest in wildlife or legends, and physical activity level. The dinner cruise is suited for those comfortable with boat trips and seeking a multi-sensory experience. The ghost tour is perfect if you prefer walking, storytelling, and local lore without a hefty price tag.
Final Thoughts
Both tours provide a rich insight into Kailua Kona’s past—one through the lens of maritime adventure and Hawaiian kings, the other through supernatural stories and local legends. The dinner cruise is ideal if you want a relaxing evening on the water, while the haunted ghost walk appeals to those craving an intriguing, spine-tingling exploration.
For families, the dinner cruise offers a lively, scenic outing, whereas the ghost tour is better suited for adults or older children interested in stories and legends. Since tours can book quickly, especially during peak seasons, it’s wise to reserve early. Whichever you choose, Kailua Kona’s history is sure to leave a lasting impression.