Tours in Kailua

Up to 56% Off from Ohana Walking Tours

King Kamehameha Statue

$40 $20

A guide dispenses in-depth historical factoids to 15–20 guests on a two-hour walking tour past downtown Honolulu attractions and landmarks

Up to 60% Off Pirate-Ship Cruise and Photos

Ala Moana - Kakaako

$55 $29

Explore Waikiki aboard an 83-ft. galleon complete with water cannons, a pirate crew, and music

50% Off a Haunted-History Walking Tour

Aiea

$50 $25

A two-hour walking tour covers Honolulu's most haunted areas and allows guests to conduct their own paranormal investigation

Up to 60% Off Hiking Tour from Hiking Hawaii Cafe

Waikiki

$110 $49

(21)

Treks take guests on hikes to Makapu’u Lighthouse or Kuliouou Ridge; day trip features scenic hiking and driving around the North Shore

Up to 60% Off Urban-Race Entry

Dave & Buster's

$50 $20

Teams race on foot past city landmarks, solving clues and tackling obstacles for a chance at cash and other prizes

55% Off Scavenger-Hunt Adventure Race

Gordon Biersch

$55 $25

Teams race to solve clues and strategize to win cash prizes and awards during urban race; music and drink specials at post-race party

Up to 55% Off Flight Experiences from Acroflight International

Dillingham Airfield

$220 $99

Certified pilots and passengers cruise over Waimea Falls or pull acrobatic maneuvers above beaches and lush landscapes

Up to 50% Off Plane Tour of Oahu

Makakilo - Kapolei - Honokai Hale

$300 $149

Cessna airplanes guide groups over cityscapes, ocean waters, and coastlines across Oahu

Select Local Merchants

Windward Watersports, home to one of the only certified kiteboarding schools on Oahu and professional kiteboarder Jeff Tobias, feeds wave-hungry visitors a steady diet of water-sport thrills on kiteboards, sea kayaks, and surfboards. Beginners steam toward an off-shore sandbar to safely launch into a kiteboard lesson with a certified instructor on a two-way radio helping novices navigate the warm crystal waters and grasp the kiteboarding basics, such as how to set up a four-line inflatable kite, kite theory and the wind window, and how to ensure heirloom swimsuits remain in the family using the double-knot technique. Waterbugs wishing to explore the rolling spray via the self-guided kayak eco-tour will take in a host of native coral, birds, turtles, and if lucky, a glimpse of the rare endangered monk seal. Kayak rental also includes paddle, safety vest, and the combination to Davy Jones' locker.

33 Hoolai St
Kailua,
HI
US

Featured in Pacific Edge and Go Kailua Magazine for their trailblazing approach to crafting wine, Oeno Winemaking owners Marshall Zeigler and Bryon Crowther offer an eclectic variety of wines made with European techniques, and have recently added beers to their repertoire. The winery hosts wine-sampling sessions, which educate sippers on the nuances of aroma and body while imparting the skills of proper swirling, sniffing, and tasting. Patrons choose their favorite wine or beer, which is handmade and aged for six to eight weeks in a temperature-controlled cellar-type crypt. Customers purchasing barrels return with friends and family for a two-hour bottling event. Amidst their cache of bottles and corks, Oeno also stocks beer-making kits, which include materials for up to five gallons of homebrews.

26 Hoolai St, Ste 900
Kailua,
HI
US

Hawaiian WaterSports set up shop with the intention of equipping residents and visitors with everything they need to enjoy the aqua waves and waterways of Hawaii. The shop realized that goal with two locations, each stacked to the gills with surfboards, kiteboards, kayaks, snorkeling equipment, and books on how to beat mermaids at Marco Polo. Hawaiian WaterSports is an official IKO kiteboarding center and its IKO-certified instructors teach students wind theory and the skills necessary to set up, launch, and ride their own kiteboard. Expert surfers on staff can also take squads of aquatic adventures out into the curling sea for lessons specifically designed to get beginners hanging ten and perfecting balancing technique for future limbo competitions.

167 Hamakua Dr
Kailua,
HI
US

Oahu endears itself to both visitors and locals with its truly breathtaking scenery. The Ko'olau Mountain Range slopes across the island with rolling green hills and steep peaks that overlook Kailua Bay. Off the sandy shore, the ocean plays host to an array of aquatic wildlife, such as sea turtles, dolphins, exotic fish, and kayakers. The last of these creatures comes from Twogood Kayaks, whose trained naturalists lead tours through the area's brilliant turquoise waters and offshore islets filled with natural coves and 12 species of seabirds.

In addition to garnering a reputation for making and selling some of the swiftest kayaks over the past 30 years, the staffers also train the next generation of competitors during camps and clinics.

134B Hamakua Dr
Kailua,
HI
US

With Flavor of Hawaii Culinary Adventures, tourists and locals can experience the culture and unique flavors of Hawaii at the same time. Its walking tour explores a variety of restaurants in Kailua or Waikiki, allowing diners to sample different dishes and interact with an award-winning chef. While walking between restaurants, tour-takers can savor the flavors of dishes such as fried rice, malasadas, haupia-glazed bread pudding, and fresh ahi poke.

830 Akumu St
Kailua,
HI
US

Founded with the goal of curating unique island adventures that promote up-close encounters with local wildlife, Island Water Sports Hawaii facilitates humans’ return to nature with intimate tours and activities. Working out of the Hawaii Kai Marina, Island Water Sports’ passionate staff of boat captains ferries guests out into Maunalua Bay to partake in aquatic adventures including snorkeling. The company’s signature eco-friendly submarine scooters secure riders' heads in clear, bubble-like helmets that draw on the principles of diving bells to safely seal air inside and keep faces dry, comfortable, and breathing easily throughout underwater tours. On boat tours, the balmy sea air tussles the manes of Island Watersports’ skippers as they point out awe-inspiring vistas and wildlife such as humpback whales that migrate to Hawaii from Alaska to nurse, mate, and take their sundresses out of storage.

377 Keahole St.
Honolulu,
Hawaii
US