Hawaii · KAILUA AND WINDWARD COAST TOURS

Top 15 Kailua and Windward Coast Tours

26 tours  ·  from $25

This is the shortlist you would send a friend: 15 kailua and windward coast tours worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Kailua Bay, Oahu: Epic Kayak and Snorkel to Islands - Starting at Kailua Beach Adventures
Canoes & Kayaks, Kailua and Windward Coast Tours, Oahu Kayak Tours, Oahu Snorkeling Tours, Tour Reviews

Kailua Bay, Oahu: Epic Kayak and Snorkel to Islands

1.Kailua Bay, Oahu: Epic Kayak and Snorkel to Islands

★★★★★★★★★★5.0 · 1,311 reviews · 5 hours 30 minutes (approx.) · from $114Our pick

Paddle from Kailua Beach to Flat Island or the Mokulua Islands on a guided or self-guided trip. You’ll get kayaks, snorkeling gear, lockers, showers, permits, and lunch. Guides such as Mike, Evelyn, Alex, and Tupre are praised for safety help and local stories, but expect a real workout.

“Staff was welcoming and helpful in ensuring we got the information we needed to have a safe and fun day. The food vouchers provided through the package included very tasty freshly made sandwiches from a Deli down the street, Huge quarter-pan pizza slices, or a Hawaiian plate lunch. The value was great, and we ended up saving some of the food for the next day's adventures, as the amount of food was too much to finish on the day of our adventure.”

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Kaneohe Sandbar Snorkeling Tour - 2nd Tour - Snorkeling for beginners, with a reef stop beyond the sandbar
Kailua and Windward Coast Tours, Oahu Snorkeling Tours, Snorkeling, Tour Reviews, Tours

Kaneohe Sandbar Snorkeling Tour – 2nd Tour

2.Kaneohe Sandbar Snorkeling Tour – 2nd Tour

★★★★★★★★★★5.0 · 443 reviews · 2 hours 45 minutes (approx.) · from $158

Meet Captain Bruce’s crew at Heʻeia Kea Boat Harbor for a 2-hour-45-minute afternoon trip to Kaneohe Bay. You’ll snorkel near the reef, look for green sea turtles, stand-up paddle board, swim in shallow water, and use included gear, snacks, and drinks.

“I have been to Hawaii numerous times and I cannot believe I have never done this. The staff were amazing and so friendly. They provide snacks and all the fun ocean items you need! The views are breathtaking and the trip was a 10/10”

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Kailua 2-Hour Guided Kayaking Excursion, Oahu - Meeting the guide and getting ready at 130 Kailua Road
2-Hour Experiences, Canoes & Kayaks, Guided, Kailua and Windward Coast Tours, Oahu Kayak Tours, Tour Reviews, Tours

Kailua 2-Hour Guided Kayaking Excursion, Oahu

3.Kailua 2-Hour Guided Kayaking Excursion, Oahu

★★★★★★★★★★5.0 · 442 reviews · 2 hours (approx.) · from $199

Meet guides such as Hopoe, Mike, Brandon, or Braden in Kailua, then paddle to Popoia, also called Flat Island, with views of Lanikai and the Ko’olau Mountains. The two-hour trip includes gear, lunch, and later access to snorkel equipment, bikes, and boogie boards.

“Ben was an amazing guide and teacher. Our First time kayaking and he made it so simple for us. He was also very knowledgeable”

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Kailua Twin Islands Guided Kayak Tour, Oahu - The five to ten minute kayak-cart walk
Canoes & Kayaks, Guided, Kailua and Windward Coast Tours, Oahu Kayak Tours, Tour Reviews, Tours

Kailua Twin Islands Guided Kayak Tour, Oahu

4.Kailua Twin Islands Guided Kayak Tour, Oahu

★★★★★★★★★★5.0 · 379 reviews · 5 hours (approx.) · from $275

Paddle from Kailua to the Mokulua Islands with a naturalist guide such as Tommy, Austin, Mike, or Will. You’ll visit a seabird sanctuary, walk to Queen’s Bath, snorkel, swim, and eat lunch on the beach. The five-hour trip suits fit kayakers who want scenery, wildlife, and a real workout.

“Great tour experience and Tommy was a great guide! Be prepared to kayak against the wind heading out but worth it!! The eoc tour and snorkeling were fun. Easier ride back in. Recommend water shoes with strong soles for walking around the island. Definitely Italy recommend this!!”

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Kaneohe: Kualoa Ranch Guided UTV Tour - Kaʻaʻawa Valley, where the scenery does the heavy lifting
Guided, Kailua and Windward Coast Tours, Kualoa Ranch Tours, Oahu ATV Tours, Tour Reviews, Tours

Kaneohe: Kualoa Ranch Guided UTV Tour

5.Kualoa Ranch Guided UTV Tour

★★★★★★★★★★4.8 · 335 reviews · 2 hours · from $166

Drive an open-air Raptor UTV through Kualoa Ranch’s Kaʻaʻawa Valley, stopping at movie locations and scenic viewpoints while an English-speaking guide shares Hawaiian history and local stories. You can drive or ride, but drivers must be at least 21 and all participants should expect dust, mud, and rain.

“Loved every second of it! Such a great tour with amazing movie sites and historical culture.”

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Self-Guided Kayaking Discovery in Kailua, Oahu - Lanikai Beach: the easygoing first stop
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Self-Guided Kayaking Discovery in Kailua, Oahu

6.Self-Guided Kayaking Discovery in Kailua, Oahu

★★★★★★★★★★5.0 · 249 reviews · 5 hours (approx.) · from $110

Rent a single or double kayak in Kailua and set your own route to Lanikai Beach, Flat Island, or the Mokulua Islands. Your package includes permits, snorkel gear, a dry bag, beach equipment, and bikes for ages 13 and up. Expect about five hours, plus a short walk to the water.

“Great experience! We grabbed lunch from the deli right down the road (delicious!!). It’s a short walk to the canal by the bridge. The water is shallow enough that you can walk to kayak to the beach. We stopped at the beach first and snorkeled. Tons of beautiful fish! Then we braved it out to the islands. We were fighting a lot of wind and waves, but it was 100% worth it! Rode the waves right into the beach on the Mokes. On the way back we stopped at flat island to look at the tide pools and saw a lot of bird nests in the holes of the rock.…”

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Kahana Bay River to Ocean: Kayak and Stand Up Paddle Board Rental - Turning toward Kahana Bay and the ocean
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Kahana Bay River to Ocean: Kayak and Stand Up Paddle Board Rental

7.Kahana Bay River to Ocean: Kayak and Stand Up Paddle Board Rental

★★★★★★★★★★5.0 · 112 reviews · 3 hours (approx.) · from $79

Launch from Kahana Adventures’ private dock on the Kahawai Nui River and paddle a calm, narrow waterway toward Kahana Bay. Choose a kayak or SUP, use the provided life jacket, stop at a beach or rope swing, and return to the same dock within roughly three hours.

“My friends and I had the best time kayaking! We alway try to kayak on trips we go on together and this time was one of the bests. Not only was the scenery amazing, but the people that we rented the kayaks from and that helped us get set up were the nicest! (a little tricky to find the entrance, but they called ahead and gave us great directions)”

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Kaneohe Sandbar Snorkeling Tour - 1st Tour - Why the sandbar feels different from a standard boat trip
Kailua and Windward Coast Tours, Oahu Snorkeling Tours, Snorkeling, Tour Reviews, Tours

Kaneohe Sandbar Snorkeling Tour – 1st Tour

8.Kaneohe Sandbar Snorkeling Tour – 1st Tour

★★★★★★★★★★5.0 · 76 reviews · 2 hours 45 minutes (approx.) · from $169

Spend a morning with Captain Bruce Private Yacht Charters cruising from Heʻeia Kea Boat Harbor to Kaneohe Sandbar. The crew, including Captain Robin, Captain Bruce, Karen, Hannah, and Hosanna, provides snorkeling gear, paddleboards, snacks, drinks, and help in the water.

“MUST SEE. This really was the highlight of our trip. The location is just breathtaking and Hossana, crystal and Eli sailed with us and they were super kind and helpful. Hossana went above and beyond to help me take snorkeling with her as I was just with my family and normally I just wait out while my family enjoys as I am not a great swimmer but she made me comfortable at first and took me all around the reef and changed my life forever and I am thankful for them.”

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Kailua: Mokulua Islands Guided Kayak and Snorkeling Tour - The paddle from Kailua Beach to Moku Nui
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Kailua: Mokulua Islands Guided Kayak and Snorkeling Tour

9.Mokulua Islands Guided Kayak and Snorkeling Tour

★★★★★★★★★★4.9 · 46 reviews · 5 hours · from $269

Paddle across Kailua Bay with a certified lifeguard guide, land on Moku Nui, snorkel near turtle feeding grounds, and enjoy lunch by the sea. Guides such as Tupre, Ben, and Tommy add local stories and patient coaching, while the small eight-person group keeps the day personal.

“Great activity, highly recommend for anyone looking to get a guided experience for the Na Mokulua islands. We were lucky enough to be visited by a hawaiian monk seal and I kayaked right past a sea turtle on our way out!”

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Koʻolau Distillery Whiskey Tour in Kailua, Hawai'i - From Koʻolau Mountain foothills to Old Pali Road Whiskey
Kailua and Windward Coast Tours, Tour Reviews, Tours

Koʻolau Distillery Whiskey Tour in Kailua, Hawai’i

10.Koʻolau Distillery Whiskey Tour in Kailua, Hawai’i

★★★★★★★★★★5.0 · 30 reviews · 1 hour (approx.) · from $25Best value

At Koʻolau Distillery in Kailua, you’ll follow whiskey from mashing and fermentation through distilling, aging, and bottling. A guide such as Chico explains the process and tasting method before samples are served. The visit ends with shopping for limited-batch spirits and souvenirs.

“This was a fun experience to be able to bottle your own alcohol. Our group appreciated that they taught us how to taste the different flavor profiles in the drinks we tried. The following day we went to a coffee tasting and they didn’t teach us how to taste, smell with your mouth open, leave it in your mouth for a moment and breath through your nose. We were able to utilize that in our coffee tasting and it made such a difference. Not only loved learning how it is processed but we learned a new skill that can be used in many other applications.”

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Kailua Stand Up Paddle Boarding Lesson - Learning to stand at Kailua Beach Park
Canoes & Kayaks, Kailua and Windward Coast Tours, Oahu Stand-Up Paddleboarding, Tour Reviews, Workshops

Kailua Stand Up Paddle Boarding Lesson

11.Kailua Stand Up Paddle Boarding Lesson

★★★★★★★★★★5.0 · 26 reviews · 5 hours (approx.) · from $110

Spend about five hours learning stand-up paddleboarding in Kailua with a small group of up to eight people. Guides such as Tomo and Riki help first-timers launch, paddle toward Popo’ia Flat Island, enjoy snacks and water, and take photos along the way.

“Stand-up paddleboarding turned out to be much harder than I expected, but my guide, Tomo, was incredibly adaptive and made the whole experience fun and enjoyable. He was patient, adjusted to my skill level, and tailored the experience to my preferences. We paddled out to a small island and enjoyed beautiful views and wildlife along the way, and he also shared lots of interesting stories and local insights about Kailua. It was a fun first-time paddleboarding experience, and I’d definitely recommend it to anyone thinking about giving it a try.”

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Oahu: Kailua Guided Kayak Excursion with Lunch - Getting ready at Kailua Beach Adventures
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Oahu: Kailua Guided Kayak Excursion with Lunch

12.Kailua Guided Kayak Excursion with Lunch

★★★★★★★★★★4.8 · 19 reviews · 2h 30m · from $196

Paddle calm Kailua waters with an English-speaking guide, visit nesting seabirds on Popoi’a Island, explore tide pools, look for green sea turtles, and collect marine plastics. The $196 price also includes lunch, parking, snorkel gear, bikes, beach chairs, and full-day access to Kailua Beach Adventures facilities.

“It was wonderful, and that’s a lot thanks to Topre! He was a very friendly, adaptable and fun to be around guide.”

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Oahu: Kaneohe Self-Guided Sandbar Kayaking Experience - Choosing between Waiahole and the harbor
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Oahu: Kaneohe Self-Guided Sandbar Kayaking Experience

13.Kaneohe Self-Guided Sandbar Kayaking Experience

★★★★★★★★★★4.3 · 17 reviews · 4 hours - 570 minutes · from $96

Pick up a kayak in Kailua, learn how to secure it to a four-door car, then choose a longer reef route from Waiahole or a shorter harbor launch. Paddle to Kaneohe Sandbar, snorkel near coral, and keep your kayak close with the provided leash.

“Personnel très gentil et professionnel qui aide à mettre le canoë sur le véhicule. Matériel de bonne qualité, nous avons pu aller sur le banc de sable dans la baie, faire de la plongée à plusieurs endroits et voir des tortues, c’était magnifique ! Je recommande !!”

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Northshore,Kailua,or Honolulu's Private Grand Circle Island Tour - North Shore: turtles, shrimp, and Haleiwa
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Northshore,Kailua,or Honolulu’s Private Grand Circle Island Tour

14.Northshore,Kailua,or Honolulu’s Private Grand Circle Island Tour

★★★★★★★★★★4.5 · 12 reviews · 5 hours (approx.)

Ride in a private, air-conditioned Lincoln Navigator with guide Ken for a five-hour Oahu outing. Choose a North Shore route with turtles and garlic shrimp, a Honolulu route with Diamond Head and Iolani Palace, or a Kailua route with Lanikai Beach, chocolate, and malasadas.

“We had an enjoyable time on the tour. The tour guide/ bus driver was amazing. He was informative and humorous. The booking agency on the other hand, did not give the correct information in regard to the tour. Initially I thought the tour was for a scheduled amount of time that according to the website info would allow for additional thing to be added to the day's itinerary. This turned out to be inaccurate ultimately causing a conflict in booking for an activity that the only way that could be accomplished would be if we left the tour. This eventually made me hire an Uber costing additional funds above and…”

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Half-Day Kaneohe Bay Sandbar Self-Guided Kayaking Experience - Starting from Hamakua Drive and He’eia Kea
Canoes & Kayaks, Guided, Half-Day, Kailua and Windward Coast Tours, Oahu Kayak Tours, Self-Guided Tours, Tour Reviews

Half-Day Kaneohe Bay Sandbar Self-Guided Kayaking Experience

15.Half-Day Kaneohe Bay Sandbar Self-Guided Kayaking Experience

★★★★★★★★★★4.5 · 12 reviews · 4 hours (approx.) · from $96

You’ll paddle a tandem sit-on-top kayak from the Hamakua Drive area toward Ahu’olaka, the Kaneohe Sandbar, a broad white ridge exposed at low tide. Active Oahu Tours supplies life vests, a dry bag, snorkel gear, fins, and an anchor. The route takes about 45 minutes each way.

“We debated among several options for kayaking in Oahu, and we were so glad that we went with Active Oahu Tours! Such a friendly and supportive staff, clear instructions, and high-end kayak/gears. We made great memories on the sandbar and would 10/10 recommend.”

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New in Kailua and Windward Coast Tours

★ 5.0Discover Popoia Island and Kailua Bay by Kayak Guided TourFrom $1693 reviews
★ 3.5Mokulua Islands Self-Guided Kayak AdventureFrom $823 reviews
★ 5.0Surf or Kayak or Standup Paddle board in Lanikai, Kailua, OahuFrom $743 reviews
★ 5.0Lanikai to Mokulua islands Stand Up Paddle Board TourFrom $4003 reviews
★ 5.0Kaneohe Bay Coral Reef Kayaking RentalFrom $855 reviews

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