Kauai Luxury & Special Occasions

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Kauai Activities

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Kauai Waimea Canyon & South Shore Excursion. Small Group
5.0 (136)

Kauai Waimea Canyon & South Shore Excursion. Small Group

Kick back in the comfort of our clean-air condition vehicles as we take you on a journey to enjoy the highlights of Kauai's South and...

6 hours 30 minutes • Free Cancellation
5.0 (136)
from
$235
Kauai Eastside Waterfalls & Local Grinds-Small Group Tour
5.0 (89)

Kauai Eastside Waterfalls & Local Grinds-Small Group Tour

The Kauai Waterfalls and Local Grinds is the perfect mix of stunning natural sites, history, local food tasting, and a dash of humor. We call...

5 hours 30 minutes • Free Cancellation
5.0 (89)
from
$195
Kauai Wailua Valley & Waterfalls Audio Driving Tour
4.4 (24)

Kauai Wailua Valley & Waterfalls Audio Driving Tour

Explore jungle forests and waterfalls while also connecting with the Hawaiian culture! This tour will take you on a trip back in time by visiting...

2 days • Free Cancellation
4.4 (24)
from
$20
Discover Kauai Helicopter Tour from Princeville
4.9 (35)

Discover Kauai Helicopter Tour from Princeville

Join us on an unforgettable, awe-inspiring aerial adventure over the Garden Isle of Kauai. You'll experience breathtaking Hanapepe Valley with sweeping views of the lush...

45 minutes • Free Cancellation
4.9 (35)
from
$579
Private Luxury Tour of Kauai: South & West Shores
4.7 (19)

Private Luxury Tour of Kauai: South & West Shores

See the Best of Kauai's south and west shores on this private tour! You'll have the flexibility to customize your itinerary with the help of...

6 hours • Hotel pickup offered • Free Cancellation
4.7 (19)
from
$299
Kauai: Na Pali Coast Power Catamaran
Likely to Sell Out
Likely to Sell Out
5.0 (753)

Kauai: Na Pali Coast Power Catamaran

We are a local, family-owned business dedicated to creating unforgettable small-group adventures along the stunning Nā Pali Coast. Our custom-built vessels are designed to combine...

4 hours 30 minutes • Free Cancellation
5.0 (753)
from
$275
Kauai Deluxe Sightseeing Flight
5.0 (2,324)

Kauai Deluxe Sightseeing Flight

Why has Wings Over Kauai remained one of the most popular tours on Cool Hawaii for the past 10 years? Amazing beauty combined with gentle...

1 hour 5 minutes • Free Cancellation
5.0 (2,324)
from
$159
Hanalei Bay Morning Kayak and Snorkel Tour
4.9 (615)

Hanalei Bay Morning Kayak and Snorkel Tour

Our Hawaiian family takes great pride in sharing Hanalei’s rich history and culture with you. Our ocean-river combo tour departs from our private dock and...

5 hours • Free Cancellation
4.9 (615)
from
$160
Air Kauai: DOORS-OFF Helicopter Adventure
4.9 (517)

Air Kauai: DOORS-OFF Helicopter Adventure

Unleash Your Inner Adventurer: Doors-Off Adventure Tour 30+ Years of Flawless Safety | Local Pilots | People Over Profits For thrill-seekers and adventurers aged 10...

50 minutes • Free Cancellation
4.9 (517)
from
$402
Kauai Napali Coast Boat Tour and Snorkeling
Likely to Sell Out
Likely to Sell Out
5.0 (223)

Kauai Napali Coast Boat Tour and Snorkeling

We have been operating our tours for over 39 years. We custom built our vessels to provide you with the ideal touring vessel for our...

5 hours • Free Cancellation
5.0 (223)
from
$215
Kauai Deluxe Waterfall Safari: Helicopter Tour
4.9 (911)

Kauai Deluxe Waterfall Safari: Helicopter Tour

Experience the view from above in the comfort of a state-of-the-art helicopter in this approximately 60 minute tour covering over 100 miles of amazing Kauai...

55 minutes • Free Cancellation
4.9 (911)
from
$336
Kauai Cessna Private Air Tour
Likely to Sell Out
Likely to Sell Out
4.9 (121)

Kauai Cessna Private Air Tour

Enjoy this amazing landscape without the crowd, a perfect private tour for two.  Soar over Kauai's breathtaking mountains and waterfalls and discover a new side...

1 hour 5 minutes • Free Cancellation
4.9 (121)
from
$189
Private Waterfalls Hike and Swim in Lihue
4.9 (114)

Private Waterfalls Hike and Swim in Lihue

This 1.5-2 hour guided tour takes place on the private property that overlooks the Hule’ia watershed and Ha’upu Mountain range and has two private secret...

90 to 120 minutes • Free Cancellation
4.9 (114)
from
$93
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
4.8 (116)

Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani

LUXURY "LADY KAILANI" Like no other vessel on Island 65 ft. dual engine catamaran 1 USCG licensed captain 3 crew members Spacious decks with 360°...

5 hours • Free Cancellation
4.8 (116)
from
$261
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (96)

Private Na Pali Coast Boat Charter 4.5 Hour Adventure

Experience the Na Pali Coast on a private 4.5-hour adventure built exclusively for your group. Blast along towering cliffs, explore sea caves, and take in...

4 hours 30 minutes • Free Cancellation
5.0 (96)
from
$4,396
FUV Self Guided Island Adventure Tour
4.9 (185)

FUV Self Guided Island Adventure Tour

The FUV isn't just a mode of transportation; it's a lifestyle. Imagine the convenience of zipping through the city, enjoying the open air, and relishing...

4 hours • Free Cancellation
4.9 (185)
from
$340

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
Beautiful scenic tour
New York City
Kauai Deluxe Sightseeing Flight
K489KAamyr, Sep 2026
Beautiful scenic tour
Our tour operator Travis was an amazing guide! We flew over so many beautiful parts of the island like Waimea Canyon, the Na’Pali coast, sea caves and so many waterfalls!! We also learned a lot about the history of Kauai. I’d highly recommend booking!
Read more
Unique!!!
New York City
Kauai: Na Pali Coast Power Catamaran
405alexandrat, Sep 2026
Unique!!!
It was a fantastic and eventful excursion. We took the 8 a.m. tour. The meeting point was easy to find, and the guide was already waiting for us. There were 12 other guests on board with us. We saw dolphins right at the start of the trip. The captain put a lot of effort into finding them, and it was simply breathtaking. Seeing the animals in action—swimming alongside the boat, jumping, and leaping—was a truly unique experience. Seeing Kauai’s natural beauty from the water is phenomenal—the mountains, the coastlines, the beaches, and the blue water. We visited several caves, and we even went inside one. It was incredible! We also had the opportunity to go snorkeling. Unfortunately, we didn't see that many fish, and the turtle only appeared once everyone was already back on board. Still, it was great to swim in the sea there. I can highly recommend the tour. You are well looked after, and it’s fun being on board. The price is relatively high, admittedly, but you really are out and about for 4–5 hours. The captain and her colleague (Brian) were very friendly.
Read more
Amazing Views
New York City
Kauai Deluxe Waterfall Safari: Helicopter Tour
sammyc774, Sep 2026
Amazing Views
This trip was amazing. Truly breathtaking views. Our pilot, Ross, was extremely informative and I felt safe the entire time. It was cool to see all over the island. I also applaud the company for pushing forward with the tours even though the hurricane went through a few days ago. Would definitely recommend.
Read more
FABULOUS TOUR
New York City
Kauai: Na Pali Coast Power Catamaran
renatew2023, Sep 2026
FABULOUS TOUR
We had a fabulous tour with Jackson and Colleen, both exceptional nice and experienced guides! Very good explanation on what is to be seen as well as historical background to the Valleys and trails along the Na Pali Coast line. Trip was very good: little wind, little waves and therefore we got lucky and saw a huge pod of spinner dolphins and with snorkeling several fairly large turtles as well. Booked this because we couldn't book the helicopter flight and it turned out that this tour here was the far better deal and experience! We enjoyed every minute!
Read more
Book the tour
New York City
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
O1992AOashleyc, Sep 2026
Book the tour
Jacky and Lynn were amazing! We did a tour with this company 10 years ago and it was just as good as we remembered. The captains made sure they found dolphins for us and when our youngest daughter wasn't feeling well, were quick with snacks and sprite.
Read more
The Beautiful Na Pali Coast
New York City
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
Terry_O, Sep 2026
The Beautiful Na Pali Coast
The tour was fantastic. The Na Pali Coast is one of the most beautiful places on this planet. Our Captain & crew took fantastic care of us. The Capt. was very informative about the local history, and Hawaiin legends. Very interesting. We got to see dolphins three different times thoughout the tour. The snorkeling was great. The food was so good that I over ate. Yum! It was a wonderful tour.
Read more
Put it on your must do list
New York City
Kauai Deluxe Sightseeing Flight
Antoinette_K, Sep 2026
Put it on your must do list
Marcus gave an exceptional narration and answered all of our questions. This is an outstanding way to "see the island". The seating was roomy enough and we always felt at ease. We got to see parts of the island we couldn't see on our own. We will do it again next time. Aloha my friends
Read more
Our guide Allen was very...
New York City
Kauai Waimea Canyon & South Shore Excursion. Small Group
Eddie_M, Sep 2026
Our guide Allen was very...
Our guide Allen was very nice with lots of info about the island. It was nice to go with a guide and see the things without getting lost on our own.
Read more
Napali with the best company
New York City
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
110kalinh, Sep 2026
Napali with the best company
Such an incredible afternoon on the water. Brian and Captain Jane were so good and communication and safety. We rode up the coast and stopped for snorkeling on the way back. With the coast we got to go inside a few of the ocean caves and that was really unique and fun. Then we got a great view of the cliffs in several spots, they stopped in front of the cathedrals and took pictures for everyone. After snorkeling, they had fresh cut pineapple and drinks and snacks for us to enjoy. They shared so many stories and quality information. Fantastic time!
Read more
Great trip
New York City
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
Camper22791248838, Sep 2026
Great trip
Really very beautiful, one of the most beautiful catamaran trips, the scenery is breathtaking and we saw lots of dolphins. I recommend 100%.
Read more
Wonderful 3 part tour--Kayaking, Snorkeling, and Lunch on the Beach.
New York City
Hanalei Bay Morning Kayak and Snorkel Tour
deborahpJ5050RZ, Sep 2026
Wonderful 3 part tour--Kayaking, Snorkeling, and Lunch on the Beach.
My kids and grandkids took this tour and absolutely loved it and would do it again. They were thrilled with the helpful guide and thoroughly enjoyed the Kayaking experience.Their favorite part was the snorkeling and seeing so many fish. Lunch on the beach was also a wonderful, relaxing treat for them. Thanks so much!! Outstanding tour!
Read more
Don’t pass this up if you have time, it is well worth it.
New York City
FUV Self Guided Island Adventure Tour
Claudia_W, Sep 2026
Don’t pass this up if you have time, it is well worth it.
Wonderful experience. I enjoyed the ride, the stops and the weather was perfect. I would do it again
Read more
Amazing !!!!!!!
New York City
Kauai Cessna Private Air Tour
David_G, Sep 2026
Amazing !!!!!!!
Amazing !!!! Weather fully cooperated for our flight, clouds were above all that we wanted to view, sun was shining making post card views, rains previous day provided water for many more waterfalls to seeTy our pilot was skillful, professional, and very knowledgeable about the area and sights
Read more
Great Experience
New York City
Kauai Cessna Private Air Tour
Vincent_T, Sep 2026
Great Experience
Wonderful experience. Our pilot was exceptional throughout the flight. Great to view Kauai from the sky. Highly recommend.
Read more
Exhilarating & 💯 Breathtaking
New York City
FUV Self Guided Island Adventure Tour
William_B, Sep 2026
Exhilarating & 💯 Breathtaking
My wife and I aren’t much for shopping or swimming, but put us on an FUV and we’re having a blast instantly!! The FUV is simple to operate and the instructor does a good job making sure you understand. After a quick couple laps we were off to see the beautiful island. Following the guide is basic and the stops breathtaking. Although we didn’t stop to shop at any of the cool local stores or swim the beautiful beaches, my wife and I had the best time…. In fact I’d say it was the most fun of all of the activities we’ve done on the island!
Read more
An Amazing Local Kauaʻi Experience!
New York City
Kauai Eastside Waterfalls & Local Grinds-Small Group Tour
359melissah, Sep 2026
An Amazing Local Kauaʻi Experience!
I cannot say enough wonderful things about Shasta and this family owned tour company. This was truly a top notch experience from beginning to end.Shasta is a local, and that made our tour feel so much more special. She shared beautiful places around Kauaʻi that felt like the kinds of places only locals would know. We weren’t simply sightseeing. We felt like we were getting to experience the island through someone who genuinely loves it and knows it so well.One of our stops was the beautiful Wailua Falls, and if you have the opportunity while you’re there, I hope you also get to meet Makepa B, the Lauhala Man. He was such a special person to meet and talk with and added another wonderful memory to our day. I thoroughly recommend taking the time to visit with him. You can also purchase a beautiful handmade keepsake to bring home, which makes the experience even more special.Shasta also took us to a wonderful local spot where we enjoyed fresh sugar cane and smoothies made with incredibly fresh ingredients. These little local experiences were some of my favorite parts of the day because they made the tour feel so authentic. It felt like we were getting a glimpse of the real Kauaʻi rather than just visiting the usual tourist stops.Because this was a small group island waterfall tour, we received such wonderful personal attention. Shasta was lovely, knowledgeable, fun, and incredibly helpful. We all had such a great time with her.What impressed me even more was how much she genuinely cared about us. I needed to get to the airport on time after the tour, and Shasta went out of her way to make sure I got there, personally dropping me off. That kind of kindness and customer service is something you don’t forget.Between the waterfalls, the beautiful scenery, the local experiences, and Shasta’s personal attention, this was such a special way to experience Kauaʻi. I would 100% recommend this family owned company and Shasta to anyone visiting the island.We had so much fun, made some wonderful memories, and I would book this tour again without hesitation! 🌺🌴
Read more
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