Kauai Luxury & Special Occasions

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Kauai Activities

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Private Kauaʻi Helicopter Experience: Doors-Off ALL WINDOW SEATS
5.0 (458)

Private Kauaʻi Helicopter Experience: Doors-Off ALL WINDOW SEATS

Take a PRIVATE helicopter ride on Kauaʻi and view Manawaiopuna "Jurassic" Falls, deep colorful gorges of the Waimea Canyon, captivating cliffs of the Nāpali Coast,...

55 minutes • Free Cancellation
5.0 (458)
from
$384
Ni'ihau and Na Pali Coast Snorkel Boat Tour
Likely to Sell Out
Likely to Sell Out
4.8 (435)

Ni'ihau and Na Pali Coast Snorkel Boat Tour

Go big or go home on one of the most ambitious tours Kauai has to offer—a 90-mile ocean adventure up the Napali Coast and across...

8 hours • Free Cancellation
4.8 (435)
from
$361
Kauai: Whale Watch Cocktail Tour aboard 'Imiloa
4.8 (411)

Kauai: Whale Watch Cocktail Tour aboard 'Imiloa

Hop aboard ‘Imiloa, our Express Catamaran as your captain & crew take you along Kauai’s south shore to find the gentle giants of the sea....

2 hours • Free Cancellation
4.8 (411)
from
$136
60-Minute Doors-Off MD500 KAUAI HELICOPTER ADVENTURE
Likely to Sell Out
Likely to Sell Out
4.9 (402)

60-Minute Doors-Off MD500 KAUAI HELICOPTER ADVENTURE

Experience the thrill of a lifetime with our Doors-Off helicopter tour over breathtaking Kauai. On this exhilarating adventure, our knowledgeable and skilled pilots share insightful...

2 to 3 hours • Hotel pickup offered • Free Cancellation
4.9 (402)
from
$460
Kauai' Exclusive Helicopter Tour: JURASSIC CANYON LANDING
4.9 (373)

Kauai' Exclusive Helicopter Tour: JURASSIC CANYON LANDING

We are the only helicopter company with landing privileges at the private Olokele Canyon landing. Guest get to stop over and take pictures agains one...

1 hour 30 minutes • Free Cancellation
4.9 (373)
from
$396
Winter Whale Watching Adventure in Kauai
4.8 (347)

Winter Whale Watching Adventure in Kauai

Our Super Rafts, Kauai Voyager 1 and 2 are perfectly suited for whale watching with great comfort including a full restroom, unobstructed views, and speed...

2 hours • Free Cancellation
4.8 (347)
from
$137
Kauai: Deluxe Na Pali Sunset Snorkel Cruise aboard Lucky Lady
4.8 (340)

Kauai: Deluxe Na Pali Sunset Snorkel Cruise aboard Lucky Lady

During our Summer months, join us on a Sunset Tour to the spectacular Na Pali coast aboard our Catamaran, Lucky Lady which features a swim...

5 hours 30 minutes • Free Cancellation
4.8 (340)
from
$234
Walking Food Tour Exploring Hanalei
4.8 (299)

Walking Food Tour Exploring Hanalei

Enjoy culinary delight's while we sample the best of the north shore restaurants. Join us on Kauai as we explore Hanalei, known for it's cascading...

1 to 2 hours • Free Cancellation
4.8 (299)
from
$136
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
Private Waimea Canyon Tour
5.0 (216)

Private Waimea Canyon Tour

On your private tour of Kauai, you'll see the magnificent Waimea Canyon and places the big bus tours can't take you to. You'll enjoy great...

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (216)
from
$142
Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes
5.0 (202)

Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Lihue, Kauai to Honolulu on Oahu for...

14 hours • Free Cancellation
5.0 (202)
from
$654
Kauai's Legends, Waterfalls & Geysers-Small Group Tour
5.0 (198)

Kauai's Legends, Waterfalls & Geysers-Small Group Tour

The Kauai Legends, waterfalls and geysers is a perfect mix of stunning natural sites and story telling. Take the day off from driving, and relax...

6 hours • Free Cancellation
5.0 (198)
from
$210
Air Kauai: Ohana (doors-ON) Helicopter Tour
4.9 (197)

Air Kauai: Ohana (doors-ON) Helicopter Tour

Doors-On Views of Kauai from the sky with the original Air Kauai! 30+ Years of Flawless Safety | Local Pilots | People Over Profits Our...

45 minutes • Free Cancellation
4.9 (197)
from
$349
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
Poipu and Koloa E-Bike Scenic Tour
5.0 (176)

Poipu and Koloa E-Bike Scenic Tour

Beat the heat and traffic with an early morning start to your vacation with this ACTIVE and FUN morning scenic ebike tour! The ebikes are...

2 to 3 hours • Free Cancellation
5.0 (176)
from
$167
Kauai Canyon Explorer: Private Tour Featuring Waimea & Kokee
5.0 (150)

Kauai Canyon Explorer: Private Tour Featuring Waimea & Kokee

Our tours are lead by a small local family owned business with over 20 years of experience in the field. This is not your ordinary...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (150)
from
$315

Frequently Asked Questions

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

Recent activity reviews
Unique!!!
New York City
Private Kauaʻi Helicopter Experience: Doors-Off ALL WINDOW SEATS
405alexandrat, Sep 2026
Unique!!!
I can highly recommend a flight like that. It is an absolutely unique experience—especially on Kauai. The scenery is stunning; there is no other way to experience it quite like this. The price is high, admittedly, but we flew for a full hour, so it is definitely justified. You really have the flight all to yourself or your loved ones—no other passengers. That was one of the reasons I chose to fly with this company. Everyone had a window seat, and no one had to squeeze into a middle seat. The pilot was really nice and kept explaining where we were and what was special about the place. The booking process was super easy and very friendly. Flying without doors is absolutely amazing. It’s really windy, but I loved the feeling of sensing everything, and the photos turn out much better than they do from behind glass. My family and I won't soon forget this experience. It was unique!
Read more
Trip Highlight
New York City
60-Minute Doors-Off MD500 KAUAI HELICOPTER ADVENTURE
Elias_H, Sep 2026
Trip Highlight
Gives a great overview over most of the island. Including places that otherwise would be hard to visit or see.
Read more
Great tour and adventure of the Big Island
New York City
Private Kauaʻi Helicopter Experience: Doors-Off ALL WINDOW SEATS
bradtN5970DM, Sep 2026
Great tour and adventure of the Big Island
Excellent tour - our pilot was Lance who was a fantastic pilot and tour guide. Lance highlighted all the history and environment of big island of Hawaii. We really enjoyed it and would thoroughly recommend anyone thinking about a helicopter tour or a tour to consider Mauna Loa helicopters as a great way to explore the big island and see all the sites and sounds in an efficient manner with a great company and great tour guide.
Read more
Amazing
New York City
Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes
Venture62931799066, Sep 2026
Amazing
Rey was great, informative and made the experience memorable.
Read more
Kimoke’o
New York City
Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes
christophermF8934JB, Sep 2026
Kimoke’o
We had an amazing experience on our Pearl Harbor tour, and our tour guide/bus driver made the entire day even better! He was incredibly knowledgeable, friendly, funny, and made the ride just as enjoyable as the tour itself. You could tell he genuinely cared about giving everyone a great experience while also showing the respect and appreciation that Pearl Harbor deserves.He kept us entertained, shared so much interesting history and local knowledge, and made everything easy and stress-free from start to finish. It was one of the highlights of our trip to Hawaii, and we couldn’t have asked for a better guide. Highly recommend this tour, and especially our awesome driver/guide! Mahalo for making the day so memorable! 🌺🤙
Read more
Amazing Food Day in Hanalei with Max!
New York City
Walking Food Tour Exploring Hanalei
slittenca, Sep 2026
Amazing Food Day in Hanalei with Max!
A must! Max shares the history of the local area while indulging in Hawaii special dishes! We will definitely be back to catch up with Max again!
Read more
Breathtaking
New York City
60-Minute Doors-Off MD500 KAUAI HELICOPTER ADVENTURE
Shannon_H, Sep 2026
Breathtaking
Mario and Freddy are AMAZING! Mario definitely knows how to fly that helicopter ! I loved going into the crater of the mountain to see the waterfalls up close ! BREATH TAKING 10000% recommend to anyone who has the pleasure of taking a ride in the sky 🙌🏼👁️✌🏼
Read more
Good Time Despite Conditions
New York City
Ni’ihau and Na Pali Coast Snorkel Boat Tour
ChaChaDad, Sep 2026
Good Time Despite Conditions
This was our 4th trip over the years with Holoholo and we enjoyed the trip. The weather impacted our ability to travel to Ni’ihau, so we were able to travel farther up the Na Pali coast; we were given a 20 % discount upon our return due to the travel adjustments. The weather was windy and the ride was choppy heading into the wind but smooth coming back down with the wind. We saw several pods of spinning dolphins. Drew was our captain and did a great job describing the scenery. Noah was excellent at making sure everyone was waited on. Lexi and Kamala also provided good service.
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
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
Great Day on the Water
New York City
Ni’ihau and Na Pali Coast Snorkel Boat Tour
KellieBliss, Aug 2026
Great Day on the Water
This was an adventure that was well prepared for with a crew that was in sync with each other and the guests. This full-day on the water is not for everyone but those that can handle the potential rough waters to get to the amazing snorkeling spot at Nihau. The boat made the trip fun and enjoyable - I would not want to be in one of those rubber boats on these seas. We spent an hour snorkeling and another hour admiring the Napali Coastline. There's covered and uncovered areas to sit and the crew is incredibly helpful to each and every guest. I especially liked how the crew proactively took pictures of the guests along the Napali Coast - they were great. Highly reco Holoholo Charters and this trip if you want something you will never forget.
Read more
Lori and Gene are...
New York City
Poipu and Koloa E-Bike Scenic Tour
Luke_F, Aug 2026
Lori and Gene are...
Lori and Gene are fantastic. Great overall experience. Easy to find meetings place and great history of the island.
Read more
Professional and friendly...
New York City
Air Kauai: Ohana (doors-ON) Helicopter Tour
Heather_F, Aug 2026
Professional and friendly...
Professional and friendly business. Steve was our pilot and he was so funny and knowledgeable. Incredible experience seeing the island this way as soon as we landed.
Read more
The crew (Jake, Lauren,...
New York City
Kauai: Deluxe Na Pali Sunset Snorkel Cruise aboard Lucky Lady
Kennedie_O, Aug 2026
The crew (Jake, Lauren,...
The crew (Jake, Lauren, Chad) were so nice and super fun to be on the boat with. They made the cruise so fun and checked on us throughout the entire trip and made sure we got the best pictures, had drinks and served us a great dinner. We've been on several cruises between all the islands and I think this was by far the best one. The captain, Evan was super cool too and knew so much about the Hawaiian culture and history. His music was good too and my family could not have had a better time! I would recommend this excursion to anyone coming to Kauai!
Read more
Live narration as we traveled through Poipu
New York City
Poipu and Koloa E-Bike Scenic Tour
Darrin_L, Aug 2026
Live narration as we traveled through Poipu
Our tour was lead by the owners, Lori and Eugene. We were greeted at the meeting point where the e-bikes were prepped. Because my wife and I completed our waivers ahead of time, all that was left to do was get on our bikes and start the tour. Lori lead the way and ensured all the guests were familiarized with the technical use of the bikes. As we traveled, she used a radio transmitter to speak to all seven of the guests whose bikes were equipped with wireless speakers. It was a huge plus to receive the historical background of the different sites in real time as we encountered them with wheels rolling. There were several stops that allowed everyone to rest a bit, get a snack, and use the restroom. At each stop, Eugene and Lori presented local knowledge like seasoned team teachers. They did a nice job complementing one another, picking up where the other left off. The 3-hour tour was just the right amount of time to get a feel of Poipu and the surrounding area.
Read more
Best crew ever
New York City
Kauai: Deluxe Na Pali Sunset Snorkel Cruise aboard Lucky Lady
heathere49, Aug 2026
Best crew ever
I was beyond impressed with how attentive, kind, and compassionate the crew was on the lucky lady sunset snorkel tour. I chose the bigger catamaran tour rather than the smaller boats due to my tendency towards sea sickness. I took plenty of Dramamine and used the wrist bands which did the trick for me. Unfortunately many people were very ill due to the winds creating high waves, which I might note are supposedly worse in winter. The crew was on top of their needs, ready with buckets, ginger ale and lots of compassion. They made sure all passengers had the food and drinks they needed, helped with carrying food from the delicious dinner taco bar and picked up all the trash so it didn't blow off the boat. They never stopped moving!! The cruise itself was amazing with the breathtaking views. The captain stopped at the sea caves and dipped the front of the boat in the waterfalls which my daughter loved. The captain made sure to tell us interesting and fun comments about the area and towns as we passed them. The snorkeling was ok, we have snorkeled in areas where we have seen more fish. This was by far the best views, food and crew we have ever had around the world in a snorkel boat trip. Thank you.
Read more
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