Kauai Luxury & Special Occasions

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Kauai Activities

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6-7 Hours Private Kauai's Hidden Gems Experience with Snacks
Likely to Sell Out
Likely to Sell Out
4.9 (44)

6-7 Hours Private Kauai's Hidden Gems Experience with Snacks

This tour is private and fully customizable - hike as much or as little as you want in the time we have. If you would...

6 to 7 hours • Free Cancellation
4.9 (44)
from
$980
Adventure Photography Session on Kauai
4.9 (44)

Adventure Photography Session on Kauai

Want to do something fun and exciting on your vacation? Well then, come join me for a fun photographic adventure here on Kauai? We have...

2 hours • Free Cancellation
4.9 (44)
from
$300
Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani
Likely to Sell Out
Likely to Sell Out
4.8 (42)

Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani

LADY KAILANI LUXURY 65 ft. dual engine catamaran 1 USCG licensed captain 3 crew members Spacious decks with 360° ocean views Padded seating and dining...

4 hours 30 minutes • Free Cancellation
4.8 (42)
from
$261
Private Kauai North Shore Tour
5.0 (39)

Private Kauai North Shore Tour

This full-day private tour of Kauai’s north shore starts with a visit to Wailua Falls, one of the Garden Isle's most famous natural sights. With...

7 hours • Hotel pickup offered • Free Cancellation
5.0 (39)
from
$142
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
Pick and Taste Tropical Fruit
4.9 (33)

Pick and Taste Tropical Fruit

Kauai's #1 fruit tasting tour. Pick and Taste the largest selection of exotic tropical fruits directly from the orchard trees on Kauai's largest and most...

2 hours • Free Cancellation
4.9 (33)
from
$119
Kauai Island Tour : Journey to Waimea Canyon & More Highlights
4.8 (32)

Kauai Island Tour : Journey to Waimea Canyon & More Highlights

If you are on a cruise ship this is perfect for your family or group. We will wait for you to disembark as long as...

7 hours
4.8 (32)
from
$190
Kauai Island Private Guided Tour-Waimea Canyon from Lihue/Kapaa
5.0 (20)

Kauai Island Private Guided Tour-Waimea Canyon from Lihue/Kapaa

Explore Kauai with a luxury private tour tailored just for you and your loved ones. Enjoy complete privacy and a personalized experience. As a female-owned...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$1,095
Private Kauai Eastside Waterfalls & Local Grinds
5.0 (16)

Private Kauai Eastside Waterfalls & Local Grinds

The 5.5 hour Private Kauai Eastside Waterfalls and Local Grinds tour is a perfect mix of beautiful natural sites, history & local food tasting. This...

5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$199
Kauai: Heart of the Island Doors-Off Helicopter Tour
4.8 (16)

Kauai: Heart of the Island Doors-Off Helicopter Tour

Experience the stunning beauty of Waialeale, Kauai from above on a thrilling Doors-Off helicopter tour. Fly into the heart of the island and witness the...

18 minutes • Free Cancellation
4.8 (16)
from
$221
Kauai Private Guided Tour to Waimea Canyon from Nawiliwili
5.0 (14)

Kauai Private Guided Tour to Waimea Canyon from Nawiliwili

Explore Kauai with a luxury private tour tailored just for you and your loved ones, with convenient pickup right from your cruise ship at Nawiliwili...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (14)
from
$200
Private Na Pali Coast Tour
5.0 (13)

Private Na Pali Coast Tour

We are one of the few companies who offer affordable private charter rates! Our 28 foot boat is big enough to comfortably fit 6 people...

5 hours • Free Cancellation
5.0 (13)
from
$2,700
North Shore Kauai Self-Guided Audio Tour
5.0 (13)

North Shore Kauai Self-Guided Audio Tour

Explore Kauai's scenic north shore with Shaka Guide and visit the beautiful beaches, gorgeous hiking trails and even a hidden waterfall. You will love the...

2 days • Free Cancellation
5.0 (13)
from
$20
Become a Fairy Princess for the day
4.9 (13)

Become a Fairy Princess for the day

A true adventure of a lifetime! Allow our photographers at portraitnani to take you back in time where magic and fantasy ruled the world. Did...

1 hour • Free Cancellation
4.9 (13)
from
$400
Kauai Island Private Guided Tour-Waimea Canyon from Poipu/Koloa
5.0 (11)

Kauai Island Private Guided Tour-Waimea Canyon from Poipu/Koloa

Explore Kauai with a luxury private tour tailored just for you and your loved ones. Enjoy complete privacy and a personalized experience. As a female-owned...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (11)
from
$1,085
Poipu Sea Kayak Tour: Turtle, Dolphins and Snorkel
5.0 (6)

Poipu Sea Kayak Tour: Turtle, Dolphins and Snorkel

From Po'ipu, winter paddle and snorkel, the same canoe paths of old taken by early Polynesians and whaling captains....

7 hours • Free Cancellation
5.0 (6)
from
$269

Frequently Asked Questions

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

Recent activity reviews
Tasting a variety of tropical fruit
New York City
Pick and Taste Tropical Fruit
dondR4336IA, Sep 2026
Tasting a variety of tropical fruit
A stroll through a tropical orchard with stops at trees with ripe fruit. Our guide was friendly and knowledgeable and gave us tastes of over 20 different fruits. Don't eat before this activity!
Read more
Outstanding Tour!
New York City
Kauai: Heart of the Island Doors-Off Helicopter Tour
ruthvH2034LQ, Sep 2026
Outstanding Tour!
This tour did not disappoint!! This was the highlight of our two weeks on three islands in Hawaii!! We felt comfortable the entire time. The views were just amazing!
Read more
Lady Kailani sunset cruise
New York City
Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani
324cliffordr, Sep 2026
Lady Kailani sunset cruise
Check off my bucket list! Such a wonderful sunset cruise! Really an adventure cruise! I felt like Moana riding the waves on the beautiful catamaran Lady Kailani! Captain Kauai was an incredible captain maneuvering the boat, so close to the cliffs to be able to touch the waterfalls. Being a native of Hawaii, he had so many interesting stories to share. My husband and I were celebrating our 43rd anniversary and this will be a trip we remember forever. We had a little appetizer at the beginning of the cruise, which was delicious little raw vegetables including edamame with a dip. Dinner included chicken sauté sticks, mahi-mahi, mashed potatoes prepared the Hawaiian way, stirfry vegetables, and a nice salad. Dessert included delicious cookies, and Hawaiian butter mochi! Chefs kiss! The crew was so attentive and I could tell were happy to be with us and kept my Maitai filled! Would highly recommend this sunset cruise!
Read more
Sunset cruise
New York City
Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani
Jada_M, Sep 2026
Sunset cruise
Be strategic about your seat choice. You do not wear shoes. You may get wet. You don’t eat or are offered alcoholic beverages until later in the trip. It’s awesome! You learn a lot about the history of the Islands while taking spectacular views!
Read more
Kuaui day tour - island hopping
New York City
Kauai Island Tour : Journey to Waimea Canyon & More Highlights
RAJ_V, Sep 2026
Kuaui day tour - island hopping
It was a great trip, our guide Shanning was great. His sense of humor made the tour thru the Kauai island even more enjoyable.
Read more
I had the best time!!! I...
New York City
Pick and Taste Tropical Fruit
Leena_A, Sep 2026
I had the best time!!! I...
I had the best time!!! I came solo and it was an amazing experience definitely would recommend to everyone!!
Read more
Couldn’t Have Been Better!
New York City
Private Na Pali Coast Tour
Gail_K, Aug 2026
Couldn’t Have Been Better!
This is a great tour! The couple who operate the boat are phenomenal at every aspect of the tour. The dolphins were amazing, as was the scenery of the Napoli Coastline. Taking the boat inside the cave was especially cool. We had a three year old and a baby almost one. They both loved it too. Snacks and drinks a plenty were provided. Thank you Nick and Jesse!!
Read more
Dont miss Blue Hawaiian helicopter tours- incredible
New York City
Discover Kauai Helicopter Tour from Princeville
J6913IQjudym, Jul 2026
Dont miss Blue Hawaiian helicopter tours- incredible
Our pilot Alex was so amazing. Calm, experienced, intersting and kind. Everything happened smoothly, always with safety and comfort at the forefront. I have done many high quality excursions- this was defintetly the very best.
Read more
Fantastic ride
New York City
Kauai: Heart of the Island Doors-Off Helicopter Tour
Navigate559851, Jul 2026
Fantastic ride
Wonderful experience! An incredible way to see the beauty of the island.
Read more
Wonderful Tour
New York City
Kauai Private Guided Tour to Waimea Canyon from Nawiliwili
Karen_B, Jul 2026
Wonderful Tour
We had a great time. Our tour guide, Elizabeth, was very knowledgeable and the tour ran very smoothly. We were able to spend as much time as we wanted at the various sites. It was an incredible day.
Read more
Elizabeth was a great...
New York City
Kauai Private Guided Tour to Waimea Canyon from Nawiliwili
Cynthia_R, Jul 2026
Elizabeth was a great...
Elizabeth was a great guide. She is very knowledgeable on all there is to know about the island, and is a great communicator. The canyon was literally breathtaking!
Read more
First class all the way!...
New York City
Private Kauai Eastside Waterfalls & Local Grinds
Chris_S, Jul 2026
First class all the way!...
First class all the way! Communication was easy and responses were fast. Shasta was our guide and was knowledgeable and so friendly.
Read more
Best boat crew on the island!
New York City
Private Na Pali Coast Tour
chadgT3709YY, Jul 2026
Best boat crew on the island!
Incredible crew, very knowledgeable and easy to work with. The experience was flawless from start to finish. The price was fair, and they knew exactly where to go to capture breathtaking views of the Napali Coast, see waterfalls, and a whole pod of dolphins as well! I would not hesitate to book with them again next time I am on the island.
Read more
One of the...
New York City
Discover Kauai Helicopter Tour from Princeville
Alexander_A, Jun 2026
One of the...
One of the most extraordinary helicopter tours I have ever experienced. Definitely recommended.
Read more
Great way to see Waimea Canyon in Kauai
New York City
Kauai Island Private Guided Tour-Waimea Canyon from Poipu/Koloa
douglasbU661LF, Jun 2026
Great way to see Waimea Canyon in Kauai
My family and I had a wonderful day out in Kauai with our tour driver/guide Elizabeth. We were picked up on time. The vehicle was clean and comfortable. Elizabeth was a very knowledgeable and personable. She new the detailed history of the sites we were visiting, knew all the key photo op spots to stop at, knew the places to eat and to shop. It was a very enjoyable day and I would certainly book with her again and recommend her to anyone who asked me what to do in Kauai.
Read more
A day we will treasure
New York City
Kauai Island Private Guided Tour-Waimea Canyon from Lihue/Kapaa
ItchyfeetagainKent, Jun 2026
A day we will treasure
Elizabeth was exceptional and the Island Tour was the perfect way to start our trip. She was knowledgeable and brought so much heart and storytelling to the experience, helping us connect deeply with the rich history of Kauai. I loved hearing about the island’s gods and goddesses, while my husband and kids enjoyed learning about the nature, birds, flora, and fauna—and how everything is so beautifully interconnected. She was also incredibly flexible, adjusting parts of the tour to match our interests and making the whole day feel personalised and effortless. She was so patient with my tired teenager, which we really appreciated! The homemade banana bread was amazing and a real treat. She also took fantastic photos of us, which we’re so grateful for—we finally have great pictures together from our trip! We would highly recommend her to anyone looking for a memorable and meaningful private island tour.
Read more
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