Kauai Cruises, Sailing & Water Tours

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Kauai Activities

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Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai
5.0 (149)

Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai

Embark on the ultimate summer adventure: a thrilling Zodiac raft tour to Kauai’s Na Pali Coast Sea Caves, available May 17 –September 20. Enjoy a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (149)
from
$235
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
4.8 (114)

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
5 hours • Free Cancellation
5 hours • Free Cancellation
4.8 (114)
from
$261
Hanalei Bay PM Kayak & Snorkel in Kauai
Likely to Sell Out
Likely to Sell Out
4.9 (102)

Hanalei Bay PM Kayak & Snorkel in Kauai

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 in...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (102)
from
$145
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (95)

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
4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (95)
from
$4,396
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
4.8 (95)

Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour

Unique and personal zodiac snorkeling adventure on Kauai’s stunning NaPali Coast. Guided snorkeling, coastline and sea cave touring (when conditions are right) with spectacular views,...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.8 (95)
from
$257
Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani
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 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
4.8 (42)
from
$261
Premium Afternoon Scuba Charter for All Certified Diver Levels
4.9 (32)

Premium Afternoon Scuba Charter for All Certified Diver Levels

Our afternoon tours cater to all levels of certified divers, and our award-winning dive staff will ensure that the dive sites we visit have low...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (32)
from
$270
Private Na Pali Coast Tour
Likely to Sell Out
Likely to Sell Out
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 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (13)
from
$2,700
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
7 hours • Free Cancellation
7 hours • Free Cancellation
5.0 (6)
from
$269
Catamaran Private Charter of NaPali Coast on Kauai
5.0 (1)

Catamaran Private Charter of NaPali Coast on Kauai

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

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$3,400
Kalapaki Kai Live Music Sunset Cruise
5.0 (1)

Kalapaki Kai Live Music Sunset Cruise

Live Entertainment: We look for live entertainers who best represent island life and Hawaiian culture. Simple sounds of Ukulele and Hula steps with optional participation,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$135
Kauai: Express Na Pali Sunset Tour aboard 'Imiloa
Likely to Sell Out
Likely to Sell Out
4.7 (205)

Kauai: Express Na Pali Sunset Tour aboard 'Imiloa

Embark on an unforgettable outdoor adventure along Kauai’s legendary Nā Pali Coast. Perfect for those determined to witness its breathtaking cliffs, sea caves, and emerald...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.7 (205)
from
$162
Kauai's South Side Whale and Dolphin Zodiac Boat Adventure
4.6 (164)

Kauai's South Side Whale and Dolphin Zodiac Boat Adventure

Experience the awe of Kauai’s whale watching season as you journey just off the island’s coast to witness the migration of Hawaii’s humpback whales. Each...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.6 (164)
from
$158
PRIVATE ACCESS: Huleia River Hidden Valley Falls Kayak & Hike
4.7 (160)

PRIVATE ACCESS: Huleia River Hidden Valley Falls Kayak & Hike

Experience an authentic Kauai adventure as you paddle tandem kayaks along the serene Hule‘ia River, journeying deep into the island’s untamed jungle. Surrounded by lush...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.7 (160)
from
$162
Private Ni’ihau Scenic Snorkel
Likely to Sell Out
Likely to Sell Out

Private Ni’ihau Scenic Snorkel

Fastest crossing and closest harbor to Ni'ihau! Your crew will be Nick and Jessie. We are experienced captains and snorkel guides.Visibility is usually 100’s of...

7 hours • Free Cancellation
7 hours • Free Cancellation
7 hours • Free Cancellation
from
$2,400

Frequently Asked Questions

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

Recent activity reviews
Catamaran evening cruise.
New York City
Kalapaki Kai Live Music Sunset Cruise
Mar1ron, Sep 2026
Catamaran evening cruise.
We especially appreciated our captain, Stevie. He had a wealth of knowledge about local history, and the plants and animals of the area. He had good knowledge about the impact of imported plants on the environment. The music was good and so were the drinks. We had an excellent experience!
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
The bomb. Com !!
New York City
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
4ylberl, Sep 2026
The bomb. Com !!
Absolutely stellar work by Corbin and Casey this morning we had a blast Corbin’s navigating was unparalleled he handled some gross chop very well . Great team work between the two as well both extremely attentive to details and to each guest on the vessel simultaneously while managing weather conditions and wildlife we ran into a bunch of dolphins consistently , they navigated us into several caves flawlessly in less than ideal conditions so that we could all have a phenomenal experience and memories that will last a lifetime and most importantly they know when to call it wraps as weather looked like it was going to come in on us and make it less than pleasant for everyone coming from a Vegas limo driver the hospitality was 5 star the experience was 5 star and these guys actually got to know each of us on this trip well worth the money and experience I highly recommend this one !!!
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
MUST DO!!!!
New York City
Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai
Travel57612423619, Sep 2026
MUST DO!!!!
My husband and I had a WONDERFUL experience with captain K and Tom! They were both FABULOUS! Very knowledgeable, kind and ready to take the BEST pictures. We highly recommend this tour. Thanks again for such an amazing experience!! Can’t wait to do it again!
Read more
Best excursion!
New York City
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
McKenzie_S, Sep 2026
Best excursion!
It was amazing! The views, crew, food and drinks made the trip awesome! Best thing to do in Kauai!!!
Read more
Had an absolutely...
New York City
Kauai: Express Na Pali Sunset Tour aboard ‘Imiloa
Alexis_O, Sep 2026
Had an absolutely...
Had an absolutely incredible time and the crew took wonderful care of everyone on board. I highly recommend this excursion- unless you suffer from any form of motion sickness
Read more
WOW!! It was a great...
New York City
Nā Pali Coast Zodiac Raft Sea Caves Expedition on Kauai
Denis_L, Sep 2026
WOW!! It was a great...
WOW!! It was a great experience. The caves are wonderful. Guides are great. Everything was magical for us.
Read more
High recommendation
New York City
Premium Afternoon Scuba Charter for All Certified Diver Levels
V9692RPchelseac, Sep 2026
High recommendation
I was recommended this shop by a dive shop on another island, and completely separately, someone I met diving on yet another island. The process was smooth, relaxed, with heavy emphasis on safety. The dive guides were knowledgeable and wizards at finding sealife. The captain was amiable and professional. Though im not a beginner, there were beginners on my boat and I really appreciated that they took the time to give the most detailed safety and procedure briefing. A customer got sick but we were able to go back to the harbor and drop her off during the surface interval.
Read more
Hanalei Kayak and Snorkel
New York City
Hanalei Bay PM Kayak & Snorkel in Kauai
ericadE2202GA, Aug 2026
Hanalei Kayak and Snorkel
The Kayak experience was fantastic our guide, Chance Kolo was fun and attentive and shared lots of history of his family and town. Unfortunately people were late and we started nearer to 3:00 rather than 2:00. We also returned nearer to 5:15 rather than 6:00. Overall it was a very enjoyable experience!
Read more
Kauai was an excellent...
New York City
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
Jeremy_N, Aug 2026
Kauai was an excellent...
Kauai was an excellent captain, with a great sense of humor and he wanted to make sure everyone had a great time. The crew was excellent and accommodating as well. The views were incredible and the catamaran was an A+. I would recommend this to anyone and everyone.
Read more
Kayaking on the Huleia River
New York City
PRIVATE ACCESS: Huleia River Hidden Valley Falls Kayak & Hike
lauratV4671ZD, Aug 2026
Kayaking on the Huleia River
Our guide, Halen, was very personable, helpful and knowledgeable. We enjoyed both the kayaking and the hiking, as well as learning about the history of the area. We would highly recommend this experience.
Read more
Awesome time!
New York City
Hanalei Bay PM Kayak & Snorkel in Kauai
Gabrielle_R, Aug 2026
Awesome time!
We had such a great time on our kayak tour with Kolo and Gabe. They were awesome hosts and so fun and knowledgeable. Big thanks to those guys for getting some awesome pics for us and airdropping them before we left. We saw at least 3 sea turtles and so many fish! Highly recommend doing this experience. Thanks to all you guys at kayak hanalei!!
Read more
ABSOLUTELY 💯 AMAZING
New York City
Kauai: Express Na Pali Sunset Tour aboard ‘Imiloa
O6891JHstephenb, Aug 2026
ABSOLUTELY 💯 AMAZING
The Captain Duff was absolutely 💯 the best Crew Erin and the Crew the whole entire experience was incredible and the food was good for the night tripTHANK YOU
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
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