Kauai Cruises, Sailing & Water Tours

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Kauai Activities

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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 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
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
Premium Afternoon Scuba Charter for All Certified Diver Levels
Likely to Sell Out
Likely to Sell Out
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
4.9 (32)
from
$270
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
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
4.6 (164)
from
$158
Kauai: Luxury Na Pali Snorkel Experience aboard Lady Kailani
Likely to Sell Out
Likely to Sell Out
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
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
Likely to Sell Out
Likely to Sell Out
4.8 (96)

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
4.8 (96)
from
$257
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
5.0 (13)
from
$2,700
Catamaran Private Charter of NaPali Coast on Kauai
Likely to Sell Out
Likely to Sell Out
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
5.0 (1)
from
$3,400
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
Kalapaki Kai Live Music Sunset Cruise
5.0 (2)

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
5.0 (2)
from
$135
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
from
$2,400

Frequently Asked Questions

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

Recent activity reviews
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.
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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.
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Amazing adventure
New York City
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
Michelle_F, Sep 2026
Amazing adventure
Amazing experience! So much fun & so much adrenaline! I would do it again! Get ready to hold on tight!
Read more
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
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!
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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
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%.
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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.
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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
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
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!!
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Fast and fun!!!
New York City
Ultimate Na Pali Coast Zodiac Boat Snorkeling and Sea Cave Tour
MargySansone, Aug 2026
Fast and fun!!!
A fast ride through the water to see beautiful waterfalls, beaches and caves. Snorkeling was ok. We saw many dolphins and a seal. Captain Nick and Ona were wonderful guides. Very knowledgeable and A+ in boat handling! An awesome trip for my family of 10 from 16 to 70s!!! Highly recommended!!!
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Exceptional Family Trip!
New York City
Kauai Napali Coast Boat Tour and Snorkeling
Y9545LRdavidf, Aug 2026
Exceptional Family Trip!
Capt Greg and Caleb were excellent! We had 21 in our family so we chartered Capt Greg for the morning trip. Greg shared all the history of the Napali Coast as we made our way along the coast. Finished the trip snorkeling on the reef and saw lots of fish, turtles, and dolphins with their calves. Very reasonable pricing for this exceptional trip! Thank you Greg and Caleb.
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Gorgeous cliff views!
New York City
Kauai Napali Coast Boat Tour and Snorkeling
kbondani, Jul 2026
Gorgeous cliff views!
Gorgeous boat ride along the Na’pali coast. Views are amazing. Captain Greg is an incredibly skilled boat driver - blessed us with the waterfall and backed us into 2 different caves. The snorkel spot he chose was beautiful and we all swam with turtles (on our bucket list for our trip!). We even saw spinner dolphins! Greg is so knowledgeable about the history and cliffs. Greg and Caleb made for a very peaceful and enjoyable ride. 100% recommend!
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Amazing experience getting our 11 year old son certified
New York City
Premium Afternoon Scuba Charter for All Certified Diver Levels
glennandkim102, Jul 2026
Amazing experience getting our 11 year old son certified
Just had an amazing experience getting our 11 year old son certified. Luke, our son’s instructor, was thorough, patient and incredibly inspiring to our son. Both of us (mom and dad) got to tag along for the adventure and it was unforgettable. So happy we found Seasport divers and looking forward to many more family dives in the future.
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