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    Kauai Sailing Charters

    5.0 (5 reviews)
    Open • 8:00 am - 5:00 pm

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    8 months ago

    Wonderful time at sea with Karen and Woody. Highly recommend this private sail. Wonderful nibbles apres-sail.

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    Ask the Community - Kauai Sailing Charters

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    Holoholo Charters

    Holoholo Charters

    (1.2k reviews)

    We had such an amazing cruise along the NaPali coast. Captain Kelly, Luke and one other crew member…read moredid an awesome job. We were greeted by a pod of spinner dolphins riding the waves of our bow. They served up a delicious breakfast and lunch. We got to snorkel up against some majestic sea cliffs and sail along remote valleys and waterfalls on a beautiful turquoise ocean . This is an adventure to experience. We will be back!

    The sunset cruise with Holo Holo Charters down the Nāpali Coast was an unforgettable experience. We…read morebooked it to celebrate my husband's 40th birthday, and it was perfect from start to finish. Captain Max was incredible--his sense of humor kept us laughing even as the rain and mist rolled in. The two women on the crew (I wish I could remember their names) were fantastic, making sure everyone was comfortable and answering all our questions with a smile. The playlist on board was spot on, setting the perfect vibe. I wish I could find it on Spotify! Despite the weather, the views were breathtaking, and getting a little drenched just added to the adventure. The food was delicious, especially the smoked pork, salad, and fresh fruit, and my husband loved the mai tais. Even without the sunset, the whole experience was magical. After chatting with other travelers, I'm convinced we had one of the best tours available. especially after talking to a couple at our hotel pool who had paid more than we did and only got snacks limited alcohol. I can't recommend Holo Holo Charters enough, and I'm already looking forward to trying their breakfast or snorkel cruise next time. If you're looking for an amazing adventure, this is it!

    Makana Charters - Both of our boats entering multiple sea caves

    Makana Charters

    (409 reviews)

    Makana and his crew on the Amelia K were outstanding! Super attentive team and the captain is…read moreextremely skilled at maneuvering the boat in the caves and over the rough seas. Our family loved it and were grateful we got to experience the Napili coast together!

    While vacation planning for Kauai, one of the things I wanted to do was see the Na Pali Coast. I…read morewas scared to hike as I'm not physically fit for that and helicopter rides were a no for me. So I opted for a boat tour! I chose makana charters because of how detailed they were in their information as different tours tour the coast in different areas. With this tour, included lunch and snorkeling. What I didn't want was a fancy lunch because what I'm really there for is to see the Na Pali Coast and everything else was just an extra for me. The lunch was very simple which I like especially because it can get very nauseous. I wanted to do the snorkeling part, but I also wanted my husband to do it, but he's not a confident swimmer so I stayed with him and watched people snorkel which was totally fine. We did the early morning tour and it was beautiful! The weather was perfect! Our tour guides went around us as we were enjoying the way to the coast and asked us where we were from. They also showed us the forbidden island and told us some history of the island and how certain areas locals would camp but a permit would be needed. They also tried to get into caves as deep as they can go and also showed us where Mary J Blige recorded her music video for everything. We also saw some dolphins going and come back from the coast! The coast was just as magical and beautiful!

    Kauai Beach Boys

    Kauai Beach Boys

    (116 reviews)

    We were on the NCL Pride of American and wanted a beach day…read more Within 15 minutes of walking, here we were, the beach. We rented chairs and an umbrella. We thought we would get small beach chairs. Nope, we got nice lounge chairs! The umbrella was a must as it will rain on and off. Also, it provides nice shade. We were close to restrooms, shops, and Duke's restaurant. The staff were super friendly and accommodating. We will book through them again.

    Beach Boys catamaran sunset cruise…read more I arrived to the Nawiliwili Bay & Hulei'a River cruise boat slip to join the other passengers on a sunset cruise. This particular day, for whatever the reason, didn't have too many passengers. It made for a better cruise experience, in my opinion. After the normal safety briefing, we set off on the Kalapaki Kai II (smooth sailing gorgeous catamaran!) with the captain narrating the entire evening. While this was not a dinner cruise, we did enjoy a full service bar with light snacks during the evening. In my opinion, the cruise seemed uneventful and not very entertaining, but I am not necessarily interested in history, which is mainly what the captain spoke about during the cruise. He did a thorough job speaking about the Kauai scenery, fish ponds, mangrove trees, Haupu mountain range, Kalapaki Beach, the lighthouse, golf-course and Kauai's still-standing original hotel! We even watched numerous people surfing in the Nawiliwili Bay.... Can't say I'll see that anywhere else except Hawaii! The sunset was not anything to speak of the night of my cruise... but that is clearly out of our control! While I had a ho-hum evening... I will still highly recommend this sunset cruise! It was an incredibly smooth sail.... Short & sweet -- started at 5:30p and ended just as the sun set!

    Na Pali Catamaran - Family photo on Catamaran !

    Na Pali Catamaran

    (243 reviews)

    DRAMAMINE, y'all…read more You're choosing to do the Na'Pali coast from the North Shore, which means smaller boats, and choppier waves. I took one Dramamine, the night before. Then another, an hour before our departure. AND THE BOAT RIDE WAS GREAT. I was all smiles and adventure and breathing -in the ocean air and wind! Unlike, a few folks, who were NOT doing so well. (One or two barfed over the side, but thankfully I didn't notice. Know how your body handles boats and waves. Don't do tours like this, without proper prep. It will NOT be fun if you underestimate it.) Check-In staff was super friendly, and personal. They remembered me from my original email. Sweet. Parking was easy. Shuttles team was super friendly. The strangers we rode with, all turned out to be cool. 2 boats go out (mini-catamarans, with cover from the sun). They expertly traverse the waves, and cliffs, and the caves, giving you some amazing first-hand visuals and photos. But yeah, that boat will be a rockin', during those up-close cave moments. Spoiler: You probably won't see whales, unless you're there before May. But we DID see a cute pod of Dolphins, who cozy'd up to our boat for a while. Our boat had Casey and Spencer. They were wise beyond their years, in all things Kauai. Funny and friendly. Spencer navigated the heck out of those waves, while Casey handled the nauseous passengers with MOTHERLY CARE. Spencer was 50/50 on allowing us to snorkel, based on conditions and a previous scare, a few weeks prior. But he ultimately made the call to GET IN THE WATER. He wisely kept us on a leash (not literally), whistling at swimmers when they got too close to a reef (with waves that could wash you onto the reef). It was fun and chill. Saw a HUGE, MASSIVE KING DADDY SEA TURTLE. He did not enjoy us as much as we enjoyed him and he bounced. Followed by a JR. Turtle, who stuck around a bit longer. Tons of fish. Spencer & Casey gave us good food and hike recommendations, and everyone treated us like friends / family. Highly recommend this team if you're going out. And you already know I highly recommend some Dramamine.

    Had a great experience this week with Lance and Miguel. Before we even got out of the bay we had…read morean amazing dolphin encounter. The tour itself was both breathtakingly beautiful and informative, with lots of great history and a thorough knowledge of the coast's features. We were able to get in close to the cliffs and even go into a couple of sea caves. On the way back -- a very bouncy and splashy affair in the best way for those of us who were adventurous enough to sit in the bow -- we stopped at Tunnels Beach to snorkel the outer reef, which was full of tropical fish and turtles. The tour included lunch and refreshments as well. Overall a great way to spend an afternoon -- definitely a 5-star experience. A word to the wise-- the northwest corner of Kaua'i is often rainy and can get a bit cold when the wind is up, so not a bad idea to bring something extra to throw on after you finish the snorkel and are heading back to port.

    Kauai Sailing Charters - sailing - Updated September 2026

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