Kauai Cruises, Sailing & Water Tours

  • Leila Na Pali Sunset Dinner Sail
    Likely to Sell Out
    Likely to Sell Out

    Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa...

     5 hours  Free Cancellation
    from
    $263.82
    from
    $263.82
  • 'Imiloa Express Whale Watch and Cocktail Tour

    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
    from
    $135.90
    from
    $135.90
  • Na Pali Sunset & Sightsee Boat Tour
    Likely to Sell Out
    Likely to Sell Out

    Find a sunset state of mind, cruising along the Napali Coast, one of Hawaii’s most stunning and humbling landscapes. Come aboard our clean, sleek 65’...

     4 to 5 hours  Free Cancellation
    from
    $263.82
    from
    $263.82
  • Wailua River & Waterfalls Kayak Tour: Expert-Guided Adventure

    Rainbow Kayak Tours has been providing guided tours of the Wailua River for 20 years. Our experienced guides are well versed in the flora and...

     5 to 6 hours  Free Cancellation  Instant Confirmation
    from
    $145.86
    from
    $145.86
  • NaPali Boat Tour on the Amelia K

    If you're visiting Kauai, you absolutely can't miss seeing the stunning NaPali Coast. We offer a one-of-a-kind experience to do just that. As a Native...

     5 hours  Free Cancellation  Instant Confirmation
    from
    $214.35
    from
    $214.35
  • Deluxe Na Pali Morning Snorkel Tour on the Lucky Lady

    An all-inclusive day exploring the Nā Pali Coast that truly captures the beauty of the Island of Kauai. Our Coast Guard-certified Captain will guide you...

     5 hours 30 minutes  Free Cancellation
    from
    $233.73
    from
    $233.73
  • Deluxe Na Pali Sunset Tour on the Lucky Lady

    Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look...

     5 hours  Free Cancellation
    from
    $222.86
    from
    $222.86
  • Na Pali Coast Super Raft Snorkel Adventure

    Get ready for the ultimate Na Pali Coast adventure aboard the Kauai Voyager I or II, 37-foot custom-built Naiad Super Rafts designed for comfort, speed,...

     4 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $235
    from
    $235
  • Best Kauai Northeast, Fern Grotto River Cruise & Lighthouse Tour

    An incredible full-day tour of Kauai's north and east shores with a river boat cruise to Fern Grotto and a visit to the Kilauea Lighthouse...

     6 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $220.44
    from
    $220.44
  • Kauai’s Na Pali Coast Snorkel and Sail Tour
    Likely to Sell Out
    Likely to Sell Out

    Set sail for a once-in-a-lifetime adventure along Kauai’s iconic Na Pali Coast. This five-hour catamaran journey combines spectacular sightseeing, exciting snorkeling, and all-inclusive comfort, making...

     6 hours  Free Cancellation
    from
    $292.48
    from
    $292.48
  • Hanalei Bay Morning Kayak and Snorkel Tour
    Likely to Sell Out
    Likely to Sell Out

    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 and...

     5 hours  Free Cancellation  Instant Confirmation
    from
    $160.49
    from
    $160.49
  • 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  Instant Confirmation
    from
    $137
    from
    $137
  • Na Pali Coast Power Catamaran
    Likely to Sell Out
    Likely to Sell Out

    We are a local, family-owned business dedicated to creating unforgettable small-group adventures along the stunning Nā Pali Coast. Our custom-built vessels are designed to combine...

     4 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $274.93
    from
    $274.93
  • 'Imiloa Express Na Pali Sunset Tour

    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
    from
    $190.26
    from
    $190.26
  • Kalapaki Kai Sunset Catamaran Cruise

    One of a Kind historical narrated sunset cruise. Scenic and relaxing sunset cruise of the historically significant areas of Kalapaki Bay, Nawiliwili, Haupu Mountain Range,...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $109
    from
    $109
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Kauai Cruises, Sailing & Water Tours?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best Kauai Cruises, Sailing & Water Tours are:

Q: What are the best kid-friendly options for Kauai Cruises, Sailing & Water Tours Activities?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Kauai Cruises, Sailing & Water Tours are:

View all kid-friendly Activities

Q: Which Kauai Cruises, Sailing & Water Tours have Instant Confirmation?

A: Kauai Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Kauai Cruises, Sailing & Water Tours have Free Cancellation?

A: Kauai Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation

Q: I need a ride! Which Kauai Cruises, Sailing & Water Tours include Hotel Pickup?

A: No problem. These Kauai Cruises, Sailing & Water Tours include Hotel Pickup:

View all Activities with Hotel Pickup

Q: Got any more Kauai trip ideas?

A: We sure do. Check out our curated lists of hand-picked Kauai Activities.

View all Kauai Trip Ideas

Q: What are the most popular styles of Tours and Activities in Kauai?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Kauai are:

View all tour styles in Kauai

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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Cool Rewards Terms & Conditions

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

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  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.