Hawaii Holiday & Seasonal Tours

  • Wailua River Kayak and Sacred Falls Guided Hike with Lunch

    Experience Kauai’s unforgettable Wailua River Kayak & Sacred Falls Hike—a 5-hour family-friendly adventure that combines serene river paddling, a rainforest hike, swimming beneath a 120-foot...

     5 hours  Free Cancellation  Instant Confirmation
    from
    $149
    from
    $149
  • '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
  • Waimea Canyon Downhill Bike Ride

    Experience Kauaʻi’s natural beauty from a new perspective on this unforgettable downhill biking adventure through Waimea Canyon, Kōkeʻe, and Nāpali State Parks. You’ll explore the...

     4 hours  Free Cancellation  Instant Confirmation
    from
    $154.97
    from
    $154.97
  • Kona Haunted Hele Ghost Tour

    One of Kona's most popular nighttime activities and rated excellent on Cool Hawaii ! Step into the spooky past and supernatural happenings of Kona on...

     90 to 120 minutes  Instant Confirmation
    from
    $59
    from
    $59
  • Early Bird Whale Watching Cruise from Waikiki

    See humpback whales during their annual migration in the waters off Oahu on a whale-watching cruise from Waikiki. Enjoy great photo ops of the massive...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $68
    from
    $68
  • Whale Watching Cruise with Open Bar from Ka'anapali Beach

    The BEST possible way to experience the majestic Pacific Humpback Whales up close and personal. The waters off shore of Ka'anapali Maui are host to...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $103.47
    from
    $103.47
  • Sunset Sail from Ma'alaea Harbor in Maui
    Likely to Sell Out
    Likely to Sell Out

    Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

     2 hours  Free Cancellation
  • Winter Whale Watching Adventure in Kauai
    Likely to Sell Out
    Likely to Sell Out

    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
  • Two Tank Lanai Certified Diving Adventure from Lahaina

    Extended Horizons dives the Lana’i coastline in small groups of 4 or less. No other dive shop has such amazingly low ratios of dive guide to...

     5 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $440
    from
    $440
  • Shaka Zipline: 8 Line Zipline Tour on Kauai (80 - 260 lbs)
    Likely to Sell Out
    Likely to Sell Out

    Soar above Kauai’s South Shore on the ultimate 8-line zipline tour. Fly over lush valleys, rolling hills, and ocean cliffs as you take in panoramic...

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $165
    from
    $165
  • Hanalei River Paddle and Bay Snorkel Tour with Lunch

    Discover Kauai’s legendary beauty with a guided kayak and snorkel tour along the Hanalei River and into the breathtaking Hanalei Bay. Paddle beneath towering peaks...

     5 hours  Free Cancellation  Instant Confirmation
    from
    $155
    from
    $155
  • Deluxe Na Pali Sunset Snorkel Tour on the 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
    from
    $233.74
    from
    $233.74
  • Whale Watch and Turtles Snorkel

    Photograph your life-long memories from our spacious and stable yacht; with nearly 3000 square feet of deck space, guests are treated to our first-class service,...

     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $138
    from
    $138
  • Group Stand Up Paddle Lesson and Tour
    Likely to Sell Out
    Likely to Sell Out

    Paddle along the historic Anahulu stream, home of the Hawaiian Green Sea Turtles. These enormous and friendly sea creatures swim peacefully along the river. They...

     2 hours  Free Cancellation
    from
    $104
    from
    $104
  • Moana’s Waikīkī Whale Watching Exploration
    Likely to Sell Out
    Likely to Sell Out

    Cruise the Waikiki coast in the comfort of the Moana catamaran, at 55 feet long and 30 feet wide our large base makes this one...

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $84.99
    from
    $84.99
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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 Hawaii Holiday & Seasonal Tours?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best Hawaii Holiday & Seasonal Tours are:

Q: What are the best kid-friendly options for Hawaii Holiday & Seasonal Tours Activities?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Hawaii Holiday & Seasonal Tours are:

View all kid-friendly Activities

Q: Which Hawaii Holiday & Seasonal Tours have Instant Confirmation?

A: Hawaii Holiday & Seasonal Tours with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Hawaii Holiday & Seasonal Tours have Free Cancellation?

A: Hawaii Holiday & Seasonal 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 Hawaii Holiday & Seasonal Tours include Hotel Pickup?

A: No problem. These Hawaii Holiday & Seasonal Tours include Hotel Pickup:

View all Activities with Hotel Pickup

Q: Got any more Hawaii trip ideas?

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

View all Hawaii Trip Ideas

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

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

View all tour styles in Hawaii

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Sorting, ranking, and search results

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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.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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.

Miscellaneous

  • 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.