Maui Holiday & Seasonal Tours

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Maui Activities

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13 Results
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Featured
  • Whale Watching Cruise with Open Bar from Ka'anapali Beach
    4.8 (770)

    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
  • Two Tank Lanai Certified Diving Adventure from Lahaina
    5.0 (248)

    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
  • Whale Watch and Turtles Snorkel
    4.9 (113)

    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
  • Stand-Up Paddle Board Lesson at Ka'anapali Beach
    Likely to Sell Out
    Likely to Sell Out
    4.6 (13)

    Stand-Up Paddle Board Lesson at Ka'anapali Beach

    Learn to stand-up paddle board with Maui's #1 surf school on world famous Ka'anapali Beach! Fantastic activity for the entire family to enjoy! Recommended for ages 10...

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $140
    from
    $140
  • PRIVATE Full Circle Reverse - Luxury Road to Hana Tour from South Maui
    Likely to Sell Out
    Likely to Sell Out
    4.7 (6)

    PRIVATE Full Circle Reverse - Luxury Road to Hana Tour from South Maui

    #1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

     10 hours  Hotel pickup offered  Instant Confirmation
    from
    $2,500
    from
    $2,500
  • Private Hana Waterfalls Tour
    Likely to Sell Out
    Likely to Sell Out
    5.0 (1)

    Private Hana Waterfalls Tour

    The waterfalls all along the Road to Hana are as magnificent as they are plentiful. Fed by the rains of Haleakala, they travel down steep...

     8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $1,068.30
    from
    $1,068.30
  • Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome
    5.0 (7)

    Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome

    Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $189
    from
    $189
  • Flying Dress Photo Shoot in Maui
    5.0 (2)

    Flying Dress Photo Shoot in Maui

    You are the Emotion…You are the Intrigue…You are the Moment You are cordially invited to the most memorable experience of your life… You may not...

     1 hour  Free Cancellation
    from
    $497
    from
    $497
  • Summer Morning Express Snorkel Adventure off Ka'anapali Beach
    5.0 (2)

    Summer Morning Express Snorkel Adventure off Ka'anapali Beach

    Join us for a thrilling two-and-a-half-hour Morning Express snorkeling adventure with your family and friends. We'll swiftly motor to one of the renowned Maui snorkeling...

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $144.41
    from
    $144.41
  • Hana Private Road Tour up to13 passengers
    Likely to Sell Out
    Likely to Sell Out
    New To The Site!

    Hana Private Road Tour up to13 passengers

    We take you on one of the most beautiful journey's in the world. Don't waste any time driving this long curvy and dangerous road on...

     7 to 9 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $1,650
    from
    $1,650
  • Waterfalls, Hike & Rivers Tour from Kahului
    Likely to Sell Out
    Likely to Sell Out
    New To The Site!

    Waterfalls, Hike & Rivers Tour from Kahului

    The WATERFALLS and RIVERS TOUR from Maui Fantastic is the best hike you will ever participate in and truly enjoy because you will experience the...

     5 hours  Free Cancellation
    from
    $167
    from
    $167
  • Private Upcountry Maui Tour
    Likely to Sell Out
    Likely to Sell Out
    New To The Site!

    Private Upcountry Maui Tour

    Golden beaches give way to the rolling hills and misty mountains as you ascend into Upcountry Maui, which is located on the higher elevations surrounding...

     8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $1,068.30
    from
    $1,068.30
  • Private Hana Beaches Tour
    Likely to Sell Out
    Likely to Sell Out
    New To The Site!

    Private Hana Beaches Tour

    Along Maui's rugged eastern coastline is the peaceful town of Hana, considered one of the last unspoiled Hawaiian frontiers. The Road leading to this remote...

     8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $1,068.30
    from
    $1,068.30
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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 Maui Holiday & Seasonal Tours?

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

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

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

View all kid-friendly Activities →

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

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

View all Activities with Instant Confirmation →

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

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

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

View all Activities with Hotel Pickup →

Q: Got any more Maui trip ideas?

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

View all Maui Trip Ideas →

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

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

View all tour styles in Maui →

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
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  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

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.

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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.