Maui Cruises, Sailing & Water Tours

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Maui Activities

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120 Results
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  • From Maalaea: Whale Watching Tour Aboard the Quicksilver
    Likely to Sell Out

    From Maalaea: Whale Watching Tour Aboard the Quicksilver

    1,238

    Enjoy this 2-hour guided adventure on a double-deck power catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $49.95
    Details
    from
    $49.95
  • Ultimate Whale Watch from Lahaina
    Likely to Sell Out

    Ultimate Whale Watch from Lahaina

    919

    Our most popular Ultimate Whale Watch experience! small groups make every seat a front row seat as you enjoy whale watching and educational talks from...
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     90 to 120 minutes  Free Cancellation  Instant Confirmation
    from
    $65.45
    Details
    from
    $65.45
  • Molokini Crater & Turtle Town Snorkel & Waterslide Adventure

    Molokini Crater & Turtle Town Snorkel & Waterslide Adventure

    655

    Our highly rated crew is known for customer service. We orchestrate a fun and relaxed vibe, made possible due to our small group experience. Our...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $196.88
    Details
    from
    $196.88
  • Maui Whale-Watching Tour by Raft from Kihei

    Maui Whale-Watching Tour by Raft from Kihei

    591

    Enjoy a prime opportunity to see humpback whales as they migrate through Hawaiian waters from Alaska between December and May. Setting out from Kihei, cruise...
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     1 hour 30 minutes  Free Cancellation
    from
    $99.64
    Details
    from
    $99.64
  • Water Bike Tour in South Maui

    Water Bike Tour in South Maui

    374

    This is the newest attraction tour in Maui, Hawaii. Our water bikes are rare around the world and we are the only water bike tours...
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     1 hour 45 minutes  Free Cancellation
    from
    $124
    Details
    from
    $124
  • Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
    Likely to Sell Out

    Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

    1,366

    Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $114.84
    Details
    from
    $114.84
  • Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina
    Likely to Sell Out

    Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina

    2,034

    Eye-level whale watching (or summer time dolphin watching) onboard our low-to-water small group zodiac rafts. Native Hawaiian owned and voted Cool Hawaii s Traveler's Choice,...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $96.52
    Details
    from
    $96.52
  • Whale Watching from Ma'alaea Harbor
    Likely to Sell Out

    Whale Watching from Ma'alaea Harbor

    476

    Experience Maui's top-rated whale watch with the experts departing from Ma'alaea Harbor. These informative and fun two-hour whale watches are led by a team of...
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     2 hours  Free Cancellation
    from
    $82.65
    Details
    from
    $82.65
  • Maui Premium Sunset Dinner Cruise & Whale Watch
    Likely to Sell Out

    Maui Premium Sunset Dinner Cruise & Whale Watch

    487

    Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with...
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     3 hours  Free Cancellation
    from
    $189.36
    Details
    from
    $189.36
  • Small-Group Whale Watching Adventure

    Small-Group Whale Watching Adventure

    993

    Our small group experience takes place in a big boat atmosphere! This allows our captain and crew the chance to focus on providing each guest...
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     2 hours 15 minutes  Free Cancellation  Instant Confirmation
    from
    $78.37
    Details
    from
    $78.37
  • Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina
    Likely to Sell Out

    Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina

    558

    Our small group, 2-hour whale watching tours offer an intimate experience that larger boats can’t match. Departing from Mala Ramp in Lahaina, we visit the...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $80.60
    Details
    from
    $80.60
  • Maui: Molokini Crater and Turtle Town Snorkeling From Kihei

    Maui: Molokini Crater and Turtle Town Snorkeling From Kihei

    714

    Enjoy our brand new "2025 Model" vessel. Maui's newest raft boat. Comfortable seating and shade area for everyone. Beat the crowds and tick off both Molokini Crater...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $179
    Details
    from
    $179
  • Maui Premium Dinner Cruise: Four Course Dining Experience

    Maui Premium Dinner Cruise: Four Course Dining Experience

    351

    For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and...
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     2 hours 30 minutes  Free Cancellation
    from
    $170.18
    Details
    from
    $170.18
  • Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
    Likely to Sell Out

    Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

    837

    Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $153.50
    Details
    from
    $153.50
  • Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

    Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

    212

    Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $125
    Details
    from
    $125
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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 Cruises, Sailing & Water Tours?

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

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

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

View all kid-friendly Activities →

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

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

View all Activities with Instant Confirmation →

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

A: Maui 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: 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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