• Four Winds II Molokini Snorkeling Tour from Maalaea Harbor

    Four Winds II Molokini Snorkeling Tour from Maalaea Harbor

    Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in...
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     5 hours  Free Cancellation
    from
    $202.59
    Details
    from
    $202.59
    Details
  • Hawaiian Canoe Sailing Experience in Maui

    Hawaiian Canoe Sailing Experience in Maui

    Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $179
    Details
    from
    $179
    Details
  • Half-Day Snorkel trip on a Charming Hawaiin Catamaran 8AM-1PM
    Likely to Sell Out

    Half-Day Snorkel trip on a Charming Hawaiin Catamaran 8AM-1PM

    Avoid the over-crowded 50-100 passenger boats. We take 30-40 passengers. Treat yourself and your loved ones to experience a beautiful Snorkeling, Sailing Cruise, and Whale...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $139
    Details
    from
    $139
    Details
  • Paragon Performance Sunset Sail from Lahaina Harbor
    Likely to Sell Out

    Paragon Performance Sunset Sail from Lahaina Harbor

    Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $91.89
    Details
    from
    $91.89
    Details
  • 'Alihilani Sunset Sail from Lahaina Harbor
    Likely to Sell Out

    'Alihilani Sunset Sail from Lahaina Harbor

    We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $112.90
    Details
    from
    $112.90
    Details
  • Alii Nui Makani Cocktail Sunset Sail
    Likely to Sell Out

    Alii Nui Makani Cocktail Sunset Sail

    Bring the whole family along for this upscale evening of outstanding food and beverages. We set the sails and chase the sun as it sets...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $149
    Details
    from
    $149
    Details
  • Alii Kai Luxury Catamaran Royal Sunset Dinner Sail
    Likely to Sell Out

    Alii Kai Luxury Catamaran Royal Sunset Dinner Sail

    Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $289
    Details
    from
    $289
    Details
  • Sunset Sail from Ma'alaea Harbor

    Sunset Sail from Ma'alaea Harbor

    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...
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     2 hours  Free Cancellation
    from
    $133.05
    Details
    from
    $133.05
    Details
  • Molokini Snorkel and Performance Sail from Ma'alaea Harbor

    Molokini Snorkel and Performance Sail from Ma'alaea Harbor

    Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve,...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $200
    Details
    from
    $200
    Details
  • 2 hour Maalaea Luxury Powerboat Sunset Cruise Exclusive 6 Guests
    Likely to Sell Out

    2 hour Maalaea Luxury Powerboat Sunset Cruise Exclusive 6 Guests

    Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the flagship 420 Outrage a boat like no other. From the expansive bow with...
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     2 hours  Free Cancellation
    from
    $284.09
    Details
    from
    $284.09
    Details
  • Alii Nui Maui Whale Watch Sail

    Alii Nui Maui Whale Watch Sail

    Come join us to observe the playful habits of Maui's most consistent return visitor - the humpback whale. The waters off West Maui have long...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $159
    Details
    from
    $159
    Details
  • Two Stop Half-Day Snorkel Excursion in Maui

    Two Stop Half-Day Snorkel Excursion in Maui

    Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snorkeling trips, romantic sunset cruises, and everything in between....
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $289
    Details
    from
    $289
    Details
  • Sunset Sail on a Charming Hawaiin Catamaran from Maalaea Harbor

    Sunset Sail on a Charming Hawaiin Catamaran from Maalaea Harbor

    Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the Lahaina harbor wildfires, moored outside of the harbor breakwall....
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • Early Sail with the Whales from Ma'alaea Harbor
    Likely to Sell Out

    Early Sail with the Whales from Ma'alaea Harbor

    2

    Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $91.89
    Details
    from
    $91.89
    Details
  • Coral Gardens Snorkel & Whale Watch

    Coral Gardens Snorkel & Whale Watch

    This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $129.73
    Details
    from
    $129.73
    Details
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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 Sailing Trips?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best Maui Sailing Trips are:

Q: What are the best kid-friendly options for Maui Sailing Trips Activities?

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

View all kid-friendly Activities

Q: Which Maui Sailing Trips have Instant Confirmation?

A: Maui Sailing Trips with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Maui Sailing Trips have Free Cancellation?

A: Maui Sailing Trips 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

Sorting, ranking, and search results

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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