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Top Maui Sailing

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9 results | All Maui Tours

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Molokini Snorkeling Tour from Maalaea Harbor

Molokini Snorkeling Tour from Maalaea Harbor

star-4.5
Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.
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  • 5 hours
  • Free Cancellation
From
$128.24
From
$128.24

Whalewatch Sail from Lahaina

Whalewatch Sail from Lahaina

star-5
Maximize your chances of seeing humpback whales by embarking on a catamaran cruise from Lahaina Harbor. In the company of certified marine naturalists and marine biologists who provide insights into whale behavior, head out onto the water in search of the gentle giants. Snacks and drinks are available on board upon purchase.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$68.38
From
$68.38
Taking safety measures

Maui Afternoon Snorkeling Tour to Coral Gardens or Molokini! (Ma'alaea Harbor)

Maui Afternoon Snorkeling Tour to Coral Gardens or Molokini! (Ma'alaea Harbor)

star-4
Go snorkeling off the coast of Maui on this boat tour on board 'the Malolo,' a 55-foot (17-meter) power catamaran. Cruise to one of two snorkeling sites—either Molokini Crater or Coral Gardens—where you can swim along the reef system to watch for colorful fish and other marine life. The location is selected by the captain depending on the daily conditions. If you're lucky, you may spot turtles or whales, too. Equipment and instructions are provided by the crew. Lunch (hot dog and soda) by selecting the upgrade option when booking.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.61
From
$46.61
Taking safety measures

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Sunset Sail with Live Music and Open Bar from Ka’anapali Beach

Sunset Sail with Live Music and Open Bar from Ka’anapali Beach

star-5
Watch the Hawaii sunset aboard a sailing catamaran while listening to live music for a fun twist on the conventional sunset cruise. Depart from Kaanapali Beach and soak in great views of Maui as popular local performers play traditional, contemporary, and reggae versions of favorite songs. Your sailing cruise includes an open bar with drinks and 'pupus' (appetizers).
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$91.90
From
$91.90
Taking safety measures

Sunset Dinner Cruise Aboard the Calypso from Ma'alaea Harbor

Sunset Dinner Cruise Aboard the Calypso from Ma'alaea Harbor

star-4.5
Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$100.07
From
$100.07
Taking safety measures

Adventure Sail from Lahaina Harbor

Adventure Sail from Lahaina Harbor

star-4.5
Our 50-foot Santa Cruz sailing yacht carries up to 22 passengers for intimate sailing excursions. The Scotch Mist is built for the Maui winds, and she was “first in class” in the prestigious Victoria-to-Maui Yacht Race besting her competitors by over 24 hours. The mast on this sailing yacht is over 65 feet tall and carries the main sail and billowing jib that moves us over the ocean waves at an exciting clip. This is a sailing vessel and we will actually sail.
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  • 2 hours
  • Free Cancellation
From
$63.23
From
$63.23

Sunset Sail from Historic Lahaina Harbor

Sunset Sail from Historic Lahaina Harbor

star-4
Eat, drink, and be merry on a sunset cruise aboard a luxury catamaran. Sail the waters off Maui as you experience the ho’okipa (hospitality) of the crew and panoramic views. Enjoy an array of premium appetizers and a full bar—three alcoholic drinks are included in the price. There’s also a marine biologist on board to comment on any wildlife you may encounter or answer questions about the local flora and fauna.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.16
From
$89.16
Taking safety measures

Morning Snorkel Sail from Lahaina Harbor

Morning Snorkel Sail from Lahaina Harbor

star-5
The Scotch Mist is a fun and fast sailing yacht, built in 1982 for racing by famed builder Bill Lee in Santa Cruz, California. In fact, she is the fastest production line sailboat of her size in the world, having won “first in class” in the prestigious Victoria-to-Maui Yacht race, besting her competition by over 24 hours. The speed of this awesome sailing vessel is truly exhilarating! And the serenity of your surroundings will leave you feeling completely relaxed and at ease. Enjoy one of our complimentary beverages local beer, white wine, sodas, juices & water, with champagne being added on the Sunset Sail, and let us do all the work!
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  • 4 hours
  • Free Cancellation
From
$116.81
From
$116.81

Honolua Bay Snorkel Sail from Lahaina

Honolua Bay Snorkel Sail from Lahaina

star-5
Dive beneath the waves to explore Maui’s colorful fish, vibrant coral, and graceful sea turtles on this 6-hour snorkel excursion to Honolua Bay. Experience one of the island’s most popular snorkel spots with the help of a certified marine naturalist before heading to a second site for more underwater adventure. An included breakfast, barbecue lunch, and periodic sightings of wild dolphins help add to the experience.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$143.82
From
$143.82
Taking safety measures

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