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Top Maui Cruises & Sailing

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108 results | All Maui Tours

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Original Sunset Sail with Open Bar from Ka’anapali Beach

Original Sunset Sail with Open Bar from Ka’anapali Beach

star-5
Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by handcrafted cocktails and snacks during this sailing cruise from Kaanapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, cocktail and food in hand, as the Hawaiian sky puts on its nightly display. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$85.73
From
$85.73
Taking safety measures

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

Maui Whale Watch Cruise from Lahaina Harbor

Maui Whale Watch Cruise from Lahaina Harbor

star-4.5
Catch an exciting peek at the underwater world on this whale-watching cruise in Maui. Your excursion includes narration from your captain and crew, as you learn more about these majestic creatures. Enjoy stunning views and photo opportunities while traveling along Maui’s exquisite coastline. Your family-friendly cruise comes with a guarantee that you spot a whale during your adventure.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$31.74
From
$31.74
Taking safety measures

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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

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

Up-Close Whale Watch Boat Tour from Lahaina

Up-Close Whale Watch Boat Tour from Lahaina

star-5
This tour departs from the historic Lahaina Harbor to find the majestic humpback whales that frequent the waters surrounding Maui in the winter months. Traveling in a small raft creates an intimate whale watching experience not found on the larger vessels commonly used on whale watching tours. Plus, the raft travels quickly, letting you spend more time whale watching and less time in transit.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$49.04
From
$49.04
Taking safety measures

Sunset Dinner Cruise: Four Course Dining Experience from Lahaina

Sunset Dinner Cruise: Four Course Dining Experience from Lahaina

star-4
Unwind after a day of exploring Maui on a sunset cruise with a 4-course dinner. Enjoy delicious cuisine and included Mai Tais and other beverages against the stunning backdrop of the Pacific Ocean and surrounding islands of Lana'i and Moloka'i. With a limited number of guests aboard, this makes for the ideal romantic experience.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$104.12
From
$104.12
Taking safety measures

Premium Sunset Cocktail Cruise from Ka’anapali Beach

Premium Sunset Cocktail Cruise from Ka’anapali Beach

star-5
Leave behind the crowds of Ka’anapali Beach and spend the evening on a sunset dinner cruise off the coast of Maui. The perfect romantic evening out, this sunset cruise offers unmatched island views, photo opportunities, and even the chance to spot whales (December–April). Plus, the buffet dinner comes with handcrafted cocktails and premium beers.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$96.45
From
$96.45
Taking safety measures

Whale Watching from Lahaina Harbor

Whale Watching from Lahaina Harbor

star-4.5
Don’t miss one of the most popular whale-watching tours in Maui! This 2-hour catamaran cruise takes you from the historic Lahaina Harbor out to waters home to humpback whales. Using underwater hydrophones, listen to them sing, and watch males compete for mates or mother whales calving — you never know you might see on this adventure that guarantees whale sightings. Enjoy the views from the open upper deck or the shaded cabins below, and hear informative commentary from naturalist-guides on board. This family-friendly outing includes a Naturalist Program for kids.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$45.22
From
$45.22
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

Whale Watching from Ma'alaea Harbor

Whale Watching from Ma'alaea Harbor

star-4.5
Experience the magic of whale watching off the coast of Maui with this incredible tour from Ma'alaea Harbor. Spend two-hours cruising the waters with a team of certified marine naturalists and listen in as they unlock the secretes of humpback whales. You'll have the chance to hear whale songs through underwater hydrophones and learn about interactions between these giant marine mammals. Travelers are guaranteed to see whales on this is a once-in-a-lifetime tour or the next trip is free.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$45.22
From
$45.22
Taking safety measures

Reefdancer Semi-Sub Boat Cruise with Underwater Views from Lahaina Harbor

Reefdancer Semi-Sub Boat Cruise with Underwater Views from Lahaina Harbor

star-4.5
If you like sea creatures, but have no desire to scuba dive, this tour offers an alternative. Relax on board a glass bottom boat where every seat is a window seat, and prepare for an underwater show. Divers bring animals such as octopus, urchins, crabs, and starfish up to the windows for viewing, making every trip a unique experience. This is a family-friendly experience that is fun for all ages.
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  • 1 hour
  • Free Cancellation
From
$48.24
From
$48.24

Small-Group Whale Watching Adventure

Small-Group Whale Watching Adventure

star-5
Our small group experience takes place in a big boat atmosphere! A maximum of 12(!) guests onboard allow for as much social distancing as possible while giving our captain and crew the chance to focus on providing each guest with the very best experience possible. Our boat is really what sets us apart from other companies- we have a fast, fun, and very comfortable boat where everyone has a cushioned seat, large open platform for viewing the whales, and fast, quiet engines to help us spend the most possible time with the whales during your tour. Knowledgeable Captains who have worked amongst the whales for years will share what they know and answer your questions. Its a great photo opportunity and most people who do it come back for more!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$75.60
From
$75.60
Taking safety measures

Whale Watching Cruise with Open Bar from Ka'anapali Beach

Whale Watching Cruise with Open Bar from Ka'anapali Beach

star-4.5
Set sail into one of the world’s most active winter whale playgrounds on a whale-watching tour from Maui’s Ka’anapali Beach. Head offshore directly from the beach and, with the help of a naturalist guide, look for pods of humpback whales making their winter home in Maui’s warm waters. Get comfortable aboard a spacious catamaran with plenty of seating—including bean bags on open nets that get you close to the action—and enjoy unlimited drinks from an open bar as you cruise alongside spectacular marine mammals.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$75.02
From
$75.02
Taking safety measures

Discount Afternoon Whale Watch Tour from Lahaina Harbor

Discount Afternoon Whale Watch Tour from Lahaina Harbor

star-5
Get a front-row spot on a whale watching tour by booking this small-group excursion off the coast of Lahaina. While larger whale watching boats are crowded and can make it difficult to get photos of whales, this inflatable raft-style boat gets all passengers close to the water’s surface for a prime vantage point. This makes the trip ideal for photographers and families with kids.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$71.80
From
$71.80
Taking safety measures

2-Hour Maui Whale Watching Cruise! (Ma'alaea Harbor)

2-Hour Maui Whale Watching Cruise! (Ma'alaea Harbor)

star-4.5
The west coast of Maui Island is one of the best places for whale watching in Hawaii and this 2-hour cruise ensures you maximize your chances of a sighting. Set sail from Maalaea Harbor aboard a high-speed catamaran, admire magnificent views along the coast, and look out for humpback whales in their natural environment.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.99
From
$30.99
Taking safety measures

Whalewatch Sail Deluxe Tour from Lahaina

Whalewatch Sail Deluxe Tour from Lahaina

star-5
Get an up-close look at Hawaii’s Humpback whales during this 3-hour cruise run by a team of marine naturalists and biologists at the Pacific Whale Foundation. Each trip is different, but you’re likely to watch mothers interacting with their calves, observe mating behavior, and listen to whale songs through an underwater hydrophone. A buffet-style lunch and two complimentary drinks are also included.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$95.59
From
$95.59
Taking safety measures

Whalewatch Deluxe Tour from Ma'alaea Harbor

Whalewatch Deluxe Tour from Ma'alaea Harbor

star-5
Ever year humpbacks whales congregate off the coast of Maui to breed, and you can see them up close from the comfort of a 65-foot double-decker catamaran. Designed to accommodate 147 people, no more than 75 are allowed on board to ensure you have a front-row seat to the show. You’ll also enjoy a delicious buffet lunch on-board. Whale sightings are guaranteed or you can go on another tour for free within a year.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$95.59
From
$95.59
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

Private Whale Watch Boat Charters

Private Whale Watch Boat Charters

star-5
Charter a private boat in Maui for just your friends and family! Make your Maui vacation memorable by planning a private boat charter where you can choose the time, during, adventures, vessel and food for your ohana! Whale watch during whale migration from December - April and snorkel Lahaina, Maui, and Lanai all year-round! Our marine naturalists make educational talks fun and also provide snorkel instruction! We have 3 vessels that offer charters for groups of 1-6 passengers, up to 11 passengers, or 16 passengers. Book your private boat charter for an exclusive small group experience!We are locally owned and operated since 1982 and every ticket supports our participation in marine research projects and our role as certified first responders to whale entanglements.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$535.83
From
$535.83
Taking safety measures

Lanai Island Dolphin and Snorkel Cruise from Lahaina Harbor

Lanai Island Dolphin and Snorkel Cruise from Lahaina Harbor

star-4.5
Leave the busy streets of Lahaina splashing behind in your wake, as you cross the channel to snorkel the crystal clear waters off of Lanai.  During this Maui snorkeling tour, spend 45 minutes motoring towards the isolated coast of Lanai, where sea turtles, fish, and occasionally dolphins swim circles above the reef. Once tied to a mooring off eastern Lanai, splash down the water slide that leads from the boat to the turquoise waters below, and enjoy a hot, BBQ lunch on the leisurely cruise back to Maui.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$119.50
From
$119.50
Taking safety measures

Molokini Crater and South Maui Coast Adventure from Kihei

Molokini Crater and South Maui Coast Adventure from Kihei

star-5
Discover the amazing array of marine life that populates Maui’s Molokini Crater during this small-group snorkeling trip. Head by boat to this long-extinct volcanic crater just off Maui, a top-notch snorkeling site where visibility often surpasses 180 feet (55m). Among the many creatures you may spot during your adventure are rays, tropical fish and variety of other wildlife. Finish your trip at ‘Turtle Town,’ another well-known snorkel site where you can glide through the water with Hawaiian Green Sea Turtles. Your snorkel trip also includes, breakfast, lunch, local guide and snorkel equipment.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$175.16
From
$175.16
Taking safety measures

Molokini Wild Side: Snorkel And Cruise from Ma'alaea Harbor

Molokini Wild Side: Snorkel And Cruise from Ma'alaea Harbor

star-5
Get off the beaten path to explore the wild side of Molokini on this 6-hour, small-group eco-adventure from Maui. The small, crescent-shaped island of Molokini is an extinct volcanic crater with a thriving coral reef, home to more than 250 species of fish and 38 species of coral. Hop aboard a 64-foot, single-deck catamaran and jump in the water for a snorkel at the mid-ocean reef. Then cruise around Molokini's rugged, red rock back wall, home to a variety of seabirds. Snorkeling equipment plus a continental breakfast and buffet lunch are included.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$154.54
From
$154.54
Taking safety measures

Makena Whale Watching and Snorkel

Makena Whale Watching and Snorkel

star-4.5
Hawaii is home to an underwater wonderland of diverse marine life including whales, green sea turtles, and tropical fish. Make sure you see the best of Maui’s nature on this 3-hour whale watching and snorkel tour from Makena. Paddle through the calm, clear water in a kayak and keep your eyes peeled for sightings of humpback whales. Then, don snorkeling equipment to plunge into the water and discover tropical fish that inhabit a protected reef. This small-group tour is limited to 10 to maintain an intimate atmosphere.
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  • 3 hours
From
$80.81
From
$80.81

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