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89 Maui Cruises & Sailing | All Maui Tours

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

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
US$91.90
From
US$91.90
Taking safety measures

Maui Sunset Luau Cruise from Ma'alaea HarborDay Cruises

Maui Sunset Luau Cruise from Ma'alaea Harbor

star-4.5
Board the beautiful and spacious Pride of Maui catamaran for a sunset cruise near the Molokini crater. Enjoy an open bar including craft beer and blended drinks, plus a generous buffet featuring barbecued ribs, honey-glazed chicken, stir fried vegetables, and more. Watch the sun set, take in a live hula show and if you’re lucky, you may even see humpback whales during mating season.
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  • 2 hours
  • Free Cancellation
From
US$112.95
From
US$112.95

Adventure Sail from Lahaina HarborSailing

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
US$63.23
From
US$63.23

Premium Sunset Sail with Dinner from Ka’anapali BeachPrivate and Luxury

Premium Sunset Sail with Dinner 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 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$132.89
From
US$132.89
Taking safety measures

Whalewatch Sail from LahainaSailing

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
US$57.01
From
US$57.01
Taking safety measures

Sunset Dinner Cruise: Four Course Dining Experience from LahainaDining Experiences

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
US$104.12
From
US$104.12
Taking safety measures

Molokini Snorkel Adventure from Maalaea HarborSailing

Molokini Snorkel Adventure 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
US$117.52
From
US$117.52

Molokini Crater and South Maui Coast Adventure from KiheiDay Cruises

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
From
US$149.73
From
US$149.73

Whale Watching from Ma'alaea HarborDay Cruises

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
US$45.22
From
US$45.22
Taking safety measures

Sunset Sail with Open Bar from Ka’anapali BeachDay Cruises

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
US$85.73
From
US$85.73
Taking safety measures

Whale Watching from Lahaina HarborDay Cruises

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
US$45.22
From
US$45.22
Taking safety measures

Maui Sunset Dinner and Dance Cruise from Lahaina HarborDining Experiences

Maui Sunset Dinner and Dance Cruise from Lahaina Harbor

star-3.5
On this romantic Maui dinner cruise, cast the bowlines off the dock and cruise the Maui shoreline, enjoying views of the West Maui Mountains and a fiery Maui sunset. Tableside wait staff serves food and drinks while a musician provides the ambience, and finish the evening beneath a blanket of stars as you slowly cruise back towards shore.
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$117.11
From
US$117.11

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

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
From
US$46.61
From
US$46.61

Reefdancer Semi-Sub Boat Cruise with Underwater Views from Lahaina HarborGlass Bottom Boat Tours

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
US$48.23
From
US$48.23

Molokini Crater and Turtle Town Snorkeling Tour from Ma'alaea HarborHalf-day Tours

Molokini Crater and Turtle Town Snorkeling Tour from Ma'alaea Harbor

star-4.5
A trip to Molokini Crater grants visitors the chance to take in scenic ocean views from a catamaran and discover the world below the surface while snorkeling at the underwater lava formations of Turtle Town. The calm water and bountiful marine life make this an ideal snorkeling spot for everyone from first-timers to long-time snorkeling enthusiasts. Plus, a guide provides security and instruction for beginners.
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  • 5 hours
  • Free Cancellation
From
US$134.67
From
US$134.67

Molokini and Kealewai Snorkel Cruise from Ma'alaea HarborDay Cruises

Molokini and Kealewai Snorkel Cruise from Ma'alaea Harbor

star-4
On this Molokini snorkel cruise, travel in comfort to Molokini Crater and the Keawalai shoreline of Maui. The crew onboard assists you with gear and provides lifeguarding help in the water, and also help serve the delicious breakfast and lunch provided on board. After snorkeling the waters of Molokini Crater, embark on a search for Hawaiian Green sea turtles, which are often found by the colorful reefs just off the Keawalai coast.
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  • 5 hours
  • Free Cancellation
From
US$200.35
From
US$200.35

Sunset Sail from Historic Lahaina HarborSailing

Sunset Sail from Historic Lahaina Harbor

star-4.5
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
US$89.16
From
US$89.16
Taking safety measures

Molokini Wild Side: Snorkel And Cruise from Ma'alaea HarborDay Cruises

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
US$154.54
From
US$154.54
Taking safety measures

Whalewatch Deluxe Tour from Ma'alaea HarborDay Cruises

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
US$95.59
From
US$95.59
Taking safety measures

Morning Snorkel Sail from Lahaina HarborSailing

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
US$116.81
From
US$116.81

Island Rhythms Sunset Cocktail CruiseDay Cruises

Island Rhythms Sunset Cocktail Cruise

star-5
Dance to island rhythms on an open-air dance floor during this 2-hour sunset cocktail cruise. Climb aboard an ocean voyager at Maalaea Harbor in Maui, then prepare for classic reggae, island rhythms and pop and rock favorites from fun-loving recording star Eric Gilliom. A variety of tasty appetizers are available along with local, microbrewed beer, wine, juices, sodas, Mai Tais and tropical cocktails. Fun for all ages.
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$80.54
From
US$80.54

Maui Turtle Snorkeling Tour from Ma'alaea HarborHalf-day Tours

Maui Turtle Snorkeling Tour from Ma'alaea Harbor

star-4
Embark on an exciting snorkeling adventure in search of Hawaiian green sea turtles during this tour from Maalaea Harbor in Maui. Venture out to “Turtle Town,” home to a number of reef systems teeming with wildlife, including green sea turtles. Don your provided snorkel equipment and enjoy hours of snorkeling fun in the crystal clear waters. Lunch, light snacks, and refreshments are included.
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  • 3 hours
  • Free Cancellation
From
US$67.44
From
US$67.44

3 hour Makena Kayak Snorkel Tour w/Free PhotosSnorkeling

3 hour Makena Kayak Snorkel Tour w/Free Photos

star-5
The Sustainable choice! 1% for the Planet, Hawaii Ecotourism Association and B Corp Certified. Our certified Marine Naturalist Guides will personally take you on a guided reef tour and also provide FREE Digital Photography. No more than 8 guests per guide on our small group tours.
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  • 3 hours
From
US$92.71
From
US$92.71

Honolua Bay Snorkel Sail from LahainaSailing

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
US$143.82
From
US$143.82
Taking safety measures

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