Sailing Trips in Maui
Top 10 Best Maui Sailing Trips
Found 22 Sailing Trips activities in Maui. Sort by Popularity.Turtles & Tacos Luxury Catamaran Snorkel
As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are eager to guide you on an unforgettable journey. The vessel is equipped with all the amenities you need for a comfortable and enjoy... More
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Turtles & Tacos Luxury Catamaran Snorkel
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Maui
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Superb8 reviews5
As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are ....
Discover the Magic of Coral Garden’s Turtle Town - Maalaea Harbor
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 Watching (Dec-Apr) on our Small Charming Hawaiian Catamara... More
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Discover the Magic of Coral Garden’s Turtle Town - Maalaea Harb....
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Maui
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Superb129 reviews4.6
Avoid the over-crowded 50-100 passenger boats. We take 30-40 passengers. Treat yourself and your lov....
Sunset Sail on a Small Charming Hawaiian Catamaran 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. Now operating from Ma'alaea Harbor, we invite you to join our cap... More
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Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor
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Maui
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Superb48 reviews4.7
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the L....
Four Winds 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 the warmth of paradise. From the experienced snorkeler to those... More
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Four Winds Molokini Snorkeling Tour from Maalaea Harbor
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Maui
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Superb765 reviews4.7
Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beauti....
Luxury Catamaran Whale Watch
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 been the favored vacation spot of these massive marine mammals. The Alii Class Yachts pro... More
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Luxury Catamaran Whale Watch
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Maui
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Superb29 reviews5
Come join us to observe the playful habits of Maui's most consistent return visitor - the humpback w....
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 catamaran, Ocean Spirit. It’s the perfect way to ex... More
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Sunset Sail from Ma'alaea Harbor
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Maui
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Superb203 reviews4.6
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....
Half-Day Deluxe Molokini 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. We’re honored to play a part in introducing our visitors to th... More
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Half-Day Deluxe Molokini Snorkel Excursion in Maui
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Maui
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Superb71 reviews4.9
Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snor....
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, and is home to over 250 species of t... More
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Molokini Snorkel and Performance Sail from Ma'alaea Harbor
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Maui
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Superb191 reviews4.9
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Day's End 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 into the distant horizon of the azure water of the South Pacific. This casual dining experience... More
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Day's End Cocktail Sunset Sail
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Maui
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Superb12 reviews4.6
Bring the whole family along for this upscale evening of outstanding food and beverages. We set the ....
Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
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 aboard, you're greeted by the friendly crew who welcome you with warm aloha spirit. The c... More
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Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
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Maui
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Superb18 reviews4.8
Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui su....
'Alihilani Sunset Sail from Ma'alaea 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 a luxurious experience, allowing for incredible views of Maui and the inter islands while wa... More
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'Alihilani Sunset Sail from Ma'alaea Harbor
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Maui
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Superb74 reviews5
We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sa....
1.5-Hour Koa Kai Adventure Whale Watch
Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful creatures return to Maui every year to birth their young. During this trip, you will get a chance to hear the whale’s unique songs a... More
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1.5-Hour Koa Kai Adventure Whale Watch
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Maui
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Superb2 reviews5
Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful crea....
Coral Gardens Snorkel & Whale Watch
Sail through Maui’s renowned Au‘Au Channel, a world-class whale-watching destination famous for its calm waters and breathtaking scenery. During whale season, this prime playground offers unmatched opportunities to spot majest... More
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Coral Gardens Snorkel & Whale Watch
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Maui
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Superb39 reviews4.8
Sail through Maui’s renowned Au‘Au Channel, a world-class whale-watching destination famous for ....
Morning Sail With the Whales Ma'alaea
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, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
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Morning Sail With the Whales Ma'alaea
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Maui
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Superb8 reviews5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Snorkel Sail Adventure off Ka'anapali Beach, Maui
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘Honu’. A hot buff... More
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Snorkel Sail Adventure off Ka'anapali Beach, Maui
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Maui
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Superb8 reviews4.9
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You w....
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 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 innovative seating galore, to the beautifully designed convert... More
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2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
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Maui
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Superb7 reviews4.9
Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the fla....
Midday Sail with the Whales Ma'alaea
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, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
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Midday Sail with the Whales Ma'alaea
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Maui
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Superb100 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
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 Hawaiian history and culture. Cold water and snorkel gear are... More
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Hawaiian Canoe Sailing Experience in Maui
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Maui
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Superb54 reviews4.8
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
4-Hour Koa Kai Molokini Adventure Snorkel
Join us on this 3-hour snorkel adventure at Maui's most iconic snorkeling location, Molokini Crater. You will be treated to exceptional service and premium equipment. Koa Kai is a multi-purpose raft that creates a unique close-u... More
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4-Hour Koa Kai Molokini Adventure Snorkel
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Maui
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Superb10 reviews5
Join us on this 3-hour snorkel adventure at Maui's most iconic snorkeling location, Molokini Crater.....
Morning Pali Coast Snorkel and Performance Sail
The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Gardens which boasts a unique blend of coral and sea life tucked into the cliffs near the West Maui Mountains. Enjoy the best conditions... More
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Morning Pali Coast Snorkel and Performance Sail
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Maui
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Superb4 reviews4.8
The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Garden....