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Top Maui Sailing Trips
Four Winds II Molokini Snorkeling Tour from Maalaea Harbor
5 hours - 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 who cannot swim, this adventure is perfect for everyone-guaranteeing fun in the water or on the sundeck! The tour...Read more
Sail with the Whales from Ma'alaea Harbor
2 hours - 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. Our warm, relatively shallow and protected waters make an ideal location for the humpbacks to mate and give birth to...Read more
Adventure Sail from Lahaina Harbor
2 hours - Our 50-foot Santa Cruz sailing yacht carries up to 22 passengers for intimate sailing excursions. 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...Read more
Morning Snorkel Sail from Lahaina Harbor
4 hours - 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...Read more
Paragon Performance Sunset Sail from Lahaina Harbor
2 hours - A perfect Maui experience is not complete without witnessing the beauty of a sunset out on the ocean. Join us aboard Paragon for our Lahaina Champagne Sunset sail and watch the sun dip below the horizon as we glide along the picturesque West Maui...Read more
Molokini Snorkel and Performance Sail from Ma'alaea Harbor
5 hours - 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 tropical fish.
Aboard Paragon II you will experience the thrill of a lifetime! Our Molokini snorkel trip boasts...Read more
Champagne Sunset Sail from Lahaina Harbor
2 hours - Scotch Mist Sailing Charters is the premier sailing charter company on Maui. Enjoy stunning scenic views as you glide silently along the sparkling blue waters off Maui’s West Coast.
The Scotch Mist is a fun and fast yacht, built in 1982 for racing by famed builder Bill Lee in Santa Cruz, California. In fact, she is the fastest production...Read more
Sail With the Whales from Lahaina Harbor
2 hours - 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. Our warm, relatively shallow and protected waters make an ideal location for the humpbacks to mate and give birth to...Read more
Pali Coast Snorkel and Performance Sail from Ma'alaea Harbor
3 hours - 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. Feel the wind in your hair and the ocean spray as we set out for an adventure fueled by the afternoon trade...Read more
Private Canoe Sailing Experience in Maui
2 hours 30 minutes - 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 provided. Our adventure starts on Polo Beach in beautiful Wailea, Maui, where you will learn first hand about ancient...Read more
Sunset Sail from Historic Lahaina Harbor
2 hours - 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 experience the essence of ho’okipa (hospitality), as our crew serves an array of premium appetizers along with...Read more