Top Maui Sailing

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 billowing jib that moves us over the ocean waves at an exciting speed! As visitors return to Maui, we are following state and federal social distancing guidelines. We are using high-tech atomizing disinfectants at all check-in booths, seating areas, and vessel surfaces before and after each trip, and we have hand sanitizing stations set up on board. Crew and passengers will wear a mask except while swimming and snorkeling and enjoying on-board food and beverages. Set sail with us!

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.

Set sail into the sunset aboard a retired racing yacht with this cruise. You'll hop aboard the Sunset Mist in Lahaiana and sail out into the Pacific, where you'll have your choice of beer, wine, or soft drinks. Best of all, group sizes are capped at 22 people so you won't have to worry about crowds.

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.

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.

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).

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.

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! 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!

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.

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 Hawaiian sailing canoe tradition, construction, and navigation. We then launch the Hawaiian Sailing Canoe 'Ke Anuenue' straight from the beach just like the Hawaiians did in ancient times and sail on the gentle Wailea breeze for a unique perspective on the island of Maui.