Sailing in Maui ranks among Hawaii’s most rewarding experiences. The island’s west and south shores provide ideal conditions for both novice and experienced sailors. I’ve found the best value comes from small-group catamaran tours, which typically run $130-175 per person. Traditional Hawaiian canoe adventures offer cultural insights and intimate water experiences, while luxury catamaran tours excel at whale watching (December-April). For families, morning snorkel sails provide the clearest waters and calmest conditions. Private charters, though pricey ($700-1200), deliver the most flexible and personalized experience. Let’s look at Maui’s standout sailing tours.
Good To Know
- The Hawaiian Sailing Canoe Adventures offers a personalized 5-star rated tour with maximum group size of 6, showcasing stunning views and marine life.
- The Whale Watching Tours Aboard Winona Catamaran depart from Maalaea Harbor, providing a 95% traveler-recommended 2-hour excursion with friendly and knowledgeable crew.
- The Sunset Sail on Hawaiian Catamaran is a 2-hour cruise from Maalaea Harbor featuring an open bar, appetizers, and island-style music.
- The Private Morning Snorkel and Sail tour includes a private catamaran, snorkeling gear, in-water guide, and a deli-style lunch.
- The Full Day Private Catamaran Sailing and Snorkeling charter departs from Maalaea Harbor, offering breathtaking ocean vistas, breakfast, and deli-style lunch.
Hawaiian Canoe Sailing Experience in Maui
On the scenic shores of Maui, travelers embark on a unique Hawaiian Canoe Sailing Experience. Operated by Hawaiian Sailing Canoe Adventures, this 5-star rated tour offers a one-of-a-kind opportunity to sail a handmade Hawaiian canoe.
With a maximum of 6 travelers, the small group size ensures an intimate and personalized experience. Guides Sage and Brody share their expertise, leading guests on a journey filled with stunning views, exciting snorkeling, and the chance to spot turtles and dolphins.
While weather-related cancellations can occur, the operators prioritize safety over profit, ensuring a memorable and safe adventure. This moderate-difficulty experience is perfect for families and those seeking a relaxing yet thrilling day on the water.
Read our full review: Hawaiian Canoe Sailing Experience in Maui Review
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From Maalaea Harbor: Whale Watching Tours Aboard Winona Catamaran
Departing from the scenic Maalaea Harbor, the Winona Catamaran sets sail on an unforgettable whale watching adventure.
Recommended by 95% of travelers, this tour offers a 2-hour excursion with a 5.0 rating and a Badge of Excellence.
The crew is praised for their friendly, helpful, and knowledgeable service, providing guests with an educational experience and exceptional whale sightings, including mothers and babies.
Travelers can enjoy light snacks, beverages, and island-style music while taking in the breathtaking ocean views.
With a maximum of 40 guests, this tour provides an intimate and personalized encounter with Maui’s marine life.
Bookings are flexible, with free cancellation and a pay-later option available.
Read our full review: From Maalaea Harbor: Whale Watching Tours Aboard Winona Catamaran Review
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Sunset Sail on a Charming Hawaiian Catamaran From Maalaea Harbor
Travelers can embark on a captivating Sunset Sail aboard a charming Hawaiian catamaran from Maalaea Harbor. With 93% of travelers recommending this experience, it’s a must-do activity in Maui.
The 2-hour cruise includes an open bar, appetizers, and island-style music, showcasing the island’s stunning sunset. Experienced crew members ensure a safe and enjoyable journey, while the maximum capacity of 40 passengers creates an intimate atmosphere.
Though not wheelchair accessible, the tour is suitable for most travelers. Positive reviews highlight the friendly staff, beautiful scenery, and relaxing ambiance.
While some note it feels more like a boat ride than a sailing experience, the Sunset Sail remains a popular way to end the day in paradise.
Read our full review: Sunset Sail on a Charming Hawaiian Catamaran From Maalaea Harbor Review
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Catamaran Private Morning Snorkel And Sail in Maui
Embarking on a private catamaran tour from Maalaea Harbor, guests can enjoy a captivating morning of snorkeling and sailing around Maui’s scenic coastline.
The 4.5-star rated experience includes all necessary snorkeling gear, an in-water guide, and a light breakfast of local fruits and baked goods.
After snorkeling, a deli-style lunch is served on board. Passengers can also indulge in additional snacks and non-alcoholic beverages throughout the trip.
Though alcoholic drinks are permitted, the legal drinking age of 21 applies.
With a maximum group size of your’ own party, this private tour offers a personalized and leisurely way to explore Maui’s underwater world and coastal beauty.
Read our full review: Catamaran Private Morning Snorkel And Sail in Maui Review
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Mauis Best Private Sunset Sailing Charter
Consistently, guests aboard Maui’s Best Private Sunset Sailing Charter enjoy an unforgettable journey along the island’s picturesque coastline.
This 5-star rated charter departs from Maalaea Harbor, inviting passengers to board the vessel at Slip #83 near the public bathrooms and coast guard station.
During the sailing experience, guests can indulge in a delectable charcuterie board and non-alcoholic beverages, with the option to bring their own alcohol.
The tour accommodates all ages, including infants, and service animals are welcome.
While the tour isn’t wheelchair accessible, strollers are permitted.
Departing and returning to the original meeting point, this private sailing charter offers a truly memorable sunset adventure in Maui.
Read our full review: Mauis Best Private Sunset Sailing Charter Review
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Full Day Private Catamaran Sailing and Snorkeling Charter
Guests aboard the Full Day Private Catamaran Sailing and Snorkeling Charter in Maui can look forward to an exhilarating day filled with breathtaking ocean vistas and immersive snorkeling experiences.
The excursion departs from Maalaea Harbor, offering a convenient starting point. Onboard, guests will enjoy a delicious breakfast of local fruits and baked goods, followed by a deli-style lunch after snorkeling.
Non-alcoholic beverages are provided, and guests can bring their own alcoholic drinks. Snorkeling equipment, including flotation devices and a knowledgeable guide, ensures a safe and enjoyable underwater exploration.
With a 5.0 rating based on 3 reviews, this charter is a must-try for those seeking a memorable sailing and snorkeling adventure in Maui.
Read our full review: Full Day Private Catamaran Sailing and Snorkeling Charter Review
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Frequently Asked Questions
What Are the Safety Precautions for the Sailing Experiences?
Participants should wear life jackets, follow the captain’s instructions, and avoid sudden movements. They should also be aware of weather conditions and listen for any safety announcements. Following these precautions ensures a safe and enjoyable sailing experience.
How Accessible Are the Sailing Tours for Individuals With Disabilities?
Most sailing tours in Maui accommodate individuals with disabilities, but it’s best to check with the operator beforehand to ensure the specific needs can be met. They often provide assistance and modified equipment to facilitate accessibility.
Are There Any Age Restrictions or Recommendations for the Sailing Activities?
Most sailing tours don’t have age restrictions, but they may have recommendations. Children under 6 may not be allowed, and older adults should ensure they can safely board and enjoy the experience. Specific policies can vary, so it’s best to check with each tour operator.
What Amenities or Facilities Are Available During the Sailing Excursions?
Most sailing excursions offer comfortable seating, restrooms, and shaded areas. Many provide snacks and refreshments, while some even have water sports equipment like snorkeling gear. Accessibility and amenities can vary, so it’s best to check with the tour operator.
Can Dietary Restrictions or Allergies Be Accommodated on the Sailing Tours?
Many sailing tour companies in Maui can accommodate dietary restrictions and food allergies with advance notice. Guests should notify the tour provider of any special dietary needs when booking to ensure they’re catered for during the sailing experience.
The Sum Up
Maui offers a variety of sailing experiences, from whale watching tours to sunset sails on catamarans. Visitors can choose from private charters or group tours, with options to combine sailing with snorkeling. Whether you’re seeking a serene sunset cruise or a full-day adventure, Maui’s sailing experiences provide a unique way to explore the island’s scenic coastlines and discover its marine life.