From Maalaea Harbor, three excellent sailing options stand out for experiencing Maui’s coastline.
The Alii Kai catamaran delivers a memorable 2-hour champagne brunch cruise, while their sunset dinner voyage treats guests to a quality 4-course meal with drinks included.
We especially like the smaller-scale “Winona” catamaran tour for its local appetizers and reliable wildlife sightings – you’ll often spot spinner dolphins and whales while enjoying an open bar.
Let’s explore the best sailing tours from Maalaea Harbor.
Key Points
- The Alii Kai Luxury Catamaran offers a 2-hour Royal Champagne Brunch Sail with beautiful coastal views and a champagne brunch experience.
- The Luxury Catamaran Alii Kai provides a 2.5-hour Royal Sunset Dinner Cruise featuring a gourmet 4-course dinner and an open premium bar.
- The Maalaea Harbor Sunset Sail on the “Winona” catamaran offers a 2-hour cruise with Hawaiian pupus, an open bar, and island-style music.
- The sailing experiences in Maalaea offer opportunities to spot spinner dolphins and whales (December-April) during the cruises.
- The sailing experiences in Maalaea are highly rated, with the Maalaea Harbor Sunset Sail on the “Winona” catamaran receiving an overall 5/5 rating.
Maui: Alii Kai Luxury Catamaran Royal Champagne Brunch Sail
One popular sailing experience in Maalaea is the Alii Kai Luxury Catamaran Royal Champagne Brunch Sail.
This 2-hour cruise aboard a luxurious catamaran offers a delightful way to enjoy the scenic Maalaea Harbor. Rated 4.6 out of 5 stars, the cruise provides a champagne brunch with a variety of breakfast items and mimosas.
Guests can relax and take in the beautiful coastal views as the catamaran sails along the tranquil waters. The experience is priced at €142.22 per person, making it a mid-range option among the dinner cruises available in Maalaea.
With its combination of food, drinks, and picturesque scenery, the Alii Kai Luxury Catamaran Royal Champagne Brunch Sail is a fantastic way to start the day and enjoy the sailing activities Maalaea has to offer.
Read our full review: Maui: Alii Kai Luxury Catamaran Royal Champagne Brunch Sail Review
Book now: Check availability
Maui: Luxury Catamaran Alii Kai Royal Sunset Dinner Cruise
For a truly enchanting evening on the waters of Maalaea, the Luxury Catamaran Alii Kai Royal Sunset Dinner Cruise offers an unparalleled experience. Priced from $289.95 per person, this 2.5-hour cruise invites you to witness Maui’s stunning sunset while indulging in a gourmet 4-course dinner made with locally sourced ingredients.
You’ll also enjoy an open premium bar featuring top-shelf wine, beer, and spirits.
The experience takes place aboard Maui’s newest luxury catamaran, Alii Kai, providing unobstructed views of the ocean and sunset. Amenities include access to two oversized bathrooms, a full bar with premium brands, and complimentary gratuity.
The cruise is available for guests 18 and older, with valid ID required for bar access. You can cancel up to 24 hours in advance for a full refund.
With an impressive 5/5 rating based on customer reviews, this sunset dinner cruise promises an unforgettable evening on the water.
Read our full review: Maui: Luxury Catamaran Alii Kai Royal Sunset Dinner Cruise Review
Book now: Check availability
Maalaea Harbor: Sunset Sail on a Charming Hawaiin Catamaran
Nestled within the picturesque Maalaea Harbor, the Sunset Sail on a Charming Hawaiian Catamaran offers a truly captivating experience.
This 2-hour cruise aboard the small, intimate “Winona” catamaran allows for personalized attention as you take in the stunning sunset views and watch for whales (December-April). For $129 per person, you’ll enjoy Hawaiian pupus, an open bar, and island-style music, with a BYOB option available.
The cruise departs from the pier near the US Coast Guard building, where you’ll check in at 4:00 p.m. While the itinerary is subject to change, you’ll have the chance to spot spinner dolphins, whales, and other marine life.
Onboard amenities include two restrooms and an experienced captain and crew. Keep in mind that the cruise may not be suitable for wheelchair users, and some passengers may experience seasickness.
With an overall 5/5 rating, this sunset sail supports local recovery efforts and small business sustainability.
Read our full review: Maalaea Harbor: Sunset Sail on a Charming Hawaiin Catamaran Review
Book now: Check availability
Recap
Maalaea Harbor offers a range of sailing experiences that cater to different preferences. Whether you’re seeking a luxurious brunch or sunset dinner cruise, or a more casual sunset sail, you’ll find options that provide stunning views and a memorable time on the water. The variety of sailing tours in Maalaea ensures there’s an adventure suited to your needs.