Sailing

There is no better way to close an island day than by relaxing aboard one of our Maui sailing tours.

The scenic views of the coast of Maui at sunset are splendid. As the light fades, neighbor Hawaiian islands in the distance seem magical. The sailing catamaran beneath you glides gracefully along the waves. You and those special to you settle into a quiet ocean-inspired rhythm. The crew attends to your every need. Maui sailing tours offer a wonderful trip along the west coast of the Garden Isle. Enjoy hot and cold pupus (appetizers) along with every kind of drink imaginable.

Most of our tours serve beverages such as champagne, white and red wine, Longboard Lager, Maui Brewing Company beer, blended drinks, sodas, juices, and filtered water. Dance the night away, or sit back and enjoy listening to the music. Do you ever wonder how far the music can reach? As the sun slips out of sight, watch the stars show themselves one by one in the new night sky. Time spent on the ocean is particularly special.

Our Maui sailing tours are perfect for celebrating unique days. If you have an anniversary, birthday, engagement or recent wedding to show off, be sure to let us know so we can commemorate it, too! The captain and crew love to make their guests feel extra special. Speaking of exceptional, when the whales are here in Maui to give birth and find mates, there is a good chance you’ll see some during our Maui sailing tours! The protected area of ocean bordered by Maui’s west coast is a favorite hangout spot for the humpbacks. Keep your eyes and ears open for these amazing mammals between December and April!

Children are welcome, so climb aboard our Maui sailing tours for a wonderful evening on the water. Our best fishes to you!

Showing all 3 results

Lahaina Sunset Sail on the Paragon II

Lahaina Sunset Sail on Paragon

Paragon Sailing Charters proudly offers a sunset excursion, complete with hor d’oeuvres, beverages, and incredible views.

$58.00$65.00Savings Per Couple $14

Book Now

Paragon Maui Snorkel Cruise

Paragon Maui – Molokini Snorkel And Performance Sail

4.00 out of 5

Enjoy breakfast, sailing, a gourmet buffet lunch and excellent snorkeling at Molokini crater with Paragon II and her excellent crew.

$105$120Savings Per Couple $30

Book Now

Coloful Maui sunset aboard the Kaanapali Sunset Sail on the Trilogy

Kaanapali Sunset Sail – Trilogy Excursions

Enjoy an assortment of hot and cold appetizers, beverages, and a champagne toast while taking in the views of Maui’s west coastline and a beautiful sunset.