Sunset Cruises, Sails and Tours

Trilogy offers two sunset cruises, both departing from the beach of Ka`anapali. Each cruise includes hot and cold appetizers, open bar and non-alcoholic drinks, and on the "Aloha Friday Sunset Sail", guests are treated to live Hawaiian music.

Trilogy is one of the most trusted names in the industry and continues to hold its ranking as one of the top sailing companies on all Maui.

Their friendly staff and immaculate catamarans are sure to provide the best sailing adventure possible.

You may not know it, but taking a day trip to another Hawaiian island is easy to do and full of adventure!

Trilogy offers an incredible sailing trip to the island of Lanai straight from Lahaina. This trip is unlike any other in that Trilogy has private access to the Hulopo’e Marine Preserve on the island. Here you can swim, snorkel, hike, play volleyball or simply relax under the shade of a palm tree on the white sandy beaches. All beach equipment and snorkeling gear is included.

After a day of fun, Trilogy will treat you to a full plantation BBQ before you head back to Maui.  On the sail home, enjoy some tropical cocktails and take in the gorgeous views of the islands.

Hula Girl`s sunset cruises run every Monday, Wednesday and Friday and offer guests Ala Cart appetizers, full service bar for purchase and a kids menu.

On Tuesdays, Thursdays and Saturdays, Hula Girl offers their sunset dinner cruise, which takes the boat along the Maui coastline for a spectacular sunset sail. This cruise offers Ala Cart appetizer for purchase, an entree, a kid`s menu for purchase, top shelf cocktails, and beer and wine.

The Teralani catamaran fleet has won numerous awards over the years. They offer two sunset cruises, both departing from the beach of Ka`anapali.

Their first sunset cruise, The Original Maui Sunset Sail, includes hot and cold appetizers and an open bar. The trip is around two hours and will take you along the Maui coastline.

The second sail, their Sunset Dinner Sail, includes hot and cold appetizers, entree, and open bar.

The Pacific Whale Foundation offers a variety of different sunset cruises throughout the year. It is best to check their website for their most up to date cruise schedule. Cruises range from sunset sails, adult only cruises to a New Year`s Eve cocktail sail. No matter your age and no matter the occasion, there is sure to be a sunset cruise for you!

Gemini Charters has been serving Maui visitors, and locals alike, for over thirty years. They offer guests a sunset sail that picks up on the shores of Ka`anapali beach and includes "pupus" catered by the Westin Maui Resort and Spa, and, an open bar.

This luxurious catamaran takes guests along the Maui coastline and offers top of the line service with some of the most breathtaking views you will see your whole trip.

Maui Princess Dinner Cruise offers guests dinner AND dancing on its 120-foot yacht. With live music, fine dining, a wait staff in tux, and world-class views, the Maui Princess pulls out all the stops to make your evening is extra special.

The cruise also includes three complimentary alcoholic drinks, and unlimited soda and juice.

The Maui Princess also offers an exciting Maui Sunset Dinner Cruise AND Royal Lahaina Luau Combo Cruise. This package offers guests the original Maui sunset cruise. On another night, you can return for a traditional luau with dancers from the Royal Lahaina Luau. On this cruise you will be treated to dancing, as well as a traditional luau, drinks and a floral lei when boarding, and all of this under a blanket of stars just overhead.

Hawaiian Paddle Sports offers one of our favorite water tours on Maui. The outrigger canoe is a very important part of Hawaii’s history. The ancients used these sturdy and swift vessels to discover the Hawaiian Islands. Today, outrigger canoes are featured in races, whale watching, and everything in between.

Hawaiian Paddle offers visitors the chance to pick up a paddle and have at it!  It’s not just the chance to explore our local waters, but to experience just a bit of what it must have been like in the days of Old Hawaii.