Maui Sunset Dinner Cruises
Teralani Sailing - Kaanapali
Teralani Sailing Charters offers two different daily sunset cruise experiences from Kaanapali Beach. Both Teralani 2 and Teralani 3 are beautiful 65' sailing catamarans. Both boats depart from Kaanapali Beach; guests take off their shoes and walk through the sand. You will likely get your feet wet (and maybe your ankels and occassionally your knees) when you board the vessel
Dinner Sunset Sail - Teralani II - 2.5 hours
Teralani's Dinner sail offers true sit-down-at-a table seating on a spacious and comfortable sailing catamaran. Current menu (subject to change) includes an Antipasto Bowl (Assorted Cold Cuts, Olives, Pesto Marinated Assorted Vegetables, Fresh Mozzarella Cheese and drizzled with Olive Oil & Italian Seasoning), Mediterranean Salad, Ginger Teriyaki Chicken with Stir-fried Vegetables and Ginger Infused Jasmine Rice. Dessert is Maui Gold Pineapple Dipped in Dark Chocolate and OPEN BAR INCLUDES: "Teralani Sunset Cocktail", White Wine, Sparkling Rose, Beer on tap, Mai Tai, Vodka, Rum and Mixers, Assorted Soft Drinks, Tropical Juices and Water. Departure time varies seasonally; typically the cruise runs from 4:30pm to 7:00pm in the summer and 3:30pm to 6pm in the winter.
$140.16 per Adult (13+), $110.16 per Child (6-12), $110.16 per Infants (under 6) (plus 7.712% Hawaii sales/harbor tax)
Teralani Holoholo Cocktail Sail - Teralani III - 2 hours
Teralani's Holoholo Cocktail sunset sail includes appetizers and snacks and a full open bar. The menu includes Caprese Skewers (Pesto Marinated Cherry Tomatoes, Olives & Fresh Mozzarella Cheese and drizzled with Aged Balsamic Glaze), Traditional Shrimp Cocktail, Turkey Pesto Wrap and Maui Gold Pineapple Dipped in Dark Chocolate. OPEN BAR INCLUDES: "Teralani Sunset Cocktail", White Wine, Sparkling Rose, Beer on tap, Mai Tai, Vodka, Rum and Mixers Assorted Soft Drinks, Tropical Juices and Water. Departure time varies seasonally; typically the cruise runs from 5:00pm to 7:00pm in the summer and 4:00pm to 6:00pm in the winter.
$110.16 per Adult, $100.16 per Child (6-12), $70.16 per Infants (under 6) (plus 7.712% Hawaii sales/harbor tax)
TSE / V
Cruise Ship Clients
NCL Pride of America cruise ship passengers who come into Kahului are able to do Teralani sunset cruises but it does require a rental car as the drive to Lahaina takes a little under an hour. For rental cars with cruise ship shuttle pick-up see our rental car page.
Lahaina cruise ship passengers can do this tour on their first day in port with a short cab ride to Kaanapali as long as your tenders are running until 8pm.
Calypso Sunset Dinner Cruise - Maalaea
Calypso is a spacious, stable 65' foot powered catamaran custom built here in Hawaii to provide full-featured snorkeling and dinner cruises. With its three decks, all-table seating, and indoor/outdoor design, this vessel is a great choice for a sunset dinner cruise. The twin hull design of the catamaran allows it to cut through the waves while the center of the vessel is held above the surface. A smooth, fast ride is the result! Comfortable table seating is available for everyone, which is important in a true sit-down dinner cruise! An attentive staff provides all the service you need during your dining experience.
This dinner cruise is offered daily, with later afternoon / early evening departure from Maalaea Harbor, which is centrally located on Maui. The relaxing two-hour excursion gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from one of the many vantage points available on board. Many of the tables have full-on ocean views, and you are free to explore all three decks of the vessel throughout the cruise.
Entree selections include Slow Roasted Prime Rib, Baby Back Ribs, Smoked Chicken, Local Island Fish, and Vegetarian Cheese Tortellini. Salad, rolls, and two drink tickets for alcoholoc beverages are included for the extensive selection of mixed bar drinks, beer, and wine. Additional beverages may be purchased on board for a reasonable price.
Calypso is available 7 days a week with departure at 4:30pm in the winter months and 5:00pm in the summer months. The cruise is 2 hours long.
$157.95 per Adult, $127.95 per Paying Child (12 and under), Free Infants (3 and under) FREE (plus 7.712% Hawaii sales/harbor tax)
One free infant under the age of 3 per paying adult. Additional infants pay the child rate. Free infants do not receive a meal. If you would like a meal for those 3 and under, reserve them as a paying child.CALY / V
Cruise Ship Clients
NCL Pride of America cruise ship passengers who come into Kahului are able to do Calypso Sunset Dinner Cruise while you are in port on Monday evenings, with a taxi or Uber ride ride of about 20 minutes to reach Maalaea Harbor. Most cruise passengers don't do dinner cruises (since you are already on a 7 day dinner cruise .. haha) but you might want to consider one during whale season as sightings are frequent during Calypso's cruise from November through April.
ACTIVITY TIPS
Watching a sunset from the deck of a boat is a completely different experience than watching from the beach. Sunsets are three dimensional ... and there is no better way to realize the 360 degree view than to get out on the water. Not only does the sky turn different shades of pink and orange, the mountains are painted with this colorful brush as well. Get out on the water and REALLY enjoy a sunset!
Occassionally I've heard clients say "We could have gotten a nicer meal for the same money in a restaurant." I think that's stating the obvious ... you aren't just paying for a meal on a dinner cruise ... you are paying to go out on a boat, and as a boat owner I can tell you that they are EXPENSIVE to operate and maintain. If you don't get your expectations too unrealistically high you'll have a great time.
For guests staying at Kaanapali we recommend one of the beautiful sailing catamarans that leaves right from the beach. Teralani Sailing offers two different boats ... one with a full dinner cruise and one with appetizers. Of the two, the dinner cruise is the more "laid-back" boating experience and the appetizer cruise is a more exciting, wind-blown "tradewind sailing" excursion.
If you are coming to Hawaii from December through April months, there is the added bonus of humpback whale sightings on sunset cruises. All boats will be going out of their way to find whales for you during these months.