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Enjoy a beautiful evening on the water!

Teralani Sunset Sails


  • Fleet of beautiful 65" sailing catamarans
  • Barefoot beach loading from Kaanapali Beach
  • Tradewind sailing and sunset viewing from the water
  • Choose between Cocktail sail or Dinner Sail.


Sunsets on Maui are often spectacular, and a sunset cruise gives you a 360 degree view of the colorful display. You'll not only have unbostructed views of the sun setting over the ocean between the islands, you'll also have a view looking back to see how the sunset paints the slopes of the West Maui Mountains! Enjoy a fun and comfortable sail aboard a luxury catamaran, while dining on an incredible meal catered by an award winning chef. Teralani Sunset Sails offers two different daily cruise experiences on their 65 footsailing catamarans departing from Kaanapali Beach; guests take off their shoes and walk through the sand. You will likely get your feet wet (and maybe your ankles and occasionally your knees) when you board the vessel.


Teralani Dinner Sunset Sail - 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.

Schedule: Daily. Typically 4:30pm to 7:00pm in summer, and 3:30pm to 6pm in winter.

Teralani Dinner Sail Rate (TSE3)

$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 - 2 Hours

Relax and enjoy a delicious assortment of pupus while sipping a beverage as you watch another breathtaking Maui sunset from a unique perspective out on the ocean. Teralani's Holoholo Cocktail Sail includes appetizers and snacks and a full open bar. Teralani's chocktail sail 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.

Schedule: Daily. Typically 5:00pm to 7:00pm in summer, and 4:00pm to 6:00pm in winter.

Teralani Holoholo Cocktail Sail Rate (TSE4)

$110.16 per Adult, $100.16 per Child (6-12), $70.16 per Infants (under 6)   (plus 7.712% Hawaii sales/harbor tax)


GPS Address: 2435 Kaanapali Pkwy, Lahaina, HI 96761 Click to view map


Check In: Kaanapali Beach, directly in front of Leilani's Restaurant in the Whalers Village Shopping Center.

Vessel: 65'sailing catamaran with capacity limited to 49.

What to Wear: Caual attire that may get wet while boarding. We also recommend a light jacket.

Reservations: Advanced reservations required and we recommend booking this a month or more before your arrival. This event is "RESERVE NOW PAY LATER"; we need a credit card on file to finalize your reservation but we do not charge you for this reservation until a few days before the beginning of your vacation!

Minimum Notice for Cancellations / Changes: At least 48 hours before the start of the event. All tours go out rain or shine.

Restrictions: This activity is not accessible by wheelchair or walker. This is a barefoot cruise, and participants walk across the sand and sometimes get their feet wet while boarding. Guests 21 and over need to bring a valid photo ID to drink alcoholic beverages.

Kevin at Falls

Kevin's Activity Tips:

Teralani has a fleet of THREE beautiful sailing catamarans that are all 65' in length. Teralani III was built in 2005 and is meticulously maintained. Teralani IV (built in 2019) and Teralani V (built in 2020) are among the newest boats on the island. 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, and these are beautiful boats to take you there in style!

Occasionally 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. And if you prefer to go to a restaurant afterwards, then do the Holoholo Cocktail Sail instead of the full Dinner Sail.

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.