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Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters. Register and enjoy smoother booking, as well as being able to save your wish list and recently viewed activities. Indulge in the extraordinary ‘Ike Maui Sunset Dinner Sail, set against the stunning backdrop of Ka’anapali & Lahaina. Join us for an unforgettable evening as we honor the rich heritage of Hawai’i and delve into its captivating culture through mele (music) and hula. We are in business for the love of the ocean and the Na Pali Coast.
Trilogy - Sunset Sail Inquiry Form
We saw several whale pods, mama whales showing their young how to wave, and excellent views of the coastline and Molokai. The crew and captain were fantastic, high energy, knowledgeable, a...nd kept the drinks flowing. Instructions for boarding and exiting were easy to understand. I cannot express enough how much the 3 of us enjoyed this tour. We will soon scan the perimeter of Kauai’s coveted coastline, swim underneath waterfalls, and explore the intriguing sea caves on the Napali coast.
Location
Dinner is Chimichurri grilled chicken and Curry Marinated Fresh Hawaiian Fish or Honey-miso Glazed Tofu, ensuring a delightful culinary experience. This tour departs directly from Ka’anapali’s Beach Hotel. Check-in time is 30 minutes prior to scheduled departure time. As you take in a breathtaking Maui sunset, our Captain will also share stories of our local history and marine life. This tour departs directly from Ka’anapali’s Dig Me Beach. Over the years, Sea Maui has worked out to become a staple in Ka’anapali Beach.
Kaanapali Sunset Cruise with Dinner & Open Bar - Sea Maui Catamaran
This cruise also includes a splendid dinner made by Cafe Jai’s. It is a specifically designed buffet-style menu just for you. Find out more about the inclusions of the Premium Sunset Cruise here. After your sunset cocktail cruise, you will return to the original departure location. Your sunset dinner cruise will end right where it all started. Witness the great spotting of the humpback whales that swim over the ocean on their annual winter migration.
Our 65 Ft. Luxury Catamaran Departing Daily on Maui Catamaran Tours

Please check your confirmation for up to date check in time. Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching. Our Trilogy family takes seriously the responsibility of supporting our local Maui community and has a strong commitment to preserving our ocean and island environment. Learn more about Trilogy's involvement with the Community & Environment. Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail. Despite being a newbie in the field, we are not new to sailing in Hawaii.
The place responds in kind to the evening colors and is best captured during this time of the day. Make sure you get a camera on the Napali Sunset Cruise and shoot the exceptional location to cherish for a lifetime. Private tours mean smaller crowds and a better experience.
Industry Q&A: Shelley Kekuna of Kaanapali Beach Resort Association on Maui - TravelAge West
Industry Q&A: Shelley Kekuna of Kaanapali Beach Resort Association on Maui.
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After checking in with our Crew, we will walk to board the boat in front of the Outrigger Ka’anapali Resort where there is an ingress zone. Please arrive 30 minutes prior to tour departure to Check-in. Relax as world-class Trilogy Crew members serve a variety of mouthwatering pupus, signature cocktails, and share their knowledge of Maui’s history and marine life. Our Napali Coast boat tours usually last 5 hours and are packed with activity. We say that because this is not just a sightseeing tour.

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The drinks kept flowing and the food was much better than expected. One of the Ka’anapali classics is Sea Maui’s Original Sunset Cocktail cruise where you can witness the picturesque and breathtaking view of Maui’s sea sunsets. You shall get the best view of the spectacular pastel sunset colors as they change and extend across the horizon and slowly dissolve into the waters of Hawaii.
What’s included in the sunset dinner cruise
When you’ve savored every bit of the experience, we head back to the port. As there is no human life on the island, you can find marine life in abundance. You can swim alongside the gorgeous creatures during the swimming/snorkeling session on a boat tour.
A sunset cruise is a perfect way to share a romantic evening out on the water. At Sea Maui, we like to do things just a little differently than the rest. For starters, we’re more like your extended family or new best friends once you’re on board. You’re here to have a good time, learn about the ocean, Maui, whales (seasonal) and all that good stuff. We’re not operated by the corporate suits; we’re a team of like-minded, fun-going, salty sailors that absolutely love our jobs and all the cool people we get to meet!
Feel the aloha vibes as the crew serves a wide variety of alcoholic and non-alcoholic beverages, offering something tasty for everyone on this Sunset Sail. You can check in at the Sea Maui kiosk on the beach walk at Whalers Village, located between Leilani’s and Hula Grill, 30 minutes before departure time. You are given 4 hours of parking space for the parking structure at Whalers Village. Are you looking for a unique dining experience to leave behind the hustle and bustle of the land? Upon boarding, you will be warmly greeted by our team and presented with signature cocktails, skillfully crafted to delight your taste buds.
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From whale watches, Lanai and Molokini snorkeling, and Maui sunset cruises, Trilogy has an adventure for everyone. Trilogy has the largest fleet of sailing catamarans on Maui, each one represents their name – excellence. Listen while Trilogy’s crew members share their knowledge of Maui history and marine life.
Trilogy Excursions regularly gives back to our local Maui County community. Each year they sponsor events on Lanai and Maui for the less fortunate and ocean clean up. Through the years they have demonstrated a standard of excellence that few other companies can live up to. Experience a romantic Deluxe Kaanapali Sunset Sail on board Trilogy Excursions.
A 360-degree view of the open sea with the seasonal appearance of whales and dolphins as live music plays in the background. Sea Maui’s famous sunset sail options are simply the best evening tours Ka’anapali has to offer. At Sea Maui, we know that Hawaii is a major destination for relaxation and fun times. This will allow you to loosen up and enjoy yourself while marveling at the wondrous Maui sea.
You can dance to live music on board and sip on two free drinks from a full bar. Our guests can also choose from various dinner options prepared by our experienced and talented chef. Make it more amazing by picking from multiple cruise times to fit your schedule.
As with the coast, these caves are indescribable and are best experienced when our boats take you inside. Though there are no restrictions on pregnant women joining the trip, a consultation and plans with your doctor before traveling is recommended. Snorkeling is not advisable for guests with pulmonary or heart illness conditions. The afternoon lighting is unforgettable as it streams into the valleys of the Napali Coast and you won’t want to miss out on our “Titanic” photo opportunity. A delicious luau-style buffet dinner complete with beer, wine and Mai Tais is served as we sail back toward Port Allen.
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