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Very few of our guests become ill, even those prone to motion sickness. If you are in doubt, there are products available over the counter at our local Longs Drug stores to ease your mind. Just ask the pharmacist for one of many preventative options.
Teralani Sailing
Our Maui Sunset Dinner Cruise & Maui Luau is an exceptional value and one of the most sought-after activities in the Hawaiian Islands. If you’re looking for something more than a cocktail and pupu cruise, consider a dinner cruise. Hop aboard this 65’ luxury catamaran for 2.5 hours, relax, and enjoy the spectacular scenery and service. As the cruise returns to shore, the fading light of the day sets a serene backdrop for reflection and relaxation. It’s a moment to take in the beauty of the islands, the warmth of the people, and the joy of life’s simple pleasures. A sunset cruise in Maui is more than just an activity; it’s a highlight of any Hawaiian vacation, a story to be told, and an experience that will be remembered forever.
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The Dirty Monkey’s Sunset Yacht Rock Party at Lahaina Harbor - Maui Time
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You can witness the grand sunset of the Pacific while having some crafted drinks and food catered by our partner and trusted Cafe Jai. You can also see the magnificent sea creatures of Hawaii with the open-air layout of the cruise. 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.
Sea Maui
Can’t decide between going to a luau or enjoying a sunset cruise for an evening activity? While this isn’t a true full luau, you’ll still get to experience traditional music and dance with Maui’s gorgeous sunset as a backdrop. Whether you are a photographer looking to capture the perfect shot or a romantic soul yearning for a serene escape, the Wailea sunset cruise offers something for everyone. It’s a place where time seems to slow down, and the worries of the world fade away, leaving only the beauty of the moment. Yes, sunset cruises (and snorkeling cruises) are available year-round in Maui.

Royal Sunset Dinner Cruise Menu
I ordered your itinerary for Maui and we relied on it heavily. I just wanted you to know your itinerary was spot on and your recommendations were the best.
As the sun dips below the horizon, the sky transforms into a canvas of fiery oranges, pinks, and purples mirrored by the crystal-clear waters of the Pacific. But a sunset cruise in Wailea is more than just a visual spectacle; it’s an immersive experience that combines relaxation, romance, and adventure into one unforgettable journey. This Adventure Sunset Sail departs from Maluaka Beach, a very convenient South Maui location. The adventure part of this sunset sail is that you get to enjoy a beach loading, which means you should expect to get wet!
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Once aboard, you’ll be treated to an open bar and dinner of local foods followed by a champagne toast and cheers to mark the end of another magical Maui day. Most sunset sails on Maui are two hours, though you will find some that run a bit longer, at 2.5 hours. But they are quick tours that will usually get you back in time for any dinner plans you have that evening. What we love about a sunset cruise is that you not only get to appreciate the sunset over the water, you get to see the island lit up in the glow of the setting sun. A standout feature here is that they offer private tables for two, which makes this a great option for a romantic evening on the sea. They serve plated appetizers and there is a premium open bar with beer, wine, and cocktails.
Head up front to the trampolines (though you might get a bit wet). Maui Sunset Cruises typically start two hours before sunset, but the exact times can vary by cruise. Check with the cruise provider in advance to find out when your Sunset Cruise starts. Be sure to bring along a hat and sunglasses to shield yourself from the sun’s rays.
Many of Maui’s sunset sail and boat trips are exorbitantly priced, targeting unsuspecting tourists. At our company, we prioritize your comfort by limiting our trips to a maximum of passengers. This ensures that you receive personalized attention and ample space to freely move around. Get ready for an unforgettable journey filled with luxury, relaxation, and natural wonders.
If you are susceptible to motion sickness, Pride of Maui is positively the right vessel for you! For appetizers, enjoy assorted cheeses with artisanal crackers and Maui onion tartlets. Savor island-style baby back ribs, shoyu chicken, coconut roasted sweet potatoes, stir-fry vegetables, Maui gold pineapple slaw, assorted tropical desserts, and taro rolls for dinner.
Marvel at the prominent landmarks from a bird’s-eye view, such as Nakalele Blowhole, Molokini Crater, Honolua Bay, and numerous beaches. Revel in the unparalleled loveliness of the island on this unforgettable journey. Don’t miss the breathtaking moment when our vibrant sails unfurl – it’s an irresistible sight begging to be captured in photos and videos! Winona isn’t just any sail catamaran; she’s Hawaii’s sole Hawaiian-built vessel, meticulously maintained and offering ample space. Embark on a unique experience that you won’t find anywhere else in Hawaii!
Find the perfect spot to relax, enjoy your favorite music and feel the spirit of the islands as you cruise along Maui’s scenic coastline. 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. A local and experienced crew hosts each tour, which usually lasts anywhere from 2-3 hours.
To add to the experience, indulge in a delectable 3-course dinner serenaded by the melodies of a local musician. Depending on the season, you may even have the chance to catch a glimpse of magnificent humpback whales. Feel awestruck by the breathtakingly beautiful setting sun; indulge in live hula entertainment; gaze upon whales during the mating season if you are fortunate enough. The crew on the cruise were super fun and made sure to engage with everyone. The food was good, a plate of appetizers was served to each guest, so not a choice if the...
Experiencing live hula, up close and personal, watching a sunset performance off the coast of Maui is unsurpassed. Polynesian dance tells historical and mythological stories through graceful movement of the eyes, hips, and legs, where the hands complete the story. Guests aboard the Pride of Maui can move throughout the boat and mingle while enjoying a variety of freshly prepared, premium chef-inspired dishes. We are Hawaii travelers who have lived on Maui and Oahu sharing our adventures, travel tips and resources, and honest reviews so you can easily plan your dream vacation to Hawaii. If you prefer to keep your luau and your sunset sail separate, we have a list of the best luaus on Maui.
Experience the captivating charm of Maui from above on this stunning sunset flight. Step aboard your own private plane and soar through the sky as you witness incredible views of the lush island while the sun is setting. Set sail on a private yacht charter in Hawaii and enjoy the tranquility of a breathtaking sunset. Treat yourself to something special, as you explore spectacular views of the West Maui Mountains at dusk and marvel at how the sky turns golden with every passing minute. Embark on an unforgettable sunset cruise and let the Calypso’s friendly captain and crew whisk you to a romantic evening along Maui’s Pali Coast.
Once aboard, enjoy a pleasant meet-and-greet with the staff before relaxing to live music with a cocktail in hand. Sail on a luxurious catamaran, feel the thrill of the trade winds, and dine on a gourmet meal by Chef Paris Nabavi while the sun sets over Maui’s coast. Enjoy the open bar, breathtaking ocean views, and a relaxing Maui evening. Let the beautiful Maui Sunset, our unique amenities, expert crew, and relaxed atmosphere make memories that last a lifetime.
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