Lahaina
Sunset Tours

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Our most recommended Lahaina Sunset Tours

From Lahaina: Sunset Dinner Cruise with Live Music

1. From Lahaina: Sunset Dinner Cruise with Live Music

Departing from Pier One in Lahaina Harbor, enjoy a relaxing sunset cruise with a delicious three course meal, listen to island-style music, and watch the sun go down while cruising the waves on a state-of-the-art catamaran. Once aboard you will be seated by our crew to tables assigned based on the size of your party. Once you’ve settled in, our table side service will begin, and the crew will bring you warm breadsticks and water. Your dinner cruise includes two free drinks, once the catamaran has motored out of the harbor, we will take your drink order. We typically serve local beers from Maui Brewing Company, Cabernet and Chardonnay wine, cocktails such as Mai-Tai's, Pina Colada's, Margarita's, Tequila Sunrise, etc., soda, juice, and water. Your meal begins with a crisp Caesar salad, homemade buttery croutons, shredded parmesan cheese, and warm breadsticks. For the main course, your options are rosemary garlic roasted prime rib, fresh Mahi-Mahi with lemon buttery caper sauce, or penne pasta with fresh Thai basil marinara sauce. On the side, enjoy freshly sourced vegetables sautéed and steamed white rice with shoyu sauce. For dessert delight in homemade double layer chocolate cake or New York-style cheesecake. Relax as the sun sets behind the distant Maui mountains, and keep an eye out for humpback whales while you enjoy your delicious dinner cruise.

Maui: Deluxe Sunset Sail from Lahaina

2. Maui: Deluxe Sunset Sail from Lahaina

Enjoy stunning sunset on the coast of Maui on a catamaran cruise from Lahaina. Lay back on the forward trampolines or sit under the covered cabin space while savoring mouth-watering cold hors d’oeuvres and sipping on chilled drinks. Keep an eye out for whales as you sail.  Depart from Lahaina and set sail in the waters of Maui. Admire breathtaking views of the verdant and dynamic shores as the sunset paints the sea in a golden glow. Have a refreshing cocktail or snack on a delicious selection of hors d’oeuvres.  From December to May, enjoy the thrill of watching the humpback whales as they make their yearly journey to Hawaii. During the rest of the year, keep your eyes peeled for graceful seabirds and the black-finned Māui dolphin.  Return to your meeting point in Lahaina at the end of your cruise. 

Maui: Sunset Sailing Cruise with Champagne from Lahaina

3. Maui: Sunset Sailing Cruise with Champagne from Lahaina

A perfect Maui experience is not complete without witnessing the beauty of a sunset while out on the ocean. Board Paragon to experience a sunset sailing cruise and watch the sun dip below the horizon as you glide along the picturesque west cost of Maui. Beverages, including locally brewed beer, mai tais, wine, and champagne, are served as well as pupus (appetizers). This is as close as you can get to yachting, but make no mistake — when the wind is up it can be quite an exhilarating sail. During season from December to May, enjoy the thrill of watching the humpback whales that make their way to Hawaii each year.

Maui: Kaanapali Shore Sunset Segway Tour

4. Maui: Kaanapali Shore Sunset Segway Tour

End your day in paradise on a perfect note with this sunset Segway tour. After a brief orientation and training covering Segway safety protocols, explore Hanakoo Beach Park and Wahikuli State Park (also known as Canoe Park). Follow the long, uninterrupted stretch of golden sand between Kaanapali and Lahaina. Glide along the walking path through both beach parks, both of which are known for great swimming and snorkeling. You will pass grassy picnic areas and shady Kiawe and palm tree groves. Stop for pictures whenever and wherever you like. Bask in the glow of the setting sun from the seashore.

Lahaina: Private Sunset Sailing Trip & West Maui Mountains

5. Lahaina: Private Sunset Sailing Trip & West Maui Mountains

Celebrate a special occasion with a private evening sailing cruise in Maui departing from Lahaina. Have the boat all to yourself as you sail over the Hawaiian waters and look out for marine life as the West Maui Mountains become the perfect backdrop to watch the sunset. Make your way down to Whalers Village in the late afternoon and be welcomed aboard your own private sailboat by the captain. Hoist the sails at around 16:00 PM and set out onto the iddylic sea. Relax on deck with your significant other, your family, or your friends and celebrate any occasion as the waves of Lahaina lap against the boat. Treat yourself to some light appetizers including a platter of fruit, cheeses, and crackers and bring your own booze. Watch as the sun begins to set on the horizon and make a moment to remember with the West Maui Mountains majestically rising behind you. Stay for all of the sunset and then sail back to the shore.

Maui: Lahaina Twilight and Night Eco Scuba Dive by Speedboat

6. Maui: Lahaina Twilight and Night Eco Scuba Dive by Speedboat

Admire the reefs of Maui at night on a twilight or night scuba dive by speedboat. Sink below the water's surface as the creatures of the day go to sleep and the invertebrates come out to hunt. Opt for a 1-tank night dive or a 2-tank twilight dive, all you need is an open water certification. Before each dive, get introduced to the area with a dive site briefing and a mini Maui scuba diving night class. Then, prepare to explore the nightlife of underwater Maui. While the fish are sleeping and hiding, the invertebrates come out to hunt. Dive below the depths and see shells, lobsters, crabs, octopus, nudibranchs, and eels trying to grab their next meal. Feel great, working with guides that love night diving and want to share the wonders of the sea at night with you. During the twilight night dive option, get 2-tanks and visit the diving site at two parts of the day: at twilight, and then again after the sun goes down. Watch the reef morph from a feeding frenzy to invertabrate hunting grounds.

Frequently asked questions about Lahaina Sunset Tours

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What people are saying about Lahaina

Overall rating

4.4 / 5

based on 17 reviews

Amazing experience! The crew was wonderful and the captain did a spectacular job narrating our cruise. He knew SO much about the area. Live music was a major bonus-can’t get that anywhere else. Food was delicious. This was the highlight of our trip to Hawaii!!

It was a great time with Sail Maui. The all female crew were fun and engaging. There were plenty of drinks and some food. It was cloudy and we weren’t sure we would get much of a sunset but it ended up being stunning. I would recommend it.

The crew was great we had a all female crew they were on top of making sure everyone was having a good time bringing drinks.

Elly Milani & Nicholas were amazing. This was one the best sunset cruises I have been on. Nice drinks & service. Cheers

The sis set dinner cruise was a fantastic time! The crew members were great and provided exceptional service!