Lahaina
Luxury

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Our most recommended Lahaina Luxury

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. 

From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

3. From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

Start the tour by boarding a brand new luxury catamaran at the dock in Lahaina. Set off on your incredible adventure along the spectacular coastline of Lana'i. Onboard the vessel, enjoy a continental breakfast of tropical fruit, freshly baked banana bread, and locally roasted coffee. Head towards the pristine reefs along Lana’i’s south shores where you'll discover stunning sea cliffs, uncrowded snorkeling sites, and expansive island views. Get geared up with the snorkeling equipment provided and plunge into the warm waters to discover an array of local marine life.  This relaxed tour does not have a set destination, so the experienced crew can select the best locations based on sea conditions, and visit multiple snorkel sites when time and weather allow. After swimming and snorkeling, sit back with a drink and enjoy a full lunch while trying to catch a sighting of Lana’i’s famous spinner dolphins. Finally, return to the dock where your memorable day at sea concludes.

Maui Dream 65-minute Helicopter Flight

4. Maui Dream 65-minute Helicopter Flight

Soar into the sky and experience the serenity of Maui, "The Valley Isle", on this complete circle island expedition. Climb above Haleakala National Park with views of the crater, the Hana Rainforest, West Maui Mountains, and lao Valley State Park. View Maui's lush landscape, breathtaking coastlines, hidden valleys, scenic waterfalls, and the sharp-blue waters of the Pacific Ocean. Fly near Lahaina, Kapalua, Kaanapali, Wailea, and Hana and witness the stark contrast from upcountry to the beaches of Hawaii's second-largest island. Embark on the journey of a lifetime.

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.

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What people are saying about Lahaina

Overall rating

5.0 / 5

based on 1 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!