Maui
Sunset Tours

Enter your dates to find available activities

Our most recommended Maui Sunset Tours

  • Maui: Deluxe Sunset Sail from Lahaina

    1. Maui: Deluxe Sunset Sail from Lahaina

    Join your group and crew on an elevated sunset viewing experience. Lay back on the forward trampolines, find a comfortable seat with panoramic island views, or take cover under the covered cabin space for a break from the elements. This trip is BYOB (bring your own beverages), so don't forget to pack your favorite bottle of bubbly. Onboard drinks including locally brewed beer, mai tais, wine, and champagne will also be served, in addition to hot and cold pupus (appetizers) from the acclaimed restaurant Down The Hatch. From December to May, enjoy the thrill of watching the humpback whales who make their way to Hawaii each year.

    The crew, Patrick, Jeff, Malani and Kyrstin were great. They really went beyond to accommodate everyone. The experience was relaxing and the bottomless drinks were a nice bonus. Highly recommend!!

  • Lahaina, Maui: Sunset Dinner Cruise from Lahaina Harbor

    2. Lahaina, Maui: Sunset Dinner Cruise from Lahaina Harbor

    Departing from Pier One in Lahaina Harbor, this relaxing 2-hour excursion lets you enjoy a delicious Hawaiian meal, listen to local music and watch the sun go down while cruising the waves on a state-of-the-art catamaran. Once aboard, explore both decks and take your time to find just the right spot in sun or shade. After you’ve settled in, follow your nose to the delicious appetizers and pick up a tasty soda or tropical juice. Your dinner cruise includes two free drinks, once the catamaran has motored out of the harbor, you can order alcoholic beverages. For the main meal, depending on the option selected, enjoy a sumptuous selection of Hawaiian classics like mahi-mahi, a pan-seared white fish with fresh mango salsa, or prime rib dinner (prepared medium/medium-well done), each served with authentic side dishes traditional Hawaiian sweet rolls, and a chocolate brownie. Relax as the su...

    Crew was great, as was musician. Plenty of drinks and food was really good for a dinner cruise. Captain provided great info about Maui and sunset was gorgeous! My family including 2 30-somethings really enjoyed it and would go again!

  • Maui: Sunset Dinner Cruise from Ma'alaea Harbor

    3. Maui: Sunset Dinner Cruise from Ma'alaea Harbor

    Enjoy a relaxing 2.5-hour boat excursion, complete with sunset views and a delicious meal. Departing from the Ma’alaea Harbor, you’ll set off into the waves on a deluxe, 3-story catamaran. After the spacious boat exits the harbor, enjoy a complimentary drink before the dinner service kicks off. Explore the alcoves of the boat, finding hidden pockets to sip your drink, gaze out over the ocean, and snap photos. While soaking up the tropical views, listen to relaxing island tunes throughout your excursion. When it’s time for dinner, on-board chef Keoni carves the succulent Hawaiian prime rib, also serving up Mahi Mahi, teriyaki chicken, ribs, steamed vegetables, roasted potatoes, and much more — be sure to select your preference upon booking. Enjoy your meal with a second complimentary drink. As you dine, take in views of Kaho’olawe and Lanai in the distance, as well as the top snorkeling...

    The live music was great and the staff were very friendly. My husband and I enjoyed a very lovely sunset on the boat for our 1 year anniversary

  • Maui: Sunset Sailing Cruise with Champagne from Lahaina

    4. 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.

    Higher quality bubbly please And tell people where they can & cannot sit as you board rather than being told to move once you’re settled in to what you think is the best spot to sit.

  • Maui: Self-Drive Sightseeing Road Trip

    5. Maui: Self-Drive Sightseeing Road Trip

    Embark on a self-driving road trip with a guide in your pocket. Skip the crowded tour buses and experience Maui independently, at your own pace. See historic sites, popular attractions, world-class beaches, and scenic hikes. Listen to local stories, legends, and fun facts about the places you’re visiting as well as unique Hawaiian music to entertain and relax you along the way. Experiences you can have on the tour are: • Hike to Twin Falls • Explore Wai'anapanapa State Park to visit a black sand beach • Hike to Maui’s Red Sand Beach • Swim at Oheo Gulch (Seven Sacred Falls)  • Explore a lava tube • Explore the Backside to Hana • Visit scenic waterfalls • Watch the sunrise atop Mt. Haleakala • Hike the Hosmer Grove or Sliding Sands trails • Visit a lavender or dairy farm • Walk through historic Makawao Town

    The guide was great! Very easy to understand, step by step instructions, and gave us lots of history about the sites along the way as well as tips for activities, dining, and shopping. Excellent!

  • From Ka'anapali Beach: 2-Hour Sunset Sail with Live Music

    6. From Ka'anapali Beach: 2-Hour Sunset Sail with Live Music

    Setting off from Ka'anapali Beach, start your adventurous sunset cruise by boarding your luxurious Catamaran. Once aboard, enjoy a pleasant meet-and-greet with the friendly staff before embarking on this 2-hour cruise.

    Relax and take in the breathtaking views as you listen to popular local musicians performing live on the Catamaran. Enjoy a mixture of traditional, contemporary and reggae covers of the popular songs you know and love as you take advantage of the delicious beverages at the open bar and tasty pupus appetisers.

    These conditions create the perfect setting to witness the stunning views of the sunset over the horizon. For participants on the cruise during the period of December 15th to April the 15th, whale watching is also a great possibility.

  • Maui: Haleakala, Ia'o Valley & Lahaina Tour

    7. Maui: Haleakala, Ia'o Valley & Lahaina Tour

    Take in the breathtaking sights and catch the highlights of upcountry Maui on this guided day tour.  Start your day with a journey to Haleakala National Park to see famous dormant volcano Halekalalā, the “House of the Sun”.  This National Park showcases the best of Maui in its truest and most natural form. Covering 33,000 acres of volcanic wilderness, witness the unforgettable sweeping views from what seems to be the top of the world.  Discover native plants and wildlife including the rare silversword plant which only grows on the slopes of Haleakala. You will also have time to check out the Haleakalā Visitor Center’s educational exhibits. After this, take some time to enjoy lunch in Makawao Town, the former home to the 'Paniolo' or Hawaiian cowboy. Experience the eclectic local vibes, with as much diversity in shops as in people. The combination of its paniolo heritage and its lively a...

    The tour was amazing and our guide was the best!! He was really informative and kept us on schedule!

  • Maui: Kaanapali Shore Sunset Segway Tour

    8. 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.

    My family and I knew going in that we were going to have fun with this tour, but after we got done with the tour, I could honestly say that we were all blown away! It was AMAZING and we had such a BLAST!!! Our tour guide, John, was very friendly, funny, cheeky, entertaining and his knowledge of Lahaina and its history was absolutely remarkable. John truly made our tour, and us in general, very special, and for that, we are ever so grateful! I would highly recommend this tour to everybody!

Other Sightseeing Options in Maui

Want to discover all there is to do in Maui? Click here for a full list.

What people are saying about Maui

Overall rating

4.6 / 5

based on 18 reviews

We had a fantastic time on this sunset sail! The crew was incredibly friendly, accommodating and provided great service. We highly recommend this and would do it again next time we’re in Maui!

Very enjoyable cruise! Service was excellent and food was very good. We even saw a group of four spotted eagle rays right next to the boat! Highly recommend!

Very nice experience on the sunset cruise. Clean catamaran, not crowded, very attentive staff. Highlight of our trip!

The Captain was great and his crew really went all out to make our trip a wonderful one. We had a really good time.

The staff is incredible!! So nice, helpful and accommodating. Feels like you’re sailing with friends.