9 Maui Luxury Tours Worth Flying For

1.VIP Private Road to Hana Tour with Pick Up

★★★★★★★★★★5.0 · 1,068 reviews · 8 to 10 hours (approx.) · from $679Our pick

Let a private guide such as Luke, Melissa, Kobe, Shayne, or Charlie handle Maui’s winding Road to Hana while you choose the pace. Expect waterfalls, taro fields, black-sand beaches, Hana town, local food stops, and cultural stories in an air-conditioned SUV. The route can adapt to weather, mobility, and your group’s interests.

“This tour was not what we expected or what was described. It stated that snacks, water and soda were included. Not once were we offered any of these items. It rained the majority of the day. We understand that we cannot control the weather. However, our tour guide seemed to use the rain as an excuse to skip most of the stops on the tour. We did not stop at the Arboretum, Ke'anae Point, Pua'a Ka'a State Park, Hana Gold Cacoa Plantation, or Koki Beach. The itinerary stated shopping and exploring in Hana. We only ate lunch there. There was not an option to stop and see any waterfalls up…”

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2.Small-Group Road to Hana Luxury Tour

★★★★★★★★★★5.0 · 863 reviews · 10 hours (approx.) · from $385

Ride Maui’s winding Hana Highway in a luxury limo-van limited to eight people. Your Hawaiʻi-certified guide handles the 617 curves and 54 one-lane bridges while you visit Keʻanae, Waiʻānapanapa, and Puaʻa Kaʻa, with swim stops, meals, drinks, and hotel pickup included.

“The whole experience was incredible. We loved all of our stops! Seeing the sea turtles on our first stop was incredible, as was stopping at the Black Sand Beach in Waiʻānapanapa State Park and going for a short, refreshing swim. We also had THE BEST (in our opinion) tour guide, Malissa! She’s was incredibly knowledgeable of the Hawaiian culture, history, and was able to able to share some knowledge about local must-stop, must-visit beaches, shops, and restaurants. Overall an amazing experience. Thank you Malissa for making this journey unforgettable for us all. Mahalo 🙏🏽”

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3.Road to Hana Luxury Limo-Van Tour with Helicopter Flight

★★★★★★★★★★5.0 · 762 reviews · 6 hours (approx.) · from $599

Ride the winding Road to Hana in a six-passenger luxury limo-van with a Hawai‘i-certified guide, stopping at Ke‘anae, Wai‘anapanapa, waterfalls, and Hana. Enjoy a Pacific Rim lunch, then fly back over Haleakala, waterfalls, and Maui’s rugged coast in an Eco-Star helicopter.

“We've driven the Road to Hana before, and this is by far the best way to do it. It's a tough drive, and when I drove I didn't get to see a lot of things. My partner also got a little car sick. With this tour, it was all different. The helicopter flight lets you see the island in a fresh, exciting way. Then taking the road with a small tour group lets you just enjoy the ride while stopping at some of the key spots. Scotty was a great driver/tour guide, with incredible local knowledge. (He also somehow navigated the road without us getting car sick, but don't take…”

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4.Molokini and Turtles Luxury Yacht Snorkel

★★★★★★★★★★5.0 · 477 reviews · 5 hours (approx.) · from $263

Cruise from Maalaea Harbor aboard Pride of Maui Elua, a climate-controlled luxury catamaran limited to 40 people. Snorkel at Molokini and Turtle Town, then enjoy breakfast, a hot barbecue lunch, warm showers, and an open bar. Captain Justin and his crew share local ocean knowledge throughout this five-hour trip.

“Awesome captain and crew and took extra time to show us things and food and drinks were great and boat was new and clean!!!”

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5.Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour

★★★★★★★★★★5.0 · 337 reviews · 9 to 12 hours (approx.)

Spend 9 to 12 hours on a private Road to Hana tour for up to six people, with pickup anywhere in Maui. Guides such as Charleston, Mak, Nani, Jay, and Mana tailor the day around waterfalls, local food, swimming, black sand beaches, sea turtles, and Hawaiian stories. Bottled water, soft drinks, fuel, parking, and the Waianapanapa entry fee are included.

“I will honestly say that Mana is one of the best tour guides that I’ve ever had. He took us to all the best spots in Maui and had the best energy of any tour guide! I will 100% come back and request him for another tour because it was such a great time! ~Lida and the Family”

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6.Voted #1 on Maui. VIP, Private Road to Hana backstage pass tour

★★★★★★★★★★5.0 · 204 reviews · 8 hours (approx.) · from $379

Spend about eight hours on a private Road to Hana adventure with guides such as Jackie, Robin, David, Stacey, or Eli. Choose waterfalls, beaches, short hikes, local food, and photo stops, or let your guide plan the day. The van includes towels, drinks, sunscreen, rain gear, snacks, and phone chargers. Pickup is at Lowe’s in Kahului.

“Stacey was very knowledgeable and easy to chat to. Such a lovely lady , she had everything you need for the trip, water, snacks, rain coats, even soap for the toilet. The experience is amazing and she takes you to places you would never find on your own. Make sure you allow time to travel to where you are being picked up as they don’t collect you from the hotel.”

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7.VIP (12 Guests ONLY) Ultimate Whale Watch

★★★★★★★★★★5.0 · 198 reviews · 2 hours (approx.) · from $125Best value

From Lahaina Harbor, join a maximum of 12 people on a two-hour raft ride in search of humpback whales. Your captain and marine naturalist may include guides such as John, Sarah, Emma, or Jeremiah. Expect low views, whale songs through a hydrophone, and a bumpy ride that can get wet.

“We were looking forward to this trip very much. We saw humpbacks from quiet close and this was nice. At this time of the year they are all around. However the crew, Cathy and Kristin, looked not very commited to provide a good tour, but to be happy to go back as fast as possible. Boat ride was fun, but I saw much better captain than Kirstin. I understand much more under a VIP Tour, not even water was offered. Listening to the whale song was great, but why only put the microphone 20 seconds in the water? Would not recommend a tour with these guys again - better what…”

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8.Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.7 · 150 reviews · 2 hours · from $134

Spend two hours aboard Teralani’s luxury catamaran, boarding directly from Ka’anapali Beach for sunset views, an open bar, and pupus such as coconut shrimp, teriyaki meatballs, cheeses, and caprese skewers. You’ll wade into the water to board. From November through April, whales may appear, but this is not an official whale-watching trip.

“Loved this cruise - staff was great and the drinks/apps were tasty! Will definitely be back!”

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9.Ka’anapali Luxury Sunset Dinner Sail

★★★★★★★★★★4.8 · 123 reviews · 2h 30m · from $169

Sail from Ka'anapali Beach aboard Teralani's luxury catamaran for 150 minutes of sunset views, local buffet dishes, live music, and an open bar. The crew, including captains such as Patrick and Sam, keeps the evening moving while you watch for whales, dolphins, and sea turtles. Boarding requires wading through shallow surf.

“I flew over to Maui to spend Christmas with a Close friend. When trying to decide what to do for our Christmas dinner we came across this Sunset dinner Cruise and reserved our seats. From the boarding to deboarding the Cruise was an adventure! The crew was meticulous in insuring our fun and safety. As soon as we were all on board and headed out the crew began handing out refreshing cups of iced lemon water. From there on the crew made sure we had our desired refreshments in hand. Once we were out far enough for some Whale sightings we were treated to individual helpings of tortilla chips and…”

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