15 VIP Experiences on Maui to Build a Day Around

1.VIP Private Road to Hana Tour with Pick Up

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

Spend 8 to 10 hours on a private Maui tour along the Road to Hana, with a guide such as Luke, Kobe, Shayne, or Spencer. Set your own pace while visiting waterfalls, black-sand beaches, Hana town, cacao farms, and local food stops in a private air-conditioned SUV.

“You see and experience so much more when you don't have to navigate the road. The guide was not only knowledge about where to spend the most time, but went out of her way to introduce us to the locals and help us understand how the plants were used by the natives for various purposes. The VIP is well worth the cost for the one-on-one interactive tour.”

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2.Small-Group Road to Hana Luxury Tour

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

Spend about 10 hours on Maui’s winding Road to Hana in a leather-seat limo-van limited to eight people. Your Hawaiʻi-certified guide, such as Ray, Gayle, Adam, or Ernie, handles the driving while you visit waterfalls, Keʻanae Point, and Waiʻānapanapa’s black sand beach.

“Ray, our driver/tour guide was fantastic. He has an impressive knowledge of not only Maui but Hawaiian history, as well.”

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

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

You’ll ride Maui’s winding Road to Hana with a certified guide such as Scott, Gayle, Ray, or Sue, stopping at Ke‘anae, Wai‘anapanapa, waterfalls, and Hana. A Pacific Rim lunch and 36-minute Eco-Star helicopter flight complete this six-hour small-group outing.

“Bring your little snack what they provide is brutal Scott was unbelievable best tour guide ever book with Scott”

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4.Molokini and Turtles Luxury Yacht Snorkel

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

Board Pride of Maui’s modern, air-conditioned yacht at Maalaea Harbor for a five-hour snorkel trip to Molokini and Turtle Town. Captain Justin and his crew provide gear, breakfast, an onboard barbecue lunch, warm showers, and drinks after snorkeling. The route depends on weather and sea conditions.

“This was from beginning to end an amazing experience. The captain and crew early on guided us gently with safety and put all uneasiness quickly to rest. Really enjoyed the luxury yacht and all the amenities including such pristine and clean conditions. A very super friendly crew with knowledge and also genuine niceness towards us. We got to do everything listed but in a non hurried and enjoyable way. This outfitter is very lucky to have such an outstanding crew representing them. There are not enough words to share how pleased we were”

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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 Maui’s Road to Hana with a private guide such as Charleston, Nani, Jay, or Mana. Ride in an air-conditioned SUV, stop for waterfalls, banana bread, Huli Huli chicken, sea turtles, and Honokalani Black Sand Beach, with pickup anywhere on Maui.

“Reading all the trip advisor reviews about the road to Hana and whether to drive yourself, go with a group, or hire a private guide, we opted for the private guide, which did not disappoint. Our guide (Dustyn) texted us the night before and confirmed a 6:30 am pickup time. He picked us up in a new Ford Expedition at our hotel and drove about an hour to a local grocery store to pick up breakfast, coffee, and Dramamine. Our guide had a plan that started with a few smaller photo op stops (Bamboo Forest Aunty Sandys, and then stopping at the Tall Waterfall first (Wailua) - to beat the…”

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6.Luxury Helicopter Experience with Hana Rainforest Landing

★★★★★★★★★★5.0 · 274 reviews · 1 hour 15 minutes (approx.) · from $341

From Kahului, fly past waterfalls, Jaws, the Road to Hana, and Jurassic Rock before landing in Wailua Valley. You get 40 minutes in the air, 30 minutes on a former taro plantation, and commentary from pilots such as John, Felix, and Nick.

“Breath taking heli ride with Captain Felix. First class experience from start to finish. Views of the rainforest and waterfalls were spectacular. Landing in the middle of forest was an added touch of Hawaii! Amazing ride. Looking forward to another trip with Maverick helicopter and Captain Felix!”

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7.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 outing with guides such as Robin, Dana, Eli, Stacy, or Jackie. Your group can choose waterfalls, pools, beaches, food stops, short hikes, and photo spots, with transportation, snacks, towels, rain gear, and drinks provided.

“We had an absolutely fantastic day! Yvonne was amazing, she deserves above five stars for the experience she gave us! We absolutely loved everything!”

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8.VIP (12 Guests ONLY) Ultimate Whale Watch

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

Join a maximum of 12 people aboard a low Coast Guard style raft from Lahaina Harbor. Your captain and marine naturalist, such as John, Sarah, Emma, or Jeremiah, search for humpbacks, explain their behavior, and lower a hydrophone to hear whale song. The two-hour trip runs December through April.

“Small group and crew was very friendly and knowledgeable. We departed from the Lahaina Mala harbor. We wanted to support a Lahaina business. This company has been through a-lot of tragedy w the fire last August. Book this tour! You wont regret it. Lahaina strong!”

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

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

Board the Teralani catamaran from Ka'anapali Beach for a two-hour sunset sail with ocean views from every table, premium drinks, and pupus including coconut shrimp and teriyaki meatballs. Crew members such as Captain Ian, Anna, and Patrick have earned praise for warm service, while whales may appear from November through April.

“Such an incredibly fun time! Great food and drinks, awesome music, beautiful views, and very welcoming and friendly crew. Thank you so much for a fantastic evening!”

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10.HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

★★★★★★★★★★5.0 · 142 reviews · 1 hour 45 minutes (approx.) · from $95Best value

Join Maui Reef Adventures for a 1-hour-45-minute whale watch from Maalaea Harbor aboard a custom inflatable Super Raft. The small-group boat offers eye-level viewing, onboard hydrophones, drinks, and guides such as Captain Brad, Ryan, Jen, and Garrett during the humpback season.

“Honestly I don’t know if we could’ve had a better time unless we were riding the whales. I mean they came under the boat. Saw SO many up close and I mean we could not have had a better experience. The raft was fun because we got to be right there with them that we could practically touch them.”

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11.VIP Aloha Nui Snorkel Adventure w/ optional SCUBA from Lahaina

★★★★★★★★★★5.0 · 136 reviews · from $235

Spend about 4.5 hours aboard a small Blue Water Maui boat with no more than 12 passengers. Your crew chooses snorkel sites around Maui or Lanai based on conditions, with gear, lunch, fruit, banana bread, and a floating mat included. Optional SCUBA is available for certified and first-time participants.

“My wife has wanted me to scuba since we got married 25 years ago and on our anniversary trip it seemed about time. If I'd known how amazing it would be I'd have done this years ago! Our guide and instructor extraordinaire was Ashley aRead more”

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12.Ka’anapali Luxury Sunset Dinner Sail

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

Board Teralani Sailing Adventures directly from Ka'anapali Beach for a 150-minute sunset sail. You get ocean views from every seat, an open bar, and a buffet of Hawaiian-inspired dishes. Captains such as Patrick and Sam keep watch for whales, while the crew handles drinks, dinner, and beach boarding.

“Incredible experience! One of the highlights of our Maui trip! The crew was very friendly and professional. It was a beautiful night with a gorgeous sunset and the food was very tasty! Not mentioning the variety of cocktails! My husband and I truly enjoyed ourselves as it was very relaxing and enjoyable. Captain Patrick and the crew including Sammy and Miles were amazing. Max took beautiful pictures on board. We highly recommend this activity!!!”

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13.Turtles & Tacos Luxury Catamaran Snorkel

★★★★★★★★★★4.5 · 103 reviews · 3 hours (approx.) · from $199

Sail from Maalaea Harbor on Alii Nui’s spacious catamaran for about three hours of turtle snorkeling, tacos, margaritas, and local beer. The crew handles the gear and safety briefing, while onboard photographers capture above and below-water moments for purchase. Captain Bre, Josh, and Tim have all earned warm praise.

“One of the best days I’ve had in Maui!! Fantastic attentive staff, open bar with delicious island cocktails, snorkel gear, mineral sunscreen and towels provided, great tacos. And…swimming with turtles was just amazing!! Beautiful sail to a spectacular snorkel spot. I would do this again for sure!”

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14.Half Day Private VIP Road to Hana Tour

★★★★★★★★★★5.0 · 101 reviews · 4 to 5 hours (approx.) · from $599

Explore Maui’s Road to Hana in a private vehicle with a guide such as Spencer, John, Melissa, or Chris. You can adjust stops to suit your group, from Paia and Ho‘okipa to waterfalls, banana bread, and Waiʻānapanapa’s black sand beach. Door-to-door pickup is available across Maui.

“Our tour guide Melissa was excellent! We saw many great things and the weather was fantastic! The chance to see such beautiful sites made for a once in a lifetime experience.”

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15.Ka’anapali Whale Watching Cruise on Luxury Sailboat

★★★★★★★★★★4.8 · 89 reviews · from $108

Leave Ka’anapali Beach on a spacious Teralani catamaran with a marine naturalist, live whale songs, breakfast snacks, Kona coffee, tropical juices, soft drinks, and an open bar. You may hear crew members such as Bama, Bri, Sammy, Tylie, or Julia share the work of finding Maui’s humpback whales.

“We had a great time whale watching! The crew was knowledgeable and we saw lots of whales. The boat was comfortable with easy access and there were snacks provided. I would recommend this whale tour.”

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