Maui · EVENING EXPERIENCES

Top 15 Evening Experiences on Maui

26 tours  ·  from $50

The 15 best evening experiences you can book today, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - Boarding from Ka’anapali Beach
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

1.Original Sunset Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127Our pick

Board Sea Maui’s barefoot catamaran at Ka’anapali Beach for a two-hour sunset sail with unlimited cocktails, soft drinks, and hearty pupus. The crew, including names such as Tommy, Travis, Jenni, and Mario, keeps service lively. Expect island views, possible whales or dolphins, and wet feet during beach loading.

“Best experience solo traveling in Maui! Thank you Sea Maui crew for an unforgettable night! The crew kept the drinks flowing and the vibes going. Shout out to Tommy for being especially attentive to all the guests 😊 Definitely coming back!”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - Meeting at Ka’anapali Beach and getting aboard
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

2.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Set sail from Ka’anapali Beach aboard Sea Maui’s 65-foot catamaran for a 2.5-hour sunset cruise with a chef-prepared buffet, full open bar, indoor and outdoor seating, and seasonal whale watching. Crew members such as Kay, Tim, and Kyle have earned praise for friendly service, while boarding from the sand means you should expect wet feet.

“Best crew and whale watching experiences. Highly recommend. The crew was friendly. Reverting air this evening was perfect.”

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From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - The two-hour route and what you actually see
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

3.From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139

Set sail from Ma'alaea Harbor at 5 p.m. aboard the double-decker Quicksilver catamaran for a two-hour sunset dinner cruise. Enjoy a three-course meal, two alcoholic drinks, live island-style music, and views toward Lahaina and Lanai. Winter sailings may include humpback whale sightings.

“We had a great time on the dinner cruise! The staff and food was great! The only issue I have was that there wasn’t much cruise time! We stopped in a cove and parked. Parking at the event was a little confusing, we barely made it.”

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Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - The Pride of Maui offers room to move
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maui Hula and Craft Classes, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

4.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Board the spacious Pride of Maui at 5:00 pm for a two-hour coastal sunset cruise near Molokini. Enjoy ribs, shoyu chicken, roasted vegetables, coconut sweet potatoes, dessert, an open bar, live Hawaiian slack key music from Kekoa, and a hula performance. Humpback whales may appear from January through February.

“All was very nice except the directions to the pier were missed by us so we needed to call Viator in New York for help and that took so long we ended up asking at another pier where to go :(”

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Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise - A sunset on Maalaea Bay, with whales as a bonus
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

5.Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $149

Board the three-story Calypso at Maalaea Harbor for a two-hour sunset dinner cruise with table-side service, island music, two included alcoholic drinks, and choices such as prime rib, mahi mahi, ribs, chicken, or pasta. Seasonal whale sightings can add a memorable bonus.

“Very pleasant evening. Nice service. Pretty good food. Drinks were good. The ride out was very nice with lots of whale sightings and a beautiful sunset.”

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Maui Premium Sunset Dinner Cruise & Whale Watch - The naturalist commentary adds real value
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maui Sunset Cruises and Dinner Sails, Maui Whale Watching Tours, Tour Reviews, Whale Watching

Maui Premium Sunset Dinner Cruise & Whale Watch

6.Maui Premium Sunset Dinner Cruise & Whale Watch

★★★★★★★★★★4.5 · 504 reviews · 3 hours (approx.) · from $189

Board at Maalaea Harbor for a roughly three-hour sunset cruise with a four-course dinner, alcoholic drinks, and live naturalist commentary. You may see humpback whales, dolphins, and hear whale song through a hydrophone. Captains Andrew and Chris, plus naturalists Ash and Stevie, have earned special praise.

“We got the opportunity to see three whales and it was beautiful! Learned about whales and a little extra about sharks from Ash. We had a great time. Thank you to the crew as they were amazing and kept us well informed and safe. We had never done a whale watching tour and we are so happy we did. My wife and I talked about our experience and we were just mesmerized by the beautiful creatures in the ocean that sometimes we forget about. The beauty Mother Nature has to offer is just priceless! Something’s are just meant to me memories in ur mind because there is no phone or…”

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From Ma'alaea: 'Alihilani Sunset Sail Catamaran Tour - The Auau Channel and Maui’s evening views
Cruises & Boat Tours, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sailing and Catamaran Cruises, Maui Sunset Cruises and Dinner Sails, Sailing, Tour Reviews, Tours

From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

7.‘Alihilani Sunset Sail Catamaran Tour

★★★★★★★★★★4.8 · 348 reviews · from $114

Sail Maui’s Alihilani carries you through the Auau Channel from Maalaea Harbor for a two-hour sunset sail. Expect open-deck seating, trampoline nets, drinks, cold hors d’oeuvres, English-speaking crew, and possible dolphins or humpback whales from December through March.

“Absolutely amazing experience! Jamie, Nicholas, and Steven were a fantastic crew, and we would recommend this to anyone coming to Maui!”

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Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular! - The guide makes the short flight count
Evening Experiences, Maui Helicopter Tours, Private, Tour Reviews, Tours, Wine Tours

Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

8.Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

★★★★★★★★★★5.0 · 264 reviews · 1 hour (approx.) · from $420

Share a one-hour private flight over Maui with pilot-guides such as Steve or Eric, then toast the sunset with champagne. You’ll see Honolua Bay, Kaanapali, Lahaina, Molokini Crater, Wailea, and more while listening through a provided headset.

“It was a very great experience very nice and personal the guide was were nice and helpful know a lot about the island he did a great job he was also a local owned business!”

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South Maui: Sunset Prime Rib or Island Fish Dinner Cruise - Dinner choices from prime rib to vegetarian pasta
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Kihei and South Maui Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

9.Sunset Prime Rib or Island Fish Dinner Cruise

★★★★★★★★★★4.7 · 242 reviews · 2 hours · from $149

Board Calypso Molokini Charters at Ma’alaea Harbor for a two-hour sunset dinner cruise. Chef Keoni serves prime rib, mahi-mahi, chicken, ribs, or vegetarian pasta, while live music, two drinks, whale watching, and views of Lanai and Molokini fill the evening.

“There were so many whales, beautiful music, and delicious food. What a fantastic night!”

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Haleakala Maui Sunset Twilight Tour with Dinner - The long ride up from Maui’s west side
Dining Experiences, Dinner Experiences, Evening Experiences, Haleakala Sunrise and Summit Tours, Tour Reviews, Tours

Haleakala Maui Sunset Twilight Tour with Dinner

10.Haleakala Maui Sunset Twilight Tour with Dinner

★★★★★★★★★★4.5 · 240 reviews · 7 hours (approx.) · from $256

Ride from select Maui hotels to Haleakala’s 9,740-foot overlook for sunset, crater views, and stars. Guides such as Mitchell and David add local stories, while a Kula Bistro dinner is provided to go. Expect a long mountain drive, cold wind, changing weather, and possible pickup delays.

“This was an last minute plan for us and we didn't regret it. Randall (I hope i got your name right) was a great host. He drove us to the top skillfully while sharing his knowledge and his personal experiences of growing up in Maui. We enjoyed the sunset at 10,000 ft atop haleakala while having dinner. The crater wasn't visible due to cloud/ fog but we enjoyed the views despite that.”

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From Ma'alaea: Sunset Dinner Cruise Aboard the Quicksilver - A spacious catamaran with two different moods
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver

11.Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 218 reviews · 2 hours · from $139

Spend two hours aboard Quicksilver, a spacious double-deck catamaran sailing from Maalaea Bay. Enjoy a three-course dinner, two alcoholic drinks, island-style music, and sunset views of Maui and nearby islands. Seating may be first come, first served, so arrive early if you want a preferred spot.

“It was an experience of a lifetime! A pod of dolphins on the starboard side and the sunset on the port side, couldn’t decide which way to look. Excellent time for our 25th anniversary!”

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Sunset Sail from Ma'alaea Harbor - The sunset is the main event
Cruises & Boat Tours, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sailing and Catamaran Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Sunset Sail from Ma’alaea Harbor

12.Sunset Sail from Ma’alaea Harbor

★★★★★★★★★★4.5 · 207 reviews · from $151

Join Pacific Whale Foundation’s two-hour Ocean Spirit sunset sail from Ma’alaea Harbor. You’ll watch the Pacific turn gold, enjoy island-style music, appetizers, coffee, tea, and soft drinks, and may spot humpback whales in season. Alcohol service has changed, so confirm the current policy before booking.

“We really enjoyed our sunset sail. Our all female crew were fun and hard working (I had no idea of the physical exertion required in hoisting the sail). The food was really good and my beer was cold. But the real attraction was nature itself. Being in the ocean watching the sunset was simply amazing.”

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Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar - Life aboard the Teralani catamaran
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sailing and Catamaran Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews, VIP

Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

13.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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Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos - Swimming the quarter-mile route to Turtle Town
Evening Experiences, Maui Snorkeling Tours, Maui Turtle Snorkeling Tours, Photography Sessions, Tour Reviews

Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos

14.Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos

★★★★★★★★★★5.0 · 126 reviews · 1 hour 30 minutes (approx.) · from $119

Meet at Makena Landing at 6:30 pm for a small-group snorkel with guides such as Robbie, Joe, Payson, and Alec. You’ll swim toward Turtle Town as daylight fades, then use powerful lights to spot turtles, octopus, eels, squid, and other sea life.

“From the turtles to octupi, it was a beautiful sunset snorkeling. The guide (Robbie) was amazing. Reassuring, knowledgeable and an unbelievable photographer Also, very small group. It was only 5 people on the excursion. Only thing I Would change is titwl...it is a sunset experience not nighttime.”

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Maui: Ka'anapali Luxury Sunset Dinner Sail - A catamaran built for sunset views
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sailing and Catamaran Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews, VIP

Maui: Ka’anapali Luxury Sunset Dinner Sail

15.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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New in Evening Experiences

★ 4.0From Ma’alaea Harbor: Sunset Whale Watch Tour Aboard the MaloloFrom $4958 reviews
★ 4.8Sunset Dinner Catamaran Cruise With DrinksFrom $15355 reviews
★ 4.7Sunset Cruise with 4-Course Dinner and DrinksFrom $17864 reviews
★ 4.72 Hour Sunset Dinner Sail with Open Bar and AppetizersFrom $14965 reviews
★ 4.5Day’s End Cocktail Sunset SailFrom $15970 reviews

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