Category Maui Sunset Experiences

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

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - Price and Value: What $127.31 Buys in Real Terms

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

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

Ka’anapali sunset catamaran with open bar and pupus, whale spotting in winter, and beach boarding that means you might get wet.

“Beach loading catamaran so be prepared to dash through the water! The captain and the crew were fantastic. Lots of little ones, which I did not expect, also was expecting more a leisurely ride versus searching for whales!”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - Dinner Buffet and Full Open Bar, Plus Music on the Right Nights

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

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - Quicksilver Catamaran Comfort and How to Get the Best Views

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

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

Ma'alaea Harbor sunset dinner on Quicksilver catamaran. 3-course local meal, 2 drinks included, live music, and whale season chances.

“Nice cruise, great crew & bad whale watching experience. We have been on numerous similar cruises but this is the only one that we felt the captain was only interested in taking us out to point one and returning to the harbor to get off. It has taken me over a day to get over the disappointment and give a review. We were just outside the harbor 20 mins just waiting around to go in, no reason why that 20 mins should not have been used in search of whales while out there.”

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Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - The Open Bar Setup, Micro-Brewed Beer, and Drink Options

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

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise - Getting There: Ma’alaea Harbor, Slip 76-78, and Timed Check-In

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

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

Sunset on Maui water aboard Calypso with prime rib or fresh fish dinner, free first drinks, live music, and possible whale sightings.

“We had a blast! It was an experience you will remember for a lifetime! It was my husbands birthday and they sang happy birthday to him! The photographer took amazing photos! Everything was truly amazing!”

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Maui Premium Sunset Dinner Cruise & Whale Watch

Maui Premium Sunset Dinner Cruise & Whale Watch - The 3-hour timing: what a cruise like this feels like

6.Maui Premium Sunset Dinner Cruise & Whale Watch

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

A 3-hour Maui sunset whale watch from Maalaea Harbor with a 4-course dinner, live naturalist commentary, and ocean views of Lanai and Molokai.

“Great crew, great day...saw a lot of whale action (and bonus dolphin sitings)! Commentary, by our naturalist, was very informative.”

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From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

From Ma'alaea: 'Alihilani Sunset Sail Catamaran Tour - Boarding Alihilani: deck layout, shoe rules, and where to sit

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

Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular! - Kaanapali, Black Rock, Lahaina, and Front Street highlights

South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

South Maui: Sunset Prime Rib or Island Fish Dinner Cruise - Where to meet at Ma’alaea Harbor, slip 76 to 78

9.South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

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

2-hour South Maui sunset catamaran dinner with prime rib or island fish, live Hawaiian music, and possible whales plus green sea turtles.

“Food was delicious, service was good/friendly. Our seating was comfortable and the views were unbeatable. For a sunset dinner cruise we had the best whale watching experience.”

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Haleakala Maui Sunset Twilight Tour with Dinner

Haleakala Maui Sunset Twilight Tour with Dinner - The crater overlook experience: what you may see (and what to plan for)

10.Haleakala Maui Sunset Twilight Tour with Dinner

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

Haleakala sunset twilight tour with to-go dinner. Hotel pickup, crater views near 10,000 feet, and a guided ride up Maui’s volcano.

“When booking, I thought it was a 1:30-8:30p tour (7 h) but was informed after purchasing that it was more like 4.5h. We left the pickup site 25 mins late, so we were rushed for time in the visitors center. The driver was nice, but wasn't an engaging tour guide so not much was learned going up the mountain. There was no talking/tour on the way down. I feel like the cost should have been half the price I paid.”

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From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver

From Ma'alaea: Sunset Dinner Cruise Aboard the Quicksilver - Maalaea departure at Boss Frog’s: parking and seat strategy that actually helps

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

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

Maui sunset dinner cruise on Quicksilver catamaran from Maalaea Bay, with live island music, 3-course meal, and ocean wildlife views.

“Great crew! clean ship! comfortable seats! Great food! beautiful sunset! We weren't sure it would be worth it,v considering there are so many great restaurants to eat at right in the water... but it was definitely fantastic! you get to just see so much more from the ocean! love seeing the islands from the water and search for paces we have been. The sun setting with unobstructed views is gorgeous. God is the ultimate artist!”

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Sunset Sail from Ma’alaea Harbor

Sunset Sail from Ma'alaea Harbor - What You’re Paying $151 For, and What Feels Like Value

12.Sunset Sail from Ma’alaea Harbor

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

Maui sunset sail from Maalaea Harbor on the Ocean Spirit, with pupus, unlimited non-alcoholic drinks, and BYOB options.

“Beautiful night for a sunset cruise. Great cocktails! The captain & staff were super friendly. We didn’t see any whales but it was end is season for them so we knew that may be the case. We got amazing sunset pictures!”

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

Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar - The Boarding Flow: Check-In, Beach Loading, and Why It Changes Your Packing Plan

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

Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos - Gear and Safety: What Is Included, and Why It Matters

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

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

Maui TurtleTown nighttime snorkel with small groups, 4000-lumen lights, turtles after dark, and guide-led safety plus optional photo packages.

“Super fun experience! Robbie was a great guide and super easy to follow. We were able to see turtles, lobster, star fish, & so much more. So worth a trip!”

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Maui: Ka’anapali Luxury Sunset Dinner Sail

Maui: Ka'anapali Luxury Sunset Dinner Sail - 150 Minutes of Sailing Time That Actually Feels Like a Dinner Event

15.Ka’anapali Luxury Sunset Dinner Sail

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

Ka'anapali luxury catamaran sunset dinner with open bar, chef-inspired buffet, and whale-spotting views along Maui's west coast.

“Our family went on the Teralani 5 sunset dinner cruise on May 21st. We had an excellent time with Captain Patrick, AJ, Isaiah, and the crew. Good dinner and drinks - highly recommend this in Maui!”

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