Imagine gliding along Maui’s West Coast as the sun begins its slow descent, painting the sky in hues of orange, pink, and purple. That’s the promise of the Holo Holo Sunset Cocktail Sail—a two-hour cruise that combines breathtaking scenery with the pleasures of a premium open bar and tasty chef-inspired appetizers. Departing from Kaanapali Beach, this experience aims to offer a relaxed, intimate way to appreciate Maui’s natural beauty.
At $136.42 per person, it’s a bit of an indulgence, but one that many find worth the expense for the views and atmosphere. The tour’s small group size—capped at 49 travelers—means you’re unlikely to feel lost in a crowd, which is a definite plus for those seeking a peaceful evening on the water.
What we especially like about this cruise is the stunning backdrop of rugged Maui mountains and calm leeward waters—perfect for a scenic photo or two. The chef-inspired appetizers elevate the experience beyond just sitting and sipping, giving it a touch of luxury. And, of course, the open bar is a highlight for many, offering signature cocktails, wine, beer, champagne, or tropical drinks like Mai Tais—ideal for raising a glass to Maui’s legendary sunsets.
However, one potential downside is the difficulty in communication if issues arise—a reviewer noted that their booking wasn’t received and contacting support was challenging. Plus, since this is a weather-dependent activity, poor weather could lead to cancellations, which might be disappointing if you’re counting on this for your evening plans. It’s also not recommended for travelers with mobility restrictions or those who cannot climb stairs, so keep that in mind if you have accessibility needs.
This cruise suits couples or small groups looking for a relaxed, scenic, and somewhat upscale way to wind down after a day of exploring. It’s especially fitting if you enjoy cocktails, good company, and picturesque views.
Key Points

- Beautiful Sunset Views: The main attraction, with vibrant colors and Maui’s rugged mountains as a stunning backdrop.
- Luxury Experience: Chef-inspired appetizers and a premium open bar make this more than just a boat ride.
- Small Group Atmosphere: Up to 49 travelers ensures a more intimate, relaxed vibe.
- Weather Dependency: Cancellations are possible if weather isn’t cooperative.
- Accessibility Considerations: Not suited for those with mobility restrictions.
- Customer Service: Some difficulty in communication and booking issues reported.
Detailed Review of the 2-Hour Sunset Cocktail Sail
Enjoy being on the water? Here are other boat experiences we've looked into in Maui
What to Expect on the Water
When we picture Maui’s west coast at sunset, it’s the kind of scene that stays with you—a mix of giant volcanic peaks, calm waters, and a sky bursting with color. The Holo Holo Sunset Cocktail Sail captures this perfectly. Departing around 3:30 pm from Kaanapali, you’ll board a boat that comfortably hosts up to 49 guests, creating a cozy, non-crowded environment.
As the boat sets sail, you’ll immediately notice the impressive coastal views. The rugged cliffs and lush mountains of West Maui are best appreciated from the water, especially with the light softening in the late afternoon. The crew typically offers commentary about local sights and wildlife, enhancing the experience with stories and facts about Maui’s natural environment.
The Sunset Experience
The highlight is, of course, the sunset itself. We loved how the sky transforms from bright daylight to a canvas of vibrant pinks and oranges. The boat’s open-air deck is the perfect vantage point, giving you unobstructed views. This is the kind of moment where you’re encouraged to relax, sip your drink, and take in the scenery.
From the reviews, it’s clear that the views are consistently praised. One traveler mentioned, “Watch the sun dip below the horizon and paint the sky with vibrant colors,” which perfectly captures the visual treat. Many owners and guides seem to prioritize making this a memorable, serene moment—ideal for couples or small groups celebrating a special occasion.
Food and Drinks
This cruise isn’t just about the scenery—it’s also about indulgence. The chef-inspired appetizers are thoughtfully prepared and designed to complement the tropical setting. While the specifics of the menu aren’t detailed, reviewers have appreciated the quality and presentation.
The open bar is a major perk. You can choose from a selection of signature cocktails, beer, wine, and champagne. Popular drinks include tropical cocktails like Mai Tais and other signature blends. The drinks flow freely, and the crew is friendly about mixing and serving, making sure everyone has a chance to enjoy their favorites.
Wildlife and Additional Sights
Depending on the season, you might catch a glimpse of whales—Maui’s famous winter visitors—or other marine life. The calm waters and unobstructed views create a fantastic environment for spotting wildlife, though the primary focus remains on the sunset and scenery.
Planning evening activities? Here are other after-dark options we've examined in Maui
- Maui: Snorkel and Sunset Sail with Water Slide
- Maui: Ma’alaea Catamaran Sunset Sail with Appetizers
- Maui: Ka’anapali Luxury Sunset Dinner Sail
- South Maui: Sunset Cruise with 4-Course Dinner and Drinks
- Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers
- Night Time Snorkel At Turtle Town With Lights And Stars
Booking and Logistics
Check-in begins about 30 minutes before departure, giving you time to settle in and find your spot. The tour departs daily, providing flexibility for travelers. The mobile ticket system makes it easy to show your reservation, but be aware of the review that indicates some booking issues—double-check your confirmation and contact support if needed.
Potential Drawbacks
The substantial cost means this cruise is an investment, but many find it worthwhile for the quality of experience. Still, the booking difficulty reported by a reviewer suggests that you should confirm your reservation well in advance and prepare for possible communication hiccups.
Since the tour depends heavily on weather, there’s a chance of cancellations or rescheduling if conditions aren’t favorable. If you’re someone who counts on a specific sunset date, it’s wise to have flexible plans.
Who Will Love It?
This experience is best suited for couples or small groups wanting a romantic, scenic evening. It’s a great way to unwind after a day of sightseeing, with the added bonus of enjoying Maui’s iconic sunset in a peaceful, luxurious setting. If you value quality drinks, excellent views, and a relaxed atmosphere, this cruise fits the bill.
Final Thoughts

The Holo Holo Sunset Cocktail Sail offers a refined way to enjoy Maui’s famed sunset, blending scenic beauty with a touch of luxury. The stunning coastal views and delicious drinks create a memorable experience, especially for those seeking a romantic or celebratory evening.
While the price point might be higher than other activities, the intimate setting, quality food, and picturesque scenery make it a worthwhile splurge for many travelers. Just be sure to confirm your booking early and keep your plans flexible should weather cause a cancellation.
This cruise is particularly suited for travelers who enjoy a laid-back, scenic outing with good drinks and beautiful vistas—perfect for winding down, celebrating, or simply soaking in Maui’s natural charm.
FAQ

How long is the cruise?
It lasts approximately 2 hours, making it a perfect short evening activity.
What time does it start?
The cruise departs daily at 3:30 pm, with check-in available 30 minutes prior.
Is there an open bar?
Yes, a premium open bar with signature cocktails, beer, wine, and champagne is included.
Are appetizers included?
Yes, you’ll enjoy chef-inspired appetizers during the cruise.
Is this activity suitable for children or mobility-restricted travelers?
It’s generally suitable for most travelers, but not recommended for those with mobility restrictions or difficulty climbing stairs.
What is the cost?
The price is $136.42 per person.
Can weather cancel the cruise?
Yes, poor weather may lead to cancellations, with options to reschedule or receive a full refund.
How do I book?
Tickets are purchased via a mobile ticket system, but some users have experienced booking issues—confirm your reservation early.
What wildlife might I see?
Whales may be visible during the season, along with other marine life, depending on the time of year.
What should I bring?
Bring your camera, a light jacket if needed, and your favorite drinks from the open bar.
In the end, if you’re seeking a relaxed, scenic Maui evening with a touch of elegance, the Holo Holo Sunset Cocktail Sail offers a memorable way to see the island’s coast. Keep expectations realistic around weather and booking, but expect to enjoy a peaceful, beautiful sunset with good company and drinks.
More Evening Experiences in Maui
- Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos
- Haleakala Sunset and Astronomy Tour
- Lahaina: Day or Sunset Whale Watching Tour with Naturalist
- Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar
- Maui: Haleakal National Park and Upcountry Sunset Tour
- From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver
More Boat Tours & Cruises in Maui
- Maui: Molokini Snorkel and Performance Sail with Lunch
- Maui: Ka’anapali Whale Watching Cruise on Luxury Sailboat
- Maui: Morning Sail with the Whales Ma’alaea
- Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar
- From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver
- From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour
More Tour Reviews in Maui
- Maui & Molokai Spectacular with Exclusive Landing Helicopter Tour
- Snorkel with Turtles and Free Underwater Photos Lahaina
- Certified Divers! Scuba dive the Ka’anapali Coast and more!
- Epoxy Resin Cheese Board Art Class
- 2-Hour Surf Lessons with a Pro
- Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos
More Maui experiences we've covered
- Maui & Molokai Spectacular with Exclusive Landing Helicopter Tour
- Snorkel with Turtles and Free Underwater Photos Lahaina
- Certified Divers! Scuba dive the Ka’anapali Coast and more!
- Epoxy Resin Cheese Board Art Class
- 2-Hour Surf Lessons with a Pro
- Night-Time Snorkel at TurtleTown with Stars, Lights, and Photos
- Full Day Private Maui Waterfall, Beach & Hana Tour
- “Migrations” Multicultural Dance Spectacular
- Haleakala Sunset and Astronomy Tour
- Waterfalls, Hike & Rivers Tour from Kahului
- Wailele Luau Including Fire and Knife Performance Plus Dinner
- Waterfall, Rainforest, Chocolate Tour & Historical Sites
