Experience the Magic of Maui’s Sunset with the Day’s End Cocktail Sunset Sail

Maui offers countless ways to enjoy its natural beauty, but few experiences combine luxury, scenery, and relaxed fun quite like the Day’s End Cocktail Sunset Sail. For around $149 per person, we’re invited aboard a sleek luxury catamaran at Maalaea Harbor, where the day transitions into evening with a stunning sunset over the South Pacific. The cruise lasts roughly two hours, providing just enough time to unwind, sip, and savor while cruising along Maui’s coastline.
What immediately draws us in is that this tour is family-friendly yet upscale, making it suitable whether you’re traveling as a couple, with friends, or with children. Two features stand out: the beautifully curated bar offering top-tier drinks and the comfortable deck seating, perfect for watching the sun melt into the ocean. The crew, described as wonderful, attentive, and fun, adds to the relaxed, welcoming vibe.
One possible consideration is that you’ll need to walk down a pier and step across a gap onto the vessel, which could be tricky for those with mobility issues. Also, since the boat departs at sunset, timing is key—booking 34 days in advance helps secure a spot during peak season. This experience is ideal for anyone wanting a calm, scenic evening with quality drinks and delicious appetizers, especially if you’re keen on witnessing Maui’s spectacular sunsets and maybe even whale sightings.
Who Will Love This Experience?

If you enjoy sailing with a view, good drinks, and a laid-back atmosphere, this tour fits the bill. Families who want a safe, enjoyable outing will appreciate the upscale hot and cold appetizers paired with a wide selection of wines, craft beers, and premium spirits. Couples looking for a romantic sunset, or groups of friends wanting a fun social experience, will find this cruise a perfect choice. It’s particularly suited for those who value authentic, relaxed luxury combined with the natural beauty of Maui’s ocean horizon.
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Key Points
- Stunning Sunset Views: Offers a picturesque end-of-day experience over the ocean.
- Upscale Bar & Food: Features a full premium bar, hot & cold appetizers, and a good selection of wines and craft beers.
- Family Friendly: Suitable for all ages, with plenty of space on the deck and inside the cabin.
- Comfort & Convenience: Includes two restrooms, easy boarding, and a mobile ticket for streamlined access.
- Expert Crew & Service: Known for friendly, attentive staff that go above and beyond.
- Good Value for Price: Offers a memorable experience at an accessible price point for Maui.
An In-Depth Look at the Day’s End Cocktail Sunset Sail

Setting the Scene: A Relaxed, Luxurious Voyage
Imagine stepping onto a spacious, well-appointed luxury catamaran at Maalaea Harbor. The vessel is ready for an evening of gentle sailing, with a sleek design and plenty of room to lounge. As you settle in, the crew prepares for departure, ready to chase the sunset. You’ll board via a pier, with crew members happy to assist with the gap, easing any concerns about access.
From the outset, this isn’t just about transportation—it’s about creating a mood of relaxed sophistication. Whether you choose to sit inside the cabin or topside on the deck, the views are breathtaking. We loved the way the spacious outdoor deck allows everyone to soak up the scenery, with the wind in your hair and panoramic vistas around you.
The Itinerary: What to Expect During the Cruise
Once underway, the real highlight begins—sailing into the sunset. The boat’s route is designed to maximize views of Maui’s coastline and the open ocean, as the sky turns shades of orange, pink, and purple. During the cruise, you’ll have access to a full premium bar, offering domestic and craft beers, seltzers, premium wines, champagne, and top-shelf liquors. ID is required, so bring your license or passport.
The upscale hot and cold appetizers are served throughout the cruise, providing a relaxed grazing experience. Guests have raved that the snacks are delicious, with some reviews mentioning “delicious snacks” and “amazing” service. The crew is attentive, ensuring everyone’s glass stays full and that your experience feels personalized.
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
Authentic Experiences & Authentic Views
One review noted that they “got to see some whales,” which highlights Maui’s seasonal whale-watching opportunities even on a sunset cruise. While whale sightings aren’t guaranteed, the possibility adds a layer of excitement. Many travelers appreciated the casual, friendly atmosphere, describing the crew as wonderful, fun, and attentive.
What We Loved
Two aspects really stood out for us. First was the quality of the drinks and snacks—a wide selection of wines, craft beers, and premium spirits, coupled with hot and cold appetizers—making this more than just a sightseeing cruise; it’s a culinary treat. Second was the unobstructed sunset view, especially from the deck, which creates perfect photo opportunities and a genuine sense of connection to the natural environment.
Possible Drawbacks
The main consideration is accessibility. Since boarding involves walking down a pier and stepping onto the vessel, it might be challenging for travelers with mobility issues or those uncomfortable with narrow gangways. Also, since the experience is weather-dependent, poor weather could result in cancellation or rescheduling, though the company offers full refunds or alternative dates.
Who Should Book This?
This sunset sail is ideal for those who appreciate relaxed luxury, scenic beauty, and good company. It suits families, romantic couples, or groups of friends looking for a memorable evening. It’s especially perfect if you enjoy wine and cocktails, and want to combine scenic views with tasty bites and drinks. If your goal is a laid-back, fun sunset experience with the chance for whale sightings, this cruise hits the mark.
The Sum Up: Why This Tour Is a Great Choice

The Day’s End Cocktail Sunset Sail offers a wonderful way to unwind after a day of exploring Maui. With stunning views, a well-curated bar, and delicious appetizers, it strikes a nice balance between luxury comfort and casual fun. The friendly crew makes you feel welcome, and the scenery is simply breathtaking.
For travelers who want to capture Maui’s beauty from the ocean, enjoy good drinks and snacks, and experience a relaxing atmosphere, this cruise provides genuine value. It’s especially well-suited for those looking to celebrate a special occasion or just want an unforgettable sunset with friends or family.
If you cherish authentic, scenic experiences with a touch of elegance, this cruise deserves a spot on your Maui itinerary. Just remember to book early, bring your ID, and prepare for a memorable evening on the water.
Frequently Asked Questions

How long is the tour?
The cruise lasts approximately two hours, providing ample time to enjoy the sunset and socialize without feeling rushed.
Where does the tour start and end?
It departs from Maalaea Harbor and returns there at the end of the cruise, making it convenient if you’re staying nearby.
What’s included in the price?
The price covers alcoholic beverages, including a full premium bar with wine, beer, champagne, and spirits, as well as upscale hot and cold appetizers. Restrooms are also available onboard.
Is this experience suitable for children?
Yes, most travelers can participate, making it a good family activity, especially if your children enjoy being on the water and watching sunsets.
How should I dress?
Dress casually and comfortably—layers are advised as it can be breezy on the water during sunset. No special attire is necessary.
Are there any accessibility concerns?
Access involves walking down a pier and stepping onto the vessel, which may pose challenges for some. Crew members are happy to assist.
What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund. Cancellations within 24 hours are not refunded, but weather-related cancellations are fully covered with rescheduling or refunds.
Can I book last minute?
Most bookings are made about 34 days in advance, especially during peak season, but last-minute availability depends on demand.
What if the weather isn’t good on the day?
Weather can affect the cruise, but if canceled, you’ll be offered a different date or a full refund. It’s best to check the forecast when booking.
In sum, the Day’s End Cocktail Sunset Sail offers a delightful blend of scenic beauty, upscale drinks, and a relaxed atmosphere. It’s perfect for those wanting to experience Maui’s famous sunsets comfortably and enjoyably. Whether celebrating something special or simply soaking in the view, this tour provides a memorable, value-packed evening on the water.
More Evening Experiences in Maui
- From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
- Ma’alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise
- Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor
- VIP Private Road to Hana and Haleakala Sunset Tour
- Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
- Haleakala’s Best Sunset Tour with Dinner
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- Brewery and Beach Cruise in a Vintage VW Bus
- From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
- Ma’alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise
- Lana’i Coast Snorkel and Sail
- Turtles & Tacos Luxury Catamaran Snorkel
- Full Day Private Shore Excursion in Maui from Lahaina Cruise Port
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