How to Experience a Sunset Cruise on Maui

Did you know that photographers often refer to sunset as Golden Hour? That’s because the sun’s soft, golden glow lies between the brightness of day and the darkness of night. It’s a very special time on Maui, and we want you to see it firsthand! The next time you’re on the island, sign up for a guided sunset cruise. You’ll enjoy great drinks, fresh food, and incredible sights that will take your breath away! Here are some of our favorite trips.

Find out how you can take a sunset cruise on Maui when you download our free vacation guide. It’s full of recommendations for fun things to do during your stay at The Old Wailuku Inn at Ulupono!

What Is the Best Sunset Cruise on Maui?

Pride of Maui | Wailuku

Pride of Maui offers a sunset dinner and cocktail cruise that’s perfect for couples. Each trip includes live entertainment from guitarist Joe Cano as well as a full open bar and delicious food. From fresh vegetables and fish to succulent baby back ribs, there’s truly something for everyone. After your meal, find a place to sit and enjoy incredible 360-degree views of the Maui coastline and Mt. Haleakala. Be sure to keep your eyes peeled for whales if you’re visiting between January and March!

Teralani Charters | Ka’anapali

With two different trips to choose from, Teralani Charters is another great option for a romantic sunset sail. Passengers of the Original Sunset Cruise have access to an open bar and hors d’oeuvres while sailing between the islands of Maui, Molokai, and Lanai. You can also book a Sunset Dinner Sail and enjoy a hearty meal prepared by an award-winning chef. Both cruises showcase the magic of Maui and the gorgeous Kahalawai Mountains.

Alii Nui Sailing Charters | Kihei

Looking for a luxurious, one-of-a-kind cruise? Book a two-hour Sunset Sail with Alii Nui. This impressive 65-foot catamaran is one of the best on Maui, and the expert crew provides impeccable service. Head to the comfortable, covered cabin for drinks and light snacks as you watch the sun sink beneath the Pacific.

Kai Kanani | Makena

An Adventure Sunset Sail with Kai Kanani is sure to leave you with lasting memories. This tour company departs from the Makena Coast, an area known for its white sand beaches and calm, emerald-blue waters. You’ll be treated to the beautiful ukulele stylings of Brother Dwight and a celebratory champagne toast during your trip.

The Maui Princess | Lahaina

For a true dinner cruise experience, make your reservations on The Maui Princess. This massive vessel offers a complete meal with drinks, a salad course, entree, and dessert. Dinner is served on the open-air upper deck, which features panoramic views of the West Maui Mountains. Afterward, head to the main cabin downstairs for live music and dancing. Or hang out at your table and watch the stars appear.

Come Home to The Old Wailuku Inn at Ulupono

After an unforgettable sunset cruise on Maui, take a short drive back to our bed and breakfast and unwind. Our inn is located in peaceful Wailuku and offers comfortable accommodations, top-notch amenities, and beautiful views. We even provide a delicious homemade breakfast each morning! To book your room, check our availability or give us a call at (808) 244-5897. We look forward to having you!

Looking for more water activities?
Read our blog about 
catamaran snorkeling on Maui.