Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A full bar and island music make for a memorable experience. Come join the fun and friendly captain and crew aboard the Calypso for this romantic sunset dinner cruise along the Pali coast of Maui. Step aboard, get your table and enjoy the boat as you are welcomed by our friendly crew and captain. Upon leaving the harbor, your captain cruises the coast while you hang out, listen to island-style, and enjoy a refreshing beverages.

*If members of your group want different menu options, you will need to make separate reservations, once complete please reach out to our team so we can ensure you are seated together.

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

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the beach or your hotel lanai, but a front row seat out on the water, sipping some cocktails, enjoying some awesome pupus (appetizers) and hanging with fun people sounds more appealing. Whale watching is included from Dec 15th - April 15th!

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

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and delicious food, with plenty to eat. 

Authentic hula performed by passionate and beautiful male and female Hawaiian couple. Feel their genuine Aloha Spirit through Polynesian dance, song, and interaction. Truly a unique cultural experience in an intimate setting, and an evening you will not soon forget. 

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver and leave the crowded restaurants behind. This spacious double-deck catamaran offers comfortable seating with generous table spacing for a more private intimate setting. All the tables provide excellent vantage points to enjoy the beautiful Maui scenery. Add island style music and the Aloha of the friendly crew to top off the ambiance of this unique Maui experience 

Starters:
Caesar salad with homemade buttery croutons, freshly grated parmesan cheese, and warm breadsticks

Main Course Options:
Rosemary and garlic prime rib 
Fresh island Fish
Kiawe smoked baby back ribs
BBQ roasted chicken leg and thigh combo
The vegetarian option is penne pasta with fresh Thai basil marinara sauce

Sides: 
Steamed rice and sautéed vegetables

Dessert:
Double-layer chocolate cake and New York style cheesecake

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

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It's the perfect way to experience the essence of ho'okipa (hospitality), as our crew serves an array of premium appetizers along with refreshing beverages and 2 complimentary adult beverages. Departs from Ma'alaea Harbor.

From December 20-March 31, we are adding a whale watch component to witness the amazing humpback whales and adding 30 minutes in length to the tour. This will provide you with an unforgettable sunset experience.

Sunset Sail from Ma'alaea Harbor in Maui

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and the islands of Maui, Moloka'i, Lana'i and Kaho'olawe during the golden hours of sunset. 

This relaxing and romantic dinner cruise departs from Ma'alaea Harbor on a smooth-riding double-deck catamaran. All guests enjoy guaranteed outdoor seating on the bow or upper deck. Your four-course dinner is professionally prepared using Hawaii's freshest, locally grown salad greens, vegetables, fruits and herbs.

Maui Premium Dinner Cruise: Four Course Dining Experience

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui performance sail from Lahaina Harbor. 
Enjoy the afternoon hours at sea in the glassy, miraculous 'au'au Channel is like floating inside an infinite sphere of color, surrounded by the islands of Maui, Lāna'i, and Moloka'i.
Enjoy the best of performance sailing in Maui on our Conser 47' performance sailing catamaran. With spacious trampolines, shaded cabin seating, and a professional crew, this is the ultimate Maui sunset cruise. We invite you to relax, sip a cocktail, and watch the sky transform over the Pacific.
Your afternoon includes local appetizers and a full open bar with sparkling wine, white wine, and local beer.
Experience the magic of This tour is perfect for all ages, with a limited capacity of 25 passengers ensuring a cozy atmosphere.
