Private Sunset Cocktail Cruise on Maui for Up to 48 Guests - Exclusive Ka’anapali Sailing Experience

Book a private charter Maui sunset cocktail cruise along the Ka’anapali coast aboard the Sea Maui 2 catamaran. This 55 foot vessel offers a spacious setting for up to 48 guests with a covered bar and lounge area that keeps everyone comfortable as you sail. Enjoy open bar cocktails, local beers, soft drinks, and a selection of appetizers prepared fresh for your group. During winter months, the cruise also offers the chance to watch humpback whales as they travel through Maui’s warm waters. The relaxed atmosphere makes it easy to enjoy the changing colors of the sky, coastal scenery, and time with friends or family. With flexible timing, friendly crew support, and beach loading from Whalers Village, this private charter creates an easy and memorable way to spend an evening on the water.

---

Why do travelers choose this tour?

Private Sunset Charter from Ka’anapali: This Maui sunset cocktail cruise is offered as a private charter for up to 48 guests, creating an exclusive experience along the Ka’anapali coast. Your group enjoys the entire Sea Maui 2 catamaran, perfect for celebrations, families, and small events.

Sunset Views and Seasonal Whale Watching: Guests enjoy panoramic views of the Pacific and the West Maui Mountains while the sky changes color at sunset. From December through April, this charter often includes whale watching opportunities as humpback whales migrate through Maui’s warm waters.

Cocktails, Appetizers, and Open Bar: The cruise includes a premium open bar with domestic and local beers, cocktails, soft drinks, and juices, along with hearty appetizers prepared for your group. It is an easy way to begin your evening on Maui without worrying about planning or reservations.

Flexible, Relaxed, and All Ages Friendly: This private charter offers a laid-back atmosphere where you can mingle, take photos, and enjoy ocean views at your own pace. All ages are welcome, making it a great fit for families, friends, and mixed-age groups traveling together.

What to expect

• Check in at the Sea Maui kiosk on the beach walk at Whalers Village 30 minutes before departure
• Beach load onto the Sea Maui 2 catamaran from Ka’anapali Beach for your private sunset charter
• Enjoy open bar service with cocktails, local beers, soft drinks, coffee, and juices throughout the cruise
• Savor heavy appetizers such as sliders, salad, slaw, and fried chicken prepared for your group
• Take in Maui sunset views and, in winter, watch for humpback whales along the Ka’anapali coastline
• Relax with music on board, with live music available on Tuesdays and Thursdays
• Return to Ka’anapali Beach and Whalers Village after approximately two hours on the water

Local expert tips

• Plan extra time before or after your cruise to enjoy the shops, bars, and restaurants at Whalers Village along Ka’anapali Beach.
• Because this is a beach-loading catamaran, you may get your feet wet stepping into the boat, so avoid long dresses or heavy pants.
• Trade winds can make the evening cool once the sun sets, so bring a light jacket or sweater even on warm Maui days.
• Guests who are prone to motion sickness should talk with their physician in advance about recommended remedies for boat travel.
• All guests who plan to enjoy alcoholic beverages must bring a valid government issued photo ID for bar service.

What to bring

• Lightweight, breathable clothing suitable for a warm evening on the water
• Light jacket or sweater in case the breeze picks up after sunset
• Sandals or flip flops that are easy to remove for beach loading
• Government issued photo ID for guests who plan to enjoy alcoholic drinks
• Camera or smartphone for sunset and whale photos
• Any necessary motion sickness medication as advised by your physician

Boat Information

The Sea Maui 2 is a 55 foot sailing catamaran designed for comfort and social gatherings on the water. This vessel can accommodate up to 48 passengers and features a covered bar and lounge area that provides shade and a central spot to relax with drinks and appetizers. Open deck space allows guests to move around easily, enjoy ocean views, and take photos during the cruise. The layout is ideal for private charters, giving your group room to mingle, sit, or stand while taking in Maui’s coastline and sunset.

How to get there?

Guests check in at the Sea Maui kiosk located along the beach walk at Whalers Village, between Leilani’s and Hula Grill on Ka’anapali Beach. Parking is available in the Whalers Village parking structure, and Sea Maui provides validation for up to four hours of parking. After check in, you will walk down to the sand for beach loading directly onto the catamaran. Resorts and hotels in the Ka’anapali area are within an easy walk or short drive to Whalers Village for convenient access to the tour.