Winona will sail you away until the sun starts to dip below the horizon.

Treat yourself and your loved ones to experience a beautiful sunset sailing cruise and Whale Watching (Dec-Apr) on our Charming Small Hawaiian Catamaran "Winona". Hawaiian-built, well-kept & spacious catamaran where you’ll experience true Aloha hospitality, Hawaiian pupu, non-alcoholic beverages, refreshment drinks, and much more. Bring your own drinks on board for more fun. Lovely atmosphere and awesome photo opportunities! - The chance to see spinner dolphins, whales, and other sea life while we're out! End a day in Maui on a high note when you book this fun cruise from Maalaea.

You’ll have the chance to enjoy the perfect view of West Maui's mountains, Molokai, and Lanai, while you lounge on our decks or main floor. Each year, from November through May, thousands of migrating humpback whales journey from chilly Alaska to the warm waters of Maui to breed and give birth. Our guests can get a close-up view of the majestic marine mammals on this tour. These whales play, breach, and interact in their natural environment, and our crew provides insights into their behavior and biology.

As the sun sets & we sail back, you’ll know that you have been treated to a truly magical experience to a perfect way to end your perfect day in paradise.

Your Itinerary:
Check-In
Check-in is at 4:30 p.m. Maalaea Harbor, address: 233 Maalaea Rd. Wailuku, HI 96796 vessel name "Winona" Sail Catamaran.
All guests sign in and complete the liability waiver.
Departure is at 5:00 p.m. (weather permitting)
Return to dock at 7:30 p.m.
What’s included:
Appetizers
Soft Drinks, juice, water
Island-Style Music
Experienced Captain and Crew
Whale watching (December – April)
Sailing experience from and to locations
Two restrooms on board
Big iced-cooler for your BYOB
What's excluded
Cash gratuities for crew
Bring your own drinks on board for more fun
Hotel Pick-Up and Drop-Off
Parking Validation (see below)
What to bring with you:
A light jacket or shawl
Parking
Ma’alaea Harbor is $1 per hour; we recommend paying for 3 hours total. This parking lot uses a QR code payment system. Arrive early to pay via the QR code (you will need to know your license plate number). Please be aware of where you are parking and follow the parking instructions found on the parking signs. We are not responsible for cars that get towed.