About

Welcome aboard our incredible Hawaiian catamaran sailboat Winona. You are in for a treat as you experience the excitement of whale watching.

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. Hear their soulful songs through our underwater hydrophones while enjoying the perfect view of West Maui's mountains, Molokai, and Lanai, while you lounge on our decks or main floor.

Winona is not just any sail catamaran; she is Maui's only Hawaiian-built, well-kept, and spacious vessel. Get ready to experience true Aloha hospitality. Indulge in delicious appetizers, refreshment drinks, and more. With a small group of 30-35 people, you will enjoy personalized attention and plenty of space to move around. Join us for an unforgettable adventure!

Your Itinerary:

First Cruise:

• Check-in is at 8:00 a.m. Maalaea Harbor, address: 233 Maalaea Rd. Wailuku, HI 96796 vessel name "Winona" 50-ft Sail Catamaran.
• All guests sign in and complete the liability waiver.
• Walk to the dock and board the vessel.
• Departure is at 8:30 a.m. sharp (no exceptions)

Second Cruise:

• Check-in is at 11:00 a.m. Maalaea Harbor, address: 233 Maalaea Rd. Wailuku, HI 96796 vessel name "Winona" 50-ft Sail Catamaran.
• All guests sign in and complete the liability waiver.
• Walk to the dock and board the vessel.
• Departure is at 11:30 a.m. sharp (no exceptions)

What’s included:

• Soft drinks, juice, water
• Appetizers
• Island-Style Music
• Experienced Captain and Crew
• Underwater hydrophones
• Sailing experience from and to locations
• Two restrooms on board

What's excluded

• Gratuities
• Hotel Pick-Up and Drop-Off
• Parking Validation (see below)

What to bring with you:

• A light jacket or shawl
• Sunscreen and hat

En Route

• Captain's safety briefing.
• 2-hour trip in search of whales (weather -permitting).
• Enjoy our beverage service.
• Return trip to Maalaea harbor.

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.