About the Experience
Step aboard the charming “Winona”—Maui’s only Hawaiian-built and meticulously maintained catamaran—complete with a tiki bar for your ultimate celebration! Whether you’re hosting a wedding party, corporate event, or birthday bash, our private charters can accommodate up to 45 guests, ensuring an unforgettable time for everyone on board.
With true Aloha hospitality, refreshing drinks, and stunning views, your event on Winona will be nothing short of spectacular. Enjoy the spacious decks, shaded central cabin, and custom entertainment options as our professional crew ensures your experience is seamless and memorable.
Winona is more than just a boat ride; it’s a unique journey designed to create lasting memories. Celebrate with friends, family, or colleagues and discover the magic of Maui from the comfort of our luxurious catamaran.
Your Itinerary
Check-In:
Check in 30 minutes before your charter’s start time at Maalaea Harbor. The address is 233 Maalaea Rd, Wailuku, HI 96796, and the vessel name is “Winona” Sail Catamaran.All guests will sign in and complete a liability waiver.
Afterward, take a short walk to the dock and board the boat.
What’s Included
Island-style music for the perfect tropical vibe
An experienced captain and crew ensuring a smooth and enjoyable sail
Sanitized snorkel equipment & flotation devices for your safety
Whale watching (December to April) for a chance to spot magnificent humpback whales
Sailing experience to and from scenic locations
What’s Not Included
Gratuities for the crew (typically 20% of the charter cost)
Hotel pick-up and drop-off (guests are responsible for transportation to and from the harbor)
Parking validation (see details below)
Food catering services (can be arranged separately)
What to Bring
A light jacket or shawl for cooler moments
Reef-safe sunscreen and a hat for sun protection
Towel for drying off after a refreshing swim
En Route
A safety briefing from the captain to ensure a secure and comfortable experience
Enjoy beverage service throughout the trip
Relax and take in the scenery as we return to Maalaea Harbor
Parking Information
Parking at Maalaea Harbor is $1 per hour.
The parking lot uses a QR code payment system. Arrive early, have your license plate number handy, and follow the instructions to pay.
Please be mindful of where you park and adhere to the signs to avoid any issues. We are not responsible for vehicles that get towed.
