Adventure Collective
Winona Sail Catamaran Charter in Wailuku, Hawaii - Kahului

Winona Sail Catamaran Charter in Wailuku, Hawaii

Wailukueasy

Difficulty

easy

Duration

2–4 hours

Fitness Level

Suitable for all fitness levels; minimal physical exertion required.

Overview

Set sail on the Winona, Maui’s unique Hawaiian-built catamaran, for a private charter that combines Aloha hospitality, whale watching, and a custom menu. Perfect for celebrations and unforgettable gatherings in Wailuku, Hawaii.

Boat Rental
Boat Tour
Catamaran
Private
Sailing
Kihei, Hawaii

Custom Private Charter - Winona Sail Catamaran

Select participants and date

Adventure Photos

Custom Private Charter - Winona Sail Catamaran photo 1

About This Adventure

Embark on an unforgettable adventure aboard the "Winona," Maui's only Hawaiian-built catamaran. Perfect for any celebration, enjoy Aloha hospitality, refreshing drinks, and a tailored menu while cruising with up to 45 guests. Experience island-style music, whale watching, and a dedicated crew, creating lasting memories on the water.

About

Step aboard our charming catamaran "Winona" with a tiki bar, and let the celebrations begin! Whether it's a wedding party, corporate event, or birthday bash, our private charters can accommodate groups of up to 45 people, ensuring an unforgettable experience.

Winona, Maui's only Hawaiian-built and meticulously maintained catamaran, offers more than just a ride. It's a journey filled with true Aloha hospitality, refreshing drinks, and so much more. Our professional crew is dedicated to making your event truly special.

Picture yourself on Winona's spacious decks, enjoying the shaded central cabin, entertainment, and a menu tailored to your desires. It's the perfect setting for a unique and memorable occasion that will leave you lasting memories. Come aboard and experience the magic of Winona!

Your Itinerary:

Check-In

  • Check-in is 30 minutes before your charter start time at Maalaea Harbor, address: 233 Maalaea Rd. Wailuku, HI 96796 vessel name "Winona" Sail Catamaran.

  • All guests sign in and complete the liability waiver.

  • Walk to the dock and board the boat.

What’s included:

  • Island-Style Music
  • Experienced Captain and Crew
  • Sanitized Snorkel equipment & flotation devices (required for safety reasons)
  • Whale watching (December – April)
  • Sailing experience from and to locations

What's excluded

  • Gratuities for crew
  • Hotel Pick-Up and Drop-Off
  • Parking Validation (see below)
  • Food Catering Service

What to bring with you:

  • A light jacket or shawl
  • Reef-safe sunscreen and hat
  • Towel

En Route

  • Captain's safety briefing.
  • Enjoy our beverage service.
  • Return trip to Maalaea harbor

Parking

  • Ma’alaea Harbor is $1 per hour. This parking lot uses a QR code payment system. Arrive early to pay via the QR code (you must know your license plate number). Please be aware of where you are parking and follow the parking instructions on the parking signs. We are not responsible for cars that get towed.

Adventure Tips

Book Early for Peak Whale Watching

Reserve your charter well in advance from December to April to maximize chances for humpback whale sightings.

Bring Sun Protection

Use sunscreen, sunglasses, and a hat to protect yourself from strong Hawaiian sun while sailing.

Notify Dietary Preferences Ahead

Communicate any specific dietary needs or allergies when booking to ensure a customized menu during your trip.

Arrive Early for Boarding

Plan to arrive at least 15 minutes early to allow smooth boarding and briefing by the crew.

Local Insights

Wildlife

  • Humpback whales
  • Green sea turtles

History

The Winona catamaran is proud to be the only Hawaiian-built vessel of its kind, reflecting local craftsmanship and maritime heritage.

Conservation

Makena Coast Charters practices sustainable tourism by minimizing waste and promoting responsible wildlife viewing to protect marine habitats.

Select participants and date

Adventure Hotspots in Kahului

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protect your skin from intense Hawaiian sun during the sail.

summer specific

Sunglasses

Essential

Essential for reducing glare off the water and protecting your eyes.

Light Jacket or Windbreaker

Helpful for staying warm during cooler or windy winter sailing conditions.

winter specific

Reusable Water Bottle

Essential

Stay hydrated throughout the journey without adding plastic waste.