Skip to main content
Adventure Collective Logo
Adventure ExperiencesLocal ExpertsLocationsAbout
Menu

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

Adventure Town Guides

View All Adventure Towns

© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Skip to main content
Adventure Collective Logo
Adventure ExperiencesLocal ExpertsLocationsAbout
Menu

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

Adventure Town Guides

View All Adventure Towns

© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Private Winona Sail Catamaran Adventure in Wailuku, Hawaii

Private Winona Sail Catamaran Adventure in Wailuku, Hawaii

  1. Home
  2. Local Experts
  3. Makena Coast Charters
  4. Private Winona Sail Catamaran Adventure in Wailuku, Hawaii

Adventure Brief

Experience a private sailing adventure on Maui’s only Hawaiian-built catamaran. Enjoy island hospitality, whale watching, and personalized service aboard the Winona in Wailuku.

2–4 hours
easy
Family Friendly
No Experience Required

Keep the Adventure Going

More ways to explore the area's outdoor wonders

Set sail on the Winona, Maui’s only Hawaiian-built catamaran, for a customized private adventure that blends ocean exploration with Aloha spirit. Operated by Makena Coast Charters, this exclusive boat rental accommodates up to 45 guests, making it perfect for intimate celebrations or special occasions. From the moment you board, enjoy island-style music, expertly crafted cocktails, and a tailored menu designed to match your preferences. Glide through the crystal-clear waters off Wailuku, taking in panoramic views of the rugged Maui coastline and watching for majestic humpback whales during the season. The dedicated crew ensures a seamless experience, handling everything from navigation to hospitality so you can relax fully and embrace the tranquility of Hawaiian sailing. Whether you’re celebrating a milestone or seeking a memorable group outing, the Winona offers a unique private charter that highlights the natural beauty and warm culture of Maui in an intimate setting. Expect refreshing ocean breezes, captivating marine life, and the gentle rhythm of the waves beneath a towering catamaran sail. It’s an ideal escape that brings friends and family closer to the magic of the Pacific.

Hang tight — photos are loading

This usually takes just a second.

Trip Details from the Operator

Frequently Asked Questions

Yes, Makena Coast Charters offers tailored menus based on your preferences and dietary requirements, just inform them in advance.

The Winona can host up to 45 guests, making it ideal for private groups and celebrations.

Unfortunately, the Winona has limited wheelchair access due to its design; please contact Makena Coast Charters for specific accommodation inquiries.

Key Highlights

Difficulty

easy

Duration

2–4 hours

Fitness Level

No special physical fitness required; suitable for all ages and abilities.

Local Insights

Wildlife

  • Humpback whales
  • Green sea turtles

History

The Winona is Maui’s only Hawaiian-built catamaran, honoring local craftsmanship and maritime traditions.

Conservation

Makena Coast Charters actively supports ocean conservation efforts by practicing sustainable tourism and educating guests about marine life protection.

Related Adventures & Guides

  • See other trips from Makena Coast Charters
  • Explore more Kahului adventures
  • Browse more boat charters experiences

Operated By

Makena Coast Charters

Experience a private sailing adventure on Maui’s only Hawaiian-built catamaran. Enjoy island hospitality, whale watching, and personalized service aboard the Winona in Wailuku.

About Makena Coast Charters

Makena Coast Charters operates from Wailuku, Hawaii, offering guided snorkel trips, sunset sails, whale-watching excursions, and private charters around South Maui and Molokini. The company runs a small fleet that includes the authentic Hawaiian-built catamaran Winona, the Makena Mele II, and a private raft boat used for custom charters. Trips highlight Molokini Crater, Turtle Town (Kihei Turtle Town), and departures for whale watching from Maalaea Harbor during peak season.

Each experience provides gear, on-board guidance, and attentive crew service. Snorkel trips feature beginner-friendly instruction, complimentary snacks, and opportunities to see Hawaiian green sea turtles, vibrant coral, and tropical fish. Whale-watching cruises include hydrophone listening and narrated sightings during the December through March humpback migration. Private charters are customizable for celebrations, weddings, family outings, and corporate events, with options for tailored menus, island-style music, and beverage service. Vessel descriptions, durations, and passenger capacities vary by trip offering; details are listed per experience to match group needs. Makena Coast Charters emphasizes Aloha hospitality, local knowledge of Maui waters, and personalized attention on every outing. Safety briefings, equipment fitting, and crew support are standard components of the guest experience. Guests can choose half-day and multi-hour options, including focused snorkeling adventures and flexible private sails. Reservations and specific itinerary questions are handled through the company's booking channels, and trip pages list accurate times, departure points, and inclusions. Trip durations range from two-hour snorkels to five-hour private charters, and sunset sails and custom itineraries are listed with each trip description for accurate planning needs today.

Makena Coast Charters fleet
Makena Coast Charters team

Location

Wailuku, Hawaii

Operating from Wailuku, Maui

Key Vessels

Winona • Makena Mele II • Raft

Catamarans and raft boat available

Whale Season

Dec–Mar

Humpback migration months

Tours Offered

10 experiences

Snorkel, charters, sunset sails

CTA Section Background Image

Ready to Book a Maui Ocean Experience?

Check availability for Molokini Crater snorkels, Turtle Town trips, whale watching (Dec–Mar), sunset sails, and custom private charters departing from Wailuku and Maalaea Harbor.

Adventure Tips

Book Early for Peak Whale Season

Reserve your charter well in advance from December to April to secure prime whale-watching dates.

essential

Bring Sunscreen and a Hat

Protect yourself from Hawaii’s strong sun while enjoying the open deck and ocean breeze.

warning

Notify Dietary Restrictions in Advance

Inform the crew early to customize your menu to fit any dietary needs or preferences.

info

Wear Non-Slip Shoes

Choose footwear with good grip to stay safe on the deck during sailing and boarding.

essential

Recommended Gear

Sunscreen

Protects your skin from intense Hawaiian sun exposure during open-deck sailing.

summer

Essential

Wide-Brim Hat

Provides extra shade and helps keep you cool while enjoying the boat deck.

summer

Essential

Light Jacket or Windbreaker

Keeps you comfortable during cooler or breezy evenings on the water.

fall

Non-Slip Footwear

Ensures safety on wet, moving boat surfaces.

Wailuku Things To Do
Wailuku Boat Tour
Wailuku Sailing
  • Read our Kahului travel guide
  • Essential