Overview
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the Lahaina harbor wildfires, moored outside of the harbor breakwall. Now operating from Ma'alaea Harbor, we invite you to join our captain and crew on a heartfelt journey across the beautiful Pacific waters. They've faced immense challenges and are eager to share their stories of hope and perseverance with you. Lovely atmosphere and awesome photo opportunities! - The chance to see spinner dolphins, whales, and other sea life while we're out!
Packages & Options
Sunset Sail on a Charming Hawaiin Catamaran from Maalaea Harbor
From: $119
Package details and availability are confirmed during the booking step.
Itinerary
Treat yourself and your loved ones to experience a beautiful Sunset Sailing Cruise and Whale Watching (Dec-Apr) on our Small Charming Hawaiian Catamaran. “Winona” is the only Hawaiian-built, well-kept & spacious catamaran where you’ll experience true Aloha hospitality.
Our floating Tiki Bar serves Hawaiian pu pu's, offering an open bar (Locally brewed beer, seltzers, Hawaiian cocktails), refreshment drinks, and much more.
By booking this tour, you're not only treating yourself to an unforgettable adventure but also supporting our dedicated local team as we navigate through these tough times.
Your presence helps us keep Winona sailing and aids in the recovery of those who call Maui home.
Come be a part of our story and create lasting memories while making a meaningful difference in supporting our local small business and end a day in Maui on a high note.
What's Included
Inclusions
- Two restrooms on board
- Appetizers
- Experienced Captain and Crew
- Island-Style Music
- Open bar (beers/seltzers/cocktails) soft drinks, juice, water
Exclusions
- Hotel Pick-Up and Drop-Off
- Parking Validation
- Gratuities
- For infants 0-6 months old parents must bring a coast guard approved life vest
Meeting & Logistics
Check-in is 30 minutes before the activity starts time.
Google Maps 233 Maalaea Road, places you in front of the Coast Guard building.
We are at the north dock to the left of the Coast Guard station in front of the condo building and gravel parking lot.
Look for our Signs "Makena Coast Charters".
Meeting Point
Hawaii
Special Instructions
You will receive a confirmation text once the tour is booked. If you haven't received a text within 5 minutes of booking, please contact our office at 1-808-867-0599 or email us at booking@sailwinona.com with your confirmation number to receive our online liability waiver and meeting directions to the pier.
Photos
Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran Photos
View more images from this activity before choosing your date.















Additional Info
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Infants and kids ages 0-5 come for free but parents must call the office to confirm.
- If you have questions about accessibility, please call us for help.
- Not recommend for travelers with mobility issues
- This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
- This experience requires minimum of 8 people to be confirmed
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.






