Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor
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!
What's Included
- Two restrooms on board
- Appetizers
- Experienced Captain and Crew
- Island-Style Music
- Open bar (beers/seltzers/cocktails) soft drinks, juice, water
- 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 Location
Maalaea Road
Wailuku, HI 96793, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
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.
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- 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 10 traveler
- Suitable for all physical fitness levels
- Infants are required to sit on an adult’s lap
- 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.
- This tour/activity will have a maximum of 40 travelers
Frequently Asked Questions
(9)Q: Do we get to swim with or touch the dolphins?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-294859P4
Traveler Photos





Reviews
Average 4.78 out of 5 stars based on 64 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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