Whale Watching Cruise from Maalaea Harbor

Quick Details

This is a seasonal tour available from Dec. 15th to April 15th. We recommend booking in advance to reserve your seats!

Welcome aboard our Hawaiian-built catamaran, “Winona,” where an exciting whale-watching tour awaits—an adventure everyone should experience at least once in their life!

Each year, from December through April, hundreds of migrating humpback whales travel from chilly Alaska to the warm waters of Maui to breed and give birth. On this epic whale watching tour, you’ll have a close-up view of these majestic marine mammals. They play, breed, and interact in their natural environment, while our crew shares insights into their behavior and biology. You can hear their soulful songs through our underwater hydrophones, all while enjoying the stunning views of West Maui’s mountains, Molokai, and Lanai from our decks or main floor.

Infants and kids ages 0-5 come for free.

What’s included:

  • Maui’s only floating tiki bar!
  • Light Snacks
  • 21+ years 2 adult beverages
  • Soft drinks, juice, water
  • Island-Style music
  • Experienced Captain and Crew
  • Underwater hydrophones to hear whale songs
  • Dolphin encounters on occasion
  • Sailing experience to or from locations
  • Two restrooms on board
  • Shaded deck
  • Ample seating

What to bring with you:

  • Cash gratuities for the crew
  • A light jacket or shawl
  • For infants 0-6 months old parents must bring a coast guard approved life vest

What’s excluded:

  • Hotel Pick-Up and Drop-Off
  • Parking Validation (see below)

Parking:

  • Ma’alaea Harbor is $1 per hour; we recommend paying for 3 hours total. 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. Give yourself 10-15 minutes for parking.

Check-In:

  • Check-in is 30 minutes before your start time at Maalaea Harbor, North Dock address: 233 Maalaea Rd. Wailuku, HI 96796 vessel name Winona.
  • Please plan accordingly for rush hour times.
  • All guests must complete our online liability waiver before arrival.
  • Walk to the dock, check in with the crew, and board the vessel.
  • Our boat is a barefoot vessel. We kindly ask that you wear footwear that’s easy to slip off—or simply go barefoot—while on board.

Adult

$60

Children Age 6–12

$45

Infants Age 0–5

Free

Guest Experiences That Speak for Themselves

From unforgettable sunsets to laid-back snorkeling adventures, our guests share what made their Sail Winona experience so special.

Your Maui Adventure Starts Here

Escape the crowds and sail the island in true Hawaiian style where handcrafted cocktails, stunning views, and unforgettable moments await.
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